Study of Industrial Data on Candidate Chemicals for Testing: Research Report No. 1, Final Report


EPA 560/5-77-006
               A STUDY OF INDUSTRIAL DATA ON
             CANDIDATE CHEMICALS FOR TESTING
                            August 1977

                       Research Request No. 1

                          FINAL REPORT


                       fice of Toxic Substances
                       ironmental Protection Agency
                      Washington, D.C. 20460

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Document is available to the public through the National Technical Information Service Springfield, Virginia  22151

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           STANFORD RESEARCH  INSTITUTE
           Menlo Park, California  94025 • U.S.A.
EPA-560/5-77-006
                    A STUDY OF  INDUSTRIAL DATA ON

                   CANDIDATE CHEMICALS FOR TESTING
                             August 1977


                       *\

                       Contract  No. 68-01-4109

                       Research Request No.  1
                                    '",'"

                     Project  Officer:  Janjes  Darr
                            Prepared for


                      Office of Toxic Substances
                 U.S.  Environmental Protection Agency
                        Washington, D.C.  20460

-------
                                  NOTICE
        This report has been reviewed by the Office of Toxic Substances, EPA,




and approved for publication.   Approval does not signify that the contents




necessarily reflect the views  and policies of the Environmental Protection




Agency, nor does mention of trade names or commercial products constitute




endorsement or recommendation  for use.
                                   111

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                                PREFACE

     This report was prepared by an  interdisciplinary team under the
general guidance of the two EPA project officers, Rosalind Schoof and
James Darr.  The SRI team consisted of Jeffrey Allport, Sharon Casey,
Janet Cook, Peter Hall, C.  Tucker Helmes,  Oscar Johnson, Barbara Lewin,
Kirtland McCaleb (Project Leader),  Ann Mitchell, Gordon Newell, Meg
Power, Shirley Radding, Caroline Sigman, Vincent Simmon, Cecilia Smith,
Susanne Urso, Anita Van Der Tak, Janet Walker, and Rose Wright.

-------
                                CONTENTS

  I.    INTRODUCTION	   1-1
 II.    SUMMARY, CONCLUSIONS,  AND RECOMMENDATIONS  	   2-1
III.    STUDY OF CHEMICALS FROM A NATIONAL SCIENCE
       FOUNDATION STUDY 	   3-1
       A.   Preparation of Tables Containing Economic Information. .   3-1
       B.   Identification of  NSF Chemicals in EMIC Files	3-16
       C.   Evaluation of Mutagenicity Data on NSF Chemicals ....  3-76
 IV.    STUDY OF CHEMICALS FROM TABLE ENTITLED "POTENTIAL
       INDUSTRIAL CARCINOGENS AND MUTAGENS" 	   4-1
       A.   Preparation of Tables Containing Economic Information. .   4-1
       B.   Preparation of Market Forecasts  	   4-6
           1.   Class I:  Alkylating Agents  	  4-11
               a.   Class IA:   Epoxides	4-11
               b.   Class IB:   Lactones	4-23
               c.   Class 1C:   Aziridines	4-29
               d.   Class ID:   Alkyl Sulfates	4-33
               e.   Class IE:   Sultones	4-36
               f.   Class IF:   Aryl Dialkyl Triazenes	4-38
               g.   Class IG:   Diazoalkanes	4-42
               h.   Class IH:   Phosphoric Acid Esters	4-44
               i.   Class II:   Halogenated Saturated Hydrocarbons  .   4-59
               j.   Class IJ:   Halogenated Alkanols  	   4-73
               k.   Class IK:   Halogenated Ethers  	   4-78
               1.   Class IL:   Aldehydes	4-84
           2.   Class II:  Acylating Agents  	  4-98
           3.   Class III:   Peroxides	4-118
           4.   Class IV:  Halogenated Hydrocarbons and
               Derivatives	4-129
               a.   Class IVA:   Halogenated Unsaturated
                   Hydrocarbons 	 4-129
               b.   Class IVB:   Halogenated Methanes 	 4-141
               c.   Class IVC:   Halogenated Aryl Derivatives .... 4-150
               d.   Class IVD:   Halogenated Polyaromatics  	 4-164
                                  vn

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                                 CONTENTS

                                 (continued)



 IV.    STUDY OF CHEMICALS FROM TABLE ENTITLED  "POTENTIAL
        INDUSTRIAL CARCINOGENS AND MUTAGENS"  (continued)

        5.  Class V:  Hydrazines, Hydroxylamines, and Carbamates  .    4-171

            a.  Class VA:  Hydrazines	    4-171

            b.  Class VB:  Hydroxylamines	    4-185

            c.  Class VC:  Carbamates	    4-190

        6.  Class VI:  N-Nitroso Compounds 	    4-197

        7.  Class VII:  Aromatic Amines	    4-204

        8.  Class VIII:  Azo Compounds	    4-234

        9.  Class IX:  Nitrofurans	    4-259
       10.  Class X:  Azides	    4-262

  V.    STUDY OF POTENTIAL CARCINOGENICITY OF SELECTED
        CHEMICALS BASED ON STRUCTURE-ACTIVITY ANALYSIS  	      5-1

APPENDICES

        A.  ADDITIONAL CHEMICALS PROVIDED BY THE
            PROJECT OFFICER  	      A-l

        B.  ECONOMIC DATA ON ADDITIONAL CLASSES	      B-l
                                   Vlll

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                            I.  INTRODUCTION










A.  Background




    The Office of Toxic Substances of the Environmental Protection




Agency needs to produce information packages as a basis for decisions




about testing chemicals for unreasonable risk to human health or the




environment.  Contract No.  68-01-4109 with SRI International (formerly




Stanford Research Institute) was established as a first step in produc-




ing these packages.   It calls for SRI to provide, in answer to Research




Requests provided by the Project Officer, selected economic, chemical,




and biological information on selected commercial chemicals.




B.  Objectives




    The objectives of the study reported in this document were as follows;




•   Utilize economic and toxicologic information developed in previous




    projects for the National Science Foundation (NSF)  and the National




    Cancer Institute (NCI)  to provide data on commercially significant




    chemicals.  (The NSF project provided information on the 250 chemi-




    cals with the greatest potential for environmental  effects based on




    their estimated release to  the environment during their production




    and use.  Information developed as part of an NCI project and used




    specifically for this contract consisted of Stage I and Stage II




    dossiers,  which  provide exposure and use information as well as indi-




    cators of potential carcinogenicity and physical, chemical, and




    biological properties for specific chemicals.)
                                   1-1

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•  Identify those chemicals whose mutagenic properties have been studied




   and provide an evaluation of the test results on 25 chemicals selec-




   ted by the Project Officer.




•  Expand a list of 72 chemicals identified by EPA as potential indus-




   trial carcinogens and mutagens in order to include all the chemicals




   in the ten major classes represented by the 72 chemicals.




•  Identify the commercially significant chemicals belonging to each of




   the ten major classes (and their numerous structural  classes),  subdivide




   them according to annual production volume,  and prepare tables  of




   economic data for the chemicals with annual  production of (a) one




   million pounds or more,  and (b)  one thousand pounds or more.




»  Prepare market forecasts for the chemicals with annual production of




   one million pounds or more.




•  Prepare reports on the results of studies of the potential  carcino-




   genicity of the members  of the epoxide,  alkyl halide,  and vinyl




   halide classes based on  structure-activity analysis.
                                   1-2

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             II.  SUMMARY, CONCLUSIONS, AND RECOMMENDATIONS










A.  Summary




    This report describes the work carried out on Research Request No.  1




as specified by the Project Officer during the course of the study.




    In one of the two major parts of the study, data previously collected




on 667 organic chemicals as part of a project for the National Science




Foundation (NSF) were reorganized and supplemented with additional data




to provide the following information on the chemicals where




available: (a) data on U.S. annual production; (b) estimates of the quan-




tities released annually to the environment;  (c)  identification of major




uses; and  (d) accession numbers for any references on mutagenicity tests




that are available in the files of the Environmental Mutagen Information




Center (EMIC).  The mutagenicity data on 25 chemicals selected by the




Project Officer were then evaluated after developing a list of assays




and criteria for classifying the results as either positive or negative/




inadequate.




    In the second major part of the study,  a list of 72 chemicals consi-




dered to represent potential industrial carcinogens and mutagens was




expanded to a total of 1791 chemicals by a review of sources which identify




commercial chemicals.   Data relating to the commercial importance of these




chemicals were gathered and compiled into tables  for each of 26




structural classes.   For those chemicals in each  of these structural  classes
                                    2-1

-------
which could be identified as having an annual U.S. production equal to




or greater than one million pounds (a total of 109 chemicals), so-called




"market forecasts" were prepared which present a brief summary of produc-




tion and trade statistics, consumption patterns and descriptions of major




and potential uses, identification of possible substitutes, and growth




trends.




    An additional task assigned by the Project Officer was a study of




the potential carcinogenicity of selected chemicals based on structure-




activity analysis.  A review was made of the carcinogenicity data for




all chemicals belonging to the three classes (epoxides,  alkyl halides,  and




vinyl halides) selected by the Project Officer.   This was used to corre-




late structural features with carcinogenic activity and criteria were




developed for estimating the potential carcinogenicity of chemicals in




each class.  These criteria were applied to the chemicals in the class




known to be produced commercially or for which there was  evidence of




significant human exposure.  The results of the study of  the classes were




summarized in three separate reports.




B.  Conclusions and Recommendations




    Because Research Request No. 1 was designed to  provide certain




specified information on selected chemicals,  no conclusions were drawn




from the studies  performed.




    If the Office of Toxic Substances finds the information provided in




this report to be useful, we recommend the following additional  studies




to supplement those described in this report:
                                  2-2

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Evaluation of the mutagenicity data on additional chemicals from




the NSF study, and on other chemicals identified as having significant




human exposure.




Preparation  of economic data tables and market forecasts on the




chemicals in any additional classes (anthraquinones,  aromatic




hydrocarbons, cyclic ethers,  heterocyclic amines,  phosphoramides,




etc.)  studied by Dr. Fishbein.




Evaluation of the potential carcinogenicity of the chemicals in addi-




tional classes based on structure-activity analysis.
                                2-3

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   III.  STUDY OF CHEMICALS FROM A NATIONAL  SCIENCE  FOUNDATION STUDY










A.   Preparation of Tables Containing Economic  Information




     In this part of Research Request No. 1, SRI produced computer-




generated tables containing economic information on commercially  signifi-




cant chemicals.  These chemicals had previously been identified as  having




an annual production volume greater than one million pounds in 1972,  1971,




or 1970 in an earlier SRI project done for  the National Science Foundation




(NSF).




     For the present study, Chemical Abstracts Services Registry numbers




(CAS numbers) were obtained for as many of  these NSF chemicals as possible.




The chemicals were then divided into those  with CAS numbers (436 chemicals)




and those without CAS numbers  (231 chemicals, groups, or mixtures).




Tables 3-1 and 3-2 contain these chemicals  listed in order of decreasing




annual production, along with additional information:  (1) the production




quantity, data source, and year; (2) the use category of the chemical as




designated by the U.S. International Trade  Commission (e.g., dyes, pesti-




cides, plasticizers); and (3) the estimated annual release potential  (a




rough estimate of potential annual losses to the environment which was




available for approximately one-third of the chemicals from the NSF study).




     Some of the columns in Tables 3-1 and  3-2 need some additional




explanation:




     1.   Production




     A production level of one million pounds was chosen as the one above




which a chemical was considered to be an important commodity chemical.




Due to the common usage of one million pounds production as a measure of







                                  3-1

-------
a commodity chemical, and in keeping with the units used by the Inter-

national Trade Commission in its series, Synthetic Organic Chemicals,

U.S. Production and Sales, the use of the pound as a unit of weight has

been adopted for all of the sections of this report dealing with economic

aspects of the chemicals.

     2.   Source

     The production figures are either reported data from Synthetic

Organic Chemicals, U.S. Production and Sales, published by the U.S.

International Trade Commission and designated as T72 (for 1972) , T71

 (for 1971), or T70  (for 1970), or are SRI estimates, designated as SRI.

     3.   Use Category

     This is one of the following 14 major groupings used in Synthetic

Organic Chemicals:

               Category

     Tar and tar crudes
Abbreviation Used
     Crude products from petroleum and
        natural gas for chemical
        conversion

     Cyclic intermediates

     Dyes

     Organic pigments

     Medicinal chemicals

     Flavor and perfume materials

     Plastics and resin materials

     Rubber-processing chemicals

     Elastomers

     Plasticizers

     Surface-active agents
Tar & tar crudes

Crude products



Cyclic intermed

Dyes

Org pigments

Medicinal chems

Flavor & perfume

Plastic & resin

Rubber-proc chem

Elastomers

Plasticizers

Surf-activ agent
                                  3-2

-------
               Category                         Abbreviation Used



     Pesticides and related products            Pesticides



     Miscellaneous chemicals                    Misc chems




     4.   Release Rate



     The release rate, R, was calculated for a number of chemicals on



a previous project done for NSF and is defined as follows:



               R = C  (F ) + P (F  )
                       JJ        Jr J_i


where C is the apparent U.S. annual consumption, F  is the fraction of



the annual consumption of the chemical that goes to nonintermediate



dispersive uses, P is the annual U.S. production, and F   is the fraction
                                                       PL


of the annual U.S. production that is lost and escapes from the plant site



during the manufacture of the chemical.
                                  3-3

-------
           11/24/76
                                       Table 3-1.  INDUSTRIAL CHEMICALS  WITH CAS NUMBERS
                                                                                                                         Total No. 436
 CAS

 000 j7<.bi.l
 0000571^6
 OP00749b6
 O00071432
 0001070o2
 OV0115071
 U08u32324
 OoOiOk)4i4
 OU0067561
 OG010G425
_OC;010a8ti3_
 OUOOSaOOO
 Ok. 007^84^
 CCOl>75014
 OC9U02862
 000075218
 000106990
 Ovt) 107^11

 Oo9003623
 000106978
 0001108^7
 00009S323
 0000641«7
                NAnE
                                                                                                        bOURCE   USt  CATEGORY
                                                                                                                                             PG7ENTJAL
    ul/ClCo423
    OU0100210
    000106952
Y - 0 OC6-»175
*• v OO006761.0
    0(,0067e41
    OOOu75569
    000108247
    000124049
    OOOO75070
    OUO108054
    009^03536
    000075650
    OC10C56235
    060075285
    0000854<.9
    OOSU03569
    OC01240V4
    OO0095476
    009GU4357
  • OUCu75150
    OU9C-05172
    Ot01056u2
                UKLA
                PR Lip f ML
                tfcNZcNt
                1,^-L/ICHLUKULTKA.Jt  ItThYL-tlME  OlChLORIDE)
                PRCf YLLNh
                ETHYLBfcNZE -IE
                tttlHANCT.,
                STYRENb, ALL  GKAucj
Vl.NYL  k-HLL.nl ot,  .IJiiLt-iLr.
MJLYV1NYL CHLLKIkJc
tTHYLfcNfc LXlUt
1,3-eUTADIENE,  oKAUfc  FuK
tTHYLtiVE GLYCLL
PQLYLU fA01tiMh-->l YKLML LLflS IGME^iS
t-ULY£ f rtYLENt  7cR^PnT.i«LA ft
                                           (L hL LP.ut TH YLr-N E )
                                                      ( EL.»STOKERS )
CYCLUhtXANt
CJMtNt
ACtTK ACI!;,  oYNlHLTiCi  IOCS
TEREPHfHALIU  AulLi,  DIMETHYL  ESTER
K-XYI.ENE
1EKEKHIHALIC  AC.1L'
HHtNCL
LTHYL ALCOHOL, SYNThtTiC
ISOP^OPYL  BLLCHGL
POLYPRLiPYLLiMt
           11X1DL
«C£T1C ANHY(jkll,t,  \\j^%
A01P1C AGIO
ACLTALOtHYDt
VINYL AC El Alt
^ULYSTYRLNi-,  STRAIGHT
ACkYLOMlTRlLh
TEPT-B'JTYL  ALCOHOL
GAKBL'Nl TETRAGrlLUHUE
CHThALiG ANHYur.lut
1,6^1-ltXANtUIAMlNL  (MtAAKcTrtYLtNEL 1AMINE )
L.-XYLENE
LfcLLULLjt  ACLT^TL
CYGL'JHtX^NLJNL
GA«BuN UlSl'LULE
FE IRAG.-iLLKotlHYLcNc  ( P ^Kv,rn_U K G cT nY LEN'F )
i.TtRLb PuLYSUTADitNE
^1^6: 2 .1 MIL LBS
1^3^0.0 MiL LbS
Sf>G8.3 MIL LBS
t9j7.1 MIL Lt.S
C6o0.0 MIL LBS
3A71.6 MIL LBS
e2t8.4 MIL LBS
&9:-0.0 MIL LBS
6060.1 MIL LBS
SP6.V MIL LBS-
t526.3 MIL Le/S
^5i6.7 MIL Lfls
24b7.5 MIL L%S
Z3.3 MIL LliS
V4.2 MIL LbS
^0.3 MIL LBS
!>5.9 MIL LBS
32.5 MIL LbS
39. 'i MIL LfcS
^8.9 MIL LBS
47.0 MIL LFS
5 el. 7 MIL LBS
876.2 MIL LBS
15 i S3. 2 MIL LbS
5:,3.9 MIL LbS
40.6 MIL LBS
59.4 MIL LES
37.3 Mj.L L! i
i6.2 MIL LBS
IB. 2 MIL LbS
1471.0 MIL LbS
t-7.-^ MiL LbS
715.0 MIL LbS
105.0 MIL LtS

14.1, MIL LbS
•311.6 MIL LBS
12.8 MIL LtS

24.6 MIL LBS
1:1.0 MIL Lts
-»9.9 MIL LBS
5.8 .0 MIL Ll i
72V. 5 MIL Lbi

-------
                                                   Table 3-1 (continued)
     OoOu754t5
     0,0115117
     tJU08O6«:6
     OOOU71363
     OGOG750U3
     OCOU5751.6
     000098953
     009C03556
     Oi.'OC91178
     OobJ.0^767
  • OCUC75092
    Ui6o524to
  « 00t074673
    0000715i6
    00ul<7;.718
    OJ 01176 17
  »- CC007VO16
    OoOl>7t>9/2
    000062533
    OOO106907
    OJ9010964
    060078791)
    025-3*2:694
    &-0106898
    000111*66
  - OU9O032°6
    0 .81.61527
    0001069^4
w   G09003310
in— tXJ901O859
    Oo01C8316
 ~  GeOu8uOt>7
    000067663
    0001^1766
  •-OOOiOSlOl
    OO0110805
    Ou011V073
 -  0&9L.-107V1
    OOUU56815
    Oo009!>807
 -  OC0377929
    009003183
    000j65b30
    0^0761400
    027176570
    010»>7i-0i.8
    Ot'Cili7t2
    Oi-00791>,7
    OOH20043
    0019122V?
    0090035*7
    CO0111t22
    00010271C
kHCiGfcr.it (CAREJNYL t,rlLL,K lue )
iS^BUTYLtNt
rth1HYL  N LTHALkYL AT L
U-tUIYL ALoClnCL
hlHYL CnLG.vIi.E  ( ^HLLnL.-It-.Anfc
HK'JHYLUMi. GLYCiJL
Ml iRLbtNZE.JE
bTYRirNt-BUI ADIEIMr CUHULYMtK
. -tThYL-i-rifcXANOL
^-bU fA^O.-Yt (ML7HYL L1HYL  KiT-Nl )
L-ICHLCPurE ll-IANL  (Mt IhYLLr-b  CHLL'RIDE)
TAcL-W  AClOSt  SULlUh SAL I
LHLUKGM£ThANii  (MiTr.YL UHLUKI u£ )
*, I,_-1RiCHL;jRL;fcTHAi\iL (MiThYLCHLCRCFf RM )
L
_I <2-t I
IftltHUJRUETHfLlNt
itC-KUTYL ALCOHOL
ANILINc (ANILINc  GIL)
CHLCKOFENZtNct MuNu
PULYCHLOKCf-KfcNt  (NLUPKiNi)
l&LPKtNt U-PtlHYL-l,3-BLiT AOlEiJt )
POLYPRGPYLtNt  GLYCUL
DItThYLENE GLYOJL
POtYEUTENE
L1GN1NSULFJN1C  AulC, LALolGM SALT
l,k-bluRCMC,'t Ih-Nt ItlHYLtNL  uIHRUMIDE)
iTERtU  PULYIi.OPRt.Nt
POLYISt&JTYLENl-lSUPRLNb  ELASTOMfRS  tEUTYL)
t-ThYL  «CkYL*Tfc
MALEIC  ANHYDKIuE
», •*•-! SuPRuP YLJDtNcUlPHtr4UL (BISPHfNC'L *)
CHLORG^ORM
tTHYL  ACtTAlt,  8i™
^-HETMYL-2-PLNlANurit (NtfHYL I SQBUTYL KETONE )
          GLYCOL MUi\ucThYL i_Tht«'-  (2-t THOXYfcTH AN JL )
                     KUBbLK
GLYCtRJL, SYNTKE11C ONLY
TOLULNt-2,^-DlAMiNt <-»-«-l UL YL l-N E Di A^INE )
CITRIC  ACIO
PULYE.U rA^.li_Nt-ACKYLUNl IRiLt. LL AS TOMt ''S
BcNZCllU ALID,  lELh.
ullSLDtCYL KHThALAlt
OUDELYLb LNibMt^ULFuNiC AC1L
                                    M'lMf.'E V7 YL ElhLR I
t-UlYL  ACRYLAlb
ACRYLIC ACID
jURtlluL
ETriYLENt GLYUOL  hOKoKETHYi.  E THtR
PtMTAtKYThKllLL
L'CTALtCYi. iDLFAT^i  iuDIUf. -ALT
i.TYi
-------
                                              Table  3-1  (continued)
03U001794
OCC1067U1
Uu007t8-il
            CASTJk  U)L
000123864
OuOj.u0970
UOOH2776
OG9C032O7
GL0071238
000141435
UCOl004-'.7
009002895
000106467
OGOU602W
OCV100117
OUOJ64028
OuOu9550l
OG01069ti9
0001O7153
COul099S'9
GUOJ790V4
OO1319773
000063232
OG00674bl
009GOZ908
025^65716
000110176
OO0^9BOOO
OO1-30765
OC010 ?415
Ot/OlOOli.2
OC60013!>2
0000954&7
000087865
000142472
OO0069727
OoOu64i86
000075047
00010^117
000^50293
00010J2J1
CU01H900
O00087901
OO01104fl
Oi5ul31b4
OV00947S7
Oi 5053489
OU1592230
001iOC7^7
OOOu5u732
OOC126330
            io^-BulVL  ALC.;h:-L  (IS^PRUPYL  CAKBIN1L)
            Di;iEThYLAMiNr;
            M-c-UlYL ACtlAT_,  UNMIXLD
            HEXArtETHYL.:Ni_Ti_TKAMINE
            TRIETHYLL.ML. GLYC^L
            i-OLYVI!fYL ACL1~TL  KhSlrtS
            tPL.XiL.iZLD SUY« 1..1LS
            ^KUHTL  ALCUHtjL  I r-KuH ANuL I
            .4
r-9.0
56.0
55.0
55.0
54.5
32.4
51. fc
M.5
51.1
50-2
50.0
5O.O
'0 .0
50.0
50.0
49.7
49.7
47.3
47.1
•^6.9
'.5.9
-i5.5
'.5.0
44 .9
tl.2
40.0
40 .0
40.0
-0.0
-it .2
i7 . £
i7.H
35. U
-,5.0
35. u
:-.3.t
?3 . 2
ii .1
32.4
n2.4
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
LtS
LBS
LES
LbS
LBS
LBS
LBS
LBS
LSS
LHS
LbS
LBS
L&S
LBS
LBS
LbS
LBS
LBS
LES
LBS
LBS
LbS
LBS
LSS
L(*S
LBS
LBS
LbS
LBS
LBS
LBS
LbS
LBS
LBS
Lt:S
LbS
LbS
LBS
LBS
LBS
LbS
LbS
LBS
LbS
LBS
LbS
LBS
LBS
LBS
LBS
LbS
LIS
LbS
LbS
LLS
LES
LBS
LbS
LBS
LbS
LbS
172
SRI
SRI
T72
T72
T72
T72
SRI
T71
T72
T72
T72
T72
T72
T72
T72
T72
T7?
T72
T72
SRI
SRI
T72
T72
SRI
T72
T7?
772
772
T72
T72
SRI
SRI
SHI
i.Rl
SRI
T72
T72
T72
T7?
T72
SRI
T72
SRI
T72
T72
SRI
SRI
SRI
SRI
T72
IK1
T72
T72
SRI
SRI
T72
T72
T72
T72
T72
CYCLIC.  INTERMtO
SURF-ACTIV AGtHI
CYCLIC  1MTERMLD
MISC  CHF.MS
MISC  CHEMS
MISC  CHEMS
MISC  CHEMS
MISC  CHEMS
PLASTIC  C RESIN
PLASTIC1ZERS
MISC  CHEMS
MISC  CHEMS
CYCLIC  INTERMLU
PLASTTC  £ RtSIN
CYCLIC  INTEKMtD
MISC  CHEMS
MISC  CHEMS
MISC  CKEMS
CYCLIC  INTERMEO
CPUHE PRODUCTS
MISC  CHtMS
CYCLIC  IMTERMcD
MISC  CHEMS
CYCLIC  INTERMtD
PESTICIDES
MSOTCTNAL CHEMS
MISC  CHEMS
MISC  CHEMS
MISC  CHEMS
PESTICIDES
PLASTICIZERS
MISC.  CHFMS
MISC  CHEMS
ELASTOMERS
MISC  CHtMS
PTSTICIDES
CYCLIC  INTERMTD
PESTICIDES
FLAVOR  C  PERFUML
CYCLIC  INTERMLD
MISC  CHEMS
MISC  CHEMS
MISC  CHEMS
PESTICIDES
PLASTTCIZERS
MISC  CHEMS
SURF-ACTIV  AGEN I
MISC  CHhMS
CYCLIC INTcRM'iD
PESTICIDES
ELASTOMERS
SURF-^CTIV  AGnNl
SURF-tCTIV  AGENT
MtOlClNAL ChfcnS
CRUDE PRODUCTS
PLASTICIZFRS
CYCLIC INTEPMtD
CRUOE PPODULTS
MISC CHEMS
MISC CHtMS
MISC CHEMS
129.7  MIL Lr.S

 .i.y.5  MIL LtS
 ^0.6  MIL LbS
 y7.1  MIL LBS
 a>.4  MIL LBS
 70.8  MIL Lt.S

 74.7  MIL LbS
 t.3.6  MIL LfcS
 29.3  MIL LbS

104.0  MIL LBS
 70.7  MIL LES
 _5.7  MIL LLS
 fl.C  MIL LbS
 65.3  MIL LBS
 ..7.1  MIL LBS

 22.5  MIL LBS
 •»2.<:  MIL LBS

 3C.4  MIL LES
 50.5  MIL LPS
 56.1  MIL LbS
 31.8  MIL LBS

 io.2  MIL LbS
 52.7  MIL LbS
 43.<»  MIL LLS
 50.&  MIL LLS
 51.5  MIL LLS
 51.5  MIL LbS
 tu.8  MIL LSS
 50.5  MIL LBS
 15.6  MIL LbS

 51.4  MIL LSS

 ^•,.1  MIL L£S
 is.4  MIL LBS

 HI .5  MIL LtS
 J9.4  MIL LtS
 J6.t  MIL LtS
 41.2  MIL LE,S
 2O.e>  MIL LbS
 12.0  MIL LfcS

 ?.9.-  MIL LbS
 ^b.9  MIL LLS
 -0.5  MIL LhS
 35.9  MIL LBS

 35.5  MIL LtS
                                                                                                                                 16.7 MIL  LbS
                                                                                                                                 2-».b MIL  LhS
-------
                                                     Table 3-1 (continued)
 027;>54263
 000141537
 OOC1123S6
 OG0147477
 010121755
 0093O46ZC
 000084742
 OOOU755C3
L,I1SU-LCTYL
SCiulLM FORMATE,  TELh.
IRIETHYLfcNL GLYCuL MCJIMUMbThY L ;Th[!t
 007440213
 OOOJ.51213
 OOOO57749
 000309002
 000112345
 000u74839
 000119062
 UU011U918
 0.1V16167
 002008391
 026249207
 0044.75814
 Ou01207b5
 Outlll2276
 020133904
 OC1582098
000144194
Ou05570Sl
000084662
000127093
^00112243
OuOo74864
OOOli30t>2
OO012B370
C00142847
000111273
00013V968
0^.0050817
000056362
OU9003O1*
OU164->2C5
000080433
026444495
Ou0106203
000123911
Ca0632321
OuVt02840
OOUJ.11773
C-.077117
001^31564
OO0081812
OG&C34002
OOO123319
000112607
00010324^;
OTL,Oi098V7
0-0115S66
MALATH1GW
KYORUXYETHYL  t-LLLULJih
01 BUTYL
AL^HA-METHYLSTYRLNt
_ILl-U,Jc: ELAiT^-M.K,,
LiLDELYL SULFATb,  SijDiUr",  SALT
CHLORDAN
ALDR1N
IJlETilYLENE GLYCCL MuNUiJUfYL ETHEP
MtTHYL Bt\OMlLL
LITR10LCYL PHTHALATt.
MuKPHCLINt
KvUPACHLuR
^,t-Ljr-HLOROPHLUUXYAUtllO  AC1C 0 IMLTHYLAMINE SALT
LUTYLENE CXIDE
CALCIUM PROP iUNATt.
TRItTHYLkNfc ULYCCL KONClbTH YL  LTHLR
2,i-DlCHLGna-3-AMlNQBfc,>iIUH. ACID, AMMONIUM SALT  (AM16EMI
TRIFLURALIN
METHYL  CELLULOSE

T71
T72
T72
:RI
T72
T72
T72
T72
T7?
SRI
SRI
SRI
SRI
SRI
)72
SRI
172
T72
T7I
T7?
SRI
iRI
SRI
SRI
CRI
T72
T7L-
n:
T7/
T7.1
PLAST1CIZERS
MISC  ChiMS
K1SC  CHEMS
RUBbEfc-PRCC CrttN
PbSTICILES
MIST  CHLMi
PLASTICIZERS
MISC  CH^Mi,
CYCLIC INTE-KMLD
SUPF-iCTIV AGLNT
ELATOTMtRS,
SURF-ACTIV AGLNT
PESTICIDES
PESTICIDES
MISC  CHt'Mb
PESTKI LET
PLA5.1ICIZERI
MISC  CHtMS
PFSTICIDES
PESTICIDES
MISC  CHEMS
MISC  CHEMi
RUBBEf  PRDC CHE.V.S
MISC  CHEMS
PESTICIDES
PfSTICIDES
MISC  CHEMS
PLASTICfcRS
MISC  CHLMS
MISC  CHEMS
F-LASTICIZERS
MISL  CHEMS
MISC  CHf.MS
MISC  CHtMS
PESTICIDES
MISC  CHEM1.
MISC  CHEMS
MISC  CHCMS
SURF-ACTIV AGuNT
MFDICINAL CHEMS
PESTICIDES
ELASTOMERS
SURF-^CTIV AGSNT
RUBbEh-PRuC Cht.-i
R'JPPE'-'.-PRCC ChtM
PLASTTCTZhRj
MISC  CHCMS
MISC  CHEMS
MISC  CHf-Mi,
PLASTIC t. RESIN
RU?rE(. pKQr;
MISC  CHKMI
SURF-ACT IV
SLfflF-ACTlV AGbNl
PESTICIC'ES
SL'RF-ACTIV A&EN1
CYCLIf IMEPMbD
MISC  CHLML
PLATT rCIZER^
MISC  CHtMS
PLASTIC IZLRS
_2 .8 MIL  LbS
».2 .9 MiL  LoS
.7.1 MIL  L"S
_O.C MIL  Li>i
jo.i MIL  LfcS
^i.9 MIL  LuS
i9.5 MIL  LBS
^0.6 MIL  LLS

iS.u MIL  LLi,
^l.C MIL  LtS
i7.6 MIL  LHS
i^.3 MiL  LirS
i5.3 MIL  LbS
.'5.1 MIL  LES
^2.4 MIL  LbS
^4.3 MIL  LBS
12.4 K1L  L2S
-3.2 MIL  LtS
<2.C MIL  LtS
19.7 MJ.L  LbS
21.5 MIL  LBS
CO.2 MIL  LbS
20.2 MIL  Lt>S
13.6 MIL  LBS
16.3 MIL  LbS
20.0 MIL  LES

19.3 MIL  LtS
it.2  MIL LbS
It.4  MIL LtS
16.5  MIL L3S
.-1.1  MIL LbS
13.2  MIL LLS
15.^  MIL LtS
15.5  MJ.L LBS
15.3  MIL LcS
 ^.4.2  MIL L&S
 .4.0  MIL LbS

 15.1-  MIL Li S

 13.1  MIL Li-S
 i^.b  MIL Lbi
                                                                                                                     12.4 MIL  Lbi
-------
                                                                     Table 3-1 (continued)
    GGGIOL516
    GLOi47i-»e
    012001762
    ccooviVio
    GGO.i3J415
    OGCG13G07
            ;)El\ZYL ALC^HUL
            Hi'jMcNT bLUi;  1;. A.-t'hA  ANU OLTA rQr.MS
            V11AMN L-CCMPLcX
    OuG151213
    000103966
    UrC13ill3
    OG2-»9<;264
    OGU105760
    0X0138863
    CXJG128W7
    CJl330b65
    000110292
    OC01114U
    GOG123955
i    Cki029bO<:2
1    001^63662
--- OU3073T84
    OJ0121039
    GGOJli-41,9
    OO&'i339b5
    G.jGC94360
    -00012B37G
    GO9C00695
    OGOoaillS
    001937377
    OC635t>856
    UGO142916
    OG01421t>5
    GJO-.30541
    OO200o415
    GoO70-998b
             t— 1. HLUKU— N,N-UiALl_lfALc I A^.lbt  ( CD -A )
             bl AZIN'JN
             LA^Tjk U1L  ACI1-. i^bion ^ALT
             TALLCW, LULF^TLD, -obiur-. LALT
             ^-^TnYLHLX^L  iJLhAlt,  ool-I I'M  S «L 1
             f J i N ' -b IS ( 1-M L t HY Ln t V \ Y L ) -H -P nt f.Y LE \ E C I AM I N C
             DIMEIHYL PHTHALATL
             i-otMZ jTHIAZ'jLLTnl^L,  bUul^M  S/LT
             JlfUlYL KALEAlc
             -., ^'-ui.MlTKvJLl lLt,ciNt-i,i»--liULFL)NIC ACID
             LlISb-XIYL  ALIPATiL
             GLLJLONJC AClLTt  SuOlUM  iALT
             N-CCTYL N-DECYL ADiPATt
             N-LYCLLHLXYL-2-bENiLTHiA^uLfc^ULFtNAMlDE
             iALILYLll.  «ClLi
             N-bUlYL STtAKAlt
             OISULFL'TUN
             L,tO-UIcTHYL  S-(tlMYLTHlQ)MtTHYL *-HDi fHORCDITHI CA Tt (PHQRAT^)
             LARBLFURAN
             ISCPtNlANh
             V-NI IRu-0-TDLut NfciuLhuNli, «CiD (SO:H = 1)
             ^-tKoM'.?-3-iEL-DUTYL-o-rttlriYLURAC IL  (tRQMfCIL )
             ULYCbKU.  M-JNUtSTiiK  ^t- CUlTUNittO UIL ACIDS
             oLYCi-RJL  MJNut'TLR  Uf 1.^(1 J^StnC OIL if.IDS
             bENZL'YL PEROXIl/E
             2,6-Ltl-TtRJ-EUIYL-P-CRES^L
             PECTIN
             Hf -.•-uiAhIUL-2,2 '-illLi.'E.'icU-LI
             UUBECYLBLNLtNbiULFt'MlC Al,I I't  T i
             uIREuT BLACK 3b
             (-IbMENT YELLUW 1^
             IStJpRUPYL  PALMIfATt
             UI^CTYL MALEATc
             HEf-liiChLuR
             J,t>-i.-IChLOKU-2-AfJI;>lo AtiU  (UICArtB*,)
             3-(3t^-UlChLGRuPHt;\iYL)-liH3IHtTHYL URE4  (OIURON)
             LTHYL-N.lM-uI liJbbTYL  1 nluLLA RE AM ATE
                                            i LAKA ft
                                                    ilNIC ACI?
                                                    I THANCLA^INF  SALT
GOG11V36S  rtEIHYL SALICYLAlt
OjOi36607  nUIYL BtNZuATE
Gu0112163  LAokuYL CHLOklb-E
GG9oG4993  HULYETrlYLENL  GlYL'J..
CJ0127032  PC'IASSIUM PC^IATL
lxG12t4it  iGML'M MtlriLXluE Ibui'ibM .*n_T hY LA I E )
OiOi.26228  I uLUtN tSl'LFdJlL «C1L),  PafASSiUi-i  SALT
OO075V9Vt  tTHYL N, N-:;l PR Jp YLl HlbLLAKbArtA I L  (C»1C)

GC01272Gb  ±, ^-.'jluHLCl^L.r-K.-Plul.io  ALU. SODIUM SALT  (DALAP..N)
Out/1223'.9  «.— CHLUkCJ— 4f 6-b J i IE iHYL^MNu) -S-TM t ZIM'  (SIMAZINE)
010124659  LAUklC ALl, ,  r.lAS^IJM  S»,L1
            St S,o-TklBGl YL Pf.U-Kii'J^ulttll filLA IE
            UttJ- UltTHYL Lt-i, 7,6-lkiLHL^RU-^—I-YKI jYL  PHCT PHCRCTi ;1 _A Tt
1C .4
10. t
1C -i
iO.O
iU.O
10. 0
10.0
10. G
1C.G
4.0 .U
10. 0
9.7
9. /
9.6
9.3
9.2
9.2
8.9
8 .8
8.8
8.8
6.7
3 • ^
8.0
8.0
8.0
8.0
8 .0
b .0
8 .0
a.o
7.6
7.5
7.2
7.1
6.9
6.7
6.5
6.5
o.3
6.0
6.G
6.G
6 .0
6.C
6.0
5.3
5.6
5.5
5 .M
5.2
c
_•" B £-
5.0
5 .0
5.G
5.0
5 .C
5 .U
5.C
5.0
5.u
MIL
MIL
MIL
MiL
MIL
MIL
MIL
MIL
KIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
KIL
MIL
MIL
MIL
MIL
MIL
MIL
MiL
MIL
MIL
MIL
MIL
MIL
MIL
MiL
MIL
MIL
KIL
MIL
MiL
MIL
MIL
MIL
MiL
MIL
MIL
MIL
LSS
LbS
LBS
LfS
LBS
L3S
LbS
LBS
LBS
LbS
LBS
L3S
LBS
LBS
LLS
LBS
LBS
LBS
LBS
LES
LBS
LtS
LBS
LBS
LBS
LfcS
LBS
Les
LBS
LBS
LbS
LBS
LBS
LBS
LBS
LBS
LBS
LES
LBS
LBS
L3S
LtS
LBS
LbS
LBS
LbS
LtS
LBS
LSS
LBS
LfcS
LBS
LBS
LLS
LbS
LBS
LBS
LI S
LbS
LBS
LBS
T7>
T7I
T7P
LR)
•_(U
SRI
SRI
SRI
T72
SRI
SRI
TT;
T72
T72
T72
T72
T71
T72
T72
T72
T72
T72
T72
SRI
SRI
SRI
T72
T72
SRI
SRI
SRI
T72
T72
SRT
T72
T72
172
T72
-\12
^^L
SRI
SRI
SRI
SRI
SRI
T72
T7I
17.
T72
T72
172
T7.'
SRI
SRI
SRI
SPI
CR1
SRI
SRI
SFU
SRI
FLAVPC  (, PL^F'JM;.
OP'G  PIGNEiXTS
MEDICINAL CHtMS
PESTICITES
..9 MIL  LCS
                                                                                                                           AGENT
                                                                                                                           AGIN!
PESTICIDES
PFSTICIDES
SLiRF-ACTIV
SURF-/CTIV AGLNT
SURF-ACT IV AGLNT
RUBCEf-  PRGC ChEhS
PLASTICIZLRS
CYCLIC  INTEkMED
MISC  CHEMS
CYCLIC  INTERMLD
CYCLIC  INTERMLU
PLASTIC1ZERS
MISC  CHEMS
PLASTICIZtRS
RUBBER  PROC Crit^S
MTSC  CHFMS
MEDICINAL CHEHS
PLAST1CIZERS
PESTICIDES
PESTICIDES
PESTICIDES
CRUPE PRODUCTS
CYCLIC INTErMtD
PLSTICILES
SURF- ACT IV
SURF-ACTIV
MISC  CHEMS
MISC  CHEWS
MEDICINAL CHEMS
CYCLIC INTbkMtO
S(JRF-ACTIV AGLNT
DYES
ORG PIGMENTS
PLASTICIZERs
MISC  CHFMS
PESTICIDES
PESTICIDES
PESTICIDES
PESTICIDES
PESTICIDES
RUBBER PR DC  CnbMS
FLAVOR f. PckFUKL.
MISC  CHLMS
MISC  CHtMS
SURF-flCTIV  AGLNT
MISC  CHFMS
MISC  CHEMS
Stff(F-ACTIV  AGL'Nl
PLS11CIDES
S'.IRF-ACTIV  AGLNT
PESTICIDES
PLSTICIDE:
                                                                                                               PFSTICIf'ES
                                                                                                               PESTICIDES
                                                                                                               RUBr[:t',-HROC CHEH
-------
                                                               Table 3-1  (continued)
   OOC102067   i,j>-L
   Ut.G09.4765   -if4t 5- I'RlCnLGRiPntl.LXYACcT 1C ACID  ESTERS t
   OQ133Ei2.i4   ^-HUTADCfiE PLR.UX1DL
   C0011U27G   -SL.PrUf'YL  MYi500
    OCC11S322
    OUU13-&3&1
    00216A-172
    OO0115902
    OuOG856C9
    000111922
    000137166
u   C/-9004613
J,-- OOO110850
    Ci0091667
    OuUiOtiOlO
    01,0122623
   "OO0136527
    0013217*0
    C-o0129u99
    OCG103644
    OuOil26i9
    OOOt>900'»0
    Ov.C,o93711
    OOul-»<£3j.4
    000^63122
    Ol>0062688
    Ot;O95 75 17
    (,L,006b8'7
    OuJo26639
    002^39103
    Ov.fcl3C201
--  0^549672^
               KAONtSlUM i>Ti-A,-\AIh
               uIMETHYLJl fH lOCAAts AM1C ALlG,  i,OD IUK  SALT
               PIGMhNT ktu 49,  bAklGM TUNtR
               liL-uZALOEHYJc: t TEGH.
               ..iLlMYL SELACAlb
               hibfiiNI  bLUfc Is
               bALlLYLALGLHYDt
               it2-UItiYDRoPVKlDAliNt-.iffc-n.lUNi.  IMALE1C HYORAZIDE)
               N-HHtNYL-2-NAlMT.-iYLAMINc
               DltYCLoHLXYL PiiTHALATt
               PuLYtTMYLtNt OLYCCiL uloLc^lc
               PhMAEkYIHf-I IGL  (b I RAN1T rl« Ic
               iQtttUM
               VANILLIN,
               NoNU-N-faUTYLAhiNt
               ^-MEKCAPTOBENZUTHIflZ'JLt,  ZINC. SALT
               AZlNPHUSKtlHYL
               ift'-DlChLuRu-ALHHA-TRlL.U-uRljMirTr.YLBrNZHYDPOL  (OICuFOL )
               UlBUTYLDlTKlJCAKSAMlL AC1U,  /INC SALT
               FLUCMETURCU
               G,L-U1LTHYL L~f- (HI 1HYL jU-HNYLl fHFNYL PHOSPHOROTH IOATE
               4-f *»-THIOBlS (6-TLRT-bUTYL-M-ORES 3L )
               -.f •i'-iJUTYLlDLNcBli (6-TERl-cU IYL-K-CP FSGL )
              ^»I-N-BuTYLAMlNL
               N-LAUR^YLSAk^USl.»t, SODIUM  SALT
               POLYtlhYLENL &LYCCJL
               NtN-L>IEThYLANIl.t.xE
               PbLYLTHYLENE bLYi,UL ,-iu.'JU-ULc AT^
               PIOMtNI  RED *>S
               2-DIMtTHYLAMiN^fcTHhNLL
               Ol(2-t TriYLnEXYL)  StBrtCrtTE
               COUALT 2-ETMYLnb>.G/1TL
               DIVINYLBLNZENL
               VAT YELLOW 2
               i-ltMENT  GRctfi 7
               ACETANILlDt, TLCrt.
               MfcTHYL OLEAl^
               is- M* IS IL- I NE
               i.-(Z,*,5-TI
4.i>
4.5
4.5
4.5
4.5
4.4
4.1
4.1
4.0
4.0
4.0
4.0
4.0
4.0
4.0
4.0
4.0
4.C
4.0
3.8
3. a
3.8
3.6
3.6
3.6
3.5
3.5
3.5
3.4
Z.4
3.3
3.3
3.2
3.1
3.1
3.0
3 .0
3.O
3.1;
3 .0
i.O
3.0
3.G
i.O
2.9
2.9
2.3
2.8
z.b
2.6
2.7
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
•UL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
11L
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
LBS
LBS
LBS
LbS
LES
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LbS
LBS
LBS
LBS
LBS
LBS
LbS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
L3S
LBS
LbS
LbS
LBS
LBS
LBS
LBS
LBS
LbS
LBS
LBS
L6S
LbS
LBS
LbS
LBS
LBS
LbS
LBS
LbS
SRI
SRI
T7?
T7i
SRI
T7?
T72
T7?
T7T
T7?
T72
T7?
F7^
T72
T70
T72
T72
T7'
-------
                                                 Table 3-1 (continued)
OCOIO^.461
 C>.l-l23393
 OuUi.4._778
 Ooi32bi77
 OUOL373U4
 OC133S029
 OC24238t6
 0001,31641
 U.J.-»6t:7:>7
 000133073
 OO02S9843
 UuCi43077
 0007b6l96
 OO192V7/7
 0003C07t>5
 OU01152V7
 OljO!)101b6
 0102137U2
 OJOOfa&3C6
 OOOj.30552
 000129679
 t)Ulb61321-
 OOOiU1213
 002939802
 GOOi.60515
 OUOi^fai65
-OCO1O3695
 OU012B585
 00007^317
 OU4208804
 OJ01007«
 0^606^762
 Ovl323859
 0.2o501t)2
 0052810^.9
 C00l24287
 OJOi«ito
 OOOiAOllA
 OLat;lt>76C
 OOJ^717o9
 OOOJ23^!S4
000141173
01.110^395
             V-t-K^PtNYL-'NlbuL-  ( «,4LTh^L i.)
             blS< Lll'EIrtYLfhJui.Ar b,,fVYL)  SuLrlLE
             1,^-rk JH^N^DlbL  MDNLiSl tAi.A IE
             BbfYL i.LtAlL.
             i.lKECT  YLLLLn  .1
             JlMb IHYLUlTHiQLAKB^.HiC  ALl U
             .jlX.eLYLBLNZt Ub^ULFuMC  «Ll^.  I 1C PRCPYLAMINE  SALT
             NAPHlHeNIC ALlj,  C^HCEk  iALT
             PIl.MLNF  KbJ 1.
             1 ,t-L li.YUK^XY/. (TnKAwul,ML,,,c  UUINIZ^RIN)
             HIGMUMT  YELL^Jn  1 -
             UlMtThYLARStNli,  ACID  (tALOUYLIL  ACID)
             TOLUtNLSOLFOivli..  Ai_lu
             N-TKICriLuk,,Mcrlf,YLltiioHHTHALlrtIrJb  (FOLPET)
             DIMETHYL 2,4 ,i-TKlU1LURLIPHcNYL P i BCPHCPflTH 13'iA TE  (KUNNEL)
             LAORIC  ACI^
             1,-t (  b 7 ,  LALLiU.'i  UiJtK
             NtN-Lili'lETHYLL.C'IA_ti-YLAMl,'JC
             CiLtic ^.ciUi PLiAoSiuin SALI
             BENZYL ACETATt
             LPLKM j&
                  lnt fnYL-li
                  2-i
                                                              CL )
2 .7
2. f.
2 .6
2 .4
2.4
2.4
2.2
2.2
2.1
2 .1
2.1
2 .0
2.0
2.0
2 .C
2 .0
2.C>
2.0
2.0
2.0
2.C
2.0
2.0
2.0
2.0
2.0
2.0
2.0
2.0
2.0
2.0
1 .9
1.9
1.9
1.9
1.8
l.a
1.6
1.7
1.6
1.6
1.6
1 .6
l.t
1.6
l.b
1.5
l.b
1 .5
1.5
1.4
1 .4
1.4
1.4
1.4
1 .3
1 .3
1 .3
1 .2
1.2
1 .2
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
L6S
LBS
LBS
LBS
L6S
LBS
LBS
LbS
L8S
LBS
L6S
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LE.S
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LbS
LBS
LBS
LBS
LES
LbS
LBS
LBS
LBS
LbS
LBS
LbS
LbS
LBS
LBS
LbS
LBS
LbS
LBS
LBS
L&S
LBS
LBS
LI S
LBS
LBS
LBS
T7i
172
T7?
T72
T7J
T72
T7?
T72
T7r
T7-?
172
SRI
SRI
SRI
SRI
T72
SRI
SRI
SRI
SRI
SRI
SRI
T72
SRI
SRI
SRI
SRI
SRI
SRI
SRI
SRI
T72
T72
T72
T71
T72
T72
T72
T72
T72
T72
T72
T72
T72
T72
T72
T72
SRI
T72
T72
T72
T72
T72
T72
T72
T72
T72
"(72
172
T7?
T7i
FLAVOR, f, PEKFUMt
RUBBER PR.JC  ChtfS
SURF-HCTIV AG..NI
PLASTICIZERL
DYES
RUPEE? PRGC  CHtMS
SURF-ACTIV AGENT
PESTICIDES
DPG PIGMENTS
CYCLIC INTERhtD
ORG PIGMENTS
PESTICIDES
SURF-ACTIV AGENT
PESTICIDES
PESTICIDES
SURF-ACTIV AGLN1
PFSTICIOES
PESTICIDES
PESTICIDES
PESTICIDES
PESTICIDES
SURF-ACTIV AGLNT
RUBPEK PROC  CHEMS
PESTICIDES
PESTICIDES
PESTICIDES
PESTICIDE
PTSTICIDES
PESTICIDES
SURF-ACTIV AGENT
PESTICIDES
ORG PIGMENTS
CYCLIC INTERMtD
RUBBER PRUC  Chfcf.S
DYES
DYES
RUBBER PRQC  CHEHS
MISC  CHtMS
DYES
MISC  CHEMS
RUBBER PROC  ChtMS
FLAVOR £  PERFUMt
MISC  CHtMS
DYES
0"G PIGMENTS
DYES
o°& PIGMENTS
SURF-ACTIV  A&bNl
SURF-ACTIV  AGLN1
StIRF-ACTIV  AGLNT
FLAVOR L  PERFUMt
SDRF-ACTIV  AGfcNI
DYES
MISC  CHtMS
MISC  CHLMb
PLAST1CIZERS
DRG PIGMENTS
DYES
FLAVCH: r  PLRFLMc
MISC  CHLMS
CYCLIC INTEkMbD
-------
                                                                     Table  3-1  (continued)
     OOVjOjO^l   POLYLTHYLkNt OLYoClL LI L«iJK/i1 i.
     00800^873   LAML  VICLf.T 1
     C'J6<:5u233   OllP'.RiE  YLLLUW  ^3
     OCU121471   MLlAMILIC. ACiU  ( M-AMIN^t.cNtep'iLl.ULF .'NIC ACID)
     Ot>lV3t2lO   FO(.C Yi_LLC/< .\lL i
     Oiu
-------
  NAMc
                                                                       PRODUCTION
                                                                                     SGUKCt  USE.  CATFGCRY
                                                                                                               RfcLtASE
  XYLtNLS  (Mlxt
  PC.L'rE THYLtNt t CUKULYMERS,  LtNSll Y <0.9^0  (1 H« PMQPLAST I C )
  PbLYtTHYLLN.. t COPOLYNtkS,  DtNSllY ^U.94C  ( THCKMOPL ASTI C )
  POLYSTYRENE, rtUt bER-MLD IFlEb (THERMOPLASTIC)
  NTLUN  6  AND 66 (P'JLYHtKS  FOR FIBER LNLY)
  ACRYLIC  RESINS
  PULYACkYLuNiTKiLE (FIBEKi)
-— TtlKAtTHYLLtAU, TtTRArtE I HYL LEAU t. ulritR  OKGANtFAD COMPOUNDS
  LjNSATORATtD POLYESTER  fUSJNS, TOTAL
  POLYESTER  RESINS  (THEkMUSLTTIMG) , TuTAL
  ttYCEROU TRHPULYOXYPKaHYLfYE) ETKLK
  ACRYLIC  RtSINi
  1-E.UTENE t. <:-cUTENt  MiXTUKES
  tttiXAMtThYLtNtDJ-AMnONlUM  AL'IPATt: INYLUM  SALT)
  ALK.YD  RESINS, pnTHALiC ANHYDRIDE 1 YHfe I TH ERMCS ETT ING )
  BUTADIENE  A.^0 BoTfLENL FkACllONS
  AXKYLSENZ£NLS
  PULYVINYL  ACE1A1E,  LATEXES  I r HEkMUPLAST Ic )
  HIXLD  ALCOHOLS, CIO  AND  HiGntn
  TULUENE  2,4- ANu i, 6-uI ISOC YANATt  (bH/20 MIXTURE)
  LUBRICATING UIL £ GREASE  ADiJilIVtS
  N3N6NE  (TRIf'ROPYLtNt )
  HEXANtS  (. CTHtk C6 HYuk^CAR bONS
  MIXED  L1NEAK ALCQhULS,  LTHOXYLAlLu
  f^NTfiN&S, MlXtu
  CtLLULOSIC PLASTICS  t RtSiNS ( frifc RMof LA STIC )
  TtTRAPROPYLtNE
  TALLOW  AC IDS, PtJTASSIOM  SALT
  NUNYLJ-HtNOL, tTHUXYLATED
  tPOXY  RESINS, U.'iMLuIFIEb  TLTAL  (THtKMdS t TT1 NG )
  SlYRENfc  POtYMtftS, ALL OThtK
  ISODECYL ALCOHOL
  SUCKOSt  OCTA1 POLYPRcPJXYLENE) cTHER
  -Qlt-SOtOBLE CETkULEuM SULFONATfc, LALC1UM SALT
  CUCUNUT  UiL ACiuS, SOL.1LIM SAL I
  POLYAMILE RESINS, NYLCN T f P L t TnEKMUP LA JT 1C )
  KJLYSSTfcR RtSINS, SATURfiTtD ( (HtKMUKL AST1C)
  MIXED LINEAR ALCOHULS,  tTHDXYLATfci, L  SULFATtD, AMMONIUM  SALT
  PQLYSULFIUt tLASTOMtkS
  PtSLYURETHANt L LI ISCCYA MA I £ Ri.SlNS
  ACETAL  KtSINS ( THtRhU^LASTlC)
  RuSIN MuDlFICATlLUS, *,LL  JTHEk  i fHbkKuP LAST TC I
  TtttkMaStTTINt KESiNS
  NlTklLOTRIACcTiC AClD,  IRISoOiJrt SALT
  HkPTENES,  MiXED
  SILICCME  FLUILS
  ACYuLIC  Pi-iCSPHOiv'Ju-ITHlUATt.  Lub k li,« I i.'iv  uIL ADDITIVES
  ISO-OCTYL  ALCoMULl
  PULYPHENYLENt UXlDh-TYPt  KtSIN
  PULYCARBONA1L RcSlNS (THERMOPLASTIC I
SbOo.O
5360.3
2295. S
1647.0
1547.2
1000.C
luOu. 0
972.5
95U.G
930.4
76B.U
75£.6
752.6
719.6
597.2
56b.O
524.0
450.U
446.0
433.9
419.*
388.1
341.6
339. 7
i 2 J • 7
31V. 0
25b.8
210.2
200.0
177.9
17 o.O
157.li
147. C
140.0
13V. 5
131.1
123.0
1 1 i . 0
103.8
100.0
99.4
95. •»
92.4
90.8
85. O
8 -,.3
7 '-.7
67. C
6b.2
63. J
61. ^
MIL
MIL
ML
MIL
MIL
MIL
MIL
«1L
MIL
MIL
^IL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
rtIL
MIL
KIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
ML
MIL
VIL
MIL
MIL
MIL
MIL
*.IL
MIL
MIL
ML
KIL
MIL
MIL
MIL
MIL
MIL
,HL
"1L
MIL
OIL
LB3
LBS
LBS
LBS
LBS
LBS
LB S
LBS
LB:.
LBS
LBC
LB L
LBS
LBS
LBS
LBS
LBS
Lb S
LBS
LBS
LBS
LBS
LBS
L8i
Lbi
LBS
LBS
LBS
LBS
LBi
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
L9S
LB i
LBi
LBS
LBS
LES
LBS
LBS
LBS
LBS
SRI
T72
T72
T72
T72
SfU
SRI
T72
SKI
T72
SRI
T72
T72
T 72
T72
T72
T72
SRI
T72
T72
T72
SRI
T72
T72
TV2
T72
T72
T72
SFI
T72
T72
SRI
T72
SRI
T72
T72
T72
T72
T72
SRI
T72
SKI
T72
T72
SK!
T72
T72
T72
T72
SRI
SKI
1AR (, TA»  CRUOES
PLASTIC  C  RESIN
PLASTIC  C  RESIN
PLASTIC  L  RESIN
MISC CHEMS
PLASTIC  t  RESIN
flISC CHEMS
MISC CHEMS
PLASTIC  £  RESIN
PLASTIC  C  RESIN
MISC CHEMS
PLAS11C  C  PESIN
CRUDL PRODUCTS
MISC CHtMS
PLASTIC  £  RESIN
CRUDE PRODUCTS
CYCLIC IMTERtfED
PLASTIC  f,  PESTN
MSC CilEMS
CYCLIC INTFRKEU
CYCLIC INTERMED
MISC CHEMS
CRUDE PRODUCTS
CRUDS f-RCDUCTS
SURF-ACT1V AGENT
CRUDE PRODUCTS
PLASTIC  £,  KFSIN
CRUDE PRODUCTS
SURF-ACTIV AGENT
SURF-ACT IV AGENT
PLASTIC  L  RESIfJ
PLftSTIC  £  RESIN
MISC CHEMS
MISC CHEMS
MISC CHFMS
SURF-ACTIV AGENT
ELASTIC  £  RESIN
PLASTIC  S  HE SIN
SURF-ACTIV AGENT
ELASTOMERS
PLASTIC  C  HE SI"!
PLASTIC  £  PESIN
PLASTIC  f.  RESIN
PLASTIC  £  RESIN
MISC OEMS
CRUDL PRODUCTS
rase CHEf^s
MISC CHEMS
MISC CHEfS
PLASTIC  c  UEMN
PLASTIC  £  RESIM
 904. c r.lL  LE.S
5i2t).4 MIL  LBS
207',-.7 MIL  LBS
1727.4 MIL  LBS
 1552.1  MIL LLS
1101.6 fIL  LB^
 96 t. 7 ;11L  LBS
 914./ MIL  LB^
 954.0 MIL  LbS
 566.5 MIL  LBS
                                                                                                                         KIL
 343.1  MIL LBS
 32C.b  MIL LBs

 234. t  MIL LES

 206.0  MIL LbS
 IB o.o  MIL LUS
 129. V  ML LBS
 141.7  MIL LtS
  75.7  MIL LBS
 126.1  ML LBS

 135.1  MIL LL.S
 111.7  ML LOS

 10i.4  ML LBi

 102.4  ML LBS
  oi.J  ML LBS
  92.4  NIL LBL
  93.5  MIL LBS
  14.3  ML LBS

  75.2  ML LBS
  6fa.o  ML Lbi
  IS.h  ML Lbl
  f.4.V  MIL LBS
  6,'.i  MIL LBS
-------
                                                      Table 3-2 (continued)
 LlGNIiiSULHONlC  ACID, t-cKKjCHRuMt SALT
 1,3-D1CHLURCPRUPEME , i , ^-L'l CHLURUPRuP AN L.
 LIGNINS'JLFOrilC  AC 1U, SQJluM  SALT
 PULYURETHAN^  iiLASlUMEKS
 CHLCRiNATED PARAFFINS, 35-64-6 Ci-.LJRINt
 HIXEli ALCUHULS,  CV AND LOWER
 MIXED ALCGnJLS,  C6-C1^ AN.,  uThtriS
 EPOXY RESINS, ML.DIF1EL 11 iE RMLStT TIM, )
 ESTERS, AMINtS  L SALTS OF 2,4-OiCHLL:Ri;PKtNBXYACI T 1C
 OIL-SOLUBLE PLTKCJLcUM SuLi-JNAlc, SU^I oM SALT
 ACYCLIC DITrtloCAKt.AKIL ACiU  SALT FUNulClbcS
 LH,NINSULI-UN1C  ACJD, AMMONIUM SAL f
 ACYCLIC XANTHIC  AC1U SALTS
 ALKYD RESINS, PuLYBASiC ACID TYPE I IriLRMUSE ITING)
 PINENt (ALPHA C  ULTA)
 RCS1N (. RCSIN tiTERS, UNMuDifltu (Ihtr-MuP ..A STIC )
 DCDLCYL t. TtTKA^tCYL «LCi,  ETHUXYLA i cL>  L  SULFATED, Nh4,NA
 bIS-fcNTS ALL (cXCi-PT FBA-i6 )
 COCONUT OIL ACIDS, Ol!_T rtANOLAMINt CuNDtNSAT..  ! AMI Nt/ACI3= 1/1)
 OINCNYL1*HENLLt- ETHOXYLATtU
 2-ETHYLHEXANUL,  ETriUX/LATLU  AND  SjLFATtL,  SODIUM 5ALT

 ISO-OCTYLPHENiJL, tTHOXYLAIEu
 IhlXcU ALKYt >fhtNOL, fcT HOAYLATtO
 PHENOL, ETHUXYLATLD
 NQNYt PMENYL  PHUSWHTTFS, MIXED
 TALL OIL ACiDS,  PilT«SSIUK SALT
 SVEAR1C ACIL-tTHYLENE^I AMINf  I-^.NOtNSATc
 flOUtCYLPHENuL,  tTfiOXYLAIbL)
 N-HEXYL N-OECYL  PHTHALATE
 MIXED LINtAk  ALLQhOLS, tThOXYLAitu L  ^ULFATED, SODIUM  SALT
XOCCNLIT OIL ACIDS, liltTHA^OLAMlrjt CCJNDE.^SATE  (AMINE/ACI 0=2/1)
 DODECYL MtRcAPTANj
SIL1CCNE RfcSlNS  ( fHERKOSE IT ING )
GLYCERUL MONDtSlfK  OF tiYLROGENATE^ LOYBnAfc 'JIL SCID5
SlYKENt-ALKYL) P^lLYtSTERS
OLEIC  ACID, SuLFATELi, DISuDiUH  SALT
GLYCEKOL MONutSlER  UF CCCUN'JT UlL AC.IUS
DOULCYLCIPhnN»LCXIUL  .'J1SULF3NJL  ACIL, UlSiJUIU''1 SALT
BIS(MYDRUi£;jA IEU  lALLiiW t- LKYL )Af>uriE
CUCtlNUT  OIL ACltS,  POTASSIUM SALT
LtAu NAPHThhNAT^
BUTYL  OCTYL PhTELATES
BC'TYL  C'CTYL PHThALATEi
TALL J!L ACICS, s^uiurt SALT
LAUkIC ACID, DlLTHANljLAMl'.it CC
PULYACRYLuNH kl Lt ,  HYIMCLYZ ^D
HtXALiECYL  SJLrATE,  SGal'JM SALT
LlGNlfJSULrdi^IC ACiO,  ^LUMiNuM SAL I
LIGNINSULFONIC AClLi,  IRON StLf
LIGMNSULFOMC AC10,  MAGNESIUM  SALT
                                     i, AT t  (ANINE/ACIti  PAT1_ = 1/1)
6 j.b
60.0
5 o.7
57.3
'th.b
14.9
H3. 6
43. s
45.0
4 f . 0-
•»'".. 4
40. u
39.6
33.7
3S.1
30. U
3!> . o
31.4
31.4
30.7
2V. 4
26.5
28.3
27.3
25.7
21.5
2C-.0
2L.O
2 C . f ,
20.0
20. 0
 T
j M
SRI
SRI
SRI
Ski
SUW.F-ACTIV  AGFNT
MISC ChEMS
SUPF-ACT1V  AHENT
tLASTGMEKS
MISC CHEMS
MISC CHEMS
MISC CHEMS
PLASTIC  C -tESlN
PESTICIDES
MISC ChfcMS
PESTICID;S
SURF-ACT IV  AGENT
MISC CHEWS
PLASTIC  L RESIN
MISC CHE MS
PLASTIC  C KEC1N
SURF-ACTIV  AGENT
SURF-ACTIV  AGENT
PLASTICIZERS
PESTICIDES
PLASTICIZERS
DYES
CYCLIC  INTtRMEf'
PLASTIC  E RESIN
DYES
SURF-ACTIV  AGENT
SURF-ACTIV  AGENT
SURF-ACTIV  AGENT
PEST1CIDES
SURF-ACTIV  AGENT
SURF-ACTIV  AGENT
SURF-ACTIV  AGENT
RUEBER-PROC CHEK
SURF-ACTIV  AGENT
MISC ChEMS
SURF-ACTIV  AGENT
PLASTICIZERS
SORF-ACTIV  A^ENT
SURF-ACTTV  AGENT
RUb&ER-PNOC CHEM
RUBBER-PROc CHFM
RUB&tR-PKOC CHtM
RU8BER-PROC CH'-M
PLASTIC  f. RFSIN
SURF-ACTIV  AGENT
PLASTIC  t RESIN
SURF-ACTIV  AGE\T
SURF-ACTIV  AGENT
SURF-ACTJV  AGENT
SURF-ACTTV  AGENT
SURF-ACTIV  AGtMT
MISC CKE^S
PLASTILIZERS
PLASTIC.IZEMS
SUkF-ACTIV  AC-ENT
SURF-ACTIV  AGENT
PESTICIDtS
SURF-ACTIV  *GE.NT
:L'kF-ACTlV  AGENT
SURF-ACTIV
SURF-ACTIV
                                                                                                                  60.t>  ML LbJ
                                                                                                                  6L.o  hlL LBS
                                                                                                                  5>*.J  ML LB-',
                                                                                                                  54.C  ML LbS
                                                                                                                  5i-.j  fllL LbS
                                                                                                                  12.6  .41L LBi
                                                                                                                  2^.5  MIL LBS
                                                                                                                  35.C  MIL LE.S
                                                                                                                  4i.4  MIL Lbi

                                                                                                                  3t.o  HIL LB£
                                                                                                                  •41).4  MIL LBS

                                                                                                                  3V.9  ML LBS
33.'.
36.1
32.3
32. C
31. C
25.9
35.6
25.4
25.5
22.1
20.6
20.6
20.2
2O. 6
20. 6
2C.c
20.3
20.1
19.3
17.9
16.3
16.5
15. a
15.2
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
ML
MIL
MIL
MIL
MIL
KIL
ML
MIL
KIL
ML
MIL
MIL
MIL
ML
ML
MIL
•_bS
LBi,
LBS
LBS
LBi
LBi
LBS
LBS
LBS
LBS
LBS
L&S
LBS
LBS
LbS
LbS
LBS
ubc,
LbS
LBI
LBS
LBS
LBS
LBS
                                                                                                                   12.5 MIL  LBS
                                                                                                                   13.5 MIL  Lbi

                                                                                                                   12.6 M:.  LBS
                                                                                                                   12.4 MIL  LBS
                                                                                                                   1Z.T ML  LBi
                                                                                                                   1^'.4 MIL  LBS
-------
                                                      Table 3-2  (continued)
  L.L1VE OIL ACiL'St SLuI^M  SALT
  RbSIN ACIDS,  SODIUM  SrtLl
  ALKYL PHENGL-FGKMALJEHYl.L C -t-r_it..S A T LS , fLKOXYLATED
  DL.DLCYL ALCUhbL, LThOXYLATEi
  ULDLCYL ALCoH^L, !. ThCXY LA'i Li Ai\^  SULF,,li:D,  :,Cll!'f SALT
  1SU-OCTYL MLRCAPUACfcTATL
  CASTOR uILi  SULI-A1EL,  SODIUM SALT
  ANHYDKOSOKBITI.L MjNOSTEAKATE
  (MIXED ALKYLjPHtNuXYP'JLYUTHYLLrttiJXYli-THYL  CHLORIDE
  GLYCLRLL MbibLSTbK  bF  T/-LLD.* ~C.iDo
  U-YCbKGL MOiVUESlEK  uF  HYURCiot 4A1 1: L.  lALLL'rt ACIL'S
  S1EARYL t OTHtR CjCfADLtYL ALCLMJLS
  NUNYLPHtNULi  fcTHQAYLATED i. I- nu o Hi A T L j
  tlHOXYLATtD  AMh'tDkUSORBj.lbU MbNu-UL^A 1fc
  P1CULINLS,  TCTAL
  btN^YLDIMcTnYLlMlAEl; AL KYL ) «MM^.«1 JM CrLUriluL
  ISO.-OCTYLFHcl\,uLt LTHCXYLA IL.J t  SU i_l- JM«1 cD ,  SODIUM SALT
- 1RIDECYL ALCOHOL, ElHuXYLATtO 4. SuLFATEUt SCD1UM SALT
  M-(l-tTnYLPKUPYL) L M-( 1-METrlYLbUl Yi ) PHENYL  METHYLCAKBAM ATE
  TKIUECYL ALLUHOLt ETHuXYLATtL) t SULFAlEDi SODIUM SALT
  ANHYDROSQKB1TCL M^jNOl-AURATE
  PENICILLINS
  CASTOR UlL,  LiH'J(YLATl_D
  ElMOX'YLATtt} ANHYUMJSOSB tTUL MCNuSltAKATt
  (TALLOW ALKYL iAMIME
  RLS1N ACIDS,  HD1ASS1UM SALT
  tOCCNUT C1L  ALlUSi  2-SU1-ftIETHYl_ t^TLR, SODIUM SALT
  9-OCTADtC-NYLAMINL
  3i3'-LilCHLC,kL,cE^ZiUINb tASfc AlMu S-L1S
  tt<-HYORCXYbIHYLtN!:OlNITRlLO) fRlACLI 1L Acl-Jt  TfUSODIUM  SAL1
  TRIDECYL ALUUHUL, ETHJXYLATLD
  FURt-JRYL TYHt RtSlNS
 — (COCONUT UlL ALKYDAMiNt, ETHCXYLATLD
  MJXtD FISH  UILSt SULFATLD, SCDloM SALT
  Ai-KYLPHtNbLo, ETHCXYLATLD A.ilU SbLF«itL/
  tLYCEROt MONtltSlbK  L!F  mrt)KOL.bNA I bl:  i^JlTLTJSEtO OIL ACIL'S
  TRlISG-LlCTYu TRIMLLLITATb
  PULYIMUE-TYPE  KESINS
  MIXLD tINtAK -ALPHA  GLEFiNS, SULFUNAItL;
  N-tlALLOW  ALKYL )T M  SALT
  COBALT  NAPHlncNt-T i
  SALiCYLAlcS (fcXctt-T  ASPiKIN)
  BISfCOCCNLIT L,'1L ALKYL ID IM^T l-.YLArtM ^N^iJ^. CHLQ^I'lE
  NLATS-FDLT ^iLi  ^ULF.>TCU> ^ut.ioh SALI
  IfclhYLENtL-I il IRlLu) IbTK- ALcTlL  AClu, i.l-W/»  ZN SALT,
  TkluCTYL  fRlntLLlTAlE
  (SUYBtAN  ulL ALKYLlAMINc
  (TALL OIL  ALKYL JAMIME
  (CCCONDT  01 i.  ALKYDAMINL
  &LYCEROL  KUNC^STE-i. OF  MIX^O FATTY At-IJS,  oC:.TYLiT-D
  ALKYLPhtNLL,  LThUXYLATLI
  (HIXEB ALKYLjPMLNJL-F'-rRWALULMYDb.  ALK. LX YL AT LU
  NuNYLPHtNCL-F^RMALDLHYUL,
  (HYORUttNATLU TALLOW ALKYL)AMl(Vt
  HYDRU&ENATEU CASTJR  OIL, tTHOAYLAIc^
  CUMi_NbSULFUNli,  ACID, AMrtu.MoM  SALT
  MYOkOGENATELi CA^TuR  UiL, LTnUXYLAltb
  MiXED  LilMtArv ALCbHDLS,  tThCXYLAlbo *N
lU.U
iu.O
C' ^.+
1.2
0 * tf
^ • ti
a. 3
t.C
t.t
3. *j
t.C
f.C
7.4
7.0
&.. o
6.0
o .0
o.O
t>.s
b.9
5.7
i.<*
l.i
3.0
5.0
^.9
t. O
^».6
A. 5
•».5
^.4
t. J
«..2
4.i!
t.2
i.C
t. 0
t.&
3.S
3.8
J.7
:.?
3.7
3.6
"j.6
3.S
3.3
3. ~1
j.3
"•*. J
3.1
_-.o
J.G
-.0
3.U
J • u
:..o
J.O
>. ' >
MIL
MIL
MIL
KIL
^,1L
MIL
"IL
MIL
MIL
ML
MIL
1IL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
ML
KIL
MIL
MIL
MIL
MIL
MIL
f-iIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
MIL
ML
MIL
rllL
MIL
KIL
ML
MIL
MIL
MIL
•11 L
MIL
ML
MIL
MIL
MIL
MIL
'"IL
MIL
ML
MIL
MIL
ML
LBS
LBS
LBS
L91
Lt, 1
LBS
LBS
LBS
LBS
L3S
LB S
LBi
LBS
LSS
LBS
LBS
LB S
LBi
LBS
L3L
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBS
LBi
LBS
LBS
LBS
LBS
LBS
LBS
LBS
L3S
LBS
LBS
LBS
LBS
LBS
LB 1
LES
L8S
LB L
LB i
LSI,
Lbi
LB:
LBS
LBS
SM
SKI
T72
T72
T72
T72
T72
T72
SRI
S,U
SK!
T72
T72
T72
T72
T72
SKI
SRI
SRI
SRI
T72
Shi
T72
T 72
T72
SRI
SRI
T72
T72
T72
T72
T72
T72
T72
T72
T72
T72
SRI
SRI
SRI
T72
T72
T72
T72
T72
T72
r/2
T72
T72
TV 2
T72
T72
T72
T72
SKI
SRI
SCI
SKI
SRI
SRI
SP.I
SURF-ACTIV AGENT
SURF-ACT (V A&ENT
SURF-ACT IV AGE'fT
SURF-AC.TIV AC-ENT
SURF-ACT IV AC-.ENT
MISC CHEMS
SURF-ACTIV AGENT
SURF-ACTIV AOEMT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AtFMT
MISC CHEMS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
CYCLIC  IMTERMEd
SURF-ACTIV AGENT
SURF-ACT IV AGENT
SURF-ACTIV AGENT
PESTICIDES
SURF-ACTIV AGENT
SURF-ACTIV AGENT
MEDICINAL CHE MS
SURF-ALTIV AGFMT
SURF-ACTIV AGENT
SURF-ACTTV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV «GEN'T
CYCLIC  INTERNE1?
MISC CHEMS
SURF-ACTIV AGENT
PLASTIC E RESIN
SURF-ACTIV AGEWT
SURF-ACTIV AGENT
SoRF-ACTIV AGENT
SURF-ACTIV AGENT
PLASTIC1ZERS
PLASTIC C RESIN
SURF-ACTIV AGENT
SURF-ACTIV AGENT
MEDICINAL CHEMS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGE^T
SURF-ACTIV Af-EMT
KUt&bR-PROC  CHtM
MISC CHEMS
MSC CHEMS
MEDICINAL CHEMS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
MISC CHEMS
PLAS1ICIZERS
SUKF-ACT1V AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGFNT
SUKF-ACTIV AtEMT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
-------
            Table  3-2 (continued)
        SALT
 SuLFATLD,  :H^CNIUM
jlU.-) SALl
               AL T
 GLYCEROL  Mu.ju^sTck  oF  IALL ^IL  ACIDS
 CJCL-NUT OJ.L I TALi-Jh  ,»C1DS
 MIXLU  LINiAr, ALwCHUL  VJLFATl, Tr.I i 1 HANULAM] \E S^LT
 (MXEJ ALisYL ) AM1NL, t i MoX 1 L Al LC
 TtRPINEALS
 9-OCTADuCLNVL ALCLiHC-L,  tTKOXYLATb .,
 GLYCEROL  MDMC-O^tATu
 MIXtD  VtGtTAELE FATTY  ACll^S,  i-ul A SS l
 DOU&CYL ALC^HtiL, t'l HCUYLAl E !J  ANL
 MIXED  L1N4.A? MLUJHUL  ;.ULFATL, Su
 EIHJXYLATED ANiiiYtikuSCP-Bll jL  fki^
 TKItTHYLENh fcLYCUL  Ji (C APKYLATL-CAPKA It )
 (TALLUW A^KYDAKllMC,  fcTriCXY,_A I EL.
 N-MtTHYLB JSlhYOkObt.^AlEij TALLUW ALK^L )AM NE
 ((ALLCW ALKTDAMNt, ETHOXYLATLD
 TRI-N-OLTYL N-UECYL TRIMLLLII«TL
 TP.IMETHYLNOXYL ALCOhU^, L 1H>.,X YLAT cL
 N-M£TrtYLBlSlHYDKObENATtU IALLUW A LKYL )Af-iI NC
 DltYANUlAHILt RiiiNS
 MIXED  SUBSTITUTED OXIMtS
 LEAD TALLATt
 ANhYUROSUKBirOL KuNLiPAL hi I A I E
 TRIDECYLBLN^ttii-bLFGNlC At-iu
 I»-CTALLOW  ALKYL ITKIMEI H YLUMtOi AKiNE ,  fcTHUXYLATEO
 (TALLOW ALKYDAHi^E ACtlAlt
 DCtOtCYL SULFOACLT/>Tct  SoOiUM  JALT
 cao oit,  sut-f-aTfcu,  SODIUM SULI
 NtN,N1tNl-TLlnAMS(^-KYl;K^XlfPND»'Yi.)^"lrlYl.i;Ntf)lAMINE,  ALK^XYLATtD
 LACTIC ACiD SAL1S
 NiN-DlMLTHYLlCOCUNUT  OIL ALKYDAHINL
 PKOPYL GLtATEL HNCLUull-iC> N-PKoPYL ui_c.ATE  t  IEPPRCPYL  OLE«Tt)
 ISO-OCTYLHtiLNOL, CTHGXYLAftu  L  iULF^'JtO,  iODIUM S*LT
 BUTYL  OLEATfc, SULFATE'J. SJUiUM  iALT
 N-|i>OYBEAN UIL ALKYL )1 R IhcT MYLcNcLil M iN L
 1-U-AMiNLETHYL )-^-NOR(lALL  UiL AL.K, YL 1-^-lM IDAZT.L INK
 NUNYLPTItNOL. tT: IOXYLA1 EL' ANti  i.JLt-«TLO ,  AM«C'JIUM SALT
 OCTYLPHcNLL, LThUXYLATEj ANJ  iJLF^ltU,  SO'jUfM SALT
 SUL^OSUL.CINiC Allb  UEKlVATIVfci>
-TRiUtCYL  ALUUHQL, tfHDXYLATLU t HHUoPHAlEt!
 COBALT 1ALLATL
 DtCYL  ALCuHuLt ITHUXYL.A1EL
 IXTADECYL  ALCUHULi  tTMOAYLAltu
 OLEIC  ACIL ^ALT^
 HEXADECYL  ALCUHUL,  LThiO AYLA 1 EL>
 ALUMINUM  HlltilJiTlLAKATL  & TftlSTLAKATE
 MLRCA»>ToAL£TICl IHiUtLYCL-LiC)  ACxU, _ALTi
 DIRECT YELLOW 4^
         OILi SULFoTtD,  iO^IUM i,AL7
                LixYtlHYL.) O-.LLOK  «UKYL) **M 1NL'
 (9-JCTADELEAiYL) AMiNc,  ETHL.XYLAlcU
 GLYCEKClL  MjriUtT LAKATS,  tOCC 1NYLAT _D
 BAClLLUi  lM.iKiNviit.Noli>
 LULFuiULClNiC. AL.XL), DlT.XlbtCYL  tSlL.-.T S^uIUr- SALT
 PtTRULEUMi-ULf-LNlC A(,I)t W^TLK SuLJBLt (ACIO  LAYER),  NA SALT
 XVLtNESULHLT.lC ACID,  HuTAiSiuH  oA
 SuLt-USUcCINiC ACID, UIHLXYL  Li,ItR,
 fclSfCUCL-NuT OIL ALKYLIAfil'^L
 TALL D1L  /iCIL. j,t I . ThA
1.3
1.3
1.2
1.2
1.1
1.1
i.O
l.i.
1. J
I . fi
l.'j
i.O
1.0
1. J
l.C
i . 0
J. . '*
MIL
MIL
K1L
NIL
rtlL
MIL
ML
MIL
ML
"1L
H1L
MIL
MIL
NIL
MIL
J-'U
MIL
MIL
MIL
MIL
PIL
MIL
MIL
MIL
MIL
MIL
KIL
ML
NIL
V.IL
MIL
MIL
KIL
ML
MIL
MIL
HIL
MIL
MIL
MIL
ML
ML
ML
rtIL
MIL
ML
KIL
ML
MIL
MIL
ML
MIL
MIL
ML
ML
MIL
MIL
KIL
LBS
LSi
LBS
LSS
LBs
L8S
LHS
LBS
LBS
L3 I
LB:
LBS
LBS
LfS
LBJ
LL1
LBS
LBS
LBS
LBS
LBS
LSI
LB':
L9 S
LBS
LBS
LBS
LBS
L3S
LBS
LBS
LBS
LBS
LSS
LBS
LbS
LBS
LBS
LBS
Las
LBS
LBS
LBS
LBS
LflS
LBS
LB r,
LBS
LBS
LBS
LBS
i_5 S
LBo
LBS
LbS
LSS
LBS
LbS
SRI
T72
SKI
SKI
T72
T72
Ski
T72
T72
SM
Tf2
T72
TV2
SRI
T72
T72
T72
T72
T72
SKI
T72
T72
SPI
SRI
Ski
SRI
T72
SPI
T72
SRI
T72
SRI
T72
Ski
SP.I
SRI
SRI
T72
T 72
T72
T72
T72
T72
T72
T72
T72
T72
T72
SRI
SRI
SRI
SrU
Ski
SRI
SRI
SPI
SRI
SRI
SURF-ACTIV AGENT
SUKF-ACTIV AGENT
SURF-ACT1V AGENT
SURF-ACTTV AGENT
FLAVOR  t  PcRFUME
SURF-ACT1V AGENT
SUKF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGCMT
SlikF-ACTIV AGENT
SURF-ACTIV AGENT
PLASTICI7ERS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
PLASTIC17ERS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
PLASTIC L RESIN
SURF-ACTIV AGCNT
MSC CHEMS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTIV 4GF.M-
MSC CHEMS
SURF-ACTIV AGENT
PLAS1ICIZERS
SURF-ACTIV AGENT
SURF-ACTIV AGENT
SL'KF-ACTIV AGE1ST
SURF-ACTIV AGENT
SUKF-ACTIV AGENT
SURF-ACTIV AGENT
SURF-ACTTV AGENT
SURF-ACTIV AGENT
M1SC CHEtfS
SURF-ACTIV A^ENT
SURF-ACTIV AGENT
MSC CHEMS
SURF-ACTIV AGENT
MISC CHEMS
MISC CHENS
DYES
SURF-ACTIV AGENT
SURF-ACTIV AGEifT
SURF-ACTIV ATENT
SURF-ACTIV Ar-Ek.'T
PLSTICIDLS
SUkF-ACTIV A(:,ENT
SUkF-ACTIV A&ENT
SURF-ACTIV AGENT
SURF-AL.TIV AGEr:T
SURF-ACTIV AGENT
SURF-ACTIV AGENT
-------
B.   Identification of NSF Chemicals in EMIC Files




     Using the CAS numbers as a means of comparison, the 436 CAS-numbered




chemicals from the NSF study  (shown in Table 3-1) were then compared with




the 5162 chemicals with CAS numbers in the file of the Environmental




Mutagen Information Center (EMIC).   This is a computerized bibliographic




file of worldwide literature on environmental mutagenesis and closely re-




lated studies such as the effects of chemicals on DNA synthesis, mitotic




index,  and synthetic polynucleotides.  A table of the resulting 181 chemi-




cals was then generated (Table 3-3).  In this table, the first line begin-




ning with an N contains the economic information on the CAS-numbered chemi-




cals as described in Section III.A above.   Each N line following the first




contains CAS number, a synonym,  and an acronym for the source reference of




that name.  If the synonym is blank or an "MX" code, the source reference




acronym means that information about the chemical is to be found in that




source.  These synonyms were obtained from SRI's tape of 26,000 commercially




significant chemicals produced as part of a project for the NCI.  An expla-




nation of the acronyms and the associated references is given in Table 3-4.




The first line beginning with an E contains the CAS number and the number




of E lines which follow.  Subsequent E lines contain the number (1-18)  of




EMIC accession numbers  (corresponding to literature references) on that




line followed by those accession numbers.
                                    3-16
-------
                                                  Table 3-3.  NSF CHEMICALS IN EMIC FILES
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
E
E
€
E
E
E
E
E
000050.000
000050000
000050000
000050000
000050000
000050000
000050000'
000050000
000050000
000050000
00005000C
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
000050000
18 004504
IB OO5693
18 008584
18 010618
Id 011329
18 014851
15 019324
FORMALDEHYDE
FORMALDEHYDE
FORMALDEHYDE
FORMALDEHYDE

MX8049352
MX8005387
FORMALDEHYDE
MX8006073
MX8013136
FORMALDEHYDE
FORMALDEHYDE
FORMALDEHYDE
FORMALDEHYDE
MX8053847
MX8022911
MX8047469
FORMALDEHYDE
FORMALDEHYDE
ANTIBACTERIAL
FORMALDEHYDE
(37? BY WEIGHT?


















AGENT :



















SE.G.



















. FORMALDEHYDE<

FORMALIN (FORMALDEHYDE!
FORMALDEHYDE

0007
004592 004597
006332 006727
008715 009437
010621 010687
011468 011504
014852 014886
019839 020007



004616
006783
009481
010742
011605
015385
020387






004673 004689 004697 004869
006827 006853 006905-006911
009482 009487 009488 009526
010759 010799 010817 010843
011962 0123O4 012479 012484
015406 015548 015688 015773
020777 020819 020899 021260
5651.8 MIL LBS T72 MISC CHEMS
FC
DC
NP
CEH
MX
MX
158163 169100
MX
MX
FA
P
PO
FA
MX
MX
MX
161JSO
CT
CT
CT
C
FR


004883 004918 005009 005146 005180 005181 005255
006912 006^17 007092 007100 007342 007589 007908
009561 010150 010424 010506 010523 010536 010539
010937 010938 010965 011001 011016 011067 011144
012826 012979 012984 013350 013373 013440 013451
016079 016585 016765 017167 017193 017386 018293
021355 021718 021804 021955 022382 022411 022807
52.3 MIL LB
























005412 005512 005685
OOT962 008077 O08360
010579 010600 010617
011162 011322 011325
013733 014031 014346
018456 018746 019227

N
N
N
N
N
N
N
N
N
N
£
e
E
E
E
000050293
O00050293
000050293
000050293
OOOO50293
000050293
000050293
000050293
000050293
000050293
000050293
18 004625
18 010171
IB 013528
18 018480
DDT
MX8017343







1, It l-TRICHLORO-2t2-BIS(P-CHLOROPHENYL»ETHANE
MX8003029

MX805612C









240296



It It l-TRICHLORO-2(2-BIS(P-CHLOROPHENYL) ETHANE
DDT
DICHLOROOIPHENYL TR tCHLORCETHANE
0005
004647 004888 005896 005995 006453
010636 010737 010806 010851 011061
013595 013608 014027 014070 014098
018707 018733 019564 020036 020178



006539
011141
014101
020315



307234
011347
014190
020756



007252 007618
011509 012383
014440 014446
020762 020941
45.0 MIL
MX
CEH
292313
MX

MX
10DSC
CT
CT

008197 008204
012485 012578
014686 014687
021234 021300
LBS SRI










008211
012821
014813
021385
PESTICIDES










008893
012984
014967
021572










009043
012999
015428
021606
41.5










009124 009468
013135 013248
016741 016828
022342 022345
MIL LB










009588
013330
018335
022818
E 01 022827
N 000050704  SORBITOL
N 000050704 0-GLUCITOL
N 000050704 SOR3ITCL
  121.4 MIL  LBS
599CSO
    FA
                                                                                                   T72   MISC CHEMS
52.2 MIL  LB
-------
Table 3-3 (continued)
N 000050704 MX8048268
N 000050704 MX8058295
N 000050704 SORBITOL
N 000050704 HUMECTANTS ?E.G. SOR6ITOL<
N 000050704 PCLYCLS ?E.G. SORBITCL<
N 000050704 SORBITOL
N 000050704 SORBITOL
M 000050704 0-SORBITOL
N 000050704
N 000050704 SUSP SCRBITOL SSCRBITOL<
N 000050704 SORBITOL
N 000050704 SORBITOL
N 000050704 SORBITCL
N 000050704 SORBITOL
N O00050704 SOPBITOL
N 000050704 SORBITOL
N 000050704 MX8013158
N 000050704
E 000050704 0001
E 04 006556 011876 017280 020877
N 000050782 ASPIRIN
N- O00050782
N 000050782 MX8013169
N 000050782 ASPIRIN
N 000050782
N 000050782 MX8055376
N 000050782 MX8054726
N fl00050782 MX8056200
N 000050782 MX8056211
M 000050782 MX8056233
W 000050782 MX8056222
N 000050782 MX8056131
N 000050782 MX8054679
N &O0050782 ASPIRIN
N 000050782 ASPIRIN
N 000050782 ACETYL SAL ICYLIC ACID
N 000050782 MX8058308
N 000050782 MX8058331
N 000050782 MX8058320
M 000050782 MX8057918
K 000050782 MX8058353
N 000050782 MX8058319
M OOO050782 MX8058342
N 000050782 ACETYL SALICYL 1C ACID
N 000050782 ASPIRIN
E 000050782 0002
E 18 005300 005337 306175 009113 009114
E 01 021463
N 000050817 UTAM1N C
N 000050817 ASCORBIC ACID 1C)
N 000050817 ASCORBIC ACIO
MX
MX
CT
CT
CT
CT
CT
CT
CEH
NP
DC
NP
FC
FC
PC
FC
MX



35.0 MIL LBS T72 MEDICINAL CHEMS 35.9 MIL LB
CEH
MX
NP

MX
MX
MX
MX
MX
MX
MX
MX
PD
HA
038DSO
MX
MX
MX
MX
MX
MX
MX
DC
CD

009115 009468 011585 011600 011731 016542 018635 019793 020147 020278 021412 021434 021451

15.6 MIL LBS T72 MEDICINAL CHEMS 21.1 MIL LB
cn
DC
-------
                                                              Table 3-3  (continued)

 N  000050817
 N  000050817 MX8058397                                                             MX
 N  000050817 MX8058024                                                             MX
 N  000050817 MX8058386                                                             MX
 N  000050817 MX8058375                                                             MX
 N  000050817 MX8058400                                                             MX
 N  000050817 MX8058308                                                             MX
 N  000050817 MX8026311                                                             MX
 N  000050817 MX80584U                                                             MX
 N  000050817 MX8058364                                                             MX
 N  000050B17 ASCORBIC ACID                                                         HA
 N  OOOO50817 ASCORBIC ACID                                                         PD
 N  000050817 MX8056244                                                             MX
 N  000050817 MX8056095                                                             MX
 N  OD0050817 MX8055387                                                             MX
 N  000050817 MX8054737                                                             MX
 N  000050817 MX8054748                                                             MX
 N  O0005O617 MX8056266                                                             MX
 N  000050817 MX80538B1                                                             MX
 N  000050817 MX8054726                                                             MX
 N  OS0050817 MX8053507                                                             MX
 N  000050817 MX8056288                                                             MX
 N  000050817 MX8053712                                                             MX
 N  OOO05t)817 MX8056255                                                             MX
 N  000050817 MX8056277                                                             MX
 N  000050817 ASCORBIC AClO                                                     596CSO
 N  O00050&17 ?tX806183<(                                                             MX                     ._      -
 N  000050817 MX8061572                                                             MX
 N  000050817 MX8061685                                                             MX
 N  000050817 MX8061130                                                             MX
 N  000050817 ASCORBIC ACIC                                                         FA
 N  000050817 ASCORBIC ACIO                                                         NP
N  000050817 VITAMIN C                                                             NP
N  000050817 MX8026322                                                             MX
N  000050817 MX802634'.                                                             MX
N  OOO050817 MX8028044                                                             MX
N  000050817 MX8026333                                                             MX
N  000050817 MX8026355                                                             MX
N  OOO050817                                                                      CEH
N  000050817 MX8046955                                                             MX
N  000050817 L-ASCORBIC ACID                                          1169761    598
N  OOOO50817 ASCORBIC ACID  (VITAMIN  C)                                             fC
N  000050817 ASCORBIC ACID  (VITAMIN  C)                                             FC
N  000050817 MX8012224                                                             MX
N  000050817 MX8048928                                                             MX
 E  000050817 0002
E  18 004614 008648 009270 010244  010757 010902 011059 011162  011298  012503 012643 012978 014038  014375 016572 016941  017524 017804
E  10 017849 018397 018922 019650  019795 020741 021421 021697  022326  022355
N OO0051036   PIPERONYL B'JTOXIOE                                                   1.0 MIL IBS   SRI   PESTICIDES
N 000051036  MX8026366                                                             MX
N 000051036  MX8046795                                                             MX
N 000051036                                                                       CEH
N 000051036  A-(2-(2-BUTQXYMETHOXY)ETHCXY)-4,5-METHYLEr\EOIOXY-2-PRCP    906 923616
N 0000510361YLTOLUENE
N 000051036  ALPHA-(2-(2-BUTOXYETHOXY)ETHOXY)-4,5-(METHYLENECICXY)-2-PROPYLT0489GSO
N 0000510361LUENE                                                             489GSO
-------
                                                            Table 3-3 (continued)
N 000051036
N 000051036
N 000051036
N 000051036
N 000051036
N 000051036
E 000051036
E 03 012984
N 000056235
(V 000056235
N 000056235
N 000056235
N OO0056235
N 000056235
N 000056235
N 000056235
N 000056235
N 000056235
N- 000056235
N 000056235
N 000056235
£ 000056235
E 18 004413
F 05 020562
N 000056382
N O00056382
N 000056382
N 00005638?
PIPERCNYL BUTOXIDE

'1X8063631
MX8C63692
PIPEftONYL BUTOXIDE-TFCHNICAL
PIPERCNYL eUTCXIOE
0001
014190 022326
CARBON TETRACHLCRIDE
MX8058784

MX8058773
MX8003063
MX8003074
MX8002811
CAPBON TETRACHLO^IOE
CARBON TETRACHLORIDE
MX8063705
CARBON TETRACHLORIDE
CARBON TETRACHLORI06

0002
004442 004485 008531 008705 008827 010803 012083 012961
021337 021S57 021958 02199't
PA°.ATHICr\

MX8003S83

CT

MX
MX
P
P


996.7 MIL LBS T72 MISC CHEMS 105.0
MX""
CEH
MX
MX
MX
MX
11910T 124 62
DC
MX
12CSO ' - - -
CT

_ _ ._ - . . _ . _
013509 014069 014382 015985 016-439 017328 018910 020156

15.0 MIL LBS SRI PESTICIDES 15.2
CEH
MX









MIL LB
" ~


	


	


- - -



020308

MIL LB



N OOO056382  ETHYL  PARATHION                                                        P
N 000056382  PARATHION I ETHYL PARATHION)                                            P
N 000056382  PHOSPHORDTHI 01C AC ID,0,0-DIETHYL  C,P-NIT^ODHENYL ESTER            35CSC
E 000056382  0001
E 16 004498  005126 009468 010464 012603 013784  014717 016163 016302  016741  018997 019358 020762  021918 022877 022878
M U00056815
N 000056815
N 000056815
N 000056815
N 000056815
N 000056815
N 000056815
N 000056815
N 000056815
N 000056815
N 000056815
N- 000056815
N 000056815
GLYCERQL, SYNTHETIC ONLY
GLYCERIN
GLYCEROL
MX8053063
MX805484C
MX8050995
MX8056448
MX8054851
MX8052617
MX8054839
MX8050962
MX8022591
MX8048155
199.2 MIL LBS T72 MISC CHEMS 89.4 MIL LB
PO
FA
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
-------
                                                         Table 3-3 (continued)

N 000056815  MX8047367                                                            MX
N 000056815  MX8024213                                                            MX
N 000056815  MX8047390                                                            MX
N 000056815  MX8058319                                                            MX
N 000056815  MX8047345                                                            MX
N 000056815  MX8047663                                                            MX
N 000056815  MX8048371                                                            MX
N 000056815  MX8047107                                                            MX
N 000056815  MX8048268                                                            MX
N 000056815  J08060502                                                            MX
N 000056815  MX8063567                                                            MX
N O00056815  MX8061970                                                            MX
N 000056815  GLYCERGL                                                         163BSC
N 000056815  MX8049432                                                            MX
N 000056815  MX8012280                                                            MX
N 000056815  MX8011425                                                            MX
N 000056815  MX8048984                                                            MX
N 000056815  MX8050688                                                            MX
N 000056815  MX8012291                                                            MX
N 000056815  MX8048882                                                            MX
N 000056815  MX8049363                                                            MX
N 000056815  MX8048973                                                            MX
N 000056815  MX8006095                                                            MX
N 000056815  MX8058842                                                            MX
N 000056815  MX8017081                                                            MX
N 000056815  MX8021816                                                            MX
N 000056815  MX8021827                                                            MX
N 000056815                                                                      CEH
N 000056815  MX8047027                                                            MX
N 000056815  GLYCERIN                                                             NP
N 000056815  ANHYDROUS GLYCERIN                                                   NP
N 000056815  GLYCERINE                                                            OC
N OO0056815  MX3028920                                                            MX
N 000056815  MX8027609                                                            MX
N 000056815  MX8013250                                                            MX
N 000056815  MX8030362                                                            MX
N 000056815  MX8013261                                                            MX
N 000056815  MX8026708                                                            MX
N 000056815  MX8030259                                                            MX
N 000056815  MX8028555                                                            MX
N 000056815  MX8029990                                                            MX
N OOOO56815  MX8028919                                                            MX
N 000056815  MX8030839                                                            MX
N 000056815  GLYCERIN (GLYCEROLI                                                  FC
N 000056815  GLYCERIN DEHYDRATED                                                  CO
N 000056815  GLYCEROL                                                             FR
N 000056815  GLYCERIN (GLYCERINE) (GLYCEROL)                                      CT
N 000056815  GLYCERQL                                                             CT
N 000056815  GLYCEROL                                                             CT
N 000056815  GLYCEROL                                                             CT
N 000056815
E 000056815  OU01
E 15 004453  006125  J08026 008102 009270 009432 01059J  012089  013209 013911 015242 016090 016494  019340  019834
N 000057136  UREA                                                             13320.0 MIL LBS   SRI   MISC  CHEMS         11622.1 MIL LB
N 000057136 URfcA                                                                  CT
N 000057136
-------
                                                             Table 3-3  (continued)

N 000057136 MX805P853                                                             MX
N 000057136 MX8017503                                                             MX
N 000057136                                                                      CEH
N 000057136 MX8017514                                                             MX
N 000057136 UREA                                                                  OC
N 000057136 CARBAMIDE                                                             NP
N 000057136 UREA                                                                  NP
N 000057136 UREA                                                                  FC
N 000057136 MX8027610                                                             MX
N 000057136 MX8006108                                                             MX
N 000057136 MX8005398                                                             MX
N 000057136 MX8000122                                                             MX
N 000057136 UREA                                                                  HA
N 000057136 UREA                                                              195DSO
N 000057136 MX8048177                                                             MX
N 000057136 MX8023083                                                             MX
N 000057136 MX8023094                                                             MX
N OOOO57136 UREA                                                                  PD
N 000057136 MX8056460                                                             MX
N 000057136 MX8053983                                                             MX
N 000057136 MX8053596                                                             MX
E 000057136 0002
E 18  005066 005412 005771 006983 008026 008102 008512 008866  010439  010817  012089 012691 012979 014213 014965 015568  016233  016532
E 06  018566 019821 020784 020992 021600 022850
 N  000057556  PROPYLENE GLYCCL
 N  000057556 1,2-PRGPANECIOL
 N  000057556 MX8000122
 N  000057556 MX8046671
 N  000057556
 N  000057556 MX8017547
 N  OUO057556 MX8012315
 N  000057556 MX8048371
 N  000057556 MX8030384
 N  OOU057556 PfOPVLENE CLYCOL
 N  000057556 MX8027610
 N  000057556 MX802647?
 N  000057556 MX8026480
 N  000057556 MX8028566
 N  000057556 PROPYLENE GLYCOL
 N  000057556 PROPYLENE GLYCCL
 N  000057556 MX8022615
 N  000057556 MX8023118
 N  000057556 MX8023583
 N  000057556 MX8023083
 N  000057556 MX8022604
 N  000057556 MX8048144
 N  000057556 MX8024213
 N  000057556 MXB023027
183
  000057556  MX8023094
  000057556  MX802312S
N 000057556 MX8024202
M 000057556 MX8052297
N 000057556 MX8054011
N 000057556 1 , 2-PRCP AfvEC 1 OL
N 000057556
E 000057556 0001
   562.6 MIL
229146
     MX
     MX
    CEH
     MX
     MX
     MX
     MX
    KEN>
     MX
     MX
     MX
     MX

     FC
     MX
     MX
     MX
     MX
     MX
     MX
     MX
     MX
     MX
     MX
     MX
     MX
     MX
 184ISO
                                                                                          LBS  T72  MISC CHEMS
                                                                                                                         154.0
                                                                                                                                   L8
-------
 E 01 020895
                                                          Table 3-3  (continued)
 N 000057749  CHLCRCAN
 N 000057749
 M 000057749                                                                      CEH
 N 0000577491N                                                                 176ISO
 N 000057749 1 ,2,4,5,6,7,8t8-CCTACHLORC-3A,4t7,-7A-TETRAHYDRO-4,7-METHANOINDA176ISO
 N 000057749 CHLOR04NE (CCTACHLORO-4t?-M£THANO-TErRAHYCROINOANE)                   P
 N 000057749 CHLOROANE                                                             CT
 N 000057749 OCTACHLORO-4,7  METHANOTETRAINDAME *CHLOROANE<                        CT
 E 000057749 0001
 E 10  005649 008197 OOS044  009060 009124 011141 012984 013248  013330 014190
       25.0  MIL  LBS  SRI  PESTICIDES
                                                25.3 MIL LB
 N  000059029  VITAMIN E
 N  000059029 MX804a428
-N  OOO059029 MX8026311
 N  000059029 MX8026286
 N  000059029 MX8056700
-tt tfOfl0590?9 2,5,7)8-TETRAMFTHYL-2-<4,8,12-TRIMETHYLTRlOECYL)-6-CHROMANOL
 N  000059029
 N  000059029 MX8017309
 N  000059029 MX8017296
 N  000059029 MX8026640
 N  000059029 VITAMIN E (WHEAT  GERM  OIL)
 N  OOO059029 VITAMIN E
 N  000059029 2,5,7,8-TETRAMETHYL-2-I4,8,12-TRIMETHYLTRIDECYD-6-CHR01309
 N  0000590291MANOL
 E  OO0059029 0001
 E  06  010902 011403 015578 018583  021603  022460
       2.9 MIL  LBS
       MX
       MX
       MX
       MX
   2880SO

       MX
       MX
       MX
       DC
       NP
  973793
                     T72  MEDICINAL CHEMS
N 000060297   ETHYL ETHERi TECHNICAL
N 000060297
N OOO060297  ETHER
N 000060297  ETHYL ETt-ER
N 000060297  MX8013432
N 000060297  MX8013034
N 000060297  MX8013454
N 000060297  MX8013443
N 000060297  MX8050699
N 000060297  MX8011436
N 000060297  ETHYL ETHER
N 000060297  MX8056744
N 000060297  MX8055514
N 000060297  ETHYL ETHER
N 000060297  DIETHYL ETHER
N 000060297  ETHYL ETHER MEDICINAL
N 000060297  ETHYL ETHER
N OO0060297
E 000060297  0001
      69.4 MIL LBS
      CEH
       NP
       DC
       MX
       MX
       MX
       MX
       MX
       MX
   2640SO
       MX
       MX
       AR
       CT
9439  CEH
       FR
T72  MISC CHEHS
                           35.7 MIL LB
-------
                                                            Table 3-3 (continued)

E 09 00*630 004872  005695  006978 009335 010377 013*25 019071  021321
N 000060515   DIMETHOATE                                                          2.0 MIL LBS  SRI  PESTICIDES
N 000060515  DIMgTHQATE (CYGON)                                                     P
N 000060515  DIMETHOATE                                                            P
N 000060515
N OOU060515  PHUSPHOfiODJTHIOIC ACID, 0,C—DIMETHYL ESTER, S-ESTER  WITH  2-MERCA315GSO
N 0000605151PTC-N-METHYLACETAMIOE                                            315GSO
N 000060515                                                                      CEH
E 000060515  0002
E 13 010953  01*074 01*190 01*528 01*808 016163 016302 016*75  0167*1 01798*  018326 01898* 019775 020176 02076^ 021385 021856 02t9l8
E 02 022*18  022827
 N  000062533   ANILINE (AMLINE OIL)
 N  000062533
 N  000062533  ANILINE
 N  000062533  AMLINE
 N  000062533
 N  000062533  ANILINE
 N  000062533  AROMATIC AMINES *E.G. ANTLINE<
 E  000062533  0001
 €  06  004630  005695 010652 012660 0173C3 021337
                                                                                *09.8  MIL LBS
                                                                                 CEH
                                                                              1O7ASC
                                                                                  PR

                                                                                  CT
                                                                                  CT
                                                                                               T72  CYCLIC  INTERNED
                                                                             C   55.0 MIL LBS
                                                                                   P
                                                                                   f
                                                                              276GSO
                                                                                               SRI  PESTICIDES
                                                                                                                          50.5 MIL tB
N 000063252  CARBARYL
N 000063252 CAR8APYL
N 000063252 SEVIN
N 000063252 METKYLCAftSSNIC  ACID,  1-NAPHTHYL ESTER
N 000063252
N 000063252                                                                      CEH
N OOOO63252 METHYLCARBAMIC  ACID,  1-NAPHTHYL ESTER                              335
N 000063252 MX8026366                                                             MX
N 000063252 CAR8APYL                                                              CT
N 000063252 1-NAPHTHYL  N-METHYLCAR6AMATE                                         CT
E 000063252 0003
t 18 0065*6 J09*68 009537 009588  010771  010772 010779 010791 011281  01298*  0132*8  013397 013**5 013458 014190  014264 014472 014605
E 18 0153*0 016191 0167*1 016756  017079  017537 018005 018*27 020762  021186  021337  02134* 021385 021606 021759  02179^ 022308 022818
C 02 022827 022338
N 00006*028  ( ETHYLENEUINITRIL01TETRAACETIC ACID, TETRASCCIUM  SALT
  00006*028 SODIUM EDTA
  00006*028 TETRASOOIUM  ETHYLENE
  00006*028
  00006*028 MX8059221
  000064028 MX8013501
ACETATE (ECTA TETRASODTJM)
                                                                                 6*.3 MIL LBS
                                                                                  CT
                                                                                   C
                                                                                 CEH
                                                                                  MX
                                                                                  MX
                                                                                  MX
                                                                                               T72  MISC  CHEMS
                                                                                                                          65.3 MIL LB
-------
Table 3-3  (continued)
N 000064028 MX8013498
N 000064028 1 ETHYLENEO INITR ILO)TETRAACET 1C ACID TETRASODIUM SALT
N 000064028 TETRASOOIUM ETHYLENEDI AMI NET6TRAACETATE
N 000064028
£ 000064028 0001
E 01 008026
N 000064175 tTHYL ALCOHOL, SYNTHETIC
N 000064175 ALCOHOL
N 000064175 ETHYL ALCOHOL
N 000064175 ETHYL ALCCHCL {ETHANCD
N 000064175 SHERRY WINE ( E.G. ETHANOL)
N 000064175 8RANOY (ETHMOL)
N 000064175 MX8060671
N 000064175 WINE (E.G. ETHANOLI
N 000064175 ETHYL ALCOHOL
N OO0064175 ETHYL ALCOHOL
N 000064175 MX8047312
N 000064175 MX8047243
N 000064175 MX8048462
N 000064175 MX8023118
N 000064175 MX8047947
N 000064175 MX8048144
N 000064175 MX8047196
N 000064175 MX8047174
-N 000064175 MX8047936
N 000064175 MX804819S
N 000064175 MX8048155
N 000064175 MX8047209
N 000064175 MX8023232
N 000064175 ALCOHOL
N OOO064175 MX8050995
N 000064175 MX8052253
N 000064175 MX8056857
N 000064175 MX8052173
N 000064175 MX8050962
N 000064175 MX8054146
N 000064175 MX8052220
N 000064175 MX8053165
N 000064175 MX8052322
N -500064175 MX8052775
N 000064175 MX8053994
N 000064175 MX80522H
N 000064175 MX8055058
N 000064175 ALCOHOL (ETHYL, GRAIN, DENATURED, ETC.»
N 000064175 ETHANOL
N 000064175 ETHANOL
N 000064175 ETHYL ALCOHOL
N 000064175 ALCOHCL SE.G. C2H50H<
N 000064175 ETHYL ALCOHOL
N 000064175 ETHYL ALCOHCL
N 000064175 ALCOHOL
N 000064175 ALCOHOL (ETHANOL)
N ad0064175 MX8017763
N 000064175
N 000064175 MX8021850
N 000064175 MX8059232
MX
22FSO
FDA
1850.7 Mrt LBS T72 MISC CHEMS 381.7 MIL L8
FA
263BSO
FA
FA
FA
MX
FA
AR
PR - -
MX
MX
MX
MX
MX
NX
MX
MX
MX --
MX
MX
MX
MX
PD
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
DC
CT
CT
C
CT
FR
FR
CT
CO
MX
CEH
MX
MX
-------
                                                                 Table 3-3 (continued)

N 000064175  MX8017H6                                                            MX
\i 000064175  MX8047C83                                                            MX
N 000064175  MX8013523                                                            MX
N 000064175  MX8013443                                                            MX
N 000064175  MX8013545                                                            MX
N 000064175  MX8026693                                                            MX
N 000064175  MX8013125                                                            MX
N 000064175  MX8046S38                                                            MX
N 000064175  MAB013329                                                            MX
N 000064175  MX8028931                                                            MX
N 000064175  MX8013C89                                                            MX
N 000064175  MX8026719                                                            MX
N 000064175  MX8027961                                                            MX
N 000064175  MX8046944                                                            MX
N 000064175  MX8030384                                                            MX
N 000064175  MX8013567                                                            MX
N 000064175  MX8030362                                                            MX
N O00064175  MX8030339                                                            MX
N 000064175  MX8030419                                                            MX
N 000064175  MX8030839                                                            MX
N 000064175  MX8030293                                                            MX
N 000064175  MX8013578                                                            MX
N 000064175  MX8028920                                                            MX
N 000064175  MX8013556                                                            MX
N 000064175  MX8047050                                                            MX
N 000064175  MX8013432                                                            MX
N 000064175  MX8012859                                                            MX
N 000064175  MX8047038                                                            MX
N 000064175  MX8030000                                                            MX
N 000064175  MX8013589                                                            MX
N 000064175  MX8047072                                                            MX
N 000064175  MX8030259                                                            MX
N 000064175  MX8013590                                                            MX
N 000064175  MX8027621                                                            MX
N 000064175  MX8028919                                                            MX
N 000064175  MX8047005                                                            MX
N 000064175  MX8013534                                                            MX
N 000064175  MX8013603                                                            MX
H 000064175  MX8028555                                                            MX
N 000064175  ETHYL  ALCOHCL (ETHANOU                                              FC
N J00064175  ALCOHOL                                                              NP
N OOOO64175  ETHrt  ALCOHOL                                                        NP
N 000064175  MX80J0166                                                            MX
N 000064175  ETHYL  ALCOHOL                                            146149 156 92
N 000064175  MX8003154                                                            MX
N 000064175  MX9050699                                                            MX
N 000064175  MX8050439                                                            MX
N 000064175  MX8048871                                                            MX
N 000064175  MX8050393                                                            MX
N 000064175  MX8012360                                                            MX
N 000064175  MX8050359                                                            MX
N 000064175  MX8012371                                                            MX
N 000064175
E 000064175  0003
E  19 004492  004625  OC4630 004675 004690 004756 005254 005532  005586  005756 005961 005993 006717  006978  007004 007117 007618 007797
E  18 007971  008282  009493 010535 010766 010817 011445 OJ.1731  011819  012089 012169 012655 013740  013911  015366 016090 016216 016451
E  15 016496  016515  018650 019340 019923 020004 020031 020156  020291  020393 020674 021337 021400  022052  022850
-------
Table 3-3 (continued)
N 00006*186
N 000064186
N 000064186
N 000064186
N 000064186
N 000064186
N 000064186
N 000064186
N 000064186
N 000064186
tt U00064186
N 000064186
N 000064186
E 000064186
E 06 004883
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N OO0064197
N 000064197
N 000064197
N OO0064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N OO0064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
N 000064197
E 000064197
E 12 004883
N 000065850
N 000065850
N 000065850
N 000065850
N 000065850
N 000065850
FORMIC ACIC
MX8007441
MX8011447
MX8006937
FORMIC ACID
MX8007043
FORMIC ACID
FORMIC ACIC

FORMIC ACID

MX8053847
FORMIC ACIC
0001
004951 006783 006911 006912 016079
ACETIC ACIC, SYNTHETIC, 100?
ACETIC ACID
MX8J22739
MX8024122
MX8023243
MX8022751
MX3047947
ETHANOIC ACIO (ACETIC ACID)
ACETIC ACIO
ACETIC ACID
ACETIC ACID
ACETIC ACID

ACETIC ACID
ACETIC ACID
ACETIC ACID
GLACIAL ACETIC ACID
MX8007043
MX80 06926
MX8006131
ACETIC ACID
MX8049498
MX8007441
MX8012382
MX8013614
MX8013307

0001
006783 306911 006912 008904 011258 011278
BENZOIC ACIO, TECH.
6ENZOIC ACIC
BENZCIC ACID
BENZCIC ACID
BENZOIC ACIO
BENZDIC ACIC
46.9 MIL LBS T72 MISC CHEMS 2*.l MIL LB
MX
MX
MX
101
MX
OC
SF
CEH
FC

MX
162CSO


2235.0 MIL LBS T72 MISC CHEMS 55.9 MIL LB
073CSO
MX
MX
MX
MX
MX
FA
FA
CT
DC
FC
CEH
FC
SF
NP
NP
MX
MX
MX
106 90 36
MX
MX
MX
MX
MX


012992 014032 014387 018942 021337
155.5 MIL LBS T72 CYCLIC INTERMED
DC
CT
FC
SF
FC
-------
Table  3-3  (continued)
N 000065850
N 000065850 BENZOIC ACID
N 000065650 MX8013636
N 000065850 MX8038651
\l 000065850 MX8029990
N 000065850 MX8011890
N 000065850 MX8050688
N J00065850 MX8007805
N 000065850
N 000065850 MX8047210
M 000065850 MX8047232
N 000065850 MX8024235
N 00006585U MX8047345
N 000065850 MX8047390
N OOOO65850 MX8047389
N 000065850 MX8023947
N 000065850 MX8023607
N OOO065850 MX8047221
N 000065850 MX8053165
N 000065850 MX8061970
N 0000*5350 BENZOtC ACID
N 000065850 6ENZOIC ACID
E 000065850 0001
E 05 009270 0106*8 020784 021337 021384
N OOO067481 CHOLINE CHLORIDE (ALL GRADES)
N 000067481
N 000067481
N 000067481 MX8059298
N 000067481 MX8050519
N 000067481 CHOLINE ChLCRIOE
N 000067481 CHOLINE CHLORIDE
N 000067481 CHOLINE CHLORIDE
E 000067481 0001
E 02 005412 02286^
N 000067561 METHANQL , SYNTHETIC
N 000067561 METHANGL
N 000067561 METHYL ALCCHOL
N 000067561 METHYL ALCOHOL
N 000067561 METHYL ALCOHOL
N 000067561 MX8048199
N 000067561 METHANOL
N 000067561 METHYL ALCOHOL
N 000067561 METHYL ALCOHOL
-N 000067561 METHANOL
N 000067561 MX8011458
N 000067561
N 000067561 MX8013658
N 000067561 MX8013523
N 000067561 MX8013669
N 000067561 MX8006073
N 000067561 MtTHYL ALCOHOL
CEH
NP
MX
MX
MX
MX
MX
MX

MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
OT1ESO
FA


54.5 MIL LBS T72 MEDICINAL CHEMS 5

CEH
MX
MX
FC
FA
100HSO


6060.1 MIL LBS T72 MISC CHENS 98
CT
DC
FR
FR
MX
171KSO
FOA
DC
OC
MX
CEH
MX
MX
MX
MX
KEM
                                                                      56.1 MIL  LB
                                                                    987.7 MIL tB
-------
                                                                Table 3-3  (continued)
M 000067561
E 000067561 0001
E 05 00*630 013911 016090 019064  OIS340
N 000067630 ISOPROPYL ALCOHOL
N 000067630 I SOPHOPYL ALCOHOL
N 000067630 ISOPRGPANOL
N 000067630 ISCPROPYL ALCOHOL
N 000067630
N 000067630 ISOPROPYL ALCOHOL
N 000067630 ISOPRCPANCL
N 000067630 ISOPROPYL ALCOHOL
N Q00067630 MX8013534
N 000067630 MX8013670
N 000067630 MX8013681
N 000067630 MX8013692
N 000067630 MX8013705
N 000067630
N 000067630 MX8011469
N 000067630 ISOPROPYL ALCOHOL
N 000067630 ISOPROPYL ALCOHOL ( I SOPRCPANQL )
N 000067630 ISOPROPYL ALCOHOL
N 000067630 !SO°ROPANCL (ISOPPOPYL ALCOHOL)
N 000067630 ISOPRCPANCL
N 000067630 MX8048202
N 000067630 MX8022626
N 000067630 MX8023094
N 000067630 MX8052333
N 000067630 ISOPROPYL ALCOHOL
N 000067630 ISOPROPYL ALCOHOL
N 000067630 ISOPROPYL ALCOHOL
N 000067630 I SO-PRCPYL ALCCHCL ( ISO-PROPANOL >
E 000067630 0001
E 05 015656 015685 016090 017841 OIS340
N 000067641 ACETONE
N OOOO67641 ACETONE
N 000067641 MX8052173
N 000067641 ACETONE
N 000067641 ACETONE
N 000067641
N 000067641 MX8021850
M 000067641 MX801365a
N 000067641 MX8030339
N 000067641 DIMETHYL KETONE 
N 000067641 ACETONE
N 000067641 ACETONE
N 000067641 MX8003154
N 000067641 ACETONE
N 000067641 ACETONE
N 000067641
E 000067641 0001
E 13 004492 004630 004918 005975 005487 011162
1790.0 MIL L8S T72 MISC CHEMS 876.2 MIL LB
FR
CT
OC

KEM
NP
NP
MX
MX
MX
MX
MX
CEH
MX
SF
FC
FC
FC
FOA
MX
MX
MX
MX
272ISO
FA
HA
FA


1704.1 MIL LBS SRI MISC CHEMS 533.9 MIL LB
FA
MX
104ESO
FC
CEH
MX
MX
MX
KEM
NP
107 91 97 39
MX
OC
CT


013030 014210 015334 015656 017758 019834 021337
-------
Table 3-3 (continued)
N 000067663 CHLOROFORM
N 000067663 CHLOROFORM
N 000067663 CHLOROFORM
N U00067663 CHLOROFORM
N 000067663 CHLOROFORM
N 000067663 CHLOROFORM
M 000067663
N 000067663 CHLOROFORM
N 000067663 CHLOROFORM
N 000067663 MX806161fl
N 000067663
E 000067663 J001
E 08 004615 004630 006978 010817 012940 018911 021321 021994
N 000068268 VITAMIN A
N 000068268
N 000068268 MX8001692
N 000068268 MX8(X06982
N 000068268 MX8017309
N 000068268 MX3021792
N 000068268 MX8059301
N 000068268 MX8059027
N 000068268 MX8059049
N 000068268 MX8017707
N 000068268
N 000068268 MX8017296
N 000068268 MX8059298
N 000068268 MX8017310
N 000068268 MX8048928
N OOOO68268 MX8026731
N 000068268 MX8026640
M 000068268 MX8026344
N 000068268 MX8J26355
N 000068268 MX8026322
N 00006d268 MX8028113
N 000068268 MX8028146
N 000068268 MX8026333
N 000068268 MX8028157
N 000068268 MX8026617
N 000068268 MX8043423
N 000068268 MX8026491
N 000068268 MX9026639
N 000068268 MX8026742
N 000068268 MX8027698
N 000068268 MX8013147
N 000068268 MX8027585
M 000068268 MX8043412
N 000068268 MX8028124
N 000068268 MX8026468
N 00006B268 MX8013716
N 000068268 MX8028044
N 000068268 MX8027654
234.7 MIL LBS T72 MISC CHEMS 167.8 MIL LB
CD
CT
125113 66 66
DC
NP
CEH
141KSO
P
MX



1.0 MIL LBS T72 MEDICINAL CHEMS

MX
MX
MX
MX
MX
MX
MX
MX
CEH
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
-------
Table 3-3 {continued)
N 000068268 MX802766S
N 000068268 VITAMIN A
N 000068268 VITAMIN A
N 000068268 VITAMIN A
N 000068268 VITAMIN A
N 000068268 VITAMIN A
N 000068268 VITAMIN A
N 000068268 MX8057554
N 000068268 MX8058400
N 000068268 MX8055569
N 000068268 MX8058Q24
N 000068268 MX8058411
N 000068268 MX8054635
N 000068268 MX80262a6
N 000068268 MX8026311
M 000068268 MX8048406
N 000068263 VITAMIN A
N OOOO68268 MX8026264
N 000068268 MX8026242
N 000068268 MX8047970
N 000068268 MX8026253
N 000068268 VITAMIN A, NATURAL
N 000068268 VITAMIN A
£ 00006826* 0001
E 09 008023 009538 010902 011780 013212 013769 015307 020228 022847
N 000069727 SALICYLIC ACID
N 000069727 MX8013738
N OOOO69727 MX8013625
N 000069727
N 000069727 MX8007805
N- OOO069727 MX8012406
N 000069727 SALICYLIC ACID
N 000069727 SALICYLIC ACID
N 000069727 MX8047709
N 000069727 008060502
N 000069727 SALICYLIC ACID
N 000069727 MX8054931
N 000069727 MX8052311
N 000069727 MX8056880
N OO0069727 SALICYLIC ACIO
N 000069727
N 000069727 SALICYLIC ACID
N 000069727 SALICYLIC ACIO, TECH.
E 000069727 0001
E 04 004616 009270 020992 021337
N 000071238 PRQPYL ALCCHOL (PRCPANCL)
N 000071238 PRCPANCL
N 000071238 PRQPYL ALCOHOL
N 000071238 NORMAL PRCPYL ALCOHCL
N 000071238 P^OPYL ALCOHOL
N 000071238
MX
FC
DC
NP
C
09849 CEH
FA
MX
MX
MX
MX
MX
MX
MX
MX
MX
040ASO
MX
MX
MX
MX
PO
PD


8.7 MIL LBS T72 MEDICINAL CHEMS
MX
MX
CEH
MX
MX
NP
DC
MX
MX
PO
MX
MX
MX
111BSO

CT
47.1 MIL LBS T72 CYCLIC INTERMED


83.1 MIL LBS T72 MISC CHEMS 63.6 MIL LB
CT
DC
KEM
SF
CEH
-------
                                                           Table 3-3 (continued)
N 000071238  PROPYL ALCCHOL
N 000071238  PROPYL ALCOHOL (PkOPANOL)
N 000071238  N-P^CPYL  ALCQHCL
M 000071238  PROPYL ALCCHCL
N 000071238
E 000071238  0001
E 03  00*630  005961 016090
                                                                                  FC
                                                                                  FA
                                                                                  FA
                                                                              283JSO
N 000071363
N 000071363
N 000071363
M 000071363
N 000071363
N 000071363
N 000071363
N 000071363
N OOOO71363
N 000071363
N 000071363
N 000071363
N 000071363
N 000071363
N 000071363
E 000071363
E 04 004630
              N-BUTYL ALCCHCL
             BUTYL ALCOHOL
             MX8023129
             MX8025216
             BUTYL ALCOHOL
             N-8UTYL ALCCHOL
             N-B'JTANOL
             BUTYL ALCOHOLt NORMAL
             N-BUTYL ALCOHOL
             BUTANOL

             BUTYL ALCCHCL
             BUTYL ALCOHOL
             N-BUTANOL

             0001
             010848 016373 021337
                                                                                590.2  MIL LBS
                                                                                 FOA
                                                                                  MX
                                                                                  MX
                                                                              251HSO
                                                                                  FA
                                                                                  CT
                                                                                  DC
                                                                                  FR
                                                                                  CT
                                                                                 CEH
                                                                                  FC
                                                                                  SF
                                                                                 KEM
                                                                                               T72   MISC  CHEMS
                                                                                                                               NIL LB
                                                                                                                         183.6 MIL  LB
N 000071432  BENZENE                                                           8937.1  MIL LBS  T72  CRUDE PRODUCTS
N U00071432 BENZENE
N 000071432 BENZOL (BENZENE)
N 000071432 AROMATICS  SE.G.  BENZENE<
N 000071432 BENZENE
N 000071432 BENZENE
N 000071432 BENZENE
N OOO071432 BENZENE
N 000071432 BENZENE
N 000071432
N 006071432 BENZENE
N 000071432 MX8007452
N 000071432
F 000071432 0003
£ 18 004629 004630 004762  004800  004845 004846 004847 004850 004859  005964  006386 006400 006584 007092 007308  007729 007871 007993
fc 18 008846 009526 010254  011273  011885 012722 012912 012940 012970  013307  014737 014814 015408 015424 016030  018215 018446 018882
E 05 019405 020447 020657  021380  021381
                                                                               8937.1 MIL LBS
                                                                              091GSO
                                                                                  PR
                                                                                  CT
                                                                                  DC
                                                                                  CT
                                                                                  CT
                                                                                  FR
                                                                      229278 284175
                                                                                 CEH
                                                                                 KEM
                                                                                  MX
N 000072435   fETHOXYCHLCR
N 000072435 METHCXYCHLCR
N 000072435 MX8026366
N 000072435
N 'J00072435 METHCXYCHLOP
                                                                                 10.0 MIL LBS
                                                                                  CT
                                                                                  MX
                                                                                 CEH
                                                                                   p
                                                                                               SRI  PESTICIDES
-------
                                                             Table 3-3 (continued)
N 000072435
E 000072435 0001
E 04 006618 013248  014190
                           022864
M 000074317   N,N'-01PHENYL-P-PHENYLENFDIAMINE
N 000074317
N 000074317 N,N'-DIPHENYL-P-PHENYLENECIAMINE
N 000074317 N,N1-DIPHENYL-P-PHENYLENECIAMINE
N 000074317
N 000074317 N,N'-DIPHENYL-P-PHENYLENEOIAMINE
F 000074317 0001
E 01 009991
     1.8 MIL LBS  T72  RUBBER  PROC  CHEMS
 071FSO
    FDA
    CEH
353244
N 000074839   METHYL BRCMIOE
N 000074839 METHYL  BRCMIOE
N OOOOT4839 BROMIDES 
-------
                                                                Table  3-3 (continued)
   00007*873
   00007*873 METHYL CHLCklDE
   000074873 CHLOROMFTHANE
   U00074873
   00007*873 0001.
   02  010868 022871
                                                                                 CEH
                                                                                  DC
                                                                              1*2ASO
M 00007*88*  lODCMETHACiE  (fETHYL  ICOICE)
N 00007*88*
N! 00007*88* IGOOMETHANE
ti 00007*88*
M OJ007*88* ICOnMETHANE
E 00007*88* 0001
f. 05 007887 008065 01*9*2  020273  021337
                                                                                 18.0 MIL LBS   T72   MISC CHEMS
                                                                         189
                                                                              271CSO
                                                                                 CEH
                                                                                112
 M  00007*895  CONOMETHYLAMIKE
 N  000074895
 N  00007*895 METHYLAMINE
 N  00007*895
 £  00007*895 0001
 E  05  008273 011707 012699 01*361 017886
                                                                                 33.1  MIL LBS  T72  MISC CHEMS
                                                                                 CEH
                                                                              1738SC
N 00007*986
N 00007*986
N 00007*986
N 00007*986
N 00007*986
N 00007*986
N 00007*986
£ 00007*986
E 01 012699
              PROPANE

             PROPANE
             PP.CPANE
             PROPANE
             PROPANE
             MX80061*2
             0001
                                                                              9608.3  MIL LBS  T72  CRUDE PRODUCTS

                                                                             ia*HSo
                                                                                  FA
                                                                                  PR
                                                                                  FC
                                                                                  MX
                                                                                                                          96.1  MIL  LB
N 00007501*   VINYL  CI-LORIDE,  PCNGMER  (CHLORCETH1TL EN EI                         5088.5 MIL LBS   T72   MISC CHEMS          146.5 MIL  LB
N J0007501*
N 00007501*
N 00007501* MX3013772
'! 00007501* CHLOROETHYLENE
N 00007501* VINYL CHLCRIDE
E 00007501* 0002
F 18 018068 020026  0200*0 020056 020131 020152 J20315  0206*9  020670 020756 020853 020989 021076 021337 021339 0213*2 021347 021916
t  08 021972 021990  021995 021996 022339 022369 022870  022871
                                                                               5088.5  MIL  LBS  T72  MISC CHEMS

                                                                                 CEH
                                                                                  MX
                                                                              141JSC
                                                                                  CT
-------
                                                           Table 3-3 (continued)
N 000075047   ETHYLAMINEi  MCNC
N 000075047 ETHYLAMINE
N 000075047
N 000075047
E 000075047 0001
E 04 005412 017493  017386 019343
                                                                                  45.9  MIL  LBS  SRI  MISC CHEMS
                                                                               159CSO
                                                                                  CEH
                                                                                                                           14.4  MIL LB
N 000075070
N 000075070
N 000075070
N 000075070
N 000075070
N 000075070
N 000075070
N 000075070
N 000075070
N 000075070
E 000075070
E 01 004918
             ACETALCEHYCE
            ACETALOEHYDE
            ACETALDEI-YCE  (ETHANAL)
            ACETALDEHYOE

            MX8006904
            ACETALOEHYDE
            ACETALOEhYCE
            MX8008513

            0001
                                                                                1447.6  MIL  LBS  T72  MISC CHEMS
                                                                               103DSO
                                                                                   PA
                                                                                   PR
                                                                                 CEH
                                                                                   MX
                                                                                   SF
                                                                                   FC
                                                                                   MX
                                                                                                                           36.2  MIL  L9
N 000075150   CARBON DISULFIOE
N 000075150
N 00007515C
N 000075150  CARBON DISULFICE
N 000075150  CARSON DISULFIDE (CARBON CISULPHICE)
N 000075150  CARBON DISULFIDE
N 000075150  CAR3QN DISULFIDE
E 000075150  0001
E 01 018805
                                                                                767.8 MIL LBS  T72  MISC  CHEMS

                                                                                 CEH
                                                                                  DC
                                                                                  CT
                                                                                   P
                                                                              138FSO
                                                                                                                               MIL LB
              ETHYLENE OXIDE
                                                                                                T72   MISC CHEMS
                                                                                                                          98.8 MIL  LB
N 000075218
N 000075218
N 000075218  ETHYLENE OXIDE
N 000075218  MX8012428
N 000075218  MX8013794
N 000075218  MX8013783
N 000075218  MX8013807
N 000075218  MX801382S
N 00007521H  MX8013819
N 000075218  ETHYLENE CXIDE
N 000075218  ETHYLENE OXIDE
M 000075218
N 000075218  ETHYLENE CXIDE                                                        C
E 000075218  0004
t 18 004535  004641  004S42 004925 004946 004993  005044  005101 005106 005145 005379 005606  005782  005783 006304 006591 006917  007049
E 18 007357  009410  009488 009557 010579 010610  010759  010790 010855 010863 010868 011041  011473  011803 011883 012682 013098  013279
  18 013400  014069  015857 015869 016040 016515  017582  017990 018448 020122 020471 020580  020815  021483 021748 021770 021877  021878
                                                                               3961.8 MIL LBS
                                                                                 CEH
                                                                                  FC
                                                                                  MX
                                                                                  MX
                                                                                  MX
                                                                                  MX
                                                                                  MX
                                                                                  MX
                                                                              160CSD
                                                                                   P
E
E 01 021901
-------
                                                           Table 3-3 (continued)
              P1QDYLF.NE OXIDE
 N U00075569
 N 000075569
 N 000075569  PROPYLENE QXIOE                                                      CT
 N 000075569  P^OPYLENE DXIDE                                                  185JSO
 N 000075569  PRCPYLtNE CXIOE                                                       P
 N 000075569                                                                      CEH
 M 000075569  P^OPYLENE OXIDE                                                      FC
 E 000075569  0001
 E 11  004993  005000 005063 008407 009179 010869 011883 012998  013215  019048 021077
                                                                               1640.0 MIL LBS  T72  MISC  CHEMS
                                                                                                                          40.8 MIL LS
N  000075605  DIMETHYLARSEN IC ACID (CACODYLIC AC I 0 I
N  000075605 HYDRCXYO1METHYLAPSINE OXIDE
II  000075605 CACODYLIC flCID
N  000075605
N  000075605 HYDROXYDIMETHYLARSINE OXIDE
N  000075605
E  000075605 0001
E  03  013029 014733 022878
                                                                      2.0  MIL  LBS
                                                                  137MSO
                                                                       P
                                                                     CEH
                                                                    109
                                                                                               SRI  PESTICIDES
N 000075650   TERT-etJTYL ALCCHOL
N 000075650
N 00007565C  TERTIARY  BUTYL ALCOHOL
N 000075650  TERT-BUTYL ALCCHCL
N 000075650
E 000075650  0001
E 07 00463O  009487  010843  011162 013911 017495 319340
                                                                   10OO.O MIL
                                                                     CEH
                                                                     KEM
                                                                  251JSO
                                                                                          L8S   SRI   MISC  CHEMS
                                                                                                             715.O MIL Lfr
fl 000075694
N 000075694
M 000075694
NJ 000075694
N 000075694
N 000075694
N 000075694
N 000075694
N 000075694
N 000075694
5 000075694
<= 01 021994
 TRICHLORCFLUOROMETMANE

TRICHLOROFLUORGMETHANE

FREON 11
FREON 11
TRICHLORCFLUrmOMETHANS
TRICHLCRCMONOFLUOROMETHANF.
FPEQN 11
FREON 11
0001
  299.6 MIL LBS  T72  MISC  CHEMS

192ESC
   CEH
    CT
     C
     C
    CT
    FR
    FR
274.1 MIL L8
-------
Table 3-3  (continued)
N 00007571d DICHLORQU IFLUGR CHE THANF
N 000075718
N 000075713
N 000075718 FREON 12
N 003075718 FREON 12
N 000075718 DICHLGRiJT IFLUOROMETHANE
N 000075718 FPEON 12
N 000075718 PRQDELLANT 12
N 000075718 FREON 12
N 000075718 0 ICHLCMOD I FUJCROKET HANE
F 000075718 0001
E 02 012715 018212
N 000076448 HE°TACHLCP
N 000076448
N 000076448
N 000076448 1 ,4,5, 6, 7 , 8 .8-HEPTACHLORO-3 A. 4 .-7 ,7 A-TETR AHYCRO-4 ,7-METHANOIOENE
N 000076448 HEPTACHLOR
N 000076448 HEPTACHLCP
E 000076448 0001
E 10 006618 009044 010806 011498 011722 012984 013610 021385 022818 022827
N 000077929 CITRIC ACID
N 000077929
N 000077929 CITRIC ACID
N 000077929 CITRIC ACID
N 000077929 CITRIC ACIC
N 000077929 MX8017456
N 000077929 CITRIC ACIC
N 00007792S CITRIC ACIC
N 000077929 CITRIC ACID
N 000077929 CITRIC ACID
N OU0077929 CITRIC ACID
N 000077929 MX8006164
N 000077929 MX8006119
N 000077929 MX8006175
N 000077929 MX8006153
N 000077929 MX8003109
N 000077929 MX8027530
N OOO077929 MX8013874
!M 000077929 MX8013896
N 000077929 MX8046671
N OOO077929 1^X8030442
N 000077929 MX8031309
N 000077929 MX8027461
nl 000077929 MX8028566
N 000077929 MX8028588
N J00077929 MX8Q30840
N 000077929 MX8013885
N 000077929 MX8012393
M 000077929 MXROS0871
N 000077929 MX8012280
N U0007792r/ CITRIC ACID, ANHYDROUS
439.2 MIL LBS T72 MISC CHEMS 401.9 MIL LB

CEH
FR
F"
CT
C
CT
CT
26FSC


6.0 MIL LBS SRI PESTICIDES
CEH

2GSO
P
CT


163.0 MIL LBS SRI MISC CHEMS 119.2 MIL LB

NP
DC
NP
MX
FC
FC
FC
FC
SF
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
CD
-------
Table 3-3 (continued)
N 000077929 CITRIC ACID
N 000077929 CITRIC PECTIN
N 000077929 ORGANIC ACIDS %E.G. CITRIC<
N 000077929 CITRIC ACIU
N 000077929 CITRIC ACIC
N 000077929 MX8061618
N 000077929 MX8060740
N 000077929 MX8058035
N 000077929 MX8053529
N OJ0077929 MX8052S57
N 000077929 MX8052220
N 000077929 MX8056891
N 000077929 MX8023276
N 000077929 MX8048495
N 000077929 MX8023618
N 000077929 MX8048508
N 000077929 MXS022648
N 000077929 MX8023583
E 000077929 0001
E 01 008904
N 000078831 ISOBUTYL ALCOHCL USCPPOPYL CARB INOL )
N 000078831
N 000078831 ISOBUTYL ALCOHOL
N 000078831 I SOdUTYL ALCOHCL
N 000078831 ISOBUTYL ALCOHOL
N 000073831 ISOBUTANCL
N 000078831 ISOBUTYL ALCOHOL
N 000078831 ISOBUTYL ALCOHOL
N 000078831 ISO-BUTYL ALCOHOL ( I SO-6UTANOL )
£ 000078831 0001
E 02 004630 005961
N 000078933 2-SLT4NQNE (METHYL ETHYL KETONEJ
N 000078933 METHYL ETt-YL KETONE
N 000078933
N 000078933 METHYL ETHYL KETQNE
M 000078933 KETONES SE.G. METHYL ETHYL OETONE<
IM 000078933 METHYL ETHYL KETONE ("EK)
N 000078933
N 000078933 2-8UTANONE
H 000078933 METHYL ETHYL KETONE
N 000078933 2-BJTANONE
N 300078933 2-BUTANONE
N 000078933 2-BUTANONE
M 000078933 METHYL ETHYL KETQNE ( Z-BUTANHNE J
E 000078933 0001
F 01 004918
CT
C
CT
FA
145BSO
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX


96.4 MIL LBS T72 MISC CHEMS 29.5 MIL LB

FC
KEM
SF
CT
DC
271ISO
FA


509.0 MIL L6S T72 MISC CHEMS 524.7 MIL L6
FR

CT
CT
KEM
CEH
FC
DC
SF
FA
251CSO
FA


-------
                                                            Table 3-3 (continued)
N 000079016
N 000079016
H 000079016
N 000079016
M 000079016
N 000079016
N 000079016
N 000079016
N 000079016
N 000079016
N 000079016
N 000079016
E 000079016
E 04 004630
              TRICHLOPCETHYLEME
             TRICHLCRCETHYLENE
             TRICHLOROFTHYLENE
             TRICHLOROETHYLENE
             TRICHLCPCETHYLENE
             TRICHLOROETHYLENE
             TRICHLCPCETHYLENE
             TRICHLOROETHYLENE
             TfUCHLQBQETHYLENE
             T«ICHLC*OETHYL£NE
             0001
             021321 021339  021978
  426.7 MIL LBS  T72  MISC CHEMS
   CEH
    FC
    DC
   KEM
1920SO
     P
    PD

    CT
    FR
    FR
                                                                                                                        429.5 MIL  LB
N 000079094  PROPIONIC  ACID
N 000079094
N 000079094
N 000079094 PROPIONIC  ACID
N 000079094 ETHYL  FORMIC  ACIO (PROPIOMC ACID)
N 000079094 PROPIONIC  ACID
N 000079094 PROPICNIC  ACID
N 000079094 PROPIONIC  ACID
N 000079094 PROPIONIC  ACID
F 000079094 0001
E 03 004616 005412 012992
                                                                                 56.0  MIL  LBS   T72  MISC CHEMS
   CEH
    FC
    FC
    FC
    NP
283FSO
    FA
N 000079107   ACRYLIC  ACIO
N 000079107 ACRYLIC ACIO
N 000079107 ACRYLIC ACIO
N 000079107
N 000079107
E 000079107 0001
E 01 004616
  123.2 MIL LBS  T72  MISC CHEMS
117ASC
    PR
   CEH
N 000080057  4,4•- ISQPROPYLIOENEOIPHENOL (BISPHENQL A)
N 000080057 BISPHENOL  A
N 000080057 4,4'-ISOPROPYLIDENEDIPHENCL
N 000080057
N 000080057 MX8000315
N 000080057
F 000080057 0001
E 01 020523
  255.2 MIL LBS  T72  CYCLIC  INTERMED
    CT
087ESC
   CEH
N 000080433  DICUMYL  PEROXIDE
                                                                                 15.0  MIL LBS  SR!  RUBBER-PROC CHEM      15.3  MIL  LB
-------
                                                                Table 3-3  (continued)
M 000080433 BISl ALPHA, ALPHA-C [METHYL BENZYL ) PEROXI DE
M 000080433 DICUMYL PEKCXIDF.
N 000080433 DICUMYL PEROXIDE
M 000080433
N 000080433
K 000080433 0001
E 01 010642
N 000080626 METHYL KETHACRYLATE
N 000080626
N 000080626 METHYL METHACPYL6TE MCKC^E"
N 000080626 RESINS, SYNTHETIC *E.G. EfTHYL METH ACRYLATE<
••>! 000080626 METHYL METHACRYLATE
N 000080626 MX8063454
N 000080626 METHACRYL I C AGIO, METHYL ESTER
M 000080626 METHYL METHACRYLATE
N 000080626 MX8013921
E 000080626 0001
fc 31 019448
M 000081072 SACCHflRIN
N 000081072
N 000081072 SACCHARIN ( 2, 3-01 HYDRO- 3-OXO-BENZI SOSULFONAZOLE )
N 000081072 SACCHARIN
N OO0081072 MX8028920
N 000081072 MX8013567
N 000081072 SACCHARIN
N 000081072 1, 2-BENZISQTHI AZOL IN-3-ONE , 1 , 1-OICXIDE
N 000081072 AMMONI'JM SACCHARIN
N 000081072 CALCIUM SACCHARIN
N 000081072 MX8060546
N 000081072 MX8052775
N 000081072 SACCHARIN
N 000081072 SACCHARIN
N 000081072 MX8022591
N 000081072 SACCHARIN
K' 000081072
E 000081072 0001
E 01 020267
N 000081492 l-AMINQ-2t4-OIBPCMCANTHRAQUINQNE
N OOOOB1492
N' 000081492
N 000081492 1-AM I NC-2 ,4-DI B" OMOAHTHRACU INQNE
250GSO
FDA
FDA
CEH



599.0 MIL LBS T72 MISC CHEMS

CT
CT
CT
MX
275HSO
FDA
MX


4.8 MIL LBS SRI FLAVOR & PERFUME
CEH
FC
DC
MX
MX
NP
093ASG
FA
FA
MX
MX
FA
PO
MX
CT



1.0 MIL LBS T72 CYCLIC INTERMED

CEH
322CSO
f 000081492 0001
E 01 022863
-------
                                                          Table 3-3  (continued)
N 000081641   1,4-DIHYOROXYANTHRAOLINONE (CUINIZARINJ
N 000081641
N 000081641
N 000081641  1,4-DIHYOROXYANTHRAQUINCNt
E 000081641  0001
E 03 010570  012421  022863
                                                                                  2.1 MIL LBS   T72  CYCLIC INTERNED
                                                                                 CFH
                                                                              240JSO
N 000081812   WARFARIN
N 000081812
N 000081812 COUMAOIN
N 000081812
N 000081812 WARFARIN
N 000081812 WARFARIN
N 000081812 3-(ALPHA-ACETONYLBENZYL)-4-HYOROXYCCUMARIN
N 000081812 COUMAOIN
E 000081812 0001
E 01 009147
                                                                                 12.0 MIL LBS
                                                                                 CEH
                                                                                  PA
                                                                                                SRI   PESTICIDES
                                                                                  FR
                                                                                   P
                                                                              290ASO
                                                                                  HA
N 000082053   7H-BENZ ( CE ) ANTHRAC EN-7-ONE  ( 6EMANTHRUNE )
N 000082053
N 000082053  7H-BEN Z ( CE ) ANThR ACEN-7-CNE
N 000082053
N 000082053  7  H  8ENZ
-------
                                                        Table 3-3 (continued)
6 01 005412
N 000084742  0[BUTYL  PHTHALATE
N 000084742
N 000084742 DIBUTYL  PHTHALATE
N OOOOB4742 DIE'JTYL  PhThALATE
M 000084742
M 000034742 OIBUTYL  PHTHALATE
N 000084742 DI8UTVL  PHTHALATE
N 000034742 PHTHALIC  ACIDt  DIBUTYL ESTER
E 000084742 0001
E J2 012917 018783
                                                                                 29,1 MIL LBS
                                                                                 CEH
                                                                                 KEM
                                                                                  DC
                                                                                               T72  PLASTICIZERS
                                                                                                                          29.5 MIL LB
                                                                                  CT
                                                                                  AR
                                                                              183ESO
N 000086306   N-NITROSODIPHENYLAMINE
M 000086306 N-NITRCSOCIPHENYLAMINE
N 000086306 N-NITRUSOOIPHENYLAM1NE
M 000086306
E 000086306 0001
E 07 005412 008323  008324  008333  008517 017876 021337
                                                                                  2.0
                                                                              279KSO
                                                                                284
                                                                                 CEH
                                                                                      MIL  LBS  T72  RUBBER PROC CHEMS
N OOOOS6500   AZINPHOSMETHYL
N 000086500 AZINPHQSMETHYL
N 000036500 GUTHION  (METHYL  GUTH10N)
N 000086500IPTO-METHYL1-1,2,3-BENZCTR1AZIN-4OHJ-ONE
N 000086500 PHOSPHQROOITH101C  AC ID,0,C-OIMETHYL  FSTER, S-ESTER WITH 3r(MERCA091FSO
N 000086500                                                                      CEH
N 000086500
E 000086500 0001
E 05 018192 021410 021458 022877  022378
                                                                                  4.0 MIL LBS
                                                                                   P
                                                                                   f
                                                                              091ESO
                                                                                                SRI   PESTICIDES
N 000087865
N 000087865
N 000087865
N 000087665
N 000087865
N 000087865
N 000087865
N 000087865
N 000087865
N 000087865
N 000087865
  000087865
  06  005681
 PENTACHLCRCPHENCL  (PCPI

PENTACHLOROPHENOL
FENTACHLOPCPHENCL
PENTACHLOROPHENOL
PENTACHLORCPHEKOL
PENTACHLOHQPHENOL
PCP
PENTACHLOPOPHFNDL
PENTACHLOROPHENOL

0001
006630 00<3542  013029  014101  020762
                                                                                 49.7  MIL LBS
                                                                                 CEH
                                                                     331        291
                                                                                 KEP
                                                                              071GSO
                                                                                   P
                                                                                   P
                                                                                   f
                                                                                  CT
                                                                                  FR
                                                                                               T72  PESTICIDES
-------
                                                             Table 3-3 (continued)
N 000088657  CIN ITRGBUTYLPHENUL  (DNBP)
N 000088857 2-SbC-BJTYL-4, 6-DINITRCPHENOL
M 000088857 DN8P
N 000088857
N 000088857 2-SEC-BUTYL-4,6-DINITROPHENOL
N 000088857
E 000083857 OJ01
E 03 013029 014531 022878
                                                                                   3.0 MIL LBS   SRI   PESTICIDES
                                                                               136ASO
                                                                                    P
                                                                                  CEH
                                                                          301     191
N 000093710   2-CHl.ORO-N,N-DI ALLYACETAMIDE  (CCAA)
N 000093710
N 000093710  MX8005434
N 000093710  MX8003289
N 000093710  COAA
N 000093710  CDAA (RANOOX)
N 000093710  PANDOX
N 000093710
N 000093710  N,N-DIALLYL-2-CHLOROACETAMIDE
N 000093710  CDAA
E OOOOT3710  0001
E 01 013029
                                                                                  10.0 MIL LBS
                                                                                  CEH
                                                                                   MX
                                                                                   MX
                                                                                    P
                                                                                    F
                                                                                    P
                                                                                                SRI   PESTICIDES
                                                                               438FSO
N 000093721   2-1 2 , 4, 5-TR 1C hLOROPHENCXY) PROPIOM C ACIO (SILVEXI
N 000093721
N' 000093721  SILVEX                                                                  p
N 000093721  TRICHLORQPHENATES (E.G.  2,4,5  TRICHLQROPHENOXY PRCPLONIC ACID         P
N 000093721  SILVEX                                                                  P
N 000093721  2-(2,4,5-TRICHLOROPHENCXY)PROPICN1C  ACIC                         193DSO
N 000093721  MX8053212                                                             MX
N 000093721  2-(2,4,5-TR ICHLOROPHENCXYIPROPION 1C  ACID                           317
N 000093721                                                                       CEH
F 000093721  0001
E 02 013029  015665
                                                                                   3.0 MIL LBS  SRI  PESTICIDES
              2,4,5-TRICHLORCPHENGXYACETIC  ACIC ESTERS £ SALTS
                                                                                   5.0  MIL LBS  SRI  PESTICIDES
N 000093765
N 000093765
N 000093765  2,4,5-T (2,4,5-T=ICHLCPCPFENCXYACET1C ACID)
M 000093765  2,4,5-TRICHLOROPHENOXY ACETIC  ACID 12,4,5-T ACID)
N 000093765  (2,4,5-TRICHLOROPHENOXY)ACET1C ACIO
N 000093765  MX8053212
N 000093765  MX8063727
N 000093765
N 000093765  (2,4,5-TR1CHLQPOPHENOXY)ACET I C ACIO
M 000093765  MX8015358
E 000093765  0002
E 18 005404  005760 007253 007874 009262  009542 011141 011158 011198 012006  012939  013002 013029 014070 014101  014387 015665 015921
                                                                         450
     P
     P
193ASO
    MX
    MX
   CTH
  316
    MX
-------
                                                                  Table 3-3 (continued)





t 10 016741  018201 018295  018686 020055 020762  021385  022812 022827  022897
N 000094360 BENZOYL PEROXIDE
N 000094360 BENZOYL PEROXIDE
N 000094360 PEROXIDE, 8ENZQYL
N 000094360 BENZCYL PERCXIOE
N 000094360 BENZOYL PEROXICE
N 000094360 BENZCYL PEROXIDE
N 000094360
N 000094360 BENZOYL PEROXIDE
N 000094360 BENZOYL PEROXIDE
N 000094360
E 000094360 0001
E 03 004616 011162 012984
N O00094757 2, 4-DICHLOROPHENOXYACETIC ACID (2,4-0)
N 000094757
N 000094757 2,4-D
N 000094757 MX8063738
N 000094757 MX8053212
N 000094757 < 2 , 4-D IChLOROPHENOXY) ACET 1C ACID 2,4-0
N 000094757
N 000094757 MX8015358
N 000094757 ( 2 ,4-0 ICHLOROPHENOX Y ) ACET 1C ACID
N 000094757 MX800328S
N 000094757 MX8J03325
N 000094757 2 , 4-0 ICHLCROPHENCXY ACETIC ACID
E 000094757 0003
E 18 004616 004632 004688 005404 006473 006480 007874
E 18 012983 012984 013029 013085 013662 014070 014124
E 17 018162 018269 018373 020055 020142 020182 020313
N 000095487 0-CRESOL
N 000095487 ORTHC CRESOL
N 000095487
N 000095487 MX8003336
N 000095487 0-CRESQL
N 000095487
E 000095487 0001
E 02 010652 010781
N 000095501 O-DICHLCPOBENZENE
N 000095501
N 000095501 ORTHO D ICHLOROBENZ6NE
N 000095501 0-DICHLORCBENZENE
7.6 MIL LBS T72 M I SC CHEMS
129GSO
FA
PD
OC
CT
CEH
NP
FC



< 40.0 MIL LBS SRI PESTICIDES

P
MX
MX
062ESC
CEH
MX
261325 319220
MX
MX
11512 CEH

J0896S 009192 009357 009542 011158 011198 011257 011500 011715
014387 014486 014552 014881 015350 015665 016720 016741 017078
020559 020573 020762 021385 021723 021799 022811 022812 022827
49.7 MIL LBS T72 CYCLIC INTERMED
3573 CEH
CEH
MX
214ESO



62.4 MIL LBS T72 CYCLIC INTERMEO
CEH
DC
216HSO

























012313 012790
017487 017636
022897
15.6 MIL L8







27.1 MIL LB



-------
                                                              Table 3-3 (continued)
N 000095501 ORTHO DI CHLC1ROBENZF.NF
N 000095501
N 000095501 ORTHO D I CHLOROBENZENE
,M 000095501 C-DICHLORC)8ENZENfc
rj J00095501 ORTrtC-OICHLCSQBFNZENF
E OOOOV5501 0001
E 04 004629 005170 005695 013029
   CEH
    CT
    CT
N U00095807   TOLUE NE-2 ,4-DI AM I N£  ( 4~M-TOLYL ENEOIAM INE )
N 000095807  TOLUENE-2!4-DIAMINE
N 000095807
N 000095807
E 0000958U7  OJ01
E 01  021337
  167.9 MIL LBS   T72  CYCLIC INTERNED
243BSO

   CEH
N 000096128  1,2-DIBPOMO-3-CHLOROPROPJNE ICBCP)
N 000096128
N 000096128 NEMSAON (FUf'AZDNE,  OIBROMCCHLQRCPROPANEI
N 000096128 0ICHLCHOPPQPANE
?i 000096128 1, 2-OI8ROMO-3-CHLOROPROPANt
N 000096128
N 000096128 NEMAGON
E 000096128 0001
E 01 021927
   10.0 MIL LBS   SRI   PESTICIDES'

     P
     P
  9ASO
   CEH
    FR
N 000098953   NITROBENZENE
N 000098953  NI TROBF.NZEME
N 000098953
N 000098953
N 000098953  NITROBENZENE
E 000098953  0001
E 03 00463J  010783 018236
  551.2 MIL LBS   T72   CYCLIC INTERMEO
    CT

   CEH
2340SO
19.3 MIL LB
N 000100425   STYRENEi ALL GRADES
N 000100425  STYRENE
N 000100425
N 000100425
N 000100425  SFYRENE
N 000100425  STYRFNE
N 000100425  MXB023629
M 000100425  STYRENE
L 000100425  0001
E 03 018783  021384 021995
 5940.7 MIL LBS   T72   CYCLIC INTERMED
    FR

   CEH
    SF
241ISO
    MX
    FA
89.1 MIL LB
-------
Table 3-3 (continued)
N 000100447 ALPHA-CHLOPOTOLUENE (BENZYL CHLCRIDEI
N 000100447 BENZYL OLQflDE
N 000100447
N 000100447 ALPHA-CHLOROTOLUENE
•V 000100447
E 000100447 0001
E 04 007887 008065 020119 021337
N 000100516 BENZYL ALCOHOL
N 000100516 BENZYL ALCOHOL
N 000100516 BENZYL ALCOHOL
N 000100516 BENZYL ALCOHOL
N 000100516 MX8023947
N 000100516 MXB023265
N 000100516 MX8023594
N 000100516 MX8023312
N OOOIOO516 MX8023163
N 000100516 MX8024202
N 000100516 BENZYL ALCOHOL
N 000100516 MX8061947
N 000100516 BENZYL ALCCHOL
N 000100516 MX8052991
N 000100516
N 000100516 BENZYL ALCOHOL
N 000100516
N 000100516 MX8017310
N 000100516 MX8017547
M 000100516 BENZYL ALCOHOL
N 000100516 MX8026480
N 000100516 MX8006766
N 000100516 MX8006813
N 000100516 MX8000348
N 000100516 MX8000440
N 000100516 MX8006686
N 000100516 MX8000451
N 000100516 BENZYL ALCOHOL
N 000100516 MX8050519
N 000100516 MX804949a
N 000100516 MX8011527
N 000100516 MX8012315
E 000100516 0001
E 02 010843 021384
N 000100527 3ENZALDEHYDE, TECH.
N1 000100527 MX8000417
M 000100527 MX8006766
N 000100527 MX8007805
M 000100527 MX8006813
N 000100527 MX800U440
N 000100527 MX8014093
80.4 MIL LBS T72 CYCLIC INTERMEO
DC
CEH
Z121SO



10.4 MIL L6S T72 FLAVOR S PERFUME
DC
CT
093GSO
MX
MX
MX
MX
MX
MX
HA
MX
FA
MX

FC
CEH
MX
MX
SF
MX
MX
MX
MX
MX
MX
MX
NP
MX
MX
MX
MX


4.6 MIL LBS T72 CYCLIC INTERMEO
MX
MX
MX
MX
MX
MX
-------
                                                          Table 3-3 (continued)
N 000100527 MX8330259
N 000100527 MX8015961
N 000100527 MX8030293
N 000100527 MX8013761
N 000100527 BENZALDEHYDE
N 000100527
N 000100527 BENZALCEHYDE
N 000100527 MX8052220
N 000100527 BENZALOEHYOE (BENZQIC ALD6HYDEI
N 000100527 MX8023947
N 00010052? BENZALOEHYDE
*J 000100527 MX8023630
N 000100527 BENZALDEHYDE
N 000100527 MX8027303
M 000100527 BENZALDEHYDE
ti J00100527
t- 000100527 0001
E 01 010843
N 000100970 HEXAMETHYLENfcTETftAMNE
N 000100970
M 000100970
N 000100970 HEXAMETHYLENF.TETRAMINE
N 000100970 METHENAMINE
N 000100970 HEXAMETHYLENETETPAMIKE
N 000100970 MX8048371
N 000100970 METHENAMINE
N 000100970 HEXAMINE
N 000100970 HEXANIETHYLENETETRAMINE
N 000100970 HEXAMETHYLENETETPAMINE
N 000100970 HEXAMETHYLENET6TRAMINE
N 000100970 MX8047210
N 000100970 MX8047232
N 000100970 MX8047221
N 000100970 MX8055627
N 000100970 MX8022580
E 000100970 0001
E 06 004585 005273 005274 007306 008633 011378
N 000101213 ISOPRTPYL N- ( 3-CHLORDP HENYL) CARBAHAT6 (CIPC)
N 000101213
N 000101213 MX8003358
N 000101213 M-CHLORQCARBAN1LIC AC ID , ISDPROPYL ESTER
N 000101213
N 000101213 CIPC
N 000101213 M-CHLOROCAPBANIL1C ACID, ISOPSOPYL ESTER
N 000101213 CHLQRCPROPHAM (CHLORC-IPC)
MX
MX
MX
MX
SF
CEH
FC
MX
FA
MX
091FSC
MX
P
MX
CC



95.2 MIL LBS T72 MI SC CHENS 60.4 MIL LB

CEH
DC
DC
1230 847704
MX
PD
AR
107FSO
FDA
FDA
MX
MX
MX
MX
MX


2.0 MIL LBS SRI PESTICIDES
CEH
MX
382196

FR
253ESO
P
  000101213 CIPC
  000101213 0001
F 16 005869 007475 008911  008965 010779  010932 012942  013029 015238 016741  017426 017427 017848 018494 019528  020459
-------
                                                                Table 3-3 (continued)
 N 000102067  1,3-DlPHENYLGUAMOINF.
 N 000102067 1,3-OIPHENYLGUANIDINE
 N 000102067
 N 000102067
 E 000102067 0001
 E 02 011223 021757
            5.0 MIL LBS   SRI   RUBBER-PROC CHEM
        429HSC

           CEH
 N 000102716  2,2't2"-NITRILOTRIETHANQL  (TRIETHANOLAMINEI
 N 000102716 TRIETHANOLAMINE
 N 000102716 TRIETHANOLAMINE
 N 000102716 TRIETHANCLAMNE
 N 000102716 2i2' i 2"-NI TRI LOTRI ETHANOL
 N 000102716 MX8054011
 N 000102716 MX8059538
 N 000102716 TRIETHANOLAMINE
 N 000102716 TRIETHANOLAMINE
 N 000102716 TRIETHANCLAMINE
 N 000102716 MX8014151
 N 000102716
 E 000102716 0001
 E 02 010843 013777
          100.7 MIL  LBS
            CT
            CT
            CT
         31CSO
            MX
            MX
            NP
            DC
            FC
            MX
                                                                                                T72  MISC CHEMS
                                                                                                                           35.8 MIL LB
 N  000103231  OK 2-ETHYLHEXYL) ADI PATE                                            44.9 MIL LBS
 N  000103231                                                                     CEH
 N  000103231
 N  000103231 AOIPIC ACID, B IS(2-ETHYLHEXYL)  ESTER  01(2-ETHYLHtXYL)  ADIPATE   127ASO
 N  000103231 OI-2-ETHYLHEXYL ADIPATF                                             FDA
 N  000103231 01(2-fcTHYLHEXYL ADIPATt                                             FDA
 N  000103231 CK2-ETHYLHEXYL) ADIPATE                                            FDA
 E  000103231 0001
 E  01  020231
                          T72   PLASTICIZERS
                                                    39.4  MIL  LB
              N-ETHYL4MLINF, REFINEC
 N  000103695
 N  000103695
 N  000103695
 N  000103695  N-ETHYLA ML INE
 E  000103695  0001
            1.9 MIL  LBS
           CEH
               T72   CYCLIC  INTERNED
        223HSC
  01 005412
N 000103844   ACETANILIOF,  TECH.
N 000103844
N 000103844 ACETANILIDE
N 000103844 ACETANILIC
211
  3.2 MIL LBS
 CEH
167
  NP
                          T72   CYCLIC INTERNED
-------
                                                            Table 3-3 (continued)
N 000103844 MX8023334
N 000103844 ACETANIL IDE
N 000103844
N 000103844 ACETANILIOE
E 000103844 0001
t 05 006360 010349 010843  011166 021932
    MX
103GSO

    DC
N 000104552 C INNAMAL CEHYDE
N 000104552 MX8014093
N 000104552
N 000104552 CINNAMAL CEHYDE
N 000104552 CI NNAMALCEHYOE
N 000104552 CINNAMIC ALCEHVDE
N 000104552 C INNAMALCEHYDE
N 000104552 MX8007805
N 000104552 MX8006799
N 000104552 MX8023630
N J00104552 MX3023947
N 000104552 CI NNAMALCEHYOE
N 000104552 CI NNAMALDEHYOE (CINNAMIC ALCEHYCE)
N 000104552 MX8022728
N 000104552
E 000104552 0001
E 01 013451
N 000106241 3 . 7-0 IMETH YL-TRANS-2 , 6-CCT AD I EN- 1-OL ( GERAMOL )
N 000106241 GEPANICL
N 000106241
N 000106241 GERANIOL
N 000106241 MX8000291
N 000106241 MX8008466
N 000106241 MX8007021
N 000106241 MX8006813
N 000106241 MX8000280
N 000106241 MX8008524
N 000106241 MX8000462
N 000106241 MX8008455
N 000106241 MX8007010
N 000106241 MX8006868
N 000106241 MX8016691
N 000106241 MX8016204
N 000106241 MX8014195
N 000106241 MX8016334
N! 000106241 MX8014173
N 000106241 MX8027416
N 000106241 MX8014184
N 000106241 MX8050893
N 000106241 GERANIOL ( 3 , 7-UI MET HYL- 2, 6; 3 t 6-OCT4D IE N- 1-CL )
N 000106241 MX1022795
N 000106241 "*X8022740
N 000106241 3,7-DIMETHYL-TPANS-2,6-OCTADIEN-l-QL
N 000106241 MX8024133
N 000106241 MX8023243
1.6 MIL L8S T72 FLAVOR G PERFUME
MX
CEH
SF
FC
DC
NP
MX
MX
MX
MX
1440SO
FA
MX



1.2 MIL L8S T72 FLAVOR 6 PERFUME
CT
CEH
DC
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
FA
MX
MX
598DSC
MX
MX
-------
                                                           Table 3-3  (continued)
N 000106241 MX8048519
N 000106241 MX8023525
N 000106241 MX8023594
N 000106241. MX8024257
N 000106241 MX8023652
N 000106241 MX802412?
N 000106241
E 000106241 0001
E 01 010843
N 000106467 P-DICHLOROBENZENE
N 000106467
N 000106467 P ARA-DICHLCROBENZENE
N 000106467
N 000106467 P AR A-DICHLOROBENZENE
N 000106467 P-DICHLOROBENZENE
N 000106467 P-DICHLORCBENZENE
N 000106467 PARADICHLOROBENZENE
N 000106467 DICHLOROBENZENE ?PARA<
N 000106467 PD8 
-------
                                                       Table 3-3 (continued)

E 18 O0441'i  005480 006861 007225  007931  008212 011767 012223 012984  013608  014020 014101 015901  017636 017669 017827 018021 018022
E 12 018929  018937 019016 01S337  020029  020037 020068 020762 021244  021245  021337 021925
N 000106978   N-BUTANE
N 000106978
N 000106978  BUTANE PRCPELLANT
N 000106978  PROPELLENT ?E.G. BUTANE<
N 000106978  BUTANE
N 000106978  BUTANE
N 000106978  BUTANE
N 000106978  MX8006186
N 000106S78  MX8006142
N 000106978  BUTANE
E 000106978  0001
E 03 011707  012699 012715
 2331.1 MIL  LBS   T72  CRUDE PRODUCTS

    CT
    CT
    PR
083BSO
    FA
    MX
    MX
    FC
                           23.3 MIL LB
N 000106989   1-BUTENE
N 000106989  1-BJTENE
N 000106989  AEROSOL PRGPELENT 55E.G. 3UTENE<
N 000106989
   61.4 MIL LBS
083CSO
    CT
T72  CRUDE PRODUCTS
E
E
N
N
N
N
N
N
N
N
N
N
N
E
E
N
N
IV
N
N
N
N
N
000106989
03 011707
000107062
000107062
000107062
000107062
000107062
000107062
000107062
000107062
000107062
000107062
000107062
000107062
07 006699
000107131
000107131
000107131
000107131
000107131
000107131
000107131
000107131
0001
012699 012715
1,2-DICHLCROETHANE (ETHYLENE DICHLORIDE)

MX8003063
ETHYLENF CICHLCPIDE
MX8058773

ETHYLENE DICHLCRIDE
ETHYLENE CICHLORIOE
1,2-CICHLCROETHANE
MX8063705
ETHYLENE CICHLORIDE
0001
009169 010780 01901.6 020029 020037 021347
ACRYLCNI T'ULE


MX8002811
MX8013921
ACRYLCNITPILE
ACRYLONITRILE
ACRYLCMTPILE


8600.0 MIL LBS SRI MISC CHEMS 540.2 MIL LB
CEH
MX
DC
MX

P
FDA
079DSO
MX
CT


1114.7 MIL LBS T72 MISC CHEMS 27.4 MIL LB

CEH
MX
MX
113DSO
P
FDA
-------
                                                       Table 3-3  (continued)
N 000107131 ACRYLtMTRILE
E 000107131 0001
E 04 004616 006618  OOS123  009488
                                                                                  FR
N 000107153   ETHYLENEC1AMINE
N 000107153
N 000107153 MX8013409
N 000107153 ETHYLENEDIAM1NE
N 000107153
N 000107153 ETHYLENEOIAMINE
E 000107153 0001
E 01 017366
                                                                                      MIL LBS   SRI   MISC  CHEMS
   CEH
    MX
    FC

159JSO
                                                                                                                          22.5  MIL  LB
N 000107211 ETHYLENE GLYCCL
N 000107211 ETHYLENE GLYCOL
N 000107211 ETHYLENE GLYCOL
N 000107211
N 000107211 ETHYLENE GLYCOL
N 000107211 ETHYLENE GLYCOL
N 000107211 MX8026S35
N 000107211 MX8012257
N OO0107211 GLYCCL
N 000107211 ETHYLENE GLYCOL
N 000107211
E 000107211 0001
E 11 006010 010798 011001 013043 013098
N 000108010 2-DIMETHYLAMJNOETHANOL
N 000103010 2-(OIMETHYLAMINO)ETHANOL
N 000108010
N 000108010
E 000108010 0001
E 01 005412
N 000108054 VINYL ACETATE
N 000108054 VINYL ACETATE
N 000108054
N 000108054 VINYL ACETATE
N 000108054 VINYL ACETATE
N 000108054 VINYL ACETATE
N 000108054 MX8013987
E 000108054 0001
E 01 021337
3761.1 MIL LBS T72 MISC CHEMS 2526.3 MIL LB
160BSO
FOA
CEH
DC
KEM
MX
MX
CT
CT


013911 016090 J16515 019026 019340 021337
3.5 MIL LBS T72 MISC CHEMS
065GSO
CEH



1210.7 MIL LBS T72 MISC CHEMS 18.2 MIL LB
CT

196BSO
FA
FC
MX


-------
Table 3-3 (continued)
N 000108101
N 000108101
N 000108101
N 000106101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
N 000108101
E 000108101
E 01 004918
N 000108203
N 000108203
N 000108203
N 000108203
N 000108203
N 000108203
E 000108203
E 01 010843
N 000108247
N 000108247
N 000108247
N 000108247
N 000108247
N 000108247
E 000108247
E 01 014634
N 000108781
N 000108781
N 000108781
N 000108781
N 000108781
N 000108781
N 000108781
F 000108781
E 02 010926
4-METHYL-2-PENTANUNE (METHYL ISOBUTYL KETONE 1
4-METHYL-2-PENTANONE
WX8048462
4-METHYL-2-PENTANONE
METHYL ISO-BUTYL KETONE ( 4-METHYL-2-PENTAfJONS )

METHYL ISOBUTYL KETONE
METHYL ISC8UTYL KETONE

MX8003154
MX8030464
4-METHYL-2-PENTANONE
METHYL ISOBUTYL KETONE
4-METHYL-2-PENTANONE
METHYL ISOBUTYL KETCNE (MIBK)
0001

ISOPROPYL ETHER
ISOPROPYL ETHER

ISCPROPYL ETHER

ISOPROPYL ETHER
0001

ACETIC ANHYDRIDE, 100?
ACETIC ANHYCRIOE
ACETIC ANI-YCRIDE

ACETIC ANHYDRIDE

0001

NELAMINE
MELAMINE
fELAflNE
MELAMINE

MELAMINE

0001
012771
208.3 MIL LBS T72 MISC CHEMS
278GSO
MX
FA
FA

CT
FR
CEH
MX
MX
FC
DC
SF
KEM


14.0 MIL LBS SRI MISC CHEMS
273BSO

CT
CEH
DC


1572.9 MIL LBS T72 MISC CHEMS
117DSC
FA
CEH
FC



100.0 MIL LBS SRI CYCLIC INTERNED
PR
FDA
PR
CEH
299CSC



201.0 MIL LB
















14.2 MIL LB







39.4 NIL LB
















-------
Table 3-3 {continued)
M 000108883 TOLUENE
N 000108883 TOLUENE
N 000108883 MX8023345
N 000108883
N 000108883 TOLUENE
N 000109883 TCLUCL
N 000108883 TOLUENE
N 000108883 MX8007452
N 000108883 MX8011481
N 000108883 MX8017854
N 000108883 TOLUENE
N 000108883 AROMATICSt MONOCYCLIC ZE.G. TOLUENE<
N 000108883 AROMATIC HYDROCARBONS SOLVENTS SE.G. TOLUENE<
N OO0108883 AROMATIC HYDROCARBONS *E.G. TOHJEN£<
N 000108883
N 000108883 TOLUENE
N 000108883 TOLUENE
E 000108883 0001
E 10 004630 OOT552 007729 010239 012940 014737 016468 018215
N 000108907 CHLOROBENZENE, MONO
N 000108907
N 000108907 MONOCHLOROBENZENE
N 000108907 CHLOR03ENZENE
N 000108907 CHLORC8ENZENE
N 000103907
E 000108907 0001
E 03 004629 005098 005695
N 000108941 CYCLOHEXANONE
N 000108941 CYCLOHEXANONE
N 000108941
N 000108941 CYCLCHEXANCNE
N 000108941 CYCLOHEXASCNE
N 000108941
E 000108941 0001
E 03 004800 012318 014118
N 000108952 PHENOL
N 000108952
N 000108952 CARBOLIC ACID
h 000108952 CARBCLIC ACID
N 000108952 PHENOL
N 000108952 MX8021916
N 000108952 MX8021327
5917.2 MIL LBS T72 CRUDE PRODUCTS
190GSO
HX
CEH
DC
KEM
369 421309
MX
MX
MX
CT
CT
CT
CT

CT
f=R

018904 021441
403.5 MIL LBS T72 CYCLIC INTERMED
CEH
CT
208CSO
FDA



784.4 MIL LBS T72 CYCLIC INTERMCO
2ISO

CT
DC
CEH


1915.5 MIL LBS SRI CYCLIC INTERMED
CEH
NP
DC
NP
MX
MX
1074.2 MIL LB


























51.0 Hit L«







47.0 MIL LB






-------
                                                                 Table 3-3  (continued)
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
N
E
E
N
N
N
N
p
E
N
N
N
N
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
000108952
15 004883
000109739
000109739
000109739
000109739
000109739
01 004616
000109897
000109897
000109897
000109897
MX8003336
MX8007452
MX8002071
MX8011481
PHENOL
PHENOL
MX8027518
MX8026957
MX8027530
HX8026719
MX8013841
MX8026S68
MX8027529
MX8013692
HX8012473
MX8049432
MX8050939
MX8049374
MX8049363
MX8049501
PHENOL
CARBONIC ACID%PHENOL<
PHENOL
PHENOLS (E.G. PHENOL)

MX8024600
MX8024188
MX8023356
PHENOL
PHENOL
MX8054839
MX8052173
MX8050973
MX8053S27
0001
006911 306912 006983 009487 010651
MONO-N-KUTYLAMINE


BUTYLAMINE
0001

DIETHYLAMNE

MX8014220
OIETHYLAMirE
"X
MX
MX
MX
406292
DC
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
CT
CT
FR
FR

MX
MX
MX
237CSO
PO
MX
MX
MX
MX

010652 010817 010859 010947 011198 012940 020141 020657 020770
4.0 MIL LBS T72 MISC CHEMS

CEH
134JSC


11.1 MIL LBS T72 MISC CHEMS
CEH
MX
152BSO
N 000109897
E 000109897 0001
E 03  008791 015901 015918
-------
                                                       Table 3-3  (continued)
 N  000110054  TERT-B'JTYL PEROXIDE (CI-TERT-BUTYL  "ERCXIOE1
 N  000110054
 N  000110054 TERT-BUTYL PEROXIDE
 N  000110054 TERT-8UTYL PEROXIDE
 N  000110054
 E  000110054 0001
 E  01  017841
                                                                                  1.8 MIL LBS   T72   MISC CHEMS
                                                                  081HSC
                                                                     FDA
                                                                     CEH
 N  OOOU0178   FUM«RIC ACID
 N  000110178  FUMARIC AC1C
 N  000110178  FUMARIC ACID
 N  000110178  FUMARIC ACID
 N  000110178
 N  000110178  FUMARIC
 N  000110178  FUMARIC
 N  000110178  FUMARIC
 N  000110178  FUMARIC
N 000110178  FUMARIC
         ACIC
         ACID
         ACID
         ACID
         ACID
(ROSIN ADDUCT, ESTERIFIED WITH  GLYCERIN)
N 000110178
E 000110178  0001
E 03  005412  009270 019499
   51.5 MIL LBS
    CT
613CSO
    FA
   CEH
    SF
    FC
    FC
    FC
    DC
                                                                                                T72   MISC  CHEMS
                                                                                                                           16.2  MIL LB
N 000110441
N 000110441
N OOO110441
N 000110441
N 000110441
N 000110441
N 000110441
N 000110441
N UOOU0441
N 000110441
N 000110441
E 000110441
E 02 009270
 SORBIC ACID
MX8048268
SORBIC ACIC
MX8056448
SOR8IC ACID
SORBIC ACIC
SORBIC ACIC
SORBIC ACIC

MX8050451

0001
021296
                                                       40.0 MIL LBS
                                                        MX
                                                    286BSO
                                                        MX
                                                        FA
                                                        OC
                                                        FC
                                                      147
                                                       CEH
                                                        MX
                                                                                                SRI   MISC CHEMS
                                                                                                                           20.6  MIL LB
N OOOU0805   ETHYLENE  GLYCOL MONOETHYL ETHER  (2-ETHOXYETt-ANOL )
N 000110805 CELLOSCLVE 3ETHYLENE GLYCCL MONOETHYL ETHER<
N 000110805 MONOETHYL  ETHERS OF ETHYLENE GLYCCL
N 000110805
N 000110805
N 000110805 2-ETHOXYETH4NOL
E 000110805 0001
E 01 005412
                                                                    205.4 MIL LBS
                                                                      CT
                                                                      CT
                                                                     CEH

                                                                  158ISC
                                                                                   T72  MISC  CHEMS
                                                                                                             197.5 MIL LB
-------
                                                          Table 3-3 (continued)
N 000110827  CYCLOHEXANfc
N 000110827
N 000110827 CYCLOHEXANE
N 000110827
N 000110827 CYCLCHEXANE
 2298.4 MIL  IBS   T72  CYCLIC JNTERMED
   CEH
215CSO
                                                                                    CT
                                             94.2 MIL  LB
E 000110827 0001
E 03 004629 004630 021337
N 000110850 PI°ERAZINE
N 000110850 MX8017901
N 000110850
N 000110850 PIPERAZINE
N 000110850 MX8026822
N 000110850 MX8028862
N 000110850 MX8027756
N 000110850 MX8026888
N 000110850 MX8027814
N 000110850 MX8026866
N 000110850 MX8026855
N 000110850 MX8026844
N 000110850 PIPERAZINE BASF
N 000110850
N 000110850 MX8047276
N 000110850 PIPERAZINE
N 000110850 MX8057145
N 000110850 MX8056631
E 000110850 0001
E 04 005412 013479 014037 016299
N 000110918 fCRPHCLINE
N 000110918
N 000110918 MORPHOLINE
N 000110918 MGRPHOLINE
N 000110918 MORPHOLINt
N 000110918 MOROHOLINE
N 000110918
N 000110918 MORPHOLINE
N 000110918 MORPHOLINE
E 000110918 0001
E 06 008594 014037 014995 016299 017876 018448
N 000111400 DIETHYLENETRIAMINE
N 000111400 DIETHYLENETRIAMINfc
N 000111400 OIETHYLENFTPI APINE
N 000111400 2,2-OIAMINQDIETHYLAMINE


3.6 MIL LBS T72 MEDICINAL CHEMS
MX
CEH
DC
MX
MX
MX
MX
MX
MX
MX
MX
CT

MX
036ASO
MX
MX


23.3 MIL LBS T72 MISC CHEMS 12.4 MIL LB

CT
CT
279ASO
751
CEH
FC
KEM


32.4 MIL LBS T72 MISC CHEMS 16.7 MIL LB
152JSO
FDA
CT
N 000111400
-------
                                                               Table 3-3  (continued)
N 000111400
E 000111400 0001
E 02  004616 005412
                                                                                  CEH
N 000111422 2t2'-IMINODIETHANOL ( 0 1 ETHANOL AMINE)
N 000111422 DIETHANOLAP I NE
N 000111422 2,21-IMINOOIETHANOL
N 000111422 OIETHANOLAMINE
N 000111422 DIETHANOLAKINE
N 000111422
N OOO111422 DIETHANOLAMINE
N 000111422 DIETHANOLAMINE
N 000111422
E 000111422 0001
E 03 011454 016019 019324
N 000111922 DI-N-BUTYLAMINE
N 000111922
N 000111922 OIB'JTYLAfUNE
N 000111922
E 000111922 0001
6 01 005412
N 000112276 TRIETHYLENE GLYCOL MONOETHYL ETHER
N 000112276 TRIETHYLENE GLYCOL
N 000112276 TRIETHYLEKEGLYCOLS
N 000112276
N 000112276
N 000112276 TRIETHYLENE GLYCOL
N 000112276 TRIETHYLENE GLYCOL
E 000112276 0001
E 01 019026
N 000115071 PROPYLENE
N 000115071
101.1 MIL LBS T72 MISC CHEMS
FOA
061DSO
CT
CT
CEH
DC
DC



3.8 MIL L8S T72 MISC CHEHS

255HSO
CEH


21.2 WIL LBS T72 MISC CHEMS
CT
FR

CEH
DC
193JSO


8471.6 MIL LBS T72 CRUDE PRODUCTS
CEH
36.0 MIL LB
















21.9 MIL LB








127.1 MIL LB

N 000115071
N 000115071  PROPANE
E OO0115071  0001
E 01 012699
184LSO
N 000115297   ENOOS'JLFAN
                                                                                   2.0  MIL  LBS   SRI  PESTICIDES
-------
                                                          Table 3-3  (continued)

N  000115297 1 ,4,5,6, 7, 7-HEXACHLQRO-5-NCRBCRNENE-2 , 3-0 IM ETHAN'OL,  CYCLIC  SULFI54JHSO
N  0001152971TE                                                                543HSO
H  000115297
N  0001152S7 THIODAN (ENDOSbLFANJ                                                   F
N  000115297 ENOOSULFAN                                                             p
E  000115297 0001
E  03  013239 016741 020762
 N  000115322  4,4'-CICHLCRO-ALPHA-TR ICI-LOR OMETHYLBENZHYD30L (OICQFOL)
 N  000115322
 N  000115322
 N  000115322 4,4l-DIChLGPQ-AL°HA-
-------
Table 3-3 (continued)
N 000119368 MX8052775
N 000119368 MX8022364
N 000119368
N 000119368 METHYL SALICYLATfc
N 000119368 MX8006813
N 000119368 MX8000348
N 000119J68 METHYL SALICYLATE
N 000119368 METHYL SALICYLATE
N 000119368 METHYL SALICYLATE
N 000119368 SWEET BIRCH OIL
N 000119368 MX8030839
N 000119368 MX8026957
N 000119368 MX8017116
N 000119368 METHYL SALICYLATE
N 000119368 UIL OF WINTERGREEN XMETHYL SALICYLATE<
N 000119368
E 000119368 0001
E 02 005921 009617
N 000121335 VANILLIN, SYNTHETIC
N 000121335
N 000121335 VANILLA
N 000121335 VANILLIN
N 000121335 MX8013567
N 000121335 VANILLIN
N 000121335 VANILLA
N 000121335 VANILLIN
N 000121335 VANILLA
N 000121335 VANILLIN
N 000121335
N 000121335 MX8048382
N 000121335 MX8048984
N 000121335 MX8030293
N 000121335 MX8014424
N 000121335 MX8026902
N 000121335 MX8007009
N 000121335 MX8011890
N 000121335 MX8007065
N 000121335 MX8000348
N 000121335 MX8023607
N 000121335 MX8024235
N 000121335 MX8047312
N 000121335 MX8023629
N 000121335 MX8022820
N 000121335 MX8052220
N 000121335 VANILLIN
N 000121335 VANILLA (VANILLIN)
E 000121335 0001
E 02 005412 020784
N 000121755 MALATHION
N 000121755
N 000121755 MX8026366
MX
MX
CEH
FC
MX
MX
SF
DC
NP
NP
MX
MX
MX
CT
CT



4.0 MIL LBS Sfll FLAVOR t PERFUME

NF
CT
MX
NP
DC
SF
FC
FC
CEH
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
MX
289ESO
FA


30.0 MIL LBS SRI PESTICIDES 30.3 MIL LB
CEH
MX
-------
                                                                Table 3-3  (continued)

N 000121755
N 000121755 MALATHION                                                             CT
N 0001217551PHOSPHORCOIfHICATE                                                274BSO
N 000121755 MERCAPTGSUCCIMIC ACID,  DIETHYL  ESTER,  S-ESTErl WITH  0,0-DIMETHYL  274BSO
N 000121755 0,0-DIMETHYL DITHIOFHOSPHATE OF DIETHYL ME3CAPTOSUCCJNATE             P
N 000121755 MALATHION                                                              F
F 000121755 0001
E 18  012999 013248 014190 014443 014546  016163 016302 016741  017984  020762  021337 021385 021799 021918  021928  022827 022877 022878
                                                                                   5.0 MIL LBS  SRI  PESTICIDES
N 000122349   2-CHLORO-4,6-BIS
-------
                                                        Table 3-3 (continued)
N
N
N
N
E
E
E
E
e
E
E
N
N
N
N
N
E
E
000123331
000123331
000123331
000123331
000123331
18 00*466
18 006036
18 010699
18 011756
18 014860
12 020749
000123911
000123911
000123911
000123911
000123911
000123911
05 006917
l,2-OIHYDRC-3,6-PY<'IUA£INECIQNE
MALEIC HYDRAZIDE (MH-30)
l,2-DIHYDRO-3,6-PYRIOAZINEriONE
0006
004492
006379
010704
011762
015109
020800

004567
006449
010724
011788
015420
020941

004640
006478
010740
011819
0 1 5 44 1
021272

004906 004908 004909 30491.0
006496 006553 006629 006806
010773 010774 010775 010794
012169 012240 012701 012790
016078 016122 016156 016216
021322 021337 021420 021468

004911 005043
006820 005942
010835 010860
012797 012978
016496 016631
021481 021696
OIOXANE
DIOXANE









P-OIOXANE

0001
010843


014210


016090


019071



257LSO
P
CEH
889654

005230
006957
010870
012979
016716
022417
13.
CT

0680SC
CEH




005254 005412 005532
007117 007463 007566
010905 010953 011012
012984 013017 013029
017012 017014 017412
022850
8 MIL L8S T72 MISC










005567 005568 005591
007732 008323 009202
011267 011638 011694
013039 013954 014033
018878 019264 020094


CHEMS 14.0














005871
010661
011714
014182
020572

MIL LB






 N  000124287  N.N-D1METHYLOCTADECYLAMINE
 N  000124287
 N  000124287 N.N-DIMETHYLOCTADECYLAMINE
 N  000124287  NtN-DIMETHYLOCTADECYLAMINE
   000124287  0001
   01  005412
                                                                      1.5 KIL LBS  T72  SURF-ACT IV  AGENT

                                                                  4538SO
                                                                      1.5 MIL LBS  SRI  SURF-ACTIV  AGENT
N 000124403   OIMETHYLAMINE
N 000124403  DIMETHYLAMINE
N 000124403
E 000124403  0001
E 07 005412  008791  009525 011168 011789 014523 020059
                                                                     95.9 MIL LBS  T72  HISC CHEMS
                                                                  155CSC
                                         20.6 MIL LB
N 000127093
N 000127093
N 000127C93
N 000127093
N 000127093
N 000127093
N 000127093
N 000127093
N 000127093
N 000127093
N 000127093
N 000127093
 SOOILM ACETATE

SCOIUM ACETATE
SOUIUM ACETATE
MX8053369
SODIUM ACETATE
SODIUM ACETATE
SODIUM ACETATE
MX8002888
MX8002399
MX8002866
18.1 MIL LBS  T71   MISC  CHEMS

 HA
 FA
 MX
 DC
 FC
 FC
 MX
 MX
 MX
cen
-------
                                                               Table  3-3 (continued)
   OU0127093 MX8027529
   0001^17093 MX(i027530
   OU0127U93 MXJ1027510
   000127093 MXK027C4L
   000127093 SODIUM  ACtl/iTh
   'VJ0127093 MX80U337
   000127093 MX8049498
   000127093 SODIUM  6CETATE
   000127093 OQ01
   05  004956 01267^:  013636 018012 U20&71
     MX
     MX
     MX
     MX
     NP
     MX
     MX
     CT
'I  00012/184  T&TRACHl.rcQETHYLFNE ( P F"3 CHLORCETHYLE^E )
M  000127184
'••!  OOU1271H4 7FTRACHLCKOETHYLENE
N  000127184 PEPCHLCPGETHYLFNE
•J  000127184
N  000127184
-'CP!OMC «CICi  SOCIUM SALT (OALflPONl
r! 000127208 2,2-niCHLORQPRIVKlNIC ACTC SODIUM  SALT
H 000127208 DALAFCN
•I 000127206 DALAPON
N 00012720JJ
N 000127208
F 000127203 0001
(- 01 019262
    5.0 MIL  LBS
065FSC
     P
     P
   CEH
                  SRI   PESTICIDES
IN OJ012R041   DIMETnYLDITHIOCARB/iyiC ACTC,  SOCIUM  SALT
N i;>J')128U41  CIMETHVLUITHIOCA9BAMIC ACID SODIUM  SALT
N U0012&041  DIBAM (SCCIf  DIMETHYL DITHIOCARBAMATE1
N 100123041
^ 00012H041
'] U'j012S04l  MXSOCO'562
E 000128041  0001
t 01 013176
    4.6 MIL  LBS
259DSC
     P

   CEH
    MX
T72  RUBBER  PRQC  CHEMS
  0001283fO   2tS-OI-TEPT-eUTYL-P-CPESfL
  ?0012B37'J  2 ift-DI-TE ;T-b ITY L-p-CsFC"l
    7.5 MIL  LBS
163ASO
T72  MISC CHEMS
-------
                                                             Table 3-3 (continued)

 N  000128370 MX8047356                                                             MX
 f.  000128370 "HT                                                                   FA
 N  U0012U370 inTYLATEQ HYOROXYTQIUENL  (RHT)                                        FA
 N  00012H37J PJTYLATFC HYORCXYTIUJt^.'E                                              FA
 N  000128370
 N  000128370 2, 6-DI -T£°T-SUTYL-P-CRi: STL                                          209
 N  000128370                                                                      CEH
 N  000128370 BUTYLATFO HYOR OXYTOLUF.NE  ( OI-TEPTIARY-BUTYL-PAR A-CRESOL)  (2,6-01-    FC
 N  0001283701TFkT[ARY-a'JTYl-4-METHYL PHENOL!                                       FC
 N  000128370  2,6-0I-TERT-BUTYL-P-CRFSCL,  TECH.                                   17.8 MIL LBS  T72  MISC CHEMS            18.4 MIL LB
 ^  000128370 0001
 t  10 00500*1 005412 011163 014858  016076  017284  019646 020H50 020877  020887
 tl 000129679  ENDOTHALL                                                            2.0 MIL LBS  SRI  PESTICIDES
 N1 000129679 ENTOTHALL                                                              P
 fl 000129679 ENDOTHALL                                                              P
 N 00012967S 7-OXABICYCLOI2.2.1 IHEPTANb-2,3-DICARBOXYLIC ACIC OISODIUM  SALT   177LSO
 N 000129679
 N 00012967S                                                                      CEH
 F 000129679 0001
 F- 02 012109 013029
 N  000133062  N-T" ICHLC* QMETHYLTHIO-4-crCLOHEXENE-lt 2-01 C^dCX IMIDE  
-------
                                                                Table 3-3 (continued)
.': J00133904   ' .5-n ICHLCRn-3-«f INGPKNZCIC  ACIC,
N 000133904
l> 00013J904
N 000133404 3-AMIN7-2 t 3-01 THLCRCBF.M ZC 1C  ACIL
N 000133904 AMIREN
•: 000133904 AflBEN
t 3M1J3904 O'JOl
E 02 012433 013029
                                                           SALT (AMTBTN)
                                                                                   20.0  MIL LBS  S^I  "ESTICIDES
                                                                                   CEH
                                                                                                                            20.2 MIL  L8
                                                                               304CST
                                                                                     P
                                                                                     r
N 000134623  N , N-OI H THYI.TCLUAMI CE  (CEET)
N 000134623 DIETHYL TQUJAMIEE  1DEET)
N 000134623 N.N-OIcTHYL-M-TOLUAMIDE
N 000134623
N 000134623
N 000134623 N-N'-DIETHYL  TCLUAKICE
f 000134623 0001
E 01 013248
                                                                                   1.0 MIL LBS   SRI
                                                                                    P
                                                                               048DSC
                                                                                  CEH

                                                                                   CT
                                                                                                      PESTICIDES
N 0001 J 7268
N 000137268
N OU0137268
N 000137268
N 000137268
N 000137268
N GU0137268
N 000137268
N 000137268
E 000137268
(r 14 008085
N 000137304
N 000137304
N 000137304
N 000137304
A! 1)00137304
'•' 000137304
!>! 000137304
N U00137304
N 000137J04
BIS(D[,METHYLTHICCARBAWCYL) OISULFICE
THIRAM (ARASAN)
THIRAM
bIS(DI«FThYLTH10CAF.BAMOYL ICISULFIDE
TET5 AMEThYLTHIU^AM DISUL-^HIDE

BIS'5UIMEThYLTHIQCA08AMYL< CIS JLFIOE
MX6005456
Tf)IPALMITIN
OJ01
012316 012316 OLblOS O17214 017423 018343
OIMETHYLHITHirCA^BAVIC ACID

DIMETHYLD ITHIOCA^BA-MC ACIO ZINC SALT
ZIRAP (ZINC DIMETHYL 01 TH IQCAP 3AMATE)
MXflG53154
MX8J03477
0 IS(01ML-ThYLOITHK!CAR3A-"1ATG) ZINC
MX8059743
HhC niMETHYLDITHIGCAI<3AMAT(;
13.1 MIL LBS T72 PU8BEP PROC CHEMS
P
FDA
21GSC
C
CRH
KEM
MX
205 163

019513 020691 021335 021606 021799 022329 022480
2.4 MIL LBS T72 RUBBER PROC CHEMS

259ESC
P
MX
MX
52
MX
CT
E 000137304  0001
F 13 006613  007717 007B
-------
Table 3-3 (continued)
M 000137406 SOOIIM PAOP IONATK
M 300137406
N OJ0137406 PROPKHK ACID Sijn'u^ i4LT
'.' 000137406 MX8055398
N UJ01374C6 MX8055401
N 000137406 MX8356313
'1 000137400 r*X80246Ao
N 000137406 MX80254<37
N 000137406 SODIUM PROPIQ^ATf
N 000137406
M 000137406 MX805S594
N 000137406 SODIUM P»C°IONATE
N 000137406 SQOI U«< PF.CPIONATE
N 000137406 MX80145«2
N 000137406 MX3314571
N 000137406 MX8027CB5
N 000137406 SOOIOM PPO° IQNATE
E 000137406 0001
E 01 011645
N 000141435 2-AMKCETHANOL ( MCNCETH4NOLAM INE )
N 000141435
N 000141435 MQMdEThAISClAIIN'E
N 000141435 ETHANULAMIttE
N 000141435 2-AMINOEThAfJOL
N 000141435 MQNOETHANCLAMINE
N 000141435 MX3030328
N 000141435 MX8030339
E 000141435 0001
f- 05 010343 011454 01S324 019343 022088
N 000141537 SCDIUf FGS^ATE, TFO.
N 000141537 FORMIC AC1C SOOI'JM SALT
N 000141537 SCDIUM FORMATE
M 000141537
M 000141537 MX3048633
N 000141537
F 000141537 0001
E 01 011162
N 000142472 MONL'SGUIUM GLUTA^ATE
N J00142472
N' 000142472 GLUTAMIC ACID SALTS (E.G. MONCSCOIUM GLJT A-1 ATE )
N 000142472 MGN'JSQDIUM GL'JTAMATE
M U00142472 ^XS0275jO
N 000142472 MX8J2751a
N 000142472 MX8027529
N 000142472
4.1 MIL L8S T72 MISC CHEMS

2833SC
MX
MX
MX
MX
MX
FA
CEH
MX
N°
FC
MX
MX
WX
CT


82.1 MIL LBS T72 MISC CHEMS

CT
CT
127ISO
DC
MX
«X


32.0 MIL L3S SRI MISC CHEMS
162DSC
FDA
CEH
MX



47.3 MIL LBS T72 FLAVO" & PERFUME
CEH
OC
FC
"X
MX
MX




















29.3 MIL LB









22.9 MIL LB







51.4 MIL LB







-------
                                                               Table 3-3 (continued)
N 000142472 GLJTrtMIC ACID  SQJI'JM
N 000142472 MCN1SODIJ1 CL.JTAMATf^
N 000142472 MX8360580
'••I OU0142472 MX3C5J01H
11CCSD
    FA
                                                                                        MX
L OOJ142472 OOO1
E J4 014085 019481 0207R4 020900
N 000143077 LA'JPIC ACIC
N 000143077 LAURIC ACIn
N 000144077 LAURIC ACID
N 090143077 MX'i027303
N 000143077 UOOECANTIC AC ! U ILAURIC ACIJ)
N 000143077 LAUPIC ACIU
N 000143077 MX804B042
N 000143077 MX3047743
IV 000143077 MX8323390
N 000143077 MXfl023050
N UJU143077
N 000143J77 LAORTC ACIU
fj U00143077 MXdOl3272
\' 000143077 LAURIC ACIC
N 000143077 LAJRIC ACID
N 000143077 MX8014593
N D00143077 ."X8014491
N 000143077 MX30L4479
N 000143077 MX80J0622
N 000143077
C 000143077 0001
E 01 012992
\ 000149304 2-MERCAPTOBfcNZQTHIAZOLE
N 000149304
N 000149304 MFRCAPTOBENZENt THIAZGLE ^CQTRCSIGN INHiaiTC»<
N 000149304 MEPC APTOBENZOTHI AZOLE
N 000149304
N 000149304 MXH00344S
»! U00149304 2-BtNZQThIAZnLETHir)L
N 000149304 MX8053154
IT 100149304 0001
E 01 005412
N 000151213 2-ETHYLHFXYL -S'JLFATfc, SOCI'JM SALT
"1 U00151213 SCOIUM LAUPYL 5ULFATE
N J00151213 ^X802J403
N 000151213 MX8022615
') 000151213 MX80230J5
N 000151213
N 000151213 SOIHL'M LAWYL SULFATE
N 000151213 DGDECYL SUI.FATF SCDIU^ SALT


2.0 MIL LHS T72 SU3F-ACTIV AGENT
467CSO
F°
MX
FA
FA
MX
MX
MX
MX
CEH
OC
MX
fyP
FC
MX
MX
MX
MX



6.0 MIL LBS T72 01JBBER PPHC CHEMS

CT
CT
CEH
MX
156NSC
MX


10.0 MIL LBS SRI SURF-ACT IV AGENT
FA
MX
MX
MX

CT
37HSC
-------
                                                              Table 3-3 (continued)
N
N
ri
N
!>;
N
M
M
N
'.;
"1
N
N
N
M
N
t
E
M
N
N
N
N
E
P
J00151213
000151213
000151213
000151213
000151213
000151213
000151213
000151213
000151213
00015121 3
00015121J
000151213
000151213
000151213
000151213
000151213
000151213
1 1 004889
000298000
000298000
000298000
000298000
000298000
000298000
11 007094
N-OJUfcCYL SULFATf, SHOP." " 
-------
                                                               Table 3-3  (continued)

     N  JQ0300765 NALSD                                                                   c
     N  000300765 NALED  (OIBRRM)                                                          F
     •!  000300765 018ROM  ( 1, 2-01HCCIMO-2, 2-0ICHLQROETHYL  DIMETHYL PHOSPHATEI            F
     N  000300765 PHOSPHTIC  ACU),  1,2-UIri^CMn-2f2-D1CHLJPOEThYL DIMETHYL ESTER    337HSO
     N  000300765
     N  000300765                                                                       CEH
     E  000300765 0001
     E  02 016741 020176
     N  000309002  ALOP1N                                                               25.0 MIL LBS  SRI   PESTICIDES           25.3  MIL  LB
     N  000309002 ALDHIN                                                                 CT
     N  OJ0309002                                                                       CEH
     M  000309002
     N  000309002 ALUIUN                                                                  P
     E  OJ0309002 0001
     E  11  006618 003197 005044  009124 010806 012984  014190 020048 020762 021385  022827





     "  000314409  5-BROMO-3-SEC-BUTYL-6-METHYLURACIL  HENYL )-l 11-01 METHYL  UREA (CIURCN)                   6.0 MIL LBS  SRI   PESTICIDES
     M  000330541
     N  000330541 DIUKON                                                                  F
     N  000330541                                                                       CEH
     fJ  000330541 3-(3,4-DICHLQROPHENYL),-l , 1-DI METHYLJRE A                            227
     P  000330541 0001
     fc  08  005741 010961 013029  020762 021385 021526  022812 0?2«27





     N  000330552  3- ( 3,4- CICHLOROPHENYL I-l-METHCXY-l-METHYLUREA                       2,0 MIL LBS  SRI   PESTICIDES
     N'  000330552                                                                       CEH
     N  000330552 MX8000655                                                              MX
     N  0003J0552 LINURCN                                                                 P
     N  30033055?
     E  000330552 0001
     E  13  005094 UU8309 009537  010738 010771 J10772  011281 J13029 017078 020762  0213S5 022818 022827
    N 300333415   OlAZIMON
                                                                                       10.0  MIL LBS  SRI  PESTICIDES
-------
                     Table  3-3 (continued)
•\ 100333415
 I 0003334151THI 3AT I
N 000333415  'JO  OIFTHYL 0-2-1
'-• 000333415  Ul AZ [NCM
E '100333415  ooci
F 13 01017B  012999  014190 016163 016302  016741 J17984 020762  021385  021799 02191H 022818  022827
                                    11585   CEh
4-«ETHYL -6- a Y3 I VI :i <\YL  PHCS?HC"IC 115B5   CEH
                                              f
r 000510156 CHLOROBE'JZ 1 L AT6
»i 000510156 CHLQROQFKZILATE
N 000510156
t" 000510156
•) J00510156 4,4' -TIC'-iLCfiQBEMZIL 1C ACIC, C.THYL F.ST = J,
M 000510156 CHL.lROdENiZI LATE
E 000510156 0001
E 01 020762
N OJ0532321 BENZOIC ACID, SODIUM SALT
N 000532321
N 000532321 MX8700951
•>,' 000532321
M 000532321 MX8048984
N 000532321 SODIUM 8ENZOATE
*J 000532321 SODIUM BENZCATE
i\ 000532321 SODIUM BENZOATE
N 000532321 MX8J46966
N 000532321 SODIUM BENZCATfc
N 000532321 SODIUM BENZOATE
N 000532321 SODIUM BENZOATE
N J00532321 SODILM BENZOATE
N 000532321 MX8053529
N 000532321 MX8058433
M 000532321 MX8057316
N 000532321 SODIUM BENZOATE
N 000532321 MX8047378
M 000532321 MX8025556
E 000532321 0001
F Jl 010561
>••' 000548265 t'lGceNT -EC 90
IOU5482>'15 JiC "fO 22
• OOJ54d265
M J00548265 oSOMC 4CIC
j 0005482-55 MX8J0694B
;; OU054.12'>5 0001
t 03 Oll&^l U13529 0^1904
2.0 MIL L3S SRI PESTICIDES
FP

CEH
212
F


13.3 MIL LBS T72 MISC CHEMS

MX
CEH
MX
DC
FC
FC
MX
KEM
NP
CO
CT
MX
MX
MX
FA
MX
MX


1.9 MIL LBS T72 CRG PIGMENTS
CI

DC
MX


-------
                                                           Table  3-3  (continued)
   100563 122
  .>JQ56312?
               bTHIurJ
                                                                                        3.0  MIL LBS   SRI   PESTICIDES
N
N|
t
F

'1
•>>
M

N
N
N
M
\1
^1
N
M
E
t
M
N1
F
t
NJ
N
N
iM
,\|
F
r

N
y
J005f>3122
O005'>3122
000563122
U2 021385
00057711 1
'J005771L7
000577117
000577117
J00577117
000577117
000577117
000577117
000577117
000577117
000577117
000577117
, 100577117
000577117
02 006126
000657841
000657841
000657841
01 012672

000709933
000709988
000709988
000709988
0007C9988
06 005510
;>00759944
J00759944

P
CEH


5.0 Mil LBS SRI PESTICIDES
CFH
MX
. 000"/5'J944 -PTC  (EPTAMJ
II JU0759944 EPTC  (EPTAM)
f  30C759944 0001
f  01  013029
-------
                                                           Table 3-3  (continued)
M
N
N
IN
N
N
N
N
M
t>'
E
F
M
N
N
N
N
000915673
000915673
000915673
U00915G73
J00915673
OOOS15673
000915673
000915673
000915673
000915673
000915673
09 013529
000957517
000957517
000957517
000957517
000957517
FOSC RED NO 2

F9SC PEO \C. 2 (AMARANTH)
AMARANTH SCLUTION
ANA^ANTH
AMARANTH LAKE
FCCC RED 2 (16185)
MX8052220
FOtC P.EO NO. 2
FO£C RED NO. 2 (AMARANTH)
0001
014392 017271 018778 019910 020784 02Jd77 3212B5 022824
NiN-OIMETHYL-2,2-OIPHENYLACETAMCE

DIPHENAMIC
OIPHENAMIC

1.0 MIL IBS T7i DYES

C
CT
C
C
CI
MX
FA
FC


3.0 MIL L8S SRI PESTICIDE

P
F
CEH
fc U00957517 0001
P 05 012433 013C29 021385  021799 022827
-------
                                 Table 3-4

               REFERENCES FOR CHEMICALS LISTED IN TABLE  3-3
SOURCE REFERENCE
     ACRONYM	

(blank)
AR
                       REFERENCE
CD
CEH
(some preceded
by numbers)

CI
CT
DC
FA
FC
FDA
   Chemical Abstracts Service,  American Chemical Society,  The
   Common Data Base.

   Adhesives Red Book,  Directory of the Adhesives Industry,
   published by Palmerton Publishing Company,  Inc.,  New York, NY,
   pp.  161-219,  1972,  5th edition.

(1)J.  Stephan Jellinek (translated  from the  German by G.L. Fenton),
   Formulation and Function of  Cosmetics,  Wiley Interscience,
   A Division of John Wiley and Sons,  Inc.,  Princeton,  NJ,
   Part 2,  pp. 206-536,  1970.

(2)Maison G.  DeNevarre,  The Chemistry and  Manufacture of
   Cosmetics,  D.  Van  Nostrand Company,  Inc., Princeton,  NJ,
   Vol. I,  Background,  pp.  181-238,  1962.

   R.A. Gosselin and  Co.,  National  Prescription Audit,  General
   Information Report,  Table 27,  pp.  55-58.

   Chemical Information Services, Stanford Research  Institute,
   1971 Directory of  Chemical Producers, United States  of America,
   Products Section,  pp.  405-1009,  1971.

   Cosmetic,  Toiletry and Fragrance Association,  Inc.,  Certified
   Cosmetic Colors, revised March 10,  1972.

   Marion N.  Gleason,  Robert E.  Gosselin,  Harold C.  Hodge,
   Roger P. Smith,  Clinical Toxicology of  Commercial Products,
   The Williams  and Wilkins Co.,  Baltimore,  MD,  pp.  22-132,  1969.

   Drug and Cosmetic  Catalog, 1973,  published  by Drug and Cos-
   metic Industry,  New York, NY,  Raw Material  Directory,
   pp.  57-182, 1972.

   Thomas E.  Furia, Editor,  Handbook of Food Additives,  published
   by  the Chemical  Rubber Co.,  Cleveland,  OH,  pp.  567-751, 1968.

   Food Protection  Committee,   Food and Nutrition Board, National
   Academy of Sciences  / National Research Council,  Chemicals
   Used in Food Processing,  Publication 1274,  National  Academy
   of  Sciences / National Research  Council,  Washington,  D.C., 1965.

   Code of  Federal  Regulations,  Title 21,  Office of  the Federal
   Register,  National  Archives  and  Record  Service,  General
   Services Administration,  Section 121.2502,  p.  282;
                     Section 121.2607,
                     Section 121.2521,
                     Section 121.2535,
                     Section 121.2553, p.
                     Section 121.2575, p.
                     Section 121.2578, p.
                    pp.  285-289;  Section  121.2520,  pp.  308-319;
                    p.  320;  Section  121.2526,  pp.  326-333;
                    pp.  344-345;  Section  121.2550,  pp.  357-359;
                        361;  Section  121.2554;  p.  362;
                        384;  Section  121.2577,  p.  385;
                        386,  January  1,  1971,  Revised.
                                         3-73
-------
                            Table 3-4 (continued)


FR                   "Cancer Hazards Ranking and Information System Appendices,"
                     prepared for the National Cancer Institute, Bethesda, MD,
                     Stanford Research Institute, Menlo Park, CA, Table E-2,
                     pp. E-15-17; pp. E-23-24; Table E-4, pp. E-26-28; Table G-3,
                     pp. G-13-14; Table F-5, p. F-10; Table F-l, p. F-6; Table F-2,
                     p. F-7; Table F-4, p. F-9; Table H-4, pp, H-24-25; Table I-18B,
                     pp. 1-42-43; Table 1-19, pp. 1-45-61; Table J-2, pp. J-9-13;
                     Table J-3, p. J-18 (Program Report November 1970 - October 1971).


HA                   R.A. Gosselin and Co., National Prescription Audit, General
                     Information Report, Table 32, pp. 70-71.

KEM                  SRI Internal, Chemicals Used in Paint Formulations.

MX                   Desktop Analysis Tool for the Common Data Base, American
                     Chemical Society, PB 179-900, Vol. 5 of 6, Distributed by
                     the Clearinghouse for Federal Scientific and Technical
                     Information, Part A,  Mixture/Component Cross-Reference Index,
                     Mixtures Cross-Referred to Components, pp. A-l-43, 1968.

NF                   Thomas E. Furia and Nicolo Bellanca  (edited, translated, and
                     revised), Fenaroli's Handbook of Flavor Ingredients, The
                     Chemical Rubber Co.,  Cleveland, OH, Natural Flavors Section,
                     pp. 33-256, 1971.

NP                   Handbook of Non-Prescription Drugs, American Pharmaceutical
                     Association, Washington, D.C., only tables listing component
                     chemicals, 1971 edition.

P                    Pesticides Monitoring Journal, Vol. 2, No. 1, Appendix,
                     pp. 68-69, June 1968; Vol. 4, No. 3, Supplement III,
                     pp. 163-166, December 1970; Vol. 5, No. 2, Appendix, p. 233,
                     September 1971; Vol.  5, No. 4, Appendix, pp. 360-361, March 1972.

PA                   R.A. Gosselin and Co., National Prescription Audit, General
                     Information Report, Table 26, pp. 52-55.

PD                   National Drug Code Directory, prepared by the Office of
                     Scientific Coordination, Bureau of Drugs, Food and Drug
                     Administration for Public Health Service, U.S. Department of
                     HEW, Washington, D.C., Section B, pp. 1-22, June 1971.

PR                   Paint Red Book, Directory of the Paint and Coatings Industry,
                     published by Palmerton Publishing Company, Inc., New York,
                     NY, pp. 239-340, 1971, 4th edition.

SF                   Thomas E. Furia and Nicolo Bellanca  (edited, translated, and
                     revised), Fenaroli's Handbook of Flavor Ingredients, The
                     Chemical Rubber Co.,  Cleveland, OH, Synthetic Flavors Section,
                     pp. 259-640, 1971.
                                        3-74
-------
                           Table 3-4 (continued)

SLB                  SRI Internal,  New Chemicals Used in Food.

SO (preceded by a    SOCMA Handbook, Commercial Organic Chemical Names, Chemical
set of numbers and   Abstracts Service, American Chemical Society, Part III, Text
a single letter)      of Pure Chemicals, pp. 1-666,  1965.
 In addition to chemicals selected for inclusion based on commercial significance
 and/or potential for human exposure,  the Master Name Tape includes a group of
 chemicals which had been tested for carcinogenicity.  The codes for these
 references follow:

(series of           Hartwell and Shubik, "Compounds Tested for Carcinogenic
numbers)             Activity"

HS                   "
                                     3-75
-------
C.   Evaluation of Mutagenicity Data on NSF Chemicals




     With the aid of the list of 181 industrial chemicals referenced in




the EMIC data base, the EPA Project Officer selected 25 chemicals for




which SRI was to evaluate the mutagenicity on the basis of test results




contained in the literature cited in the EMIC data base.  These 25 chemi-




cals are listed in Table 3-5.  To carry out this analysis, SRI developed




a list of assays considered to be relevant to prediction of the mutagenic




potential of a chemical in mammals and a set of criteria for evaluating




the test data from these assays.  The list of assays and criteria were




reviewed by the EPA Project Officer.  The list of assays is given in




Table 3-6 and the criteria are listed in Table 3-7.




     The assays listed were chosen as being relevant to prediction of the




potential of a chemical to cause genetic damage in mammals.  In construc-




ting the list, emphasis was placed on mammalian systems, both in vivo and




in vitro, and on microbial systems involving the activation of the test




chemical by mammalian metabolic enzymes.  Assays in Drosophila and in




microbial systems without metabolic activation were chosen on the basis




of their widespread use in testing chemicals (e.g., the Rec Assay and the




E_. Coli WP2try~ system).  Assays in plants were not considered because of




the difficulties inherent in interpreting the effects observed in terms




of animal systems, and assays in phage were not considered because they




have not been adequately characterized as measures of genetic damage.




Because the literature to date covers essentially only tests of known




carcinogens in these systems, assays of malignant transformation of cells




in culture were also not included, but these assays may be a relevant




future addition to the list.
                                    3-76
-------
     The data evaluated came from literature on the selected chemicals




which was cited in the EMIC data base.   Each relevant article was




indexed by an SRI Life Sciences professional who is familiar with




the various mutagenicity test systems.   Included in the indexing were




such factors as the species and strain tested,  the doses administered




and dosage schedules, the route of administration or exposure to the




chemical, the activity monitored and the activity level, data on posi-




tive and untreated controls, other information pertinent to the inter-




pretation of the significance of the test (e.g., mammalian metabolic




system used to activate a chemical tested in bacteria), and the author's




interpretation of the results.  The indexing was recorded on forms such




as that of Figure 3-1, which covers cell system assays involving




metabolic activation of the test chemical.   Using the criteria listed




in Table 3-7, the indexer evaluated each test as positive, negative,




or inadequate.  These evaluations and the relevant data were then




reviewed by members of the Life Sciences staff with expertise in




various areas of mutagenicity testing.




     The results of all of the tests reviewed on each chemical were




compiled and the chemical was classified as either (1) positive on the




basis of having demonstrated mutagenic activity in at least one of




the tests reviewed, or (2) negative/inadequate.  Most of the chemicals




in the second classification were placed there because they were
                                 3-76a
-------
judged to have been inadequately tested on the basis of the data




presented in the reports reviewed.  In many cases, the data presented




were insufficient for evaluation.  For example, dose-related activity




was often not demonstrated, inactivity was reported at only a single




dose, or it was not clear from the data reported that the test system




was sensitive to the chemical (e.g.,  tests of water-insoluble




chemicals in microbial assays requiring diffusion of the chemical




through a water-based agar medium).  It is possible that some of the




tests classified as inadequate would have been classified as positive




had the experimental data been reported in greater detail.




     One important factor was not covered in the review—the possi-




bility that the mutagenic activity observed could be caused by contam-




inants of the chemical under test  which were engendered during




synthesis, formulation, or storage.  For example, commercial trichloro-




ethylene is known to contain amine compounds as stabilizers, and it is




possible that such stabilizers contribute to the weak mutagenic




activity of the compound observed in Escherichia coli K-12 and Salmonella




typhimurium in the presence of mammlian metabolizing systems.  Unfortu-




nately, in most of the tests reviewed, the purity of the chemical assayed




could not be determined readily.  That is, neither the manufacturer,




the method of synthesis, nor the analytically-evaluated purity of the




chemical was specified.  In those cases in which the source of the
                                3-76b
-------
chemical was identified,  it was usually a chemical supply house,  and




no additional data on grade or purity were presented.   For the few




instances in which pertinent data on purity were presented, this




information was included in the summary of the test.




     The summaries on pages 3-89 through 3-180 are sequenced by




chemical in ascending Chemical Abstracts Services (CAS)  Registry




Number order.  For each chemical, brief tabulations of all of the




positive and negative/inadequate tests reviewed and of the tests  not




reviewed are presented.  The tests are described in more detail and the




evaluations are explained in the text following this tabulation.   For




each test reviewed, the literature in which the data were reported is




cited by EMIC accession number order.  The full literature references




in EMIC accession number order are found in a bibliography reproduced




on pages 3-181 to 3-204.




     Included among the tests not reviewed are those in plant systems,




in phage, and those in which the genetic events monitored are not well




characterized.  Results of these tests were recorded in the summaries




with references to the literature in which they were cited.  The




results were taken directly from the original articles or abstracts




of the articles in which they were reported without evaluation.  Review




articles covering only previously published and reviewed data are




referenced in the summaries without further evaluation.
                                3-76c
-------
     Not all of the literature cited in the EMIC data base is




directly related to mutagenicity testing.   For example,  in vitro




reactions of the chemicals with nucleosides are considered peripheral




to the subject of mutagenicity.   This literature is  cited in the




summary by EMIC accession number only.
                                3-76d
-------
                               Table 3-5



                 COMPOUNDS FOR MUTAGEIIICITY EVALUATION









      Chemical                            CAS No.               Page  No.





CARBON TETRACHLORIDE                       56-23-5              3-89



ANILINE                                    62-53-3              3-93



BENZENE                                    71-43-2              3-97



IODOMETHANE (METHYL IODIDE)                74-88-4              3-103



ETHYLAMINE                                 75-04-7              3-105



ETHYLENE OXIDE                             75-21-8              3-107



PROPYLENE OXIDE                            75-56-9              3-113



TRICHLOROETHYLENE                          79-01-6              3-116



N-NITROSODIPHENYLAMINE                     86-30-6              3-119



BENZOYL PEROXIDE                           94-36-0              3-123



o-DICHLOROBENZENE                          95-50-1              3-126



NITROBENZENE                               98-95-3              3-129



STYRENE                                   100-42-5              3-131



HEXAMETHYLENE TETRAMINE                   100-97-0              3-135



EPICHLOROHYDRIN                           106-89-8              3-139



ETHYLENE DIBROMIDE                        106-93-4              3-146



ACRYLONITRILE                             107-13-1              3-160



ETHYLENE GLYCOL                           107-21-1              3-152



PHENOL                                    108-95-2              3-154



HYDROQUINONE                              123-31-9              3-157



DIOXANE                                   123-91-1              3-162



BUTYLATED HYDROXY TOLUENE                 128-37-0              3-164



THIRAM                                    137-26-8              3-170



ZIRAM                                     137-30-4              3-174



2-AMINOETHANOL                            141-43-5              3-179
                                  3-77
-------
                            Table 3-6

                        MUTAGENICITY ASSAYS

I.    Mammalian Systems

     A.   In Vivo Treatment with Test Compound

          1.   Induction of Point Mutations

               Specific Locus Test  (W. L.  Russell)
               Nine Locus Biochemical Test (Valcovic and Mailing)
               Histocompatibility Mutagen  Test  (Kohn)*
               Spot Test (L. B. Russell)*

          2.   Chromosome Damage or Rearrangement in Germ Cells

               Dominant Lethal Assay  (rat, mouse, males)
               Heritable Translocation Test  (males, mouse)
               Cytogenetic Analysis  (general)
               Unscheduled DNA Synthesis*
               Sister Chromatid Exchange

          3.   Chromosome Damage or Rearrangement in Somatic Cells

               Cytogenetic Analysis  (general)
               - Bone Marrow
               - Peripheral Leukocytes
               - Fibroblasts*
               Unscheduled DNA Synthesis*
          - Other
          Unschedi
          Micronucleus Test
          Induction of Sex Chromosome Anomalies (L. B. Russell)


B.    jn Vitro Treatment with Test Compound (+/- Mammalian
     Metabolic Activation)

     1.   Induction of Point Mutations
          L5178Y(TK+/TK-)*
          CHO Cells - Changes in Enzyme Electrophoretic Pattern
           (Siciliano and Humphrey)*
          CHO Cells,* e.g.,
          - HGPRT Mutations
          - Ouabain Resistance Mutations
          Chinese Hamster V-79 Cells, e.g.,
          - HGPRT Mutations (e.g., 8-Azaguanine Resistance)
          Mouse L Cells*
          - Ouabain Resistance              ^
          Human Diploid Fibroblasts (WI-38),  e.g.,
          - HGPRT Mutations
          - APRT Mutations
           2.   Chromosome Damage or Rearrangement
               Sister Chromatid Exchange*
               Unscheduled DNA Synthesis
               Cytogenetic Analysis (general)
               Alkaline Elution Assay
                                  3-78
-------
                       Table 3-6 (continued)
II.   Host-Mediated Assays (test compound administered in vivo to
     mammalian host; mutagenic activity measured in non-mammalian or
     mammalian cell indicator after being metabolized by mammalian host)

     A.    Indicator Organism or Cell System Administered Intraperitoneally

          Host:  e.g., Mouse, Hamster,  Rat

          Indicators:  e.g., Salmonella typhimurium (Ames1 strains),
                       Neurospora crassa,
                       Escherichia coli K-12*
                       Saccharomyces Cerevisiae Dq, T>i+, D^*
                       L5178Y Cells*
                       Schizosaccharomyces pombe Pi
                       Serratia Marcescens

     B.    Indicator Organism or Cell System Exposed to Body Fluids
          or Tissues of Treated Animals by Other Routes (e.g.,
          urine,  blood)*
III.  Non-Mammalian Systems

     A.    Microbial Systems

          1.    Induction of Point Mutations (+/- Mammalian Metabolic
               Activation System)

               Ames'  Salmonella typhimurium histidine auxotrophs
                (reversion to his+ in strains G-46,  TA1535, TA1537,
                TA1538,  TA98, TA100,  etc.)
               Escherichia coli tryptophan  auxotrophs (reversion to
                try+ in  strains WP-2, WP2uvrA,  WP67, CM611)
               Neurospora crassa (forward mutations  in heterkaryons
                at AD-3  loci)
               Escherichia coli K-12  (galRs/arg~/NAD~; both rever-
                sions and forward mutations tested)
               Bacillus  subtilis 168  Sporulation Mutants (MacGregor)*
               Aspergillus nidulans (meth3~) - (reversion to methionine
                prototrophy)
               Neurospora crassa strains W40 "distinctus" and 38701
                (reversion to adenine prototrophy)
               Escherichia coli strains Sd-B(TC), Sd-4-73, Sd-4
                (reversions to streptomycin independence)
               Escherichia coli (forward mutation to streptomycin
                resistance)^
               Schizosaccharomyces potnbe PI (forward mutation to
                adenine  dependence)
               Klebsiella pneumonia (forward mutation to strepto-
                mycin resistance)
               Serratia  marcescens strains  A21, A_742, etc. (reversion
                to leucine prototrophy)
               Saccharomyces cerevisiae 632/4 (reversion to methionine
               prototrophy)
                                   3-79
-------
                      Table  3-6  (continued)
          2.    Chromosome Damage or Rearrangement (+/- Mammalian
               Metabolic Activation System)

               PolA Disc Assay (Rosenkranz; comparison of inhibition
                 of growth by test compound of 13. coli W3110 (DNA
                 polymerase A competent) and E^. coli P3478 (DNA
                 polymerase A deficient)
               Salmonella Repair Test (as above, comparison of
                 inhibition of growth of repair deficient strain
                 (e.g.,  ^.  typhimurium TA1535) and a similar, repair
                 competent strain (e.g., _§_. typhimurium TA1975) by
                 test compound)*
               Rec Assay (Kada; differential inhibition of growth of
                 recombination deficient Bacillus subtilis M45 and
                 recombination competent B^. subtilis H17 in the
                 presence of test compound).  Other repair deficient
                 strains of B^. subtilis have been used in
                 tests with repair competent 15. subtilis 168.
               Saccharomyces cerevisiae
               - Mitotic Gene Conversion (strain D^)
               - Mitotic Recombination (strains 03 and 05)


     B.    Drosophila

          Induction of Sex-Linked Recessive Lethal Mutations
          Introduction of Phenotypic Variants (e.g., Minutes
           and Bobbed Mutants)
          Dominant Lethal Mutations (e.g.,  reduction in egg
            hatchability.  A positive result in this test alone
            is not considered sufficient evidence of mutagenic
            activity).
*
 Tests followed by an asterisk (*)  were not found among the data reviewed
 for this study.
                                 3-80
-------
                               Table 3-7

                   CRITERIA FOR JUDGING THE ADEQUACY
                         OF A MUTAGENICITY TEST
General Criteria for an Adequate Test

     Activity monitored is a direct genetic effect or is a direct
     consequence of a genetic effect.  The genetic event occurring
     is adequately characterized.

     Activity appears to be a direct effect of the chemical or a
     metabolite of the chemical (e.g., there is evidence that the
     chemical reaches the genetic indicator and the test chemical
     is of sufficient purity that effects observed cannot be
     attributed to contaminants).

     Activity observed is dose-dependent.  This may be the single
     most important factor in determining if the effect observed
     is caused by the chemical.

     For tests judged to be adequate and negative, the chemical is
     tested over a range of concentrations sufficient to detect any
     response.

     Activity is reproducible (e.g., duplicate in vitro tests were
     run with small Variations between results at same dose levels;
     standard deviation of response among animals tested at same dose
     level is low).

     Activity is statistically significant compared to that of
     untreated controls and significant in itself in terms of the
     number of observations made.  Untreated controls are run
     concomit antly.

     Concomitant tests with known positive chemicals are run (with
     exception of systems involving human exposure to the chemical
     in vivo). This is most important in judging the adequacy of
     negative tests and in estimating the potency of weakly active
     chemicals ( this criterion may be relaxed in judging tests having
     strongly positive results).

     For assays in which the test compound is administered to a mammal
     in vivo, (1) there is evidence the chemical or its metabolites
     reach the indicator in the time allotted for the assay and  (2) the
     route of administration is appropriate (e.g., in the standard host-
     mediated assay, the chemical and the indicator should not be
     administered by the same route).
                                   3-81
-------
                        Table 3-7  (continued)
General Criteria for an Adequate Test (continued)

     For tests in which activity is measured in growing cells, cytotox-
     icity of the chemical and selection of mutant or wild type cells
     for growth is taken into account.


Criteria Specific to Certain Assay Systems and to Certain Chemicals

     Examples of such criteria are listed below.  These have been sug-
     gested by the SRI mutagenesis experts as they reviewed the data
     and were incorporated into the evaluations made in this study.


     Dominant Lethal Assay

     - Only males are treated with test chemical
     - Induction of dominant lethals is demonstrated reproducibly and
        is dose-dependent during a single stage of spermatogenesis.
     - Activity is considered to be a statistically significant inci-
        dence in dead implants over untreated controls, accompanied
        by a statistically significant reduction of live embryos.
     - Extrapolation of effects observed after intraperitoneal
        administration of the test chemical to estimates of risks
        of human exposure is considered inappropriate.

     Host-Mediated Assay

     - Concomitant tests of the effect of the chemical  on the indi-
        cator in vitro are run.
     - The survival of the indicator in the host is taken into account
        in the calculation of activity.

     Assays In Vitro with Mammalian Metabolizing Systems
     - The activity of the mammalian metabolizing system is optimized.
     - At least one of the positive controls tested requires metabolic
        activation to affect the genetic indicator.

     Cytogenetic Analysis

     - Gaps should not be included in tabulations of chromosome obser-
        vations as they may be artifacts of preparing the chromosomes
        for analysis.
     - The observations observed are classified by a standard nomen-
        clature (e.g., Paris Conference, 1971,  "Standardization in
        Human Cytogenetics," proceedings published by the March of
        Dimes National Foundation,  New York,  1972) .
     - The number of samples per dose and the number of cells analyzed
        per sample are both adequate for statistical significance (e.g.
        100 cells each from three samples may be better than 300 cells
        from a single sample).
                                  3-82
-------
                     Table  3-7  (continued)
Cytogenetic Analysis (continued)
- Mitotic arrest agents and stimulators are not used in excess
   concentrations or for excessively long periods of time.
- For tests in vitro, cells treated should not have been main-
   tained for more than 50 passages.

Microbial Assays

- Exposure and expression times are such that spontaneous
   mutation frequencies are at their lowest and most nearly con-
   stant levels.
                               3-83
-------
                              Figure 3-1
                        SAMPLE INDEXING FORMAT
IN VITRO
METABOLIC ACTIVATION
                                       EMIC NO.
                                       AUTHORS
                                       REFERENCE_
  I.  COMPOUND
      NAME
      CAS NO.
      SYNTHESIS  (e.g., MANUFACTURER)
      IMPURITIES
      METABOLITES IDENTIFIED
 II.  DOSE
      AMOUNT/INCUBATION
      VEHICLE
III.  INDICATOR
      SPECIES, STRAIN
      CELL TYPE
      NO. PER INCUBATION
      GENETIC MARKER
      MUTAGENIC RESPONSE ASSAYED
      MECHANISM
 IV.  METABOLIC ACTIVATION SYSTEM
      SPECIES, STRAIN
      TISSUE
      PRETREATMENT OF ANIMAL
                                    3-84
-------
                     Figure 3-1 (continued)

IV.   METABOLIC ACTIVATION SYSTEM (Continued)
     ADDITIONAL ENZYMES
     TYPE OF PREPARATION
     AMOUNT/INCUBATION
 V.  TREATMENT
     EXPOSURE TO TEST COMPOUND
     PLATE 	  SPOT 	  LIQUID
     METHOD OF INTRODUCING TEST COMPOUND
     LENGTH OF INCUBATION
       WHOLE SYSTEM
       TEST COMPOUND & ACTIVATING SYSTEM  (PRETREATMENT)

     SPECIAL CONDITIONS 	
     GROWTH MEDIA 	
       SELECTIVE
       NON-SELECTIVE
VI.  RESULTS
     A.   SELECTIVE MEDIA ONLY OR ASSAY NOT INVOLVING GROWTH
          (1) NO. OF MUTANTS (TREATED), Mt =  	
          (2) NO. OF MUTANTS (UNTREATED CONTROL), MC =
          (3) Mf = MJ.-MJ./CELLS PER PLATE =	
          (4) M  = OTHER METHOD) =	
     B.   BOTH SELECTIVE AND NON-SELECTIVE MEDIA
          (1)  NO. OF MUTANTS (TREATED-SELECTIVE MEDIA) = Mt =
          (2)  NO. OF MUTANTS (UNTREATED-SELECTIVE MEDIA) = M  =
          (3)  NO. OF SURVIVORS (TREATED-NONSELECTIVE MEDIA) = S
          (4)  Mf = Mt-Mc/S = 	
          (5)  M£ (OTHER METHOD) =
                                   3-85
-------
                      Figure  3-1 (continued)
VI.  RESULTS  (Continued)
     C.   POSITIVE  CONTROLS
          COMPOUND  	
          DOSE
          COMPOUND
          DOSE
      D.   Mf/nm TEST COMPOUND
VII.  COMMENTS
      AUTHOR'S INTERPRETATION
      POSITIVE              NEGATIVE
      SRI INTERPRETATION
      POSITIVE              NEGATIVE
      METABOLIC ACTIVATION
      OTHER
                                    3-86
-------
                      Figure 3-1 (continued)
      COMPOUND

      METABOLITES IDENTIFIED—list by name only metabolites identified
      by the author as being formed via the metabolic activation system
      used in the assay described.
 II.   DOSE
      AMOUNT/INCUBATION—if more than one dose is tested,  write doses
      in ascending order, separated by commas with units immediately
      following the last dose (e.g., 0.5, 1.0, 5.0 ug/plate).
III.   INDICATOR
      SPECIES,  STRAIN—format as follows (use abbreviations):   ^.  TYPH
      TA100 or  Mouse, DBA2

      CELL TYPE—for mammalian systems,  identify by cell line  (e.g.,
      L5178Y) or by tissue of origin (e.g.,  kidney, epithelial)

      NO.  PER INCUBATION—don't calculate on first reading,  if  the
      value is  not presented.

      GENETIC MARKER—site on gene of activity being monitored  (e.g.,
      AD-3).

      MUTAGENIC RESPONSE ASSAYED—e.g.,  reversion to histidine
      prototrophy

      MECHANISM (if known)—e.g.,  forward mutation, reversion,  base
      substitution and GC	AT
 IV.   METABOLIC ACTIVATION SYSTEM

      SPECIES, STRAIN—format as for Indicator
      TISSUE—organ or tissue from which metabolic activation system
      is derived, e.g., liver.
      PRETREATMENT OF ANIMAL—list any compounds and treatment used
      to induce metabolic enzymes, e.g., Arochlor 1254, IP, 500 mg/kg,
      5 days before sacrifice.

      ADDITIONAL ENZYMES—enzymes such as takadiase or  sulfatase  added
      to prepare the chemical for activation (e.g., to break down
      glucuronides) or enzymes added to supplement the activating
      system such as nitroreductase should be listed here.

      TYPE OF PREPARATION—e.g., homogenate, purified microsomes or
      S-9 mix.
                                    3-87
-------
                      Figure  3-1  (continued)
  V.   TREATMENT
      EXPOSURE TO TEST COMPOUND—check method by which indicator is
      exposed to test compound.
      METHOD OF INTRODUCING TEST COMPOUND—for example, "as suspension
      directly onto plate or "embedded in filter paper disc."
      INCUBATION TIME—Whole System is indicator, activating system,
      and test compound.
      SPECIAL CONDITIONS—pH,  temperature,  aeration,  out of light, etc.
      GROWTH MEDIA (where applicable)—list names (e.g., Spizzizen's or
      Difco Nutrient Agar) if  given; don't  list separate ingredients
      unless necessary for interpretation of the assay results.
 VI.   RESULTS
      Results should be listed in ascending order,  corresponding to doses
      under II.   If no value is given at a specific dose,  put NA in
      appropriate space.   Follow results with units where  necessary (e.g.,
      100, 150,  200 revertants/plate).
      Mr—Express as mutants/10^ cells or survivors.
      M^ (Other)—list algorithm used where known,  use also for cases in
      which method of arriving at Mf is unknown.
      POSITIVE CONTROL—list name of compound, doses,  and  results using
      formats described above.
      On first reading, don't calculate values not  listed  in paper.
VII.  COMMENTS
      AUTHOR'S INTERPRETATION—Check POS/NEG/?;  briefly describe
      author's judgment.
      SRI INTERPRETATION—as above,  use when author's interpretation is
      missing, equivocal,  or when SRI disagrees.  Typically,  the SRI inter-
      pretation will disagree with that of the author in cases where the
      data presented is insufficient for establishing the results reported.
      METABOLIC ACTIVATION—Yes, if  activity is greater with metabolic
      activation than without.  In explanation write  a  brief  description
      of effect observed.
      OTHER—to cover any pertinent  information not listed above.
      On first reading, do not calculate any parameters, just extract
      from author's tables.  If a number comes from a graph rather than
      a table and is inexact, enclose it in parentheses.
                                    3-88
-------
June 1977
                    MUTAGENICITY EVALUATION

                         SUMMARY SHEET
                          Classification:

                            Positive
                            Negative/Inadequate 	x_
   COMPOUND:   CARBON TETRACHLQRIDE

   CAS NO.:    56-23-5
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
Carbon tetrachloride was demonstrated to be
inactive in inducing reversions to histidine
prototrophy in Salmonella typhimurium strains
TA100 and TA1535 with and without a mammalian
metabolic activation system containing a rat
liver microsome fraction.

The chemical administered subcutaneously was
reported to be inactive in a host-mediated assay
in the mouse, with ^. typhimurium strain G-46
as the indicator organism (incubated intra-
peritoneally in the mice), but no data were
given on which to base an evaluation.

Carbon tetrachloride was reported to be inactive
in inducing reversions to histidine prototrophy
in j[. typhimurium strains G-46, TA1535, TA1538,
and TA1950, and in inducing base-substitution
mutations in Escherichia coli K-12 (gene loci
monitored not specified) in the presence of a
mammalian metabolic activation system containing
a rat liver microsome fraction.  No data were
given on which to base evaluations of these
tests.
     Other Tests Not
     Reviewed:
Pretreatment of mice with carbon tetrachloride
was reported to enhance the mutagenic activity
of cyclophosphamide and to block the activity of
diethylnitrosamine in inducing reversions to
prototrophy in Salmonella typhimurium G-46 in the
host-mediated assay in the mouse.

Significant levels of polyploidy have been
observed in regenerating liver cells of mice
                                          3-89
-------
                             treated with the chemical, but no increase in
                             the incidence of chromosome aberrations has
                             been seen.

                             Chromosome fragmentation was observed in root
                             tips of Allium cepa treated with carbon tetra-
                             chloride.
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
     I.  Mammalian Systems

         A.  In vivo Treatment with Test Compound

             1.  Induction of Point Mutations:  -None-
             2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                 b) Somatic Cells:  -None-

         B.  In vitro Treatment with Test Compound
             1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                 System):   -None-
             2.  Chromosome Damage or Rearrangement (+/- Mammalian Metaboliz-
                 ing System):  -None-

    II.  Host-Mediated Assays

         A.  Indicator Organism or Cell System Administered Intraperitoneally:

                  Carbon tetrachloride administered subcutaneously in a single
             dose of 4 ml/kg was reported to be inactive in inducing rever-
             sions to histidine prototrophy in 5^. typhimurium strain G-46 in
             the host-mediated assay in the mouse.  However, no other data
             were given on which to base an evaluation (EMIC-20156).

         B.  Indicator Organism or Cell System Exposed to Body Fluids or
             Tissues of Treated Animals by Other Routes:  -None-

   Ill.  Non-Mammalian Systems

         A.  Microbial Systems

             1.  Induction of Point Mutations
                 a.  +/- Mammalian Metabolizing System:

                          Carbon tetrachloride at doses of 10-101* ug/plate,
                     incorporated directly into agar medium plates containing
                     the bacteria, was demonstrated to be inactive in inducing
                     revertants to histidine prototrophy in j^. typhimurium
                     strains TA100 and TA1535 in the presence or absence of a
                                     3-90
-------
                     mammalian metabolic activation system containing a
                     microsome fraction (S-9)  from the liver of rats pre-
                     treated with Aroclor 1254 to induce microsomal enzymes
                     (EMIC-21337).   Commenting on this test, the investi-
                     gators suggested that this chemical may require a modi-
                     fied metabolic activation system for its detection as
                     a mutagen (EMIC-21958).

                          Carbon tetrachloride was reported to be inactive
                     in inducing reversions to histidine prototrophy in
                     ^. typhimurium G-46 and mutations (gene loci unspeci-
                     fied) in Escherichia coli K-12.   The assays were
                     carried out in the presence of a mammalian metabolic
                     activation system containing liver microsomes from
                     mice.  The report is a meeting abstract and no data were
                     presented on which to base an evaluation (EMIC-18910).

                          Carbon tetrachloride has been reported to be
                     inactive in inducing base-substitution mutations in
                     15. coli K-12 (no genetic  marker was specified) and
                     reversions to histidine prototrophy in j^.  typhimurium
                     strains TA1535 and TA1538 in the presence of a mamma-
                     lian metabolic activation system containing a rabbit
                     liver microsome preparation.  No data were reported on
                     which to base evaluations of these tests (EMIC-21994).

                          The compound was also reported to be inactive in
                     inducing reversions to histidine prototrophy in
                     S_. typhimurium strains G-46 and TA1950 in qualitative
                     tests.  No data on which  to base evaluations of these
                     assays were presented in  the report (EMIC-20156).
                 b.   No Mammalian Metabolizing System:   -None-

             2.   Chromosome Damage or Rearrangement

                 a.   +/- Mammalian Metabolizing System:  -None-

                 b.   No Mammalian Metabolizing System:   -None-

     B.   Drosophila:   -None-
IV.   Results of Other Tests of Genetic Damage Reported in the Literature
     but Not Reviewed:

          Pretreatment  of mice with CC14 was reported to result in a signifi-
     cant increase in the mutagenic activity of cyclophosphamide in host-
     mediated assays using S^.  typhimurium G-46 as the indicator organism
     (EMIC-12961).

          No increase in the level of chromosome aberrations was seen in the
     regenerating liver cells of mice treated with CCl^ over that in mice
                                     3-91
-------
    induced to regenerate liver by partial hepatectomy (EMIC-4442).
    Significant levels of polyploidy have been observed in regenerating
    liver cells of mice intoxicated with CC14 (EMIC-8531, 8705, 8827,
    14382, 23276).

         Chromosome fragmentation was detected in Allium cepa root tips
    treated with CCl^.  Based on experiments in this study involving
    addition to and deletion of nucleic acids, the mode of action in
    inducing chromosome damage was hypothesized to be an effect on the
    metabolism of RNA (EMIC-10803).

         In a study to develop standards for occupational exposure,
    cytogenetic effects of CCl^ were evaluated.   This study was cited in
    a meeting abstract, but no data were presented (EMIC-14069).   The
    results of this study have not yet been published in the open
    literature.

         Two review articles were published during 1976 in which the
    literature on the mutagenicity of CC14 is covered briefly (EMIC-23118,
    EMIC-23154).

V.  Peripheral Literature Cited in the EMIC Data Base:   (EMIC-4413,  4485,
    12083, 13509, 15985, 16439, 17328, 20308, 20562,  21957, 22503)
                                    3-92
-------
June 1977
                    MUTAGENICITY EVALUATION

                         SUMMARY SHEET
                          Classification:
                            Positive
                            Negative/Inadequate  X
   COMPOUND:   ANILINE

   CAS NO.:    62-53-3
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
Aniline has been adequately demonstrated to be
negative in Salmonella typhimurium strains
TA1535, TA1537, TA100, and TA98 both in the
presence and absence of a mammalian metabolic
activation system containing a liver microsome
fraction from rats pretreated with Aroclor
1254.

An increased incidence of chromosome aberrations
was reported to be associated with aniline ex-
posure in lymphocytes of four workers from a
dyestuff factory.  The sample size and data were
inadequate for eliminating other causes of this
effect.

The chemical was reported to be inactive in
inducing chromosome damage as indicated by an
alkaline elution assay of DNA from Chinese
hamster lung fibroblasts (V-79) treated in vitro,
but the qualitative data provided were insuffi-
cient for evaluation.

Aniline was also reported to be inactive in
inducing reversions to_prototrophy in Asper-
gillus nidulans  (meth3~).

Freshly distilled aniline was reportedly approxi-
mately equally toxic to  comparable DNA polymer-
ase A deficient and competent strains of
Escherichia coli, while  commercial aniline and
distillate allowed to stand for five days were
more toxic to the polymerase deficient strain.
Enhanced toxicity to the polymerase deficient
                                       3-93
-------
                             strain may be indicative of potential for
                             damaging DNA.  Unfortunately, the data presented
                             for this test and that for the test in Asper-
                             sillus were insufficient for evaluation.
  Other Tests Not            Chromosome fragmentation has been observed in
  Reviewed;                   onion root tips treated with aniline.
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


     I.   Mammalian Systems

         A.  In vivo Treatment with Test Compound

             1.  Introduction of Point Mutations:  -None-

             2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                 b) Somatic Cells:

                      An increase in the percent of chromosome aberrations
                 over that in unexposed controls was observed in lymphocytes
                 from four workers in the dyestuff industry who had been
                 exposed to aniline over periods of four to nine years.
                 These results are presented because the increase in
                 aberrations was significant for each of the workers, but
                 evaluation is not feasible because the data reported and
                 the sample size are inadequate for eliminating other possible
                 causes (EMIC-17303) .

         B.  In vitro Treatment with Test Compound

             1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                 System):   -None-

             2.  Chromosome Damage or Rearrangement  (+/- Mammalian Metabo-
                 lizing System):

                      No chromosome damage, as measured by the alkaline
                 elution of fragmented DNA from polyvinyl filters,
                 was observed in lysates of Chinese hamster lung fibro-
                 blasts which had been treated in culture with aniline
                 at concentrations ranging from 0.03-3.0 inM.  The cells were
                 treated with aniline for 1,2, and 4 hours in the presence
                 of an S-9 microsome fraction from rat liver (EMIC-23583).
                 It is not yet feasible to assess fully the value of this
                 technique in estimating the potential of a chemical to induce
                 genetic damage as it has been used to study relatively few
                 chemicals; however, it is included in the review since the
                 positive results which have been obtained appear to corre-
                 late fairly well with assays of unscheduled DNA synthesis
                                       3-94
-------
              in other mammalian cell systems (Dr. A. D. Mitchell, SRI,
              personal communication).  Unfortunately, it is not possible
              to adequately interpret the test of aniline,, since only
              qualitative results were presented,

 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperitoneally:
          -None-

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems

          1.   Induction of Point Mutations

              a.  +/- Mammalian Metabolizing System:
                       Aniline has been adequately demonstrated to be
                  inactive in inducing revertants to  histidine proto-
                  trophy in Salmonella typhimurium strains TA1535,
                  TA1537, TA100, and TA98 (Ames1  Salmonella/microsome
                  Test).  The chemical was tested over a wide range of
                  concentrations in each strain (e.g., from 10 to 1000
                  yg per plate) and both in the presence and absence of
                  a microsome fraction (S-9)  from the livers of rats
                  pretreated with Aroclor 1254 (EMIC-21337).

                       Aniline (at 200 yg/ml/4.26 x 106 conidia) has
                  been reported to be inactive in reverting Aspergillus
                  nidulans(meth^~) to methionine independence.  The data
                  reported are insufficient for evaluating this test
                  primarily because results at only a single dose were
                  presented (EMIC - 5695).

          2.   Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:

                       A 25 yl dose of freshly distilled aniline was
                  reported to be approximately equally toxic to DNA
                  repair deficient Escherichia coli P3478 (polA~)
                  and repair competent IS. coli W3110 (polA"1") .  In con-
                  trast, 25 yl of commercial aniline, tested in both
                  the presence and absence of a rat liver homogenate,
                  and 25 yl of aniline allowed to stand for five days
                  after distillation were both more toxic to El. coli
                  P3478 then to E. coli W3110.  This greater toxicity
                  to 15.  coli P3478 may be indicative of potential for
                  inducing DNA damage.  Unfortunately, the results
                  reported are insufficient for evaluating the effect
                  of aniline, primarily because data at only one dose
                                   3-95
-------
                 level are presented.   Also,  it was suggested that the
                 increased toxicity to strain P3478 in the presence
                 of commercial product or distillate allowed to sit for
                 five days was caused  by oxidation products of aniline,
                 but no data on the identity  or activity of potential
                 oxidation products were reported.   Further, as noted
                 by these investigators, the  usefulness of this assay
                 as a quantitative test may be questionable because of
                 instability of the polA~ mutant and difficulties in
                 obtaining dose-response and  in demonstrating repro-
                 ducibility (EMIC- 24127).
             b.   No Mammalian Metabolizing System:   -None-

     B.   Drosophila:  -None-
IV.   Results of Other Tests of Genetic Damage Reported in the  Literature
    But Not Reviewed:

          The effects of aniline on mitosis  in Allium cepa root  tips
     were studied.   At concentrations of  0.00005  to  0.01  M,  constric-
     tions appeared in chromosomes  during late prophase or early
     metaphase.  Occasionally, a section  distal to the centromere
     broke off, producing a fragmented chromosome (EMIC-10652).

 V.   Peripheral Literature Cited in the EMIC Data Base:  (EMIC-4630
     12660)
                                 3-96
-------
June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate   X
   COMPOUND:   BENZENE

   CAS NO.:    71-43-2
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negat ive/Inadequate
     Tests Reviewed:
Benzene, administered intraperitoneally,  was
reported to be inactive in the dominant lethal
assay in the rat, but no data were given on which
to base an evaluation.

The chemical was reported to cause chromosome
breaks and chromatid gaps in the bone marrow cells
of rats and chromatid and isochromatid breaks and
gaps in bone marrow cells of rabbits receiving
subcutaneous injections of the chemical.   Chromatid
gaps were also observed in the leukocytes of rats,
but gaps may not be a valid indicator of chromo-
somal damage.  The data reported for these tests
were insufficient for evaluation.

Benzene was also reported to cause a significant
incidence of chromosome aberrations in peripheral
blood and bone marrow cells, and a significant
increase in micronuclei in polychromatic eryth-
rocytes of rats given intraperitoneal injections
of benzene.  No data were given on which to base
an evaluation.

In numerous case studies, chromosome aberrations
(breaks, rings, and dicentrics) and aneuploidy
have been reported to have been observed in blood
   •'This classification of the published mutagenicity data on benzene is based
    on the inadequacy of the experimental methods in the individual tests
    reported.  It should be noted that in a number of these tests, including
    studies on humans exposed to the chemical, benzene was reported to induce
    significant incidences of chromosome aberrations.  Taken together, this body
    of data suggests that benzene may induce chromosome damage in animals and
    man.
                                         3-97
-------
                            cells of industrial workers  exposed  to benzene.
                            Although the number of  separate observations
                            suggests a chromosome-damaging effect of  benzene,
                            the data presented in each study were insuffi-
                            cient for eliminating other  possible causes of
                            the aberrations.

                            The chemical was reported to cause chromatid,
                            and chromosome breaks and gaps in cultured human
                            leukocytes.  Although the results were suggestive
                            of a positive response,  the  data given were
                            insufficient to establish the activity.

                            Benzene was reported to  be inactive  in inducing
                            chromosome damage in cultured Chinese hamster
                            lung fibroblast cells as measured by an alkaline
                            elution assay of DNA, but no data were given on
                            which to base an evaluation.

                            The compound, administered subcutaneously, was
                            reported to be inactive  in the host-mediated
                            assay in the mouse using Salmonella  typhimurium
                            strain TA1950 as the indicator organism.  No
                            data were given on which to  base an  evaluation.

                            Benzene was also reported to be inactive  in
                            inducing reversions to  histidine prototrophy in
                            S_. typhimurium strains  TA100 and TA98 in  the
                            presence of a mammalian  microsomal metabolic
                            activation system, but  no other data were given
                            on which to base an evaluation.
  Other Tests Not            Benzene was  reported not  to cause aneuploidy or
  Reviewed:                   polyploidy in  skin explants of mice painted with
                             the  chemical,  but since the assays have not been
                             established  as indicators of potential for induc-
                             ing  chromosome damage, these tests were not
                             reviewed.
Evaluation of Testing Data  Reported  in Literature  Cited  in  the EMIC Data Base:


     I.   Mammalian Systems

         A.  In vivo Treatment  with  Test  Compound

             1.  Induction  of Point  Mutations:   -None-

             2.  Chromosome Damage or Rearrangement  in
                                       3-98
-------
a.  Germ cells:
         Benzene was reported to be inactive in the dominant
    lethal assay in male rats given the chemical intraperi-
    toneally, but no data were given on which to base an
    evaluation (EMIC-232982).
b.  Somatic cells:

         A high incidence of chromatid and isochromatid gaps
    and a low incidence of chromatid and isochromatid breaks
    were reported to have been observed in the bone marrow
    cells of rabbits which had received daily subcutaneous
    injections of benzene for an average of 18 weeks.  How-
    ever, since no control data were reported and no dose-
    response was demonstrated, and since gaps may not be a
    valid indicator of chromosome damage, the significance
    of this test is questionable (EMIC-12912).

         A significant increase in the incidence of chromo-
    some and chromatid deletions and gaps were seen in blood
    specimens, and double minutes and chromosome pycnosis
    were observed in bone marrow cells of rats which had
    received intraperitoneal injections of benzene.  The
    chemical was also reported to cause a significant dose-
    related increase in micronuclei in polychromatic eryth-
    rocytes from bone marrow of treated rats.  However,  no
    data were given on which to base an evaluation (EMIC-
    232982).
         An increase in the incidence of chromosome breaks
    over that in untreated controls was observed within
    24 hours of one or two subcutaneous injections of benzene
    (2.0, 4.0, or 6.0 ml/kg total dose).  However, the
    significance of the results is not clear since there
    were only three animals per treatment group, only 50
    cells monitored per animal, and a wide variation in
    aberration frequencies was noted among the animals in
    each group.  Also, the absence of dose-response and
    criteria for scoring breaks discount the significance
    of the test (EMIC-7871).
         Benzene was reported to cause chromosome breaks
    and chromatid gaps in bone marrow cells and chromatid
    gaps in leukocytes of rats.  The cells were observed in
    metaphase 24 hours after the rats received a subcutaneous
    injection of the chemical  (0.5, 1.0, or 2.0 ml/kg).  No
    chromosome damage was observed 8 days after doses of 0.5
    and 1.0 ml/kg in females.  The data presented are insuf-
    ficient for evaluation of the test as positive (at 24
    hours after treatment), since dose-response was not
    demonstrated, gaps (which may be artifacts of the
    handling and staining of the cells) were used in tabula-
    tions establishing the significance of the aberrations,
                     3-99
-------
            and data were reported for only one animal per treat-
            ment group (EMIC-6584).
                 The compound was reported to cause gaps and iso-
            chromatid and chromatid  breaks in bone marrow cells of
            white neuter  rats that had received twelve daily sub-
            cutaneous injections of  the chemical.   The incidence of
            aberrations reported was high (29% breaks, 26% gaps),
            but the test  was considered inadequate since only eight
            animals were  used,  results at only one dose were re-
            ported, and no positive  controls were  included (EMIC-
            18215, see also EMIC-14737).
                 A number of case studies have been conducted on
            workers occupationally exposed to benzene.  In the
            majority of the studies, cytogenetic analysis revealed
            a significantly higher incidence of chromosomal aberra-
            tions (mainly breaks, rings,  and dicentrics) and
            aneuploidy among these workers than in unexposed con-
            trols (EMIC-5964, 6386,  6400, 7308, 7993,  8846, 11885,
            14814, 18446, 18882). The significance of three studies
            was doubtful  (EMIC-7729, 12722,  16030), and two could
            not be evaluated (EMIC-13307, 20447).   No  increase in
            aberrations was reported in one study  (EMIC-15424).  The
            studies cannot individually be used to document chromo-
            some damaging effects of benzene, since workers may also
            have been exposed to other chemicals and other factors
            may have played a role (e.g., age or disease).  However,
            when considered together,  the evidence from these
            studies does  suggest a potential chromosome-damaging
            effect of benzene in humans.

B.   In vitro Treatment with Test Compound
    1.  Induction of Point Mutations (+/- Mammalian Metabolizing
        System):  -None-

    2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
        lizing System):

             Benzene (ranging in concentration from 2.2 x 10~5 to
        2.2 x 10"3 M) was reported to cause breaks and gaps in
        cultured human leukocytes; the incidence of aberrations
        ranged from 9.3 to 21.8%. However,  only one sample was
        treated at each dose, dose-response was not adequately
        demonstrated, and no positive controls were included against
        which to compare  the results.   Also, breaks and gaps were
        scored together,  without a separate listing of incidence
        of breaks alone.   The test suggests a positive response,
        but since gaps may not be a  valid measure  of chromosome
        damage, the results reported are inconclusive  (EMIC-19405).
             Benzene at a concentration of 3 x 10~3 M  caused a
        significant incidence of chromatid breaks  in cultured human
                               3-100
-------
                 lymphocytes.  When breaks and  gaps were  considered  together,
                 dose-response over a concentration range of  4.0 x 10"^  to
                 3.0 x 10~3 M could be demonstrated, but  the  gaps, a possible
                 technical artifact, may not be a valid criterion of chromosome
                 damage.  No concomitant positive controls were run.   Although
                 the incidence of  chromatid breaks at  3 x 10~3 M suggests a
                 positive response, this single significant result is insuffi-
                 cient for interpreting the test as positive  (EMIC-21381; see
                 also EMIC-10254 for a limited  study in human lymphocytes).

                      The chemical at a concentration  of  10 mM was reported
                 to cause no chromosome damage  in Chinese hamster lung fibro-
                 blast (V79) cells as measured  by an alkaline elution of
                 fragmented DNA from treated cells.  No data  were reported
                 on which to base  an evaluation of this test.  In addition,
                 the assay has tested a relatively small  number of chemicals
                 so that its value in detecting chemically-induced DNA
                 damage is not substantiated (EMIC-23583).

    II.  Host-Mediated Assays

         A.   Indicator Organism or Cell System  Administered Intraperitoneally:

                  Benzene administered subcutaneously  was  reported to  be
              inactive in a host-mediated assay  in the  mouse,  with S^.  typhi-
              murium strain TA1950  as the indicator organism,  but no  data
              were given on which to base an evaluation (EMIC-232982).

         B.   Indicator Organism or Cell System  Exposed to  Body Fluids  or
              Tissues of Treated Animals by Other Routes:   -None-

    Ill.  Non-Mammalian Systems

         A.   Microbial Systems
              1.  Induction of Point Mutations
                 a.  +/- Mammalian Metabolizing System:

                          Benzene  was reported  to be inactive in inducing
                     reversions to histidine prototrophy  in S^. typhimurium
                     strains TA100 and TA98 in  the presence of a mammalian
                     microsomal metabolic activation system,  but no  data
                     were given on which to base an evaluation (EMIC-232982).

                 b.  No Mammalian  Metabolizing  System:  -None-
2
 The document cited is a dissertation abstract.   On the basis of the material
 presented in the abstract,  the reviewers judged procurement of the full
 dissertation to be unwarranted.
                                       3-101
-------
         2.   Chromosome Damage or  Rearrangement
             a.   +/- Mammalian Metabolizing System:   -None-
             b.   No  Mammalian Metabolizing System:   -None-

     B.   Prosophila:  -None-
IV.   Results of Other Tests of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Aneuploidy was not detected in explants from the skin of new-
     born Swiss mice painted with benzene (EMIC-4762) and no doubled
     quadrupled, or octupled chromosomes were seen in skin explants of
     new Buffalo mice painted with benzene (EMIC-4846).   These tests
     were not evaluated as the relationship of the effects assayed to
     the induction of chromosome damage has not been established.  Also,
     these experiments were done before the analytic techniques presently
     used in cytogenetic studies had been developed.

 V.   Peripheral Literature Cited in the EMIC Data Base:   (EMIC-4629, 4630,
     4800, 4845, 4847, 4850, 4859, 7092, 9526, 11273, 12940, 12970, 15408,
     20657, 21380, 22271, 22691).
                                3-102
-------
June 1977
                    MUTAGENIC1TY  EVALUATION

                          SUMMARY  SHEET
                          Classification:

                            Positive   X
                            Negative/Inadequate  _
   COMPOUND:   METHYL IODIDE
   CAS NO.:    74-88-4
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
Methyl iodide has been shown to be weakly active
in inducing reversions to histidine prototrophy
in Salmonella typhimurium TA100.
     Negative/Inadequate
     Tests Reviewed:
Methyl iodide has been demonstrated to be
inactive in inducing reversions to methionine
independence in Aspergillus nidulans (metb.3~).
     Other Tests
     Not Reviewed:
None
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


        I.  Mammalian Systems

            A.  In vivo Treatment with Test Compound

                1.  Induction of Point Mutations:  -None-

                2.  Chromosome Damage or Rearrangement in a) Germ Cells and

                    b) Somatic Cells:  -None-

            B.  _In vitro Treatment with Test Compound

                1.  Induction of Point Mutations  (+/- Mammalian Metabolizing
                    System):  -None-

                2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
                    lizing  System):  -None-

       II.  Host-Mediated Assays

            A.  Indicator Organism or Cell System Administered Intraperito-
                neally:  -None-
                                        3-103
-------
      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems

          1.  Induction of Point Mutations

              a.   +/- Mammalian Metabolizing System:  -None-

              b.   No Mammalian Metabolizing System:

                       Methyl iodide has been shown to be weakly active
                  in inducing reversions to histidine prototrophy in
                  ^. typhimurium TA100 when introduced as a gas into a
                  desiccator holding open agar plates containing the
                  bacteria.  A dose-response relationship in this muta-
                  genic activity has been observed (EMIC-21337;
                  Dr. V. Simmon, SRI, unpublished results).

                       When added to a suspension of conidia and incu-
                  bated for 5-40 minutes, methyl iodide in concentrations
                  of 0.01-0.1 M has been demonstrated to be inactive in
                  inducing reversions to methionine independence in
                  A. nidulans (meth3-) (EMIC-14842).

          2.  Chromosome Damage or Rearrangement

              a.   +/- Mammalian Metabolizing System:  -None-

              b.   No Mammalian Metabolizing System:  -None-

      B.   Drosophila:  -None-
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Evaluated:  -None-

  V.  Peripheral Literature Cited in the EMIC Data Base:

           Methyl iodide has been reported to induce local sarcomas in
      rats following subcutaneous administration (EMIC-7887; 8065).

           Other peripheral literature:  (EMIC-20273).
                                   3-104
-------
June 1977
                    MUTAGKNICITY  EVALUATION

                          SUMMARY  SHEET
                                        Classification:

                                          Positive _JC_£only with NaN02)
                                          Negative/Inadequate	
   COMPOUND:

   CAS NO.:
ETHYLAMTNR
75-04-7
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
              Ethylamine incubated with sodium nitrite was
              demonstrated to induce reversions to strepto-
              mycin independence in Escherichia coli Sd-4.
     Negative/Inadequate
     Tests Reviewed:
              In another study, ethylamine was observed to
              be inactive in inducing mutants in E_. coli
              Sd-4, but no data were presented on which to
              base an evaluation of the test.
     Other Tests Not
     Reviewed:
              Ethylamine was reported to induce mitotic
              aberrations in sprouts of treated tomato seeds.
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
        I.  Mammalian Systems

            A.  In vivo Treatment with Test Compound
                1.  Induction of Point Mutations:  -None-

                2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                    b) Somatic Cells:  -None-

            B.  In vitro Treatment with Test Compound

                1.  Induction of Point Mutations  (+/- Mammalian Metabolizing
                    System):  -None-

                2.  Chromosome Damage or Rearrangement (+/- Mammalian Meta-
                    bolizing System):  -None-

       II.  Host-Mediated Assays

            A.  Indicator Organism or Cell System Administered Intraperi-
                toneally:  -None-

            B.  Indicator Organism or Cell System Exposed to Body Fluids or
                Tissues of Treated Animals by Other Routes:  -None-
                                        3-105
-------
III.   Non-Mammalian Systems

      A.   Microbial Systems

          1.   Induction of Point Mutations

              a.   ± Mammalian Metabolizing System:  -None-

              b.   No Mammalian Metabolizing System:

                       A dose-related increase in the number of rever-
                  tants to streptomycin independence was observed in
                  Escherichia coli Sd-4 incubated for one hour with
                  ethylamine (0.25, 0.5, and 1.0 M) and sodium nitrite
                  at pH 6.4.  The mutation frequency was significantly
                  higher than either that observed for nitrite alone or
                  for ethylamine alone.  For example, a 25 mutants/108
                  survivors were observed at 1.0 M ethylamine, = 150
                  mutants/108 survivors at 0.5 M NaN02, and = 1000
                  mutants/108 survivors at 1.0 M ethylamine plus 0.5 M
                  NaN02.  It was suggested that the potentiation of
                  activity was a result of nitrosation of ethylamine
                  to ethylnitrosamine, which is presumably converted to
                  a reactive carbonlum ion.  A similar metabolic nitro-
                  sation of ingested amines and conversion to carbonium
                  ions may occur in mammals (EMIC-17886).

                       In another study, ethylamine was reported to be
                  inactive in inducing revertants to streptomycin
                  independence in E_. coli Sd-4, but no data were pre-
                  sented on which to evaluate the test (EMIC-5412).

          2.   Chromosome Damage or Rearrangement

              a.   ± Mammalian Metabolizing System:  -None-
              b.   No Mammalian Metabolizing System:  -None-

      B.   Drosophila:  -None-
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:

           Ethylamine at a concentration of 0.1% for 24 hours was reported
      to induce mitotic aberrations in sprouts of treated tomato seeds
      (EMIC-17493).

  V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIC-19343).
                                   3-106
-------
June  1977
rev. July 1977
                     MUTAGENICITY EVALUATION

                          SUMMARY SHEET
                                           Classification:

                                             Positive  X
                                             Negative/Inadequate
    COMPOUND:    ETHYLENE OXIDE

    CAS NO.:
75-21-8
   SUMMARY  EVALUATION:

     Positive  Tests
     Reviewed:
                 Ethylene oxide has been demonstrated to induce
                 reversions to histidine prototrophy in Salmonella
                 typhimurium TA1535.   The chemical was adminis-
                 tered as a solution in cold ethanol to a suspen-
                 sion of the bacteria in phosphate buffer.   A
                 non-linear, dose-related increase in mutations
                 was observed.

                 The chemical was found to induce reversions to
                 adenine prototrophy in Neurospora crassa W.  40
                 "distinctus" when administered  directly into a
                 conidial suspension as a gas dissolved in wat€'.r.
                 A limited dose-response was observed in the
                 induction of mutations.

                 Ethylene oxide has also been found to be weakly
                 active in the induction of sex-linked recessive
                 lethal mutations (Muller-5 Test)  in Drosophila
                 melanogaster.  This  activity has been confirmed
                 in several studies and,  in addition, the chemical
                 has been found to induce minute mutants in
                 I),  melanogaster.
     Negative/Inadequate
     Tests Reviewed:
                 Ethylene  oxide  was  reported  to  induce  dominant
                 lethal mutations  in rats  and mice  exposed  by
                 inhalation,  but the data  presented are insuffi-
                 cient for evaluation of these tests.

                 The  chemical has  also been reported to induce
                 chromosome aberrations in bone  marrow  cells  from
                 rats and  mice exposed by  inhalation.   The  data
                 reported  are inadequate for  establishing these
                 activities.

                 The  chemical was  found to be inactive  in the
                 induction of hyperploidy  (viable X fragments)
                 in treated I), melanogaster.  The evaluation  of
                                       3-107
-------
                             this  test was  based  on resiilts reported for a
                             single,  high dose which had been optimized for
                             detection of the chromosome aberrations and on
                             the large number of  chromosomes tested.
  Other  Tests  Not             Ethylene  oxide  has  been reported to be inactive
  Reviewed:                   in  the  induction  of reversions to methionine
                             and glutamate prototrophy in Streptomyces
                             griseoflavus, weakly active in inducing prophage
                             in  Escherichia  coli,  and inactive in inducing
                             host-range mutations in bacteriophage T2h  and
                             the parent bacteriophage T2.  These tests were
                             not reviewed because the mutational events
                             occurring have  not  been adequately characterized
                             as  screens for  genetic damage.

                             Mutants and  chromosome aberrations have been
                             detected  in  barley  treated with ethylene oxide.
                             Mutations have  also been observed in vulgare
                             wheat,  Eucalyptus,  and rice treated with the
                             chemical, and chromosome aberrations have been
                             observed  in  treated Pterotheca falconeri,
                             Tradescantia paludosa, Vicia faba, and maize.
Evaluation of Testing Data Reported in Literature Cited  in the EMIC Data Base:
     I.   Mammalian Systems

         A.   In vivo Treatment  with Test  Compound
             1.  Induction of Point Mutations:   -None-
             2.  Chromosome Damage or Rearrangement  in

                 a.   Germ Cells:
                          Ethylene oxide, administered  by inhalation at a
                     single dose  level of 1000  ppm for  four hours,  was reported
                     to induce  dominant lethal  mutations in germ cells of male
                     Long-Evans rats.  Treated  males were mated for 10 weeks
                     to virgin  females.  Significant increases  in dead implants/
                     total implants over  untreated controls were observed in
                     pregnant females from weeks 1,2,3,  and 5 of mating.   This
                     report is  a  meeting  abstract and the data  given are
                     insufficient for evaluation.  For  example,  no evidence
                     of dose-response is  presented and  the parameters monitored
                     are not tabulated (EMIC-20815).

                          Ethylene oxide, administered  by inhalation at doses
                     of 3.6 or  1112 mg/m^ for 66 days,  was reported to be
                                      3-108
-------
                 active in the induction of dominant lethal mutations
                 in male Albino mice.   The data presented are insuffi-
                 cient for evaluation of this test.   For example, dose-
                 response at a single stage of spermatogenesis was not
                 demonstrated.  Also,  experimental procedures such as
                 the mating schedule were not documented (EMIC-23577;
                 see also EMIC-16040,  18448).

             b.   Somatic Cells
                      Ethylene oxide was reported to be active in the
                 induction of chromosome aberrations in bone marrow cells
                 from mice exposed by inhalation to  3.6 or 112 mg/m3 for
                 66 days.  The data presented are insufficient for evalu-
                 ation of the test, since the types  of aberrations
                 detected were not specified and experimental procedures
                 (such as the number of animals treated and the number
                 of cells analyzed) were not specified (EMIC-23577;  see
                 also EMIC-16040,  18448).
                      Significant  increases in isochromatid gaps, chromatid
                 gaps and breaks,  rearrangements and exchanges, and  ring
                 formations were reported to have been observed in bone
                 marrow cells from Long-Evans rats exposed by inhalation to
                 250 ppm ethylene oxide for 7 hrs/day for 3 days.  The
                 increase in total aberrations was from 7/120 metaphases
                 analyzed in untreated controls to 101/120 metaphases
                 analyzed in ethylene oxide-treated  cells.  Unfortunately,
                 the report is a meeting abstract and the data presented
                 are insufficient  for evaluation of  this test.  For
                 example, no dose-response data are  presented, and the
                 parameters monitored were not tabulated.  Also, gaps,
                 which may not reflect genetic damage, apparently were
                 included in the total aberrations reported (EMIC-20815).

     B.   In vitro Treatment with Test Compound
         1.  Induction of Point Mutations (+/- Mammalian Metabolizing
             System):  -None-
         2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
             lizing System):  -None-

II.   Host-Mediated Assays

     A.   Indicator Organism or Cell System Administered Intraperitoneally:
         -None-

     B.   Indicator Organism or Cell System Exposed to Body Fluids or
         Tissues of Treated Animals by Other Routes:  -None-
                                  3-109
-------
III.   Non-Mammalian Systems

      A.  Microbial Systems

          1.  Induction of Point Mutations

              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:
                       Administered as a solution in ethanol (0°C)
                  directly into phosphate buffer (pH 7.4) containing the
                  bacteria, ethylene oxide has been demonstrated to
                  induce reversions to histidine prototrophy in S^.
                  typhimurium strain TA1535.  A dose-response relation-
                  ship (non-linear) was observed in mutation frequencies
                  obtained on treatment of 2.9 x 108 bacteria with
                  0.96-95.5 mM ethylene oxide for 1 hr at 25°C.  The
                  mutation frequencies ranged from 2.47 ± 0.51 mutants/
                  108 survivors at the lowest dose to 41.16 ± 3.30
                  mutants/108 survivors at the highest dose, compared to
                  2.36 ± 0.55 mutants/108 survivors in untreated controls
                  (EMIC-21877; see also EMIC-21878).

                      Ethylene oxide has been demonstrated to induce
                  reversions to adenine prototrophy in Neurospora crassa
                  W. 40 "distinctus" when administered directly into the
                  conidial suspension as a gas dissolved in water.  A
                  limited dose-response was reported.  The mutation fre-
                  quencies on treatment of 60 x 106 conidia were 27.0/106
                  survivors at 0.025 M ethylene oxide for 15 minutes and
                  144.0/106 survivors at 0.05 M for 10 minutes.  The
                  mutation frequency for the untreated controls was
                  0.13/106 survivors (the time of incubation was not
                  specified) (EMIC-10610; see also EMIC-5101, 5106).
          2.  Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.  Drosophila:

               Ethylene oxide was found to be weakly active in the
          induction of sex-linked recessive lethal mutations (Muller-5
          Test) and translocations in IK melanogaster.  The chemical
          was administered to males by injection in single doses of a
          0.055 or 0.09 M saline solution (EMIC-4946; see also EMIC-
          4535).  This result was confirmed in another study in which
          ethylene oxide was found to be active in inducing sex-linked
          recessive lethals in 13. melanogaster (Muller-5 Test) on
          injection of single doses of a 0.5 or 0.8% saline solution
          (EMIC-5044; see also EMIC-10863).

               The chemical was also found to be active in inducing
          minute mutants  (small chromosome deletions resulting in
                                   3-110
-------
         reduction of length and thickness of bristles) in
         I),  melanogaster, but inactive in induction of hyperploids
         (viable X fragments) on injection of single doses of 113.6 mM.
         Although results were reported for only a single dose, the
         dose was optimized for comparison with the effects of other
         alkylating agents.  Also, in both tests, a large number of
         chromosomes were analyzed (e.g., 1478 for the hyperploidy
         test) (EMIC-7357).
IV.   Results of Other Tests of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Ethylene oxide was reported to be inactive in the induction
     of reversions to methionine and glutamate prototrophy in the
     fungus _S_.  griseoflavus strains 21 and 28.  These tests were not
     reviewed because the mutational events occurring were not adequately
     characterized as screens for genetic damage (EMIC-10759).

          The chemical was reported to be weakly active in incuding
     prophage X in !E. coli K-12 (EMIC-20580). inactive in inducing host-
     range mutations in bacteriophage T2h+ (EMIC-11883),  and also
     inactive in inducing mutations in the parent bacteriophage T2
     (EMIC-5606).   These tests were also not reviewed because the events
     monitored were not characterized adequately as screens for genetic
     damage.

          Ethylene oxide has also been reported to be mutagenic in
     several plant systems.  Chromosome breaks (EMIC-5145), breviari-
     statum mutants (EMIC-21843), eceriferum mutants (EMIC-4641, 5379,
     6304, 21483), and chlorophyll mutants (EMIC-21843) were observed
     in sprouts of barley seeds treated with ethylene oxide (see also
     EMIC-4925, 5782, 5783, 6917, 10855, 11473, 11803, and 13279).
     Mutations were observed in vulgare wheat (Triticum aestivum var.
     vulgare) after treatment of the seeds with ethylene oxide  (EMIC-
     4642).  Chromosome abberrations were detected in germinating
     seedlings of Pterotheca falconera treated with the chemical
     (EMIC-21748), and recessive mutations were detected in Eucalyptus
     species tereticornis, citriodoro, and malculata two generations
     after treatment of seedlings (EMIC-13400).  Chromosome aberrations
     (e.g., chromatid breaks) were found in pollen grains of
     Tradescantia paludosa (EMIC-10868) and in root tips of Vicia faba
     (EMIC-9488) exposed to ethylene oxide.  Chlorophyll mutations
     were found in rice after treatment of the seeds with the chemical
     (EMIC-17582,  20122, 20471, and 21770; see also EMIC-6591,  9557,
     15857, and 15869).  Chromosome aberrations have also been  detected
     in maize treated with ethylene oxide  (EMIC-10790, 16515).

          In a study to develop standards  for occupational exposure,
     cytogenetic effects of ethylene oxide were evaluated.  This  study
                                  3-111
-------
        was cited in a meeting abstract, but no data were presented
        (EMIC-14069).  The results of this study have not yet been
        published in the open literature.

             In a review article published in 1976, the mutagenicity data
        on the ethylene oxide was covered briefly  (EMIC-23154).

    V.  Peripheral Literature Cited in the EMIC Data Base:   (EMIC-7049,
        9410, 10579, 11041, 12682, 13098, 21901)
(rev. July 1977).   This experiment is reported in detail  in the  following
recent journal article:

         Embree,  J.W., Lyon,  J.P., and Hine,  C.H.,
         The Mutagenic Potential of Ethylene  Oxide  Using  the Dominant
         Lethal Assay in Rats,
         Tqxicol.  Appl. Pharmacol.  40, 261-67,  1977  (EMIC -24861)

The data presented are still  not adequate  for demonstrating a positive
effect in the dominant lethal assay, as results  at  only a single dose
level (1000 ppm for 4 hrs)  were reported.
                                   3-112
-------
June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate  X_
   COMPOUND:   PRQPYLENE OXIDE

   CAS NO.:    7^-gA-o
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
Propylene oxide was reported to be active in
inducing reversions to adenine prototrophy in
Neurospora crassa W. 40 "distinctus" A.   This
is the result of a single test in which  the
chemical was assayed at a dose chosen for
optimal survival and mutagenicity.

Propylene oxide was reported to be active in
inducing sex-linked recessive lethal mutations
in Drosphila melanogaster (Muller-5 Test).   In
this assay, mature sperm were treated by a post-
copulatory douche in the female.  The data
presented were insufficient for evaluation of
this test.
     Other Tests
     Not Reviewed:
The chemical was reported to be inactive in
inducing host-range mutations in bacteriophage
T2h+.
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


        I.  Mammalian Systems

            A.  Jin vivo Treatment with Test Compound
                1.  Induction of Point Mutations:  -None-
                2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                    b) Somatic Cells:  -None-
                                        3-113
-------
      B.   fri vitro  Treatment with Test Compound

          1.   Induction of  Point Mutations (+/- Mammalian Metabolizing
              System):   -None-
          2.   Chromosome Damage or Rearrangement  (+/- Mammalian Metabo-
              lizing System):   -None-

 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperi-
          toneally:  -None-

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:   -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems
          1.  Induction of  Point Mutations
              a.   +/- Mammalian Metabolizing System:  -None-

              b.   No Mammalian Metabolizing System:
                       Propylene oxide has been demonstrated to induce
                  reversions to adenine prototrophy in Neurospora crassa
                  W. 40 "distinctus" A (from strain 38701).   At the
                  optimal concentration and time (0.5  M in a suspension
                  containing approximately 132 x 10  conidia for one
                  hour), the mutation frequency observed was 80/105 sur-
                  viving conidia.  In untreated controls after one hour
                  of incubation, the mutation frequency was 0/10^ sur-
                  vivors.  Although a dose-survival relationship was
                  established for propylene oxide during the optimization
                  of the test concentration, there were no data reported
                  indicating that a dose-response effect in induction of
                  mutants had been observed (EMIC-5000).
          2.  Chromosome Damage or Rearrangement

              a.   +/- Mammalian Metabolizing System:  -None-
              b.   No Mammalian Metabolizing System:  -None-

      B.   Drosophila;

              Propylene oxide was reported to be active in inducing sex-
          linked recessive lethal mutations (Muller-5  Test)  in D.
          melanogaster Oregon-K.  Drosophila sperm were treated by a
          post-copulatory douche with the chemical.  The mutation rate
          was 1.2%  (13 lethals from 12 males/1074 tested) versus 0.06%
          (1 lethal/1650 tests) in untreated controls.  Although the
                                  3-114
-------
         result suggests a positive effect, this report is essentially
         an abstract, and the data presented are insufficient for evalu-
         ation of this test (e-g., no demonstration of dose-response and
         inadequate description of the experimental method) (EMIC-5063).
IV.   Results of Other Tests of Genetic Damage Reported in the
     Literature But Not Reviewed:

          Propylene oxide (330 mM) was reported to be inactive in
     inducing host-range mutations in bacteriophage T2h .   Mutants were
     identified as phage able to infect T2h+-resistant Escherichia coli
     B/2 (EMIC-11883).

 V.   Peripheral Literature Cited in the EMIC Data Base:  (EMIC-4993,
     8407,  9179, 10869, 12998, 13215, 19048, 21077).
                                3-115
-------
June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:

                            Positive   X
                            Negative/Inadequate
   COMPOUND:    IRICHLOROETHYLENE

   CAS NO.:     79-01-6
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
Trichloroethylene was found to be weakly active
in inducing reversions to histidine prototrophy
in Salmonella typhimurium TA100 in the presence
of a mammalian metabolic activation system con-
taining a microsome fraction (S-9) from the
livers of B6C3Fi mice pretreated with Aroclor
1254.  These are unpublished results cited in a
meeting abstract covered by this review (Dr. V. F.
Simmon, SRI) .
      Negative/Inadequate
      Tests  Reviewed:
In contrast to the activity seen in the study
cited above, trichloroethylene was reported to
be inactive in inducing reversions to prototrophy
in S^ typhimurium TA100 in the presence of a
mammalian metabolic activation system containing
the S-9 microsome fraction from livers of mice
(strain not specified) pretreated with pheno-
barbitone.  The data presented are insufficient
for evaluation of this test.

The chemical was reported to be active in inducing
reversions to arginine independence and weakly
active in inducing mutations to ability to me.tabo-
lize galactose in Escherichia coli K-12 (strain
not specified, but presumably 343/113 or one of
its derivatives).  In the same strain, the chemi-
cal was reported to be inactive in inducing
reversions to NAD+ prototrophy and forward muta-
tions to 5-methyltryptophan resistance.  All of
these tests were carried out in the presence of
a mammalian metabolic activation system contain-
ing liver microsomes from mice pretreated with
phenobarbital.  The data presented are insuffi-
cient for establishing the results reported.
      Other Tests  Not
      Reviewed:
None
                                        3-116
-------
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
     I.  Mammalian Systems

         A.  I_n vivo Treatment with Test Compound

             1.  Induction of Point Mutations:  -None-

             2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                 b) Somatic Cells:  -None-

         B.  In vitro Treatment with Test Compound

             1.  Induction of Point Mutations  (+/- Mammalian Metabolizing
                 System):  -None-
             2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
                 lizing  System):  -None-

    II.  Host-Mediated Assays

         A.  Indicator Organism or Cell System Administered Intraperi-
             toneally:   -None-

         B.  Indicator Organism or Cell System Exposed to Body Fluids or
             Tissues of  Treated Animals by Other Routes:  -None-

   Ill.  Non-Mammalian Systems

         A.  Microbial Systems

             1.  Induction of Point Mutations
                 a.  +/- Mammalian Metabolizing System:
                          Trichloroethylene was found to be weakly active in
                     inducing reversions to histidine prototrophy in S^
                     typhimurium TA100 in the presence of a mammalian meta-
                     bolic activation system containing a microsome fraction
                      (S-9) from the livers of B6C3Fj mice pretreated with
                     Aroclor 1254.  Agar plates containing the bacteria
                     were exposed to a vapor of trichloroethylene for one
                     hour at 37°C.  A dose-related increase in revertants
                     was observed over the concentration range 0.8-2.0%
                      (Dr. V. F. Simmon, SRI, unpublished results; cited  in
                     EMIC-21978).
                          In contrast, trichloroethylene, also administered
                     as  a gaseous mixture in air to agar plates containing
                     the bacteria, was reported to be inactive in inducing
                     reversions to histidine prototrophy in S^. typhimurium
                     TA100.  The tests were carried out in the presence  of
                     a microsome fraction  (S-9) from the livers of mice
                     pretreated with phenobarbitone, either with or without
                     an  NADPH generating system.  Time and dose-dependency
                                     3-117
-------
                 data were  reported  to  have  been obtained,  but  were not
                 presented.  Moreover,  the report is  a  meeting  abstract
                 and the  data presented are  insufficient  for  evaluation
                 of the test  (EMIC-22111).

                     Trichloroethylene was  tested in 3£.  coli K-12
                 (strain  not specified, but  presumably  343/113  or a
                 derivative thereof)  for ability to induce  mutations at
                 the galRs  locus,  to  induce  reversions  to arginine  and
                 NAD+ prototrophy, and  to induce forward  mutations  to
                 5-methyltryptophan  resistance.   In the presence of a
                 mammalian  metabolic  activation  system  containing liver
                 microsomes from mice pretreated with phenobarbital,  the
                 chemical at a  single,  3 mM  concentration,  was  reported
                 to be active in inducing reversions  to arginine proto-
                 trophy,  very slightly  active  in inducing mutations at
                 galRs, and inactive  at the  other two loci.   The data
                 presented  are  insufficient  for  evaluating  either the
                 positive or negative tests, primarily  because  results
                 at only  a  single  dose  are reported,  the  mutagenic
                 responses  observed were of  borderline  significance
                 (approximately 2.3 x the spontaneous rate  at the arg
                 operon and 1.23 x the  spontaneous rate at  galR^),  and
                 none of  the actual mutations  for either  treated or
                 control  bacteria  were  tabulated (EMIC-21339).

             b.   No Mammalian Metabolizing System:  -None-
         2.   Chromosome Damage  or  Rearrangement
             a.   +/- Mammalian  Metabolizing  System:   -None-
             b.   No Mammalian Metabolizing System:  -None-

     B.   Drosophila:  -None-
IV.   Results of Other Tests of  Genetic  Damage  Reported  in  the Literature
     But  Not Reviewed:

          In a review article published in 1976, mutagenicity data
     on trichloroethylene were  covered  briefly (EMIC-23118) .

 V.   Peripheral Literature Cited in the EMIC Data  Base:   (EMIC-4630,
     21321,  23149).
                                  3-118
-------
June 1977
                    MUTAGENICITY EVALUATION

                          SUMMARY SHEET
                                          Classification:

                                            Positive
                                            Negative/Inadequate 	X_
   COMPOUND:    N-NITROSODIPHENYLAMINE

   CAS NO.:
86-30-6
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
                None
     Negative/Inadequate
     Tests Reviewed:
                N-Nitrosodiphenylamine has been demonstrated to
                be inactive in inducing reversions to histidine
                prototrophy in Salmonella typhimurium TA100,
                TA98,  TA1535,  and TA1537 in the presence or
                absence of a mammalian metabolic activation
                system containing a rat liver microsome fraction
                (S-9).   Similarly,  the chemical has been found
                to be  inactive in inducing reversions to strepto-
                mycin  independence in Escherichia coli B6 strain
                Sd-B(TC) in the presence of a mammalian metabolic
                activation system containing either purified
                microsomes or  cell sap from rat liver.

                The chemical was also reported to be inactive in
                inducing reversions to histidine prototrophy in
                S^. typhimurium TA1530 in the presence or absence
                of a rat liver microsome fraction and in inducing
                reversions to  streptomycin independence in 15. coli
                Sd-4-73.  No data were presented on which to base
                an evaluation  of these tests.  The chemical was
                reported to be inactive in inducing reversions
                to adenine prototrophy in Neurospora crassa 38701,
                but the data presented were insufficient for
                evaluation.
     Other Tests Not
     Reviewed:
                Chromosome aberrations have been detected in the
                root tips of Vicia faba treated with N-nitroso-
                diphenylamine in the presence of light and
                acridine orange, but not in root tips treated
                with N-nitrosodiphenylamine alone.
                                       3-119
-------
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
    I.  Mammalian Systems

        A.  I_n vivo Treatment with Test Compound

            1.  Induction of Point Mutations:  -None-
            2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                b) Somatic Cells:  -None-

        B.  In vitro Treatment with Test Compound
            1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                System):  -None-

            2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
                lizing System):  -None-

   II.  Host-Mediated Assays

        A.  Indicator Organism or Cell System Administered Intraperitoneally:
            -None-

        B.  Indicator Organism or Cell System Exposed to Body Fluids or
            Tissues of Treated Animals by Other Routes:  -None-
  Ill.  Non-Mammalian Systems

        A.  Microbial Systems

            1.  Induction of Point Mutations
                a.  +/- Mammalian Metabolizing System:
                         Incorporated into the agar containing the bacteria,
                    N-nitrosodiphenylamine at concentrations ranging from
                    10 to 500 yg/plate was demonstrated to be inactive in
                    inducing reversions to histidine prototrophy in S_.
                    typhimurium strains TA100, TA98, TA1535, and TA1537 in
                    the presence or absence of a mammalian metabolic acti-
                    vation system containing a microsome fraction (S-9)
                    from the livers of rats pretreated with Aroclor 1254.
                    The investigators reporting these data caution that
                    testing of this compound was incomplete because of
                    toxicity to the bacteria at higher doses (EMIC-21337;
                    see also EMIC-23922).  N-Nitrosodiphenylamine has also
                    been found to be inactive in these strains of S_.
                    typhimurium when pre-incubation of the bacteria,
                    chemical, and metabolic activation system was carried
                    out in liquid suspension  (Dr. V. Simmon, SRI, unpub-
                    lished results).  Recently, the compound was found to
                    be inactive in S. typhimurium TA100 on pre-incubation
                                     3-120
-------
            in liquid suspension at concentrations up to and greater
            than 1 umole/ approximately 108 bacteria.  The incuba-
            tions were carried out in the presence of a microsorae
            fraction from livers of rats pretreated with pentobarbital
            (Yahagi, et al., 1977:).

                 N-Nitrosodiphenylamine has been demonstrated to be
            inactive in inducing reversions to streptomycin inde-
            pendence in 1L. coli B6 strain Sd-B(TC) in the presence
            of rat liver metabolic activation systems.  No increase
            in the number of revertants per 108 survivors over that
            in untreated controls was observed in bacteria exposed
            to the chemical at 0.05 mM/109 cells (the highest dose
            compatible with at least 30% survival, which these
            investigators defined as the minimum level at which
            mutations could be detected with adequate statistical
            significance) in the presence of purified microsomes or
            a liver cell sap preparation (supernatant from centri-
            fugation at 10,000 x g for 30 minutes).  No data were
            reported from tests done without the mammalian metabolic
            activation systems (EMIC-17876).
                 This chemical was reported to be inactive in induc-
            ing reversions to histidine prototrophy in S_. typhimurium
            TA1530 in the presence or absence of a metabolic activa-
            tion system containing a microsome fraction from rat liver.
            The test was carried out both in a liquid pre-incubation
            system and directly in soft agar plates.  No data were
            presented on which to base an evaluation (EMIC-23116).

        b.  No Mammalian Metabolizing System:

                 N-Nitrosodiphenylamine was reported to be inactive
            in inducing reversions to streptomycin independence in
            E_. coli Sd-4-73.  No data were presented on which to
            base an evaluation of this test (EMIC-5412).

                 At a 1 mM dose N-nitrosodiphenylamine was reported
            to be inactive in inducing reversions to adenine proto-
            trophy in Neurospora crassa 38701 exposed for 30 minutes.
            The data reported are insufficient for evaluation,
            primarily because results at only a single dose were
            presented and no concomitant tests of positive controls
            were reported (EMIC-8333).
    2.  Chromosome Damage or Rearrangement

        a.  +/- Mammalian Metabolizing System:  -None-

        b.  No Mammalian Metabolizing System:  -None-

B.  Drosophila:  -None-
                              3-121
-------
  IV.   Results of Other Tests of Genetic Damage Reported in the Literature
       But Not Reviewed:

            Chromosome aberrations have been detected in the root tips of
       Vicia faba treated with N-nitrosodiphenylamine in the presence of
       light and acridine orange (EMIC-8323),   No aberrations were seen
       in root tips treated with N-nitrosodiphenylamine alone (EMIC-8324).

   V.   Peripheral Literature Cited in the EMIC Data Base:

            N-Nitrosodiphenylamine was reported to be non-carcinogenic
       when administered to rats by stomach tube at a dose level equivalent
       to 400 yg dimethylnitrosamine daily, five days per week for 52 weeks
       (EMIC-8517).

            Other peripheral literature:  (EMIC-23169).
      , T.,  Nagao, M.,  Seino, Y.,  Matsushima,  T.,  Sugimura,  T.,  and
Okada, M., Mutat. Res.  48_, 121-130, 1977.
                                    3-122
-------
June 1977
                    MUTAGENICITY EVALUATION

                         SUMMARY SHEET
                          Classification:

                            Positive
                            Negative/Inadequate  X
   COMPOUND:   BENZOYL PEROXIDE

   CAS NO.:    94-36-0	
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
Benzoyl peroxide was reported to be inactive in
inducing dominant lethal mutations in the mouse,
but the data reported were insufficient for ade-
quate evaluation of the test.  Also, the route
of. administration, which was intraperitoneal,
may not be appropriate in estimating the effect
of the chemical in humans.

Benzoyl peroxide was reported to be non-toxic to
both repair deficient Escherichia coli P3478
(pol A~) and repair competent I£. coli W3110 (pol
A+).  Greater toxicity to strain P3478 may be
indicative of potential for inducing DNA damage.
Unfortunately, the data reported are insufficient
for establishing the negative result.
     Other Tests Not
     Reviewed:
Benzoyl peroxide was reported to be inactive in
inducing streptomycin and penicillin resistance
in Micrococcus pyogenes var.  aureus FDA 209, but
the tests were not reviewed because the mutagenic
events being monitored were not adequately char-
acterized.
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


       I.  Mammalian Systems

           A.  In vivo Treatment with Test Compound

               1.  Induction of Point Mutations:  -None-
                                        3-123
-------
          2.   Chromosome Damage  or  Rearrangement in a)  Germ Cells and
              b)  Somatic Cells:
                   Benzoyl  peroxide,  administered intraperitoneally (54
              and 52 mg/kg)  to male ICR/HA mice, was reported to be inactive
              in  inducing dominant  lethal mutations.  This report is essen-
              tially a  review article and the data presented are insufficient
              for evaluation of  the results.   For example, none of the im-
              plant or  fetal death  counts are presented.   Although the chem-
              ical was  tested at two  doses,  the significance of the differ-
              ence between  the two  amounts is questionable.   Also, the
              effect of the chemical  after intraperitoneal injection may
              not be relevant to effects  in humans after  exposure.  Inhala-
              tion and  ingestion may  have been more appropriate routes of
              administration (EMIC-12984).

      B.   In vitro Treatment with Test Compound
          1.   Induction of  Point Mutations (+/- Mammalian Metabolizing
              System):  -None-
          2.   Chromosome Damage  or  Rearrangemet n (+/-  Mammalian Metabo-
              lizing System): -None-

 II.   Host-Mediated Assays

      A.   Indicator Organism or  Cell  System Administered  Intraperitoneally:
          -None-

      B.   Indicator Organism or  Cell  System Exposed to  Body Fluids or
          Tissues of Treated Animals  by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems

          1.  Induction of  Point Mutations
              a.   +/- Mammalian  Metabolizing  System:  -None-
              b.   No Mammalian Metabolizing System:  -None-
          2.  Chromosome Damage  or  Rearrangement
              a.   + Mammalian Metabolizing System:  -None-
              b.   No Mammalian Metabolizing System:
                       A  500 pg  dose of benzoyl peroxide  was reported to
                  be nontoxic to both F,.  coli P3478 (pol  A~) and .E. coli
                  W3110 (pol A+).  Greater toxicity to  strain P3478 may
                  be  indicative  of  potential for inducing DNA damage.
                  The  results reported are insufficient for establishing
                  inactivity, primarily because data at only one dose
                  level are presented.  That toxicity was not detected in
                  either  strain  may be a result of the inability of
                                     3-124
-------
                 benzoyl peroxide to penetrate the agar to reach the
                 bacteria (EMIC-24127).
     B.   Drosophilia;   -None-
IV.   Results of Other Tests of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Benzoyl peroxide was reported to be inactive in inducing
     streptomycin and penicillin resistance in Micrococcus pyogenes var.
     aureus FDA 209.   These tests were not reviewed because the mutations
     monitored were not characterized adequately (EMIC-11162).

 V.   Peripheral Literature Cited in the EMIC Data Base:   (EMIC-4616) .
                                  3-125
-------
June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                                                          Classification:

                                                            Positive
                            Negative/Inadequate  x
   COMPOUND:     o-PICHLOROBENZENE

   CAS NO.:      qs-sn-1	
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
o-Dichlorobenzene was reported to be inactive in
inducing reversions to histidine prototrophy in
Salmonella typhimurium (8 strains, not identified).
The data reported were insufficient for evaluation
of the tests.  Also, the assays were spot tests,
and the method used may be inappropriate for
detecting activity with o-dichlorobenzene.

The chemical was reported to induce a very slight
increase in the frequency of reversion to
methionine prototrophy in Aspergillus nidulans
(meths").  The data reported are insufficient for
evaluating the significance of this result.
     Other Tests Not
     Reviewed:
None
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
       I.  Mammalian Systems

           A.  In vivo Treatment with Test Compound

               1.  Induction of Point Mutations:  -None-

               2.  Chromosome Damage or Rearrangement in a)  Germ Cells and
                   b) Somatic Cells:  -None-

           B.  In vitro Treatment with Test Compound

               1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                   System):  -None-
                                       3-126
-------
          2.   Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
              lizing System):   -None-

 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperitoneally:
          -None-

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems

          1.   Induction of Point Mutations

              a.  +/- Mammalian Metabolizing System:   -None-

              b.  No Mammalian Metabolizing System:

                       £-Dichlorobenzene,  applied directly to the surface
                  of solidified agar media containing the bacteria,  was
                  reported to be inactive  in inducing reversions to
                  prototrophy in 8 histidine-requiring strains of
                  S. typhimurium (strains  were not specified) at single
                  doses of 1-5 ul.  No other data were given on which
                  to base an evaluation of this test, and since
                  £-dichlorobenzene is insoluble in water, it is not
                  clear that it was able to diffuse through the agar to
                  reach the bacteria, as is required for an adequate
                  test by this procedure (EMIC-13029).

                       When incubated with a suspension of the spores
                  in saline at a dose of 200 yg/ml for 60 minutes,
                  £-dichlorobenzene was reported to increase the frequency
                  of reversion to methionine prototrophy in A. nidulans
                  (metha") from 3/106 spores (untreated controls) to 5/106
                  spores.  No results at other doses or other data are
                  reported on which to base an evaluation of the signifi-
                  cance of this result, except that meta- and para-
                  dichlorobenzene induced  higher mutation frequencies
                  (9/106 spores and 11/106 spores, respectively) and
                  3,4-dichloroaniline induced a mutation frequency of
                  60/106 spores in this test at the same dose and
                  exposure time (EMIC-5170, 5695).

          2.   Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:  -None-

      B.   Drosophila:  None
                                  3-127
-------
IV.   Results of Other Tests of Genetic Damage Reported in the
     Literature But Not Reviewed:  -None-

 V.   Peripheral Literature Cited in the EMIC Data Base:  (EMIC-4629)
                             3-128
-------
June 1977
                    MUTAGENICITY EVALUATION

                         SUMMARY SHEET
                          Classification:
                            Positive
                            Negative/Inadequate  X
   COMPOUND:    NITROBENZENE

   CAS NO.:     98-95-3
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
Nitrobenzene has been reported to induce a low
but significant level of recessive lethal muta-
tions in Drosophila melanogaster when adminis-
tered as a vapor.  The data presented are
insufficient for evaluation of the test.
     Other Tests Not
     Evaluated:
None
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
        I.  Mammalian Systems

            A.  In vivo Treatment with Test Compound

                1.  Induction of Point Mutations:  -None-

                2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                    b) Somatic Cells:  -None-

            B.  In vitro Treatment with Test Compound

                1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                    System):   -None-

                2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
                    lizing System):   -None-
                                       3-129
-------
 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperitoneally:
          -None-

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues or Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems
          1.   Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:  -None-

          2.   Chromosome Damage or  Rearrangement
              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:  -None-

      B.   Drosophila:

               Nitrobenzene was reported to induce sex-linked recessive
          lethal mutations in Drosophila melanogaster when administered
          as a vapor for 8-10 days.   The incidence was 4% of chromosomes
          analyzed compared to 0.14% of chromosomes from untreated con-
          trols.  No other data were presented on which to base an
          evaluation of the test (EMIC-10783).
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:  -None-

  V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIG-4630,
      18236).
                                 3-130
-------
June 1977
                    MUTAGEN1CITY EVALUATION

                         SUMMARY SHEET
                          Classification:

                            Positive
                            Negative/Inadequate 	X__
   COMPOUND:   STYRENE
   CAS NO.:    100-42-5
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
None
     Negative/Inadequate
     Tests Reviewed:
Styrene was reported to be inactive in inducing
forward mutations to 8-azaguanine resistance in
Chinese hamster cells (V79),  in inducing rever-
sions to histidine prototrophy in qualitative
tests in Salmonella typhimurium strains TA1535,
TA1537, TA1538, TA98, and TA100, and in inducing
sex-linked recessive lethal mutations in Drosophila
melanogaster.  The data reported for these tests
were insufficient for establishing inactivity.

Styrene was also reported to  be inactive in
inducing forward mutations to adenine dependence
in Schizosaccharomyces pombe PI either in the
presence or absence of a mammalian metabolic acti-
vation system containing purified mouse liver
microsomes, but it was not clear from the data
presented that a sufficient quantity of activated
metabolites was produced in the incubation system.
The question of efficiency of the activation system
is raised because there have been other studies
indicating that styrene may be metabolized to a
mutagen.

For example, sytrene was reported to be active in
host-mediated assays in the mouse using
Schizosaccharomyces pombe PI  (forward mutation
to adenine dependence) and Saccharomyces cerevisiae
Dij (mitotic gene conversion at the ade? and _trp_g
loci) as indicator organisms.  The chemical was
administered by gavage and the yeast were incubated
intraperitoneally in these tests.  Unfortunately,
the data presented were insufficient for establishing
activity.

Also, styrene oxide, a major human metabolite of
styrene, has been demonstrated to be active in
inducing mutations to 8-azaguanine resistance  in
                                         3-131
-------
                          Chinese hamster  cells  (V79),  in  inducing adenine-
                          dependent mutants  in Schizosaccharomyces pombe
                          Pj, mitotic  gene conversion  in Saccharomyces
                          cerevisiae D^, and in  inducing reversions to
                          histidine prototrophy  in ^.  typhimurium TA100.
                          Styrene oxide was  also reported  to  be active in
                          a  qualitative test for the induction of rever-
                          sions  to histidine prototrophy in ^.  typhimurium
                          TA1535 and in host-mediated  assays  in the mouse
                          using  the test systems described above for
                          styrene, but the data  reported for  these tests
                          were  inadequate  for establishing activity.
  Other Tests Not          None
  Reviewed:
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


     I.  Mammalian Systems

         A.  In vivo Treatment with Test Compound
             1.  Induction of Point Mutations:   -None-
             2.  Chromosome Damage or Rearrangement in a)  Germ Cells and
                 b) Somatic Cells:  -None-

         B.  JLn vitro Treatment with Test Compound
             1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                 System):
                      Styrene (8.5, 17.0 mM) was reported to be active in
                 inducing forward mutations to  8-azaguanine resistance in
                 Chinese hamster cells (V79) exposed for one hour at 37°C.
                 The data presented were inadequate for establishing
                 inactivity, primarily because results at only two doses
                 were presented, and the doses  tested covered only a twofold
                 concentration range.  In the same system, styrene oxide,
                 a major human metabolite of styrene, was found to induce a
                 dose-related increase in mutations when tested at concen-
                 trations of 4.25, 8.50, 17.0,  and 25.0 mM (EMIC-21995, 23911).
             2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                 System):  -None-

     II.  Host-Mediated Assays

         A.  Indicator Organism or Cell System Administered Intraperitoneally:

                   Styrene was reported to be active in host-mediated assays
             in  the mouse using Schizosaccharomyces pombe Pj and Saccharomyces
             cerevisiae D4 as the  indicator organisms.  The chemical was

                                      3-132
-------
          administered as a single 1000 mg/kg (1 ml of a solution in DMSO)
          dose by stomach tube,  and the effects monitored were forward
          mutation to adenine dependence in Saccharomyces pombe P^ and
          mitotic gene conversion at jidej? and trps in Saccharomyces
          cerevisiae D^.   The data presented were insufficient for estab-
          lishing activity, primarily  because dose-response was not demon-
          strated.  Also, the maximum  mutation frequency observed in
          Schizosaccharomyces pombe PI (after 12 hours of incubation)  and
          the maximum conversion frequency observed at the trps locus  in
          Saccharomyces cerevisiae D^  (after 6 hours incubation)  were  of
          borderline significance, being approximately twice those of
          untreated controls.  The maximum conversion frequency observed
          at the ade2 locus of the Saccharomyces (after 6 hours of incuba-
          tion) was markedly positive, being four to fivefold higher than
          that in untreated controls.   Styrene oxide (100 mg/kg)  was
          reported to be active in the same test systems, but these data
          were also insufficient for establishing activity because of  the
          single dose tested and because the maximal activities observed
          at all three loci were of borderline significance (EMIC-21955,
          23911).

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:   -None-

Ill.  Non-Mammalian Systems

      A.   Microbial Systems

          1.  Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:

                       Styrene (100 mM/108 yeast/assay mix) was reported
                  to be inactive in inducing forward mutations to adenine
                  dependence in Schizosaccharomyces pombe PI either in
                  the presence or absence of mammalian metabolic  activa-
                  tion system containing purified microsomes from the
                  livers of Swiss albino mice.  The chemical, yeast, and
                  activation system were incubated together for one hour
                  in liquid suspension at 37°C.   The data presented are
                  inadequate for establishing inactivity, primarily because
                  the tests were carried out at a single dose and treatment
                  time, and no evidence was presented that these  parameters
                  had been optimized for detection of mutants.

                       In the same study, styrene oxide, at concentrations
                  of 5.0, 10.0,  15.0,  and 20.0 mM, was found to induce a
                  dose-related increase in the number of adenine  mutants
                  over that in zero-time controls in Schizosaccharomyces
                  pombe Pj exposed for one hour at 37°C without metabolic
                  activation (EMIC-21995, 23911).
                                  3-133
-------
            b.  No Mammalian Metabolizing  System:
                     Styrene, applied  as a 5  yl  (approx.  500  yg)  drop
                directly onto the hardened surface  of  agar  plates
                containing  the bacteria, was  reported  to  be inactive
                in inducing revertants to  histidine prototrophy in
                Salmonella  typhimurium strains TA100 and  TA1535.   These
                were qualitative tests carried out  at  a single, high
                dose and, therefore, not adequate for  establishing a
                negative result.  Styrene  oxide  was also  tested and was
                active  in qualitative  tests in both strain  TA1535 and
                TA100.  It  was shown to induce a dose-related increase
                in revertants in strain TA100 when  spotted  on the
                hardened agar containing the  bacteria  or  applied to the
                lids of petri dishes containing  the bacteria  in doses
                of 50,  200, and 500 yg.  Higher  activity  was  observed
                when the chemical was  applied to the lid  of the petri
                dish, indicating that  it was  better dispersed to  the
                bacteria as a vapor than by diffusion  through the agar.
                Both styrene and styrene oxide were tested  by the quali-
                tative  spot method at  single  doses  of  5 yl  and reported
                to be inactive in inducing reversions  to  histidine
                prototrophy in S_. typhimurium strains  TA1537,  TA1538,
                and TA98 (EMIC-21384) .

         2.   Chromosome  Damage or Rearrangement
             a.  +/- Mammalian Metabolizing System:   -None-
             b.  No Mammalian Metabolizing  System:
                     Styrene oxide was found  to  be  active in  inducing
                gene convertants to adenine independence  in Saccharomyces
                cerevisiae  D^.  No tests with styrene  in  this  system in
                vitro were  reported  (EMIC-23911).

     B.   Drosophila:

              Styrene was reported to be inactive in the induction of
         sex-linked recessive lethal mutations in Drosophila melanogaster
         (C1B/W Test).   This report was essentially  an  editorial review
         and no data were presented on  which to base an evaluation of the
         test (EMIC-18783).
IV.  Results of Other Tests  of  Genetic  Damage Reported in  the Literature
     But Not Reviewed:   -None-

 V.  Peripheral Literature Cited in the EMIC Data Base:  -None-
                                 3-134
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June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                           Classification:
                             Positive
                             Negative/Inadequate
   COMPOUND:   HEXAMETHYLENETETRAMINE

   CAS NO.:    100-97-0
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests Reviewed:
None
Hexamethylenetetramine was  reported  to  induce
dominant  lethal mutations in mice when  admin-
istered orally at  a  dose of 25,000 mg/kg-bw.
The  chemical was reported to be inactive in
inducing  dominant  lethal mutations in mice when
administered in single intraperitoneal  doses of
800,  1000,  1200, or  1500 mg/kg, and  in  single,
intraperitoneal doses of 10,000 and  25,000 mg/kg
(the  compound is highly toxic at this dose by
this  route  of administration).  The  data pre-
sented are  insufficient for establishing the
results reported.

The chemical was reported to induce  chromosome
aberrations in HeLa  cells and human  lymphocytes
treated in  culture.  In both tests,  the data
reported were insufficient for establishing
activity, primarily  because effects were
observed only at single, high doses.

Hexamethylenetetramine was reported  to be more
toxic to DNA repair  deficient Escherichia coli
p3478 (Pol A~) than to repair competent E. coli
W3110 (Pol A+).  Greater toxicity to  strain~lT3T78
may be indicative of potential for inducing DNA
damage.  The data from this test are also insuf-
ficient for establishing a positive  effect, as
the enhanced toxicity was recorded at a single,
high dose.

The chemical was reported to be mutagenic in
Drosophila melanogaster, but the data presented
are insufficient for evaluation of this test.
    Other Tests Not
    Reviewed:
Hexamethylenetetramine was reported to induce
sterility mutants in Aspergillus niger.
                                        3-135
-------
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


     I.  Mammalian Systems

         A.  Iu_ vivo Treatment with Test Compound

             1.  Induction of Point Mutations:  -None-

             2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                 b) Somatic Cells:
                      Hexamethylenetetramine, on oral administration of a
                 single dose of 25,000 mg/kg-bw, was reported to be active
                 in inducing dominant lethal mutations in male C3H mice.
                 Each treated male was mated to three virgin females weekly
                 for 8 weeks, and the pregnant females were sacrificed and
                 analyzed 13.5 - 15.5 days after observation of a vaginal
                 plug.  No stage of spermatogenesis was specifically sensi-
                 tive to the chemical.  In this study, hexamethylenetetramine
                 was also tested in C3Hxl01Fi mice at 10 g/kg by intraperi-
                 toneal injection and in C3H mice at 25 g/kg by intraperitoneal
                 injection (the chemical was highly toxic at this dose by this
                 route of administration).  The chemical was reported to be
                 inactive in these tests.  The data for all three tests are
                 inadequate for establishing the effects reported, primarily
                 because results at only single doses are presented.  Also,
                 adequate demonstration of a positive result would have
                 required a dose-related increase in the incidence of dominant
                 lethals at a specific stage of spermatogenesis (EMIC-5273,
                 7306, 11378).

                      The same investigators reported a preliminary study in
                 which hexamethylenetetramine was inactive in inducing dominant
                 lethal mutations in C3H mice given single, intraperitoneal
                 injections of 800, 1000, 1200, and 1500 mg/kg.  No other data
                 were presented on which to base an evaluation, and the
                 dose range tested (only a twofold increase overall) was inade-
                 quate for establishing inactivity.  Also, intraperitoneal
                 administration may not be a relevant route of exposure in
                 estimating the potential effects of a chemical on humans.
                 The oral route used in the formal study may have been more
                 appropriate  (EMIC-5273, 7306).

          B.   In  vitro Treatment with Test Compound

              1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                 System):  -None-

              2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                 System):

                      Hexamethylenetetramine was reported to induce chromosome
                 aberrations  (fragments, deletions, and breaks) in HeLa cells
                 treated in culture at a concentration of 1 x 10~3M for 16
                 hours.  No aberrations were seen in tests at 1 x 10~5 or
                                     3-136
-------
              1 x 10~4M.   The data were inadequate for establishing a
              positive result, primarily because a significant response
              was observed at only a single dose (EMIC-7306).

                   Hexamethylenetetramine at maximum tolerated doses
              was reported to induce chromosome aberrations in human
              lymphocytes treated in culture, but no aberrations were
              seen in cells treated with doses in the therapeutic range.
              This report is essentially a review article and  no data
              are presented on which to base an evaluation of  these
              tests (EMIC-527A).

 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperitoneally:
          -None-

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems

          1.  Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:

                       A 6 mg dose of hexamethylenetetramine was reported to
                  be more toxic to ,£. coli P3478 (Pol A~) than  to JL.  coli
                  W3110 (Pol A+).   Greater toxicity to strain P3478 may be
                  indicative of potential for inducing DNA damage.  The results
                  reported are insufficient for establishing activity, primarily
                  because no data indicating a dose-response are presented (the
                  compound was tested at two doses, 500 yg and 6 mg, but toxi-
                  city was observed only at the higher dose).   It was suggested
                  that the activity observed was in response to formaldehyde,
                  a potential degradation product of hexamethylenetetramine,
                  but no data on the activity of formaldehyde  are reported to
                  substantiate this hypothesis.  It should also be noted, as
                  suggested by these investigators, that the usefulness of this
                  test as a quantitative assay may be questionable because of
                  the instability of the PolA" mutant and difficulties in
                  demonstrating reproducibility (EMIC-24127).

          2.  Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.   Drosophila:

               Hexamethylenetetramine (30-50 mg or 100 mg vapor) and its
          calcium chloride salt (0.5, 2.0 g  vapor) were reported to be inactive
          in inducing mutations in Drosophila melanogaster, when insects were
                                3-137
-------
         treated in either the larval or imago stages of metamorphosis.
         The data presented are inadequate for establishing a negative
         result because the dose levels tested for each chemical covered
         only a narrow range (three- to four-fold maximum differential),
         the number of chromosomes analyzed was small,  and the experi-
         mental methods were not adequately detailed (i.e., the types of
         mutations monitored were not specified)  (EMIC-4585).
IV.   Results of Other Tests  of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Hexamethylenetetramine was  reported to  induce sterility
     mutants in Aspergillus  niger.  The study was not  reviewed,
     primarily because the mutational event  monitored  has not been
     adequately characterized (EMIC-8633).

 V.   Peripheral Literature Cited in the EMIC Data Base:   -None-
                               3-138
-------
June 1977
                    MUTAGENICITY EVALUATION

                         SUMMARY SHEET
                           Classification:

                             Positive   x
                             Negative/Inadequate
   COMPOUND:    EPICHLOROHYDRIN

   CAS NO.:     1Q6-89-8
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
 Epichlorohydrin has been shown  to induce
 chromosome aberrations in bone  marrow of
 female  ICR mice treated ±n vivo and in
 human lymphocytes treated in vitro.

 The  chemical has also been shown to be active
 in a host-mediated assay in ICR female mice
 using Salmonella typhimurium strains G-46,
 TA100,  and TA1950 as indicator  organisms.
 Induction of reversions to histidine prototrophy
 was  the mutational event monitored in the
 Salmonella; the chemical was administered
 intramuscularly (using strains  TA100 or G-46
 as indicators) or subcutaneously (using TA1950
 as the  indicator); and the bacteria were
 incubated in the peritoneal cavity of the mice.

 Epichlorohydrin has been demonstrated to induce
 reversions to histidine prototrophy in J3.
 typhimurium strains G-46 and TA100, reversions
 to tryptophan prototrophy in Escherichia coli
 B/r  (try"), and reversions to adenine prototrophy
 in Neurospora crassa W.40 "distinctus" A in tests
 in vitro.
     Negative/Inadequate
     Tests Reviewed:
Epichlorohydrin was reported to be inactive in a
dominant lethal assay in male ICR/HA Swiss mice.
The data presented are inadequate for evaluation
of the test.  Also the route of administration
used (intraperitoneal) may not be relevant to
estimating the risks of human exposure.

An increase in the percent of chromosome aberrations
was reported to have been observed in lymphocytes
from a group of workers after a year of exposure to
epichlorohydrin.  The data presented are preliminary
and insufficient for evaluation of the effect of the
chemical.
                                        3-139
-------
                        In host-mediated assays in female ICR/HA Swiss
                        mice, the chemical was found to be inactive when
                        S_. typhimurium strains TA1951 and TA1952 were
                        used as indicator organisms.  As described above
                        for the positive assays, the mutational event
                        monitored in the Salmonella was reversion to
                        histidine prototrophy; the chemical was adminis-
                        tered subcutaneously; and the bacteria were
                        incubated in the peritoneal cavity of the mice.

                        In qualitative tests jin vitro, epichlorohydrin
                        was reported to be inactive in inducing rever-
                        sions to histidine prototrophy in j^. typhimurium
                        strains TA1534, TA1537, TA1538, TA1950, TA1951,
                        and TA1952.  The data presented and the methods
                        used are inadequate for establishing the negative
                        results, but inactivity in strains TA1534, TA1537,
                        TA1538, TA1951, and TA1952 might be predicted,
                        since these strains are designed to detect frame-
                        shift mutagens and epichlorohydrin would be
                        expected to be more active in inducing base-
                        substitution mutations.

                        Epichlorohydrin was reported to be non-toxic to both
                        DNA  repair competent Bacillus subtilis  168 and repair
                        deficient J3. subtilis strains MC-1, FB-13, and HCR-9.
                        Greater toxicity to any of the repair deficient strains
                        than to the repair competent strain may be indicative
                        of potential for  inducing  DNA damage.  The data pre-
                        sented are insufficient for evaluation.

                        In meeting abstracts, epichlorohydrin was reported
                        to be mutagenic in unspecified strains of ^.
                        typhimurium and Escherichia coli and in inducing
                        forward mutations to streptomycin resistance in
                        Klebsiella pneumoniae.  No data were presented
                        on which to base evaluations.

Other Tests Not         Epichlorohydrin has been reported to induce
Reviewed:                mutations to nitrous acid sensitivity in
                        Saccharomyces  cerevisiae 55R5 and to be inactive
                        in inducing streptomycin and phage resistance in
                        Xanthomonas phaseoli var. fuscans.  The chemical
                        has  also been  reported to have been used in a
                        variety of microorganisms  (i.e., strains of
                         Streptomyces,  Penicillium, Arthrobacter, and
                         Cephalosporium)  to induce mutations which improve
                         antibiotic production.  The mutational  events occurring
                        in these studies are not adequately characterized
                        for  evaluation as measures of the gene-damaging
                        potential of epichlorohydrin.

                        The  chemical has been reported to induce chromosome
                        aberrations in root tips of Vicia faba  and at
                        eceriferum loci  in barley.


                                   3-140
-------
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
     I.  Mammalian Systems

         A.  In vivo Treatment with Test Compound

             1.  Induction of Point Mutations:  -None-

             2.  Chromosome Damage or Rearrangement in

                 a)  Germ Cells:

                          Administered intraperitoneally in a single dose of
                     150 mg/kg, epichlorohydrin was reported to be inactive in
                     inducing dominant lethal mutations in male ICR/HA Swiss
                     mice.  The data presented are insufficient for evaluation
                     of this test, primarily because results at only a single
                     dose were reported and none of the parameters used to
                     detect dominant lethals were tabulated (e.g., early fetal
                     deaths and total implants).  Also, effects observed after
                     intraperitoneal administration may not be relevant to
                     effects observed in humans exposed to the chemical.
                     Inhalation or ingestion may have been more appropriate
                     routes of administration (EMIC-12984).

                 b)  Somatic Cells:
                          Epichlorohydrin has been demonstrated to induce a
                     dose-related increase in the incidence of chromosome
                     aberrations over that observed in untreated controls in
                     bone marrow cells from treated, female ICR/HA mice.  Dose-
                     response was observed at 24 hours after intraperitoneal
                     administration of single doses between 1 and 20 mg/kg and
                     oral administration of single doses of 5 and 20 mg/kg.
                     Significant incidences of chromosome breaks were also
                     observed 6, 24, and 48 hours after single intraperitoneal
                     doses of 50 mg/kg; 6 hours after five intraperitoneal doses
                     (in 7 days) of 5, 10, and 20 mg/kg; 6 hours after five
                     doses (one per day) of 10 mg/kg; 24 hours after a single
                     oral dose of 40 mg/kg; 6, 24, and 48 hours after a single
                     oral dose of 100 mg/kg; 6 hours after five oral doses (in
                     7 days) of 20 mg/kg; and 6 days after five (one per day)
                     oral doses of 20 mg/kg.  The number of animals tested per
                     dose and the statistical analysis of the data were not
                     reported (EMIC-23532).
                          An increase in the percent of chromosome aberrations
                     in lymphocytes was observed in workers exposed to epi-
                     chlorohydrin for a year.  These preliminary data are from
                     a prospective study in which the control is the blood of
                     the same workers before exposure.  Unfortunately, the data
                     presented were insufficient for evaluation of the effect
                     of epichlorohydrin because the number of workers tested
                     and the number of cells analyzed per worker were not
                     specified, and the blood samples were pooled rather than
                     tested separately for each worker  (EMIC-24116).
                                      3-141
-------
    B.   In vitro  Treatment with Test  Compound

         1.   Induction  of Point  Mutations  (+/- Mammalian Metabolizing
             System):   -None-
         2.   Chromosome Damage or Rearrangement (+/-  Mammalian Metabolizing
             System):
                  Epichlorohydrin has  been demonstrated to  induce a
             limited, dose-related increase in the  percentage of chromo-
             some  aberrations  (primarily chromatid  breaks)  over that in
             untreated  controls  in human lymphocytes  (pooled from one male
             and one  female) treated in culture with  10~8 - 10~5M epichloro-
             hydrin.  These results were obtained in  lymphocytes treated
             during  the last 24  hours  of cultivation.   The  cells were
             analyzed in metaphase (EMIC-21912,  23532).
                  These investigators  also applied  a  banding technique
             to the  analysis of  cytogenetic effects of  epichlorohydrin in
             human lymphocytes.   Using essentially  the  banding method of
             Burkholder and Comings (Exptl.  Cell Research 75, 268-71, 1972)
             which involves trypsinization of  metaphase chromosome prepara-
             tions followed by Giemsa  staining,  a significant increase in
             the percent of chromosome aberrations  over that in solvent
             controls was observed in  the  lymphocytes treated in culture
             with  10~6M epichlorohydrin for the last  24 hours of cultivation.
             The breaks observed showed non-random  distribution among the
             chromosomes.  For example, breaks in the 9ql2  chromosome seg-
             ment  were  observed  significantly  more  frequently than in other
             segments,  and the whole Y chomosome appeared to be insensitive
             to breaks. The percentage of aberrations  was  far higher than
             that  observed by  the conventional technique at the same con-
             centration (28% by  banding vs.  2.0% by conventional staining;
             in untreated controls, 4.0% aberrations  were detected by
             banding vs. 1.0% by conventional  staining).  It should be
             noted that the higher number  of breaks observed by banding
             could be an artifact of the technique  (e.g., gaps may appear
             to be breaks) as well as  a result of increased sensitivity in
             detecting  aberrations. Ideally,  the numbers of breaks detected
             would have been the same  by both  methods (EMIC-20626, 21913).

II.   Host-Mediated Assays

     A.   Indicator Organism or Cell System Administered Intraperltoneally:
              Epichlorohydrin has been demonstrated to  be active in the host-
         mediated  assay in female, ICR mice using JS.  typhimurium G-46, TA100,
         and  TA1950  as  indicator organisms.  A limited  dose-response relation-
         ship was  demonstrated in the  induction of  reversions to histidine
         prototrophy in these  strains.  Following incubation for three hours
         after single intramuscular (for G-46  and TA100)  or subcutaneous
         (TA1950)  injections of  50 and 100 mg/kg of the chemical in DMSO1,
         mutation  frequencies  greater  than those in controls were observed
         in all three strains, with the values  at 100  mg/kg  higher than those
      = dimethyl sulfoxide.

                                  3-142
-------
          at 50 mg/kg.  The investigators reporting these data considered
          the mutation frequencies obtained at 100 mg/kg (which were 5.09,
          3.50, and 2 x Mf in untreated controls for G-46,  TA100, and
          TA1950 respectively) to be significantly positive.  In similar
          assays at the same doses, no activity was detected in inducing
          reversions to histidine prototrophy in £±. typhimurium strains
          TA1951 and TA1952.  No positive controls were reported.  Epi-
          chlorohydrin was also found to be mutagenic in vitro in strains
          G-46 and TA100 (EMIC-23532).

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.  Non-Mammalian Systems

      A.   Microbial Systems

          1.  Induction of Point Mutations

              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:

                       Epichlorohydrin has been demonstrated to induce
                  reversions to histidine prototrophy in _S_.  typhimurium
                  strains G-46 and TA100.  The bacteria were exposed to
                  the chemical for 60 minutes and dose-related increases
                  in mutations were observed over the concentration range
                  of 1.08 x 10~3 - 1.08 x 10-^ in strain G-46 and 1.08 x
                  10~3 - 5.4 x 10~2M in strain TA100.  The  method of
                  exposing the bacteria to the compound was  not specified
                  and the dose-response effect observed was  not linear.
                  In spot tests in which 50 yl of solutions  of 1, 10, 50,
                  and 100% epichlorohydrin (solvent not specified) were
                  applied to hardened top agar containing the bacteria,
                  reversions to histidine prototrophy were  observed in
                  _§.. typhimurium strain G-46 at 10, 50, and 100% and in
                  strain TA100 at 1 and 10%.  No reversions  were seen in
                  other strains tested at these concentrations (TA1950,
                  TA1951, TA1952, TA1534, TA1537, TA1538).   Since epichloro-
                  hydrin is insoluble in water, it is not certain that it
                  diffuses through agar to reach the bacteria; hence, the
                  reliability of this spot technique in testing the compound
                  is questionable.  The negative results in strains TA1534,
                  TA1537, TA1538, TA1951, and TA1952 might  have been predicted
                  since these strains best detect frameshift mutations and
                  epichlorohydrin would be expected to be more active in
                  inducing base-substitution mutations (EMIC-23532).

                       In a second study, epichlorohydrin (in DMSO),
                  incorporated into molten top agar containing the bacteria,
                  was shown to be active in inducing reversions to histidine
                  prototrophy in j^. typhimurium TA100.  The activity was
                  demonstrated to be dose-related over the range 25.6 - 500 uM.
                                    3-143
-------
It should be noted that since epichlorohydrin is
volatile, incorporation into molten agar may be a
less effective technique for treating the bacteria
than would be exposure to a vapor of the chemical
(EMIC-23138).
     The toxicities of epichlorohydrin to J5. subtilis
strains 168  (wild type), MC-1 (hcr+, rec"), FB-13
(uvr~, rec+), and HCR-9 (hcr~, rec+) were tested.
Greater toxicity to any of the repair deficient strains
than to the wild type may be indicative of potential
to induce DNA damage.  In these tests, epichlorohydrin
(as a 0.113M solution in DMSO) was applied to filter
paper discs which were then placed directly on agar
plates containing the bacteria.   No growth inhibition
was observed in any strain.  The data presented are
insufficient for evaluation, since results at only a single
dose were reported and the lack of inhibition in any
strain raises the possibility that the chemical was
unable to diffuse through the agar to reach the bacteria
(EMIC-23138).
     Epichlorohydrin has been shown to induce reversions
to tryptophan prototrophy in _E.  coli B/r (try").  The
compound was tested as 0.6 ml of a 1:1 ethanol solution
which was added to a suspension of 7 x 10  bacteria in
50 ml 0.1M phosphate buffer (pH 7.2).  Although results
at only a single dose were presented, the test is judged
to be positive since significant activity was observed
in several trials involving treatment times ranging from
0 to 25 minutes and expression on several media (e.g.,
minimal media, minimal media plus glutamic acid, minimal
media plus glutamic acid and 0.05% broth).  Also the
mutational event monitored has been well characterized
(see Schwartz, N. and Strauss, B., Nature 182, 888,
1958 and Demerec, M. and Cahn, E., J. Bacteriol. 65,
27-36, 1953) (EMIC-6982).

     Another group of investigators reported epichlorohydrin
to be mutagenic in ^. typhimurium and _E. coli (strains not
specified)  (EMIC-16208).  Also,  the chemical was reported
to induce forward mutations to streptomycin resistance in
Klebsiella pneumoniae (EMIC-13640).  Both of these reports
are meeting  abstracts, and no data are presented on which
to base evaluations.

     Epichlorohydrin has been demonstrated to induce
reversions  to adenine prototrophy in Neurospora crassa W.40
"distinctus" A.  Although dose-response data were not
reported, the results presented were obtained at an optimal
dose  (a concentration yielding approximately 50% survival
after 45 minutes exposure) and incubation time  (the treat-
ment  time yielding the highest percentage of mutants).  For
epichlorohydrin a mutation frequency of 135.2 revertants/
10° survivors was observed on one hour of treatment of
73.6  x 10s  conidia at a concentration of 0.15M chemical in
water  (EMIC-5000).
                   3-144
-------
IV.  Results of Other Tests of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Epichlorohydrin has been reported to induce mutations to nitrous
     acid sensitivity in Saccharomyces cerevisiae 55R5 (EMIC-21777) and
     to be inactive in inducing streptomycin resistance and phage resis-
     tance in Xanthomonas phaseoli var. fuscans (EMIC-11454).   These tests
     were not evaluated as the systems were inadequately characterized
     as screens for the induction of genetic damage.

          The chemical is reported to have been used to induce mutations
     which improve antibiotic production in a number of microorganisms,
     namely Penicillium chrysogenum, Streptomyces nodosus, Streptomyces
     noursei, Streptomyces umbrinus, Streptomyces prasinus, Streptomyces
     roseochromogenes, and Arthrobacter simplex (EMIC-9212), and
     Cephalosporium acremonium (EMIC-22526).   These mutations  are also
     inadequately characterized for evaluation of these tests  as screens
     for the gene-damaging potential of epichlorohydrin.
          Epichlorohydrin has been reported to induce chromosome
     aberrations in root tip meristems of Vicia faba (EMIC-9488)
     and mutations at eceriferum loci in barley (EMIC-4641).

          In a monograph published in 1976, mutagenicity data  on
     epichlorohydrin were reviewed briefly (EMIC-23118).

 V.  Peripheral Literature Cited in the EMIC Data Base:   (EMIC-9179).
                                 3-145
-------
June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:

                            Positive   x
                            Negative/Inadequate
   COMPOUND:  ETHYLENE DIBROMIDE (EDB)
   CAS NO.:    106-93-4
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
      Negative/Inadequate
      Tests  Reviewed:
•Ethylene difaromide was shown to induce unscheduled
DNA repair in cultured opossum lymphocytes.

The chemical was shown to be active in the host-
mediated assay in the mouse using Salmonella
typhimurium G-46 as the indicator organism.
Induction of reversions to histidine prototrophy
was the mutational event monitored in the
Salmonella; the chemical was administered intra-
muscularly; and the bacteria were incubated in the
peritoneal cavity of the mouse.  (In a qualitative
test, ethylene dibromide was also reported to be
active in inducing mutations in j^. typhimurium
G-46 in vitro.)

The compound was demonstrated to be weakly active
in inducing reversions to histidine prototrophy in
£. typhimurium strains TA1530, TA1535, and TA100,
to induce forward mutations at the Ad-3 gene locus
(to a requirement for adenine) in  Neurospora crassa,
and to be highly active in inducing mitotic gene
conversion in Saccharomyces cerevisiae D^.

Ethylene dibromide was also shown to be active in
inducing sex-linked recessive lethal mutations in
Drosophila melanogaster.  These mutations were
observed specifically in spermatids and spermatocytes.

The chemical was reported to be inactive in inducing
chromosome breakage in human lymphocytes.  No data
were given on which to base an evaluation of this
test.

Ethylene dibromide was found to be inactive in
inducing deletions in the gal-chjL gene region of
S.. typhimurium LT-2.

The compound was reported to be inactive in the
dominant lethal test in the mouse following intra-
peritoneal or oral administration.  The data pre-
sented were insufficient for an adequate evaluation
of this test.

         3-146
-------
                           Ethylene dibromide was reported to be inactive in
                           inducing reversions to leucine prototrophy in
                           Serratia marcescens A21 in the host-mediated assay
                           in the mouse.  The chemical was administered intra-
                           muscularly and the bacteria, intraperitoneally.
                           However, the data given were insufficient for
                           establishing a negative result.  The compound was
                           also reported to be inactive in vitro in a qualita-
                           tive test with S_. marcescens, but no data were given
                           on which to base an evaluation.

                           The chemical was reported to be inactive in inducing
                           reversions to histidine prototrophy in j^.
                           typhimurium strain TA1538.  The data presented and
                           the methods used were inadequate for establishing
                           the negative result, the inactivity in strain TA1538
                           would be predicted since this strain is designed to
                           detect frameshift mutations and ethylene dibromide
                           would be expected to be more active in inducing
                           base-substitution mutations.

                           Ethylene dibromide was reported to be more toxic to
                           repair deficient Escherichia coli P3478 (pol A~)
                           than to repair competent E_. coli W3110 (pol A+) .
                           Greater toxicity to strain P3478 may indicate poten-
                           tial for inducing DNA damage.  The data reported
                           were insufficient for evaluating the effect of
                           ethylene dibromide.

  Other Tests Not          Ethylene dibromide was reported to cause pink
  Reviewed:                somatic mutations in stamen hair cells of
                           Tradescantia mutable clones 02, 0106, and 4430.

                           The compound was reported to be mutagenic in barley
                           kernels, but not to cause chromosome breaks in root
                           tips of Allium.
Evaluation of Tests Data Reported in Literature Cited in the EMIC Data Base:
     I.  Mammalian Systems

         A.   In vivo Treatment with Test Compound
             1.  Induction of Point Mutations:  -None-
             2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                 b) Somatic Cells:
                      Ethylene dibromide was reported to be inactive in inducing
                 mutations when administered intraperitoneally (18 or 90 mg/kg)
                 or orally (5 times, 50 or 100 mg/kg) to male ICR/HA Swiss mice.
                 This report is essentially a review article and the data
                                    3-147
-------
             presented were insufficient for establishing a negative
             result,  primarily because none of the relevant parameters
             were tabulated (e.g.  total implants, early fetal deaths,
             and pregnancy rates)  (EMIC-12984).

     B.   In vitro Treatment with Test Compound
         1.   Induction of Point Mutations (+/- Mammalian Metabolizing
             System):   -None-
         2.   Chromosome Damage or Rearrangement  (+/- Mammalian
             Metabolizing System):
                  Ethylene dibromide (10~6 - 10~2M/15 x 106 cells) was
             found to induce unscheduled DNA synthesis (UDS) in opossum
             lymphocytes treated for one hour.  Although positive and
             negative control values were not given, the results are
             considered positive since the effect observed was dose-
             related  and the level  of UDS was greater than that induced
             by either methyl- or ethylmethanesulfonate (EMIC-17827).

             The compound was reported to be inactive in inducing
             chromosome breakage in human lymphocytes.  This report was
             a meeting abstract and no data were presented on which to
             base an  evaluation (EMIC-20037).

II.   Host-Mediated Assays

     A.   Indicator Organism or Cell System Administered Intraperitoneally:

              Ethylene dibromide has been reported to cause reversions to
         histidine prototrophy in ^. typhimurium G-46 in the host-mediated
         assay in mice.  In this test a single high dose of 500 mg/kg was
         administered intramuscularly to the mice and the bacteria were
         incubated in the peritoneal cavity.  The mutation frequency was
         6.23/108 vs. 0.77/108 in untreated controls.  Because of the high
         mutation frequency relative to that of  controls, the test is
         judged to be positive with the reservation that the activity was
         reported only for a single high dose in only 6 animals, and there
         were no data presented to  indicate dose-response.  As it was also
         reported to  be active i.n vitro ( in  a qualitative  test ) there is
         no evidence  that mammalian metabolism affected the mutagenicity
         of ethylene  dibromide in S_. typhimurium G-46 (EMIC-13608, 14101).
              In contrast, the chemical administered intramuscularly was
         reported to  be inactive in inducing reversions to leucine proto-
         trophy in Serratia marcescens A21 in the host-mediated assay in
         the mouse.  The compound was also reported to be inactive in
         jS_. marcescens in a qualitative test in vitro.  The data presented
         are insufficient for evaluating the effect of ethylene dibromide
         in the host-mediated assay with ^. marcescens, since results at
         only a single dose were reported for only 6 animals (EMIC-13608,
         14101).                                              	

     B.   Indicator Organism or Cell System Exposed to Body Fluids or
         Tissues of Treated Animals by Other Routes:  -None-
                               3-148
-------
III.  Non-Mammalian Systems

      A.  Microbial Systems

          1.  Induction of Point Mutations
              a.  ± Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:

                       Administered as a liquid directly into molten agar
                  containing the bacteria, ethylene dibromide has been
                  shown to be weakly active in inducing reversions to
                  histidine prototrophy in _£>_. typhimurium TA1535 and TA100.
                  The activity was linearly dose-related, and the test was
                  carried out without a mammalian metabolic activation
                  system (EMIC-21337).  Since ethylene dibromide is volatile,
                  application into molten agar may not be the optimal mode
                  of exposure.  Higher mutation frequencies are observed
                  in the Salmonella when ethylene dibromide is placed on a
                  filter disc and then laid on the agar, or when the plates
                  containing the bacteria are exposed to the compound as a
                  vapor (Dr. V. F. Simmon, SRI, personal communication).

                       In qualitative tests, ethylene dibromide has been
                  shown to be active in inducing reversions to histidine
                  prototrophy in S_. typhimurium strains TA1530 and TA1535.
                  In these tests, 10 yl of the chemical were applied to a
                  filter paper disc, which was then laid on hardened agar
                  containing the bacteria.  Using the same technique for
                  exposing the bacteria to ethylene dibromide, a linear,
                  dose-related increase in mutagenic activity over a range
                  of approximately 2-12 ymole/plate was observed in TA1530.
                  Since this exposure technique does not completely
                  accommodate the volatility of ethylene dibromide, it is
                  probable that mutation frequencies observed (e.g., 300-
                  1500 revs/plate over the dose range tested in strain
                  TA1530)  may be lower than could have been expected had the
                  bacteria been exposed to the full dose of chemical.
                  Ethylene dibromide tested by this technique at the single
                  10 pi dose was reported to be inactive in S^. typhimurium
                  TA1538.   Because data for only a single dose were reported
                  and because of the inaccuracy inherent in determining the
                  effective dose by the filter paper technique, this result
                  is insufficient for evaluating the mutagenicity of ethylene
                  dibromide in strain TA1538 (although inactivity in strain
                  TA1538 might be predicted since the strain is designed to
                  detect frameshift mutagens and ethylene dibromide is more
                  likely to cause base-substitution mutations) (EMIC-20029).

                       Ethylene dibromide has also been reported to be more
                  toxic to DNA repair deficient .E. coli W3478 (pol A~) than
                  to repair competent JS. coli W3110 (pol A+).  Greater
                  toxicity to strain P3478 may reflect potential for inducing
                  DNA damage.  The data reported are insufficient for evalu-
                  ating the effect of the chemical since results at only a
                  single dose (10 ul/plate) are presented (EMIC-20029.  The
                                    3-149
-------
            adequacy  of  this  assay as a quantitative test has been
            questioned by other  investigators (Fluck et^ a±.,  1976,
            EMIC-24127)  because  of the instability of the pol A
            mutant, and  because  of difficulties in obtaining  dose-
            response  and in demonstrating reproducibility.
                 Ethylene dibromide has been shown to cause forward
            mutations (at the ad-3 gene locus)  to a requirement for
            adenine in Neurospora crassa.  The  conidia were treated
            for 3 hours  with  1.2-1.63 pi/ml ethylene dibromide in
            0.06M phosphate buffer pH 7.0 containing 10% DMSO.  At
            1.6 yl/ml the mutation frequency induced by the compound
            was 30/106 survivors compared to 0.5/106 survivors for
            untreated controls (10% DMSO and buffer only) (EMIC-5480,
            7225).
                 Ethylene dibromide has been shown to be inactive in
            inducing  deletions in the gal-chl gene region of  S^.
            typhimurium  LT-2  (EMIC-20068).

    2.   Chromosome Damage or  Rearrangement
        a.   ± Mammalian  Metabolizing System:  -None-
        b.   No Mammalian Metabolizing System:
                 Ethylene dibromide has been reported to be highly
            active in inducing mitotic gene conversion in S^.
            cerevisiae DI+.  Although the data reported are insuf-
            ficient for  evaluation of this  test,  primarily because
            data at only a single dose were presented and no  details
            of the method used to suggest that  dose-response  had
            been established  were presented, the  effect reported was
            strongly  positive.   At a concentration of 0.17 mM on
            treatment for 27  hours, 10.8 convertants/105 survivors
            were observed at  the ade_2 locus vs.  O.A8 in untreated
            controls  and 8.85 convertants/105 survivors were  observed
            at the trps  locus vs. 0.82 in untreated controls.  The
            results are  drawn from three trials (EMIC-20762).

B.  Drosophila:

         The chemical was reported to be active in the induction of
    sex-linked recessive lethal  mutations in Drosophila melanogaster.
    Males were given  a 0.3 mM solution of the chemical orally over a
    three-day period, and then were mated with sets of two new females
    every three days  to  establish three broods.   Although the results
    of only one dose  level are reported, a significant increase in
    percent of lethals over controls was observed, particularly in the
    second and third  broods,  which correspond to effects in spermatid
    and spermatocyte  stages of spermatogenesis (EMIC-17636).
                          3-150
-------
IV.  Results of Other Tests of Genetic Damage Reported In the Literature
     But Not Reviewed:

          Ethylene dibromide was reported to cause pink somatic mutations
     in stamen hair cells of Tradescantia (mutable clones 02, 0106, and
     4430).   An exponential dose-response was demonstrated in all three
     clones (EMIC—21925).  Similar results have been reported in several
     other studies (EMIC-18021, 18022, 18929, 18937, 21245, 23972)
     including one using [3H] EDB (EMIC-23973).   In one study, the muta-
     tion frequency was found to increase nearly linearly with the product
     of concentration and time (EMIC-21244).   It was suggested that the
     phenotypic changes are associated with chromosome breakage, gene
     mutation, chromosome non-disjunction, or somatic crossing-over
     (EMIC-17669).

          The chemical has been reported to induce chromosome aberrations
     and single-strand breaks in DNA in barley kernels (EMIC-19016).

          Ethylene dibromide was reported to be inactive in inducing
     chromosome breaks in root tips of Allium, but the report is a meeting
     abstract and no experimental details or data were presented
     (EMIC-20037).

          The combined effect  of ethylene dibromide and X-rays in inducing
     gene damage in Drosophila was reported to have been studied.   The
     report was a meeting abstract and neither the assay systems nor
     experimental data were presented (EMIC-12223).

          In two review articles published in 1976 and an editorial review
     published in 1971, mutagenicity test results in ethylene dibromide
     were covered briefly (EMIC-11767, 23118, 23154).

 V.  Peripheral Literature Cited in the EMIC Data Base:   (EMIC-4414,
     6861, 7931, 8212, 14020, 15901, 19337).
                                3-151
-------
June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:
                            Positive
                            Negative/Inadequate   X
   COMPOUND:    ETHYLENE GLYCOL

   CAS NO.:     107-21-1
   SUMMARY EVALUATION:
     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests Reviewed:
     Other Tests Not
     Reviewed:
•None
Ethylene glycol was demonstrated to be inactive
in inducing reversions to histidine prototrophy
in Salmonella typhimurium strains TA1535, TA1537,
TA100, and TA98 both in the presence and absence
of a mammalian metabolic activation system con-
taining a rat liver microsome fraction.

None
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:

         I.  Mammalian Systems

            A.  In vivo Treatment with Test Compound

                1.  Induction of Point Mutations:  -None-
                2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                    b) Somatic Cells:  -None-

            B.  In vitro Treatment with Test Compound

                1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                    System:  -None-
                2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                    System):  -None-

        II.  Host-Mediated Assays

            A.  Indicator Organism or Cell System Administered Intraperitoneally:
                -None-

            B.  Indicator Organism or Cell System Exposed to Body Fluids or Tissues
                of Treated Animals by Other Routes:  -None-
                                        3-152
-------
III.  Non-Mammalian Systems

      A.  Mtcrobial Systems
          1.  Induction of Point Mutations

              a.  ± Mammalian Metabolizing System:

                       Incorporated directly into molten agar containing
                  the bacteria, ethylene glycol has been demonstrated
                  to be inactive in inducing reversions to histidine
                  prototrophy in jJ. typhimurium strains TA1535, TA1537,
                  TA100, and TA98, both in the presence and absence of a
                  microsome fraction CS-9) from the livers of rats pre-
                  treated with Aroclor 1254.  The compound was tested at
                  doses presumably ranging from 10-1CT pg/plate (EMIC-
                  21337).
              b.  No Mammalian Metabolizing System:  -None-
          2.  Chromosome Damage or Rearrangement

              a.  ± Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.  Drosophila:  -None-
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Evaluated:   -None-

  V.  Peripheral Literature Cited in the EMIC Data Base:   (EMIC-6010,
      10798, 11001, 13043, 13098, 13911, 16090, 16515,  19026,  19340)
                                 3-153
-------
June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate 	X_
   COMPOUND:   PHENOL
   CAS NO.:    108-95-2
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests Reviewed:
      Other  Tests Not
      Reviewed:
None
Phenol was reported to be active in inducing
reversions to streptomycin independence in
Escherichia coli B/r Sd-A and inactive in inducing
reversions to adenine prototrophy in Neurospora
crassa strain 70007-38701.  The data reported for
these tests were insufficient for establishing
the results presented.

A study in which the chemical was reported to be
mutagenic in Drosophila was cited, but no data
were presented on which to base an evaluation.

Phenol was reported to inhibit DNA repair synthesis
in human diploid fibroblasts pretreated with
N-acetoxy-2-acetylaminofluorene and to induce
chromosome breakage in root tip cells from Allium
cepa.
    Evaluation  of  Testing Data Reported in Literature Cited in the EMIC Data Base:


         I.   Mammalian  Systems

             A.  In vivo Treatment with Test Compound

                1.   Induction of Point Mutations:  -None-
                2.   Chromosome Damage or Rearrangement in a)Germ Cells and
                     b) Somatic Cells:  -None-

             B.  In vitro Treatment with Test Compound

                 1.   Induction of Point Mutations  (+/- Mammalian Metabolizing
                     System):  -None-
                2.   Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                     System):  -None-
                                         3-154
-------
 II.  Host-Mediated Assays

      A.  Indicator Organism or Cell System Administered Intraperitoneally:
          -None-
      B.  Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:   -None-

Ill.  Non-Mammalian Systems

      A.  Microbial Systems

          1.  Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:
                       When incubated with a suspension of 2-3 x 109
                  bacteria in distilled water for 12 or 24 hours, phenol
                  (10% dose) was observed to induce reversions to strepto-
                  mycin independence in IS. coli B/r Sd-4.   The data presented
                  are insufficient for evaluation of this  test as positive,
                  since a dose-response relationship was not demonstrated in
                  the results reported.  Also, since the toxicity was high at
                  the 10% concentration after both 12 and  24 hours of incuba-
                  tion (only 1.7 and 1.1% survival, respectively), the
                  relatively high mutation frequencies may be artifactual
                  (EMIC-6911; see also EMIC-4883 and 6912).
                       Phenol was reported to be inactive  in inducing
                  reversions to adenine prototrophy in Neurospora crassa
                  strain 70007-38701 when mixed with a suspension of conidia
                  in water at a concentration of 0.077M and incubated at 25°C
                  for 30 minutes.  The data reported are insufficient for
                  establishing inactivity, primarily because results at only
                  a single dose were presented and toxicity at the tested
                  dose was high (87% mortality) (EMIC-9487).
          2.  Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.  Drosophila:
               A study in which phenol was reported to be  mutagenic in
          Drosophila was cited in two of the literature reports monitored.
          No relevant data were presented (EMIC-4833,  10651; see also
          Hadorn, E. and Niggli, H., Nature 157, 162-3, 1946).
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:

           Phenol was reported to inhibit DNA repair synthesis in human
      diploid fibroblasts damaged by treatment with N-acetoxy-2-
      acetylaminofluorene (EMIC-20141).

                                   3-155
-------
         Chromosome fragments were reported to have been observed in
    growing root tip meristems of Allium cepa treated with phenol at
    concentrations ranging from 0.005 to 0.02M (EMIC-10651, 10652).

V.  Peripheral Literature Cited in the EMIC Data Base:   (EMIC-6983,
    10817, 10859, 10947, 11198, 12940, 20657, 20770, 22741, 22793).
                                 3-156
-------
June 1977
                    MUTAGENICITY EVALUATION

                         SUMMARY SHEET
                          Classification:

                            Positive
                            Negative/Inadequate    X
   COMPOUND:    HYDROQUINONE (para)

   CAS NO.:     123-31-9	
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests Reviewed:
     Other Tests Not
     Reviewed:
•None
Hydroquinone was reported to be more toxic to
DNA repair deficient Escherichia coli P3478 than
to repair competent .E. coli W3110.  Greater
toxicity to strain P3478 may indicate potential
for inducing DNA damage.  No data were reported
on which to base an evaluation of this test.

Hydroquinone has been reported to be inactive in
inducing penicillin and streptomycin resistance
in Micrococcus pyogenes.

Chromosome aberrations have been observed in
various types of cells from Allium sativum and
Vicia faba, in roots of Allium cepa, in germin-
ating seeds of Nigella sativa and Trigonella
foenum-graecum, in Chara zeylanica, and in nodal
roots of Callisia fragrans treated with hydroquinone.
Also, studies in which hydroquinone was inactive
in inducing chromosome aberrations in Vicia faba
and in onion rootlets have been reported.
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
        I.  Mammalian Systems

            A.  In vivo Treatment with Test Compound

                1.  Induction of Point Mutations:  -None-
                2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                    b) Somatic Cells:  -None-

            B.  In vitro Treatment with Test Compound

                1.  Induction of Point Mutations  (+/- Mammalian Metabolizing
                    System):  -None-
                2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                    System):  -None-

                                           3-157
-------
 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperitoneally:
          -None-
      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems
          1.  Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:
                       It has been reported that hydroquinone is more toxic
                  to DNA repair deficient Escherichia coli P3478 (Pol A~) than
                  to repair competent E^. coli W3110 (Pol A^), indicating that
                  the chemical may induce DNA damage.  This test is not
                  readily evaluated from the data reported since no informa-
                  tion such as doses tested, the measure of growth inhibition
                  used, the method of exposing the bacteria to the chemical,
                  or control results were presented (EMIC-21260).

          2.  Chromosome Damage or Rearrangement
              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.   Drosophila:  -None-
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:

           Hydroquinone was reported to be inactive in inducing streptomycin
      and penicillin resistance in Micrococcus pyogenes var. aureus FDA209.
      These tests were not reviewed because the mutational events being
      monitored were not characterized adequately (EMIC-11162).

           In several studies chromosome aberrations have been observed in
      plant systems treated with hydroquinone.  Chromosome breaks occurred
      in Allium sativum and Vicia faba cells treated i.n vitro with 0.1-
      10 mM para-hydroquinone (EMIC-12235).  On treatment with hydroquinone
      (5 x 10~5 - 1 x  10~2M), chromosome fragments were seen in roots of
      Allium cepa (EMIC-10651, 10652).  Bulbs of Allium sativum and germina-
      ting seeds of Vicia faba, Nigella sativa, and Trigonella foenum-graecum
      developed chromosome breaks on treatment with hydroquinone at concen-
      trations of 0.001 to 0.1M, and the effects observed were sensitive to
      the presence of oxygen, decreasing when it was withdrawn (EMIC-11275).
                                  3-158
-------
    Hydroquinone administered at 0.001, 0.005 and 0.05M for 3 hours
    was found to induce chromosome aberrations (bridges and fragmenta-
    tion) in the lower plant Chara zeylanica (EMIC-16576).   Effects
    observed in the chromosomes of nodal roots of Callisia fragrans
    treated in 0.001 - 0.5% aqueous solutions of hydroquinone included
    formation of "sticky bridges" and fragmentation (EMIC-17242).

         In two other studies, no significant effects on plant
    chromosomes were observed after treatment with hydroquinone.  No
    chromosome breaks were observed in root tip meristems of Vicia
    faba (EMIC-9488) and no visible chromosome aberrations  were
    observed in onion rootlets treated with 5 x 10~3M hydroquinone
    for 15 months (EMIC-6192).

V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIC-4616,
    9584, 10936, 12602, 12940, 14375, 14542).
                              3-159
-------
June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:
                            Positive
                            Negative/Inadequate    X
   COMPOUND:    ACRYLONITRILE

   CAS NO.:     107-13-1
    SUMMARY  EVALUATION:

     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests  Reviewed:
      Other_Tests Not
      Reviewed:
None
Acrylonitrile has been reported to be inactive in
induction of sex-linked recessive lethal mutations
(Muller -5 Test) in Drosophila melanogaster.  The
data presented are inadequate for evaluation.

The chemical has been reported to be inactive in
inducing chromosome aberrations in root tips of
Vicia faba.
    Evaluation of  Testing Data Reported in Literature Cited in the EMIC Data Base:
         I.   Mammalian  Systems

             A.   In vivo Treatment with Test Compound
                 1.   Induction of Point Mutations:  -None-
                 2.   Chromosome Damage or Rearrangement in a) Germ Cells and
                     b) Somatic Cells:  -None-

             B.   In vitro Treatment with Test Compound

                 1.   Induction of Point Mutations  (+/- Mammalian Metabolizing
                     System):  -None-
                 2.   Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                     System):  -None-

        II.   Host-Mediated Assays

             A.   Indicator Organism or Cell System Administered Intraperitoneally:
                 -None-

             B.   Indicator Organism or Cell System Exposed to Body Fluids or Tissues
                 of Treated Animals by Other Routes:  -None-
                                       3-160
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III.  Non-Mammalian Systems

      A.  Microbial Systems
          1.  Induction of Point Mutations

              a.  ± Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

          2.  Chromosome Damage or Rearrangement

              a.  ± Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.  Drosophila:

               Acrylonitrile was tested for induction of sex-linked
          recessive lethal mutations (Muller -5 Test) in Drosophila
          melanogaster.  The compound was administered by intraabdominal
          injection at a dose of 0.2 yl of a 0.1% solution.  The authors
          judged the percentage of recessive lethals observed to be within
          control limits, but the data presented are not adequate for
          evaluation of the test (e.g., no evidence that the compound was
          tested at more than one dose level was reported, and a relatively
          low number of chromosomes were tested (572 in Brood I, 725 in
          Brood II)).  The authors also suggested that a test in
          Drosophila may be inappropriate for a compound with insecticidal
          activity such as acrylonitrile (EMIC-6618).
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:

           Acrylonitrile has been reported to be inactive both in inducing
      chromosome aberrations (EMIC-9488) and in potentiating the induction
      of chromosome aberrations in the presence of light and acridine
      orange (EMIC-8323) in root tips of Vicia faba.

  V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIC-4616).
                                 3-161
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June 1977
                    MUTAGENICITY  EVALUATION

                          SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate 	X_
   COMPOUND:    DIOXANE

   CAS NO.:     123-91-1
    SUMMARY  EVALUATION:

      Positive  Tests
      Reviewed:

      Negative/Inadequate
      Tests  Reviewed:

      Other  Tests  Not
      Reviewed:
•None
None
Dioxane has been reported to induce mutations in
barley and to enhance the mutagenicity of
N-nitrosoalkylureas in wheat seeds.  No effect of
dioxane was observed in giant chromosomes from
Chiromus plumosus.  Dioxane did not induce mitotic
aberrations in onion root tips.
    Evaluation of  Testing Data  Reported  in Literature Cited  in  the EMIC Data  Base:
         I.   Mammalian Systems

             A.   In vivo Treatment with Test Compound

                 1.   Induction  of Point Mutations:   -None-
                 2.   Chromosome Damage or Rearrangement  in a) Germ Cells and
                     b) Somatic Cells:  -None-

             B.   In vitro Treatment with Test Compound

                 1.   Induction  of Point Mutations  (+/- Mammalian Metabolizing
                     System):   -None-
                 2.   Chromosome Damage or Rearrangement  (+/- Mammalian Metabolizing
                     System):   -None-

        II.   Host-Mediated Assays

             A.   Indicator Organism or Cell System Administered Intraperitoneally:
                 -None-

             B.   Indicator Organism or Cell System Exposed to Body Fluids  or
                 Tissues of Treated Animals by  Other Routes:  -None-
                                       3-162
-------
III.  Non-Mammalian Systems

      A.  Microhial Systems

          1.  Induction of Point Mutations

              a.  ± Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

          2.  Chromosome Damage or Rearrangement
              a.  ± Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.  Drosophila:  -None—
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:

           j3-Dioxane has been reported to induce chlorophyll mutations
      in treated barley seeds (EMIC-6917) and to enhance the mutagenicity
      of N-nitrosoalkylureas in wheat seeds when substituted for buffer
      during treatment (EMIC-19071).

           Dioxane had little effect on the morphology and fluorescence
      spectrum of giant chromosomes from the salivary glands of
      Chiromomus plumosus (EMIC-14210) and did not induce multipolar
      mitosis in Allium root tip cells (EMIC-10843).

  V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIC-16090).
                               3-163
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June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate  X
   COMPOUND:  BUTYLATED HYDROXYTOLUENE  (BHT)

   CAS NO.:   128-37-0       	•  _
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests Reviewed:
None
Administered by gavage, BHT was found to be
inactive in inducing dominant lethal mutations
in the rat.  The chemical was also reported to
be inactive in inducing dominant lethal mutations
in the mouse when administered intraperitoneally,
but data reported are insufficient for establish-
ing a negative result.  In addition, intraperitoneal
administration may not be a relevant exposure to
consider in estimating potential for genetic damage
in humans.  Oral administration may be a more
appropriate route for BHT.

BHT was found to be inactive in, inducing chromosome
aberrations in bone marrow cells from rats treated
by gavage.  The cells were analyzed in metaphase.
The chemical was likewise reported to be inactive
in inducing chromosome aberrations in liver
parenchymal cells from male, LAF^ mice fed a diet
containing BHT.  These cells were analyzed in
anaphase, and the data presented were inadequate for
establishing a negative result.

In contrast, in two studies in vitro, increased
incidences of chromosome aberrations over those in
untreated controls were reported to have been
observed in mammalian cells.  In one study, human
lung fibroblasts (WI-38) were treated in culture
with BHT, and in the other study, human blood
lymphocytes were treated.  The data reported from
both studies were inadequate for establishing
activity, primarily because dose-response was not
demonstrated.

BHT was found to be inactive in host-mediated assays
in mice using Salmonella  typhimurium TA1530
(reversion to histidine prototrophy) and Saccharomyces
cerevisiae 03  (mitotic recombination at an adenine
                                         3-164
-------
                           locus) as indicator organisms.  The chemical was
                           administered by gavage and the microorganisms were
                           incubated in the peritoneal cavity of the mice.

                           BHT was reported to be inactive in inducing
                           reversions to streptomycin independence in
                           Escherichia coli Sd-4-73 and in inducing sex-linked
                           recessive lethal mutations in Drosophila melanogaster.
                           No data were presented on which to base evaluations
                           of these tests.

  Other Tests Not          BHT has been reported to potentiate the activity of
  Reviewed:                gamma radiation in inducing sex-linked recessive
                           lethal mutations in Drosophila melanogaster, but has
                           also been reported to reduce mutagenic effects of
                           other agents in the following systems:  1)  induction
                           of dominant lethal mutations and heritable  trans-
                           locations by ethylmethanesulfonate (EMS) and other
                           alkylating agents in mice, 2) induction of  chromosome
                           aberrations in human blood leukocytes treated in
                           culture with 7,12-dimethylbenz(a)anthracene,
                           3) induction of reversions to histidine prototrophy
                           in ^. typhimurium TA1950 and TA1952 treated with
                           safrole or a urinary metabolite of safrole  and in
                           five strains of j>_. typhimurium treated with some
                           anthraquinones, and 4) induction of sex-linked reces-
                           sive lethal mutations in Drosophila fed EMS.  No
                           effect on the induction of dominant lethal  mutations
                           or heritable translocations by X-ray was observed in
                           mice.  Also, no effect on the induction of  trans-
                           locations by EMS was observed in one study  in which
                           mice were fed a diet containing BHT for 30  days.

                           The chemical was also reported to be inactive and
                           slightly antimutagenic in inducing chromosome
                           aberrations in root tip cells from Allium fistulosum,
                           to reduce the incidence of chromosome aberrations
                           induced by gamma radiation and ethyleneimines in
                           germinating seeds from Crepis capillaris, and to
                           induce polyploidy and mitotic disturbances  in the
                           Crepis capillaris system.
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


     I.  Mammalian Systems

         A.  In vivo Treatment with Test Compound
             1.  Induction of Point Mutations:  -None-
                                   3-165
-------
2.   Chromosome Damage or Rearrangement in

    a.   Germ Cells:
             BHT was found to be inactive in inducing dominant
        lethal mutations in the rat.  In this test, the chemical
        was administered by stomach tube in single doses of 30,
        900, or 1400 mg/kg or in multiple doses of 30, 250, or
        500 mg/kg to groups of 10 male rats.  The treated males
        were mated for 8 weeks to two virgin females per week,
        and the pregnant females were autopsied for analysis in
        mid-gestation.  No statistically significant responses
        indicative of dominant lethals were observed in the para-
        meters monitored (e.g., dead implants/pregnant female,
        dead implants/total implants, corpora lutea/pregnant
        female) in the females from any of the mating weeks
        (EMIC-17284; see also EMIC-20877).
             The chemical was also reported to be inactive in
        inducing dominant lethal mutations in the mouse.  In
        this test, groups of 7 - 9 male, ICR/HA Swiss mice were
        given single doses of 250, 500, 1000, or 2000 mg/kg by
        intraperitoneal injection.  The treated males were mated
        for 8 weeks to three virgin females per week and preg-
        nant females were autopsied for analysis 13 days after
        midweek of mating.  The data presented are insufficient
        for evaluation of this test.  For example, none of the
        parameters used to detect dominant lethals (e.g., early
        fetal deaths/pregnant female and total implants) were
        tabulated.  Also, the effects observed after intra-
        peritoneal injection may not be relevant to effects
        observed in humans exposed to the chemical.  Oral
        administration may have been a more appropriate route
        of exposure (EMIC-1298A).
    b.  Somatic Cells:
             BHT was found to be inactive in inducing chromosome
        aberrations in bone marrow from treated rats.  In this
        test, groups of 15 rats were given single doses of 30,
        900, or 1400 mg/kg by stomach tube, and bone marrow was
        sampled from five rats at each dose level at 6, 24, and
        48 hours after treatment.  Three additional groups of
        five rats were given multiple doses of 30, 250, and
        500 mg/kg, and bone marrow was sampled after treatment
        ended.  A total of 250 metaphase cells (5 rats x 50 cells/
        rat) was monitored at each dosage level and treatment time.
        No significant increase in the incidence of chromosome
        aberrations over that in untreated controls was observed
        in any sample  (EMIC-17284; see also EMIC-20877).
             BHT was also reported to be inactive in inducing
        chromosome aberrations in liver parenchymal cells from
        male, LAFj mice fed a diet containing 0.5% BHT from
        weaning to age 21 months.  Seventy hours before sacrifice
        and analysis,  the mice were dosed with CCl^ to induce liver
                         3-166
-------
             regeneration.   The cells were analyzed in anaphase.
             The data presented were insufficient for establishing
             a negative result, because results at only a single
             dose were reported, the number of cells monitored was
             not specified,  and only five animals were tested
             (EMIC-8869).

     B.   In vitro Treatment  with Test Compound

         1.  Induction of  Point Mutations (+/- Mammalian Metabolizing
             System):   -None-

         2.  Chromosome Damage or Rearrangement (+/- Mammalian
             Metabolizing  System:
                  An increased incidence of chromosome aberrations
             over that in  untreated controls was observed in human
             lung fibroblasts (WI-38) grown in the presence of 2.5,
             25, and 250 yg/ml BHT during the last 24 hours of
             cultivation.  The incidences of cells with aberrations
             were 28.1% (of  267 cells), 17.5% (of 280 cells),  and
             20% (of 50 cells) with increasing dose.   Cells were
             analyzed in anaphase; the predominant aberration detected
             at all three  dose levels was acentric fragments;  and the
             effects observed were comparable to those in cells treated
             by the same method with triethylenemelamine (TKM). The  date
             presented are inadequate for establishing the results as
             positive evidence of a gene-damaging effect of BHT,
             primarily because dose response was not demonstrated
             (EMIC-17284).
                  BHT at 40  yg/ml was also reported to be active in
             inducing chromosome aberrations (breaks) in human lympho-
             cytes treated in vivo for 24 hours and analyzed in
             metaphase. The data presented are inadequate for estab-
             lishing a positive effect of BHT because dose response
             was not demonstrated (the chemical was tested over the
             dose range of 5 - 50 yg/ml).  Also, the experimental
             method was not  clearly defined (e.g., the method of deter-
             mining the mitotic index was unusual and not defined, and
             the sample sizes and cell populations treated were not
             recorded) (EMIC-17100).

II.   Host-Mediated Assays

     A.   Indicator Organism  or Cell System Administered Intraperitoneally:
              BHT was found  to be inactive in host-mediated assays in
         the mouse using Salmonella typhimurium TA1530 and Saccharomyces
         cerevisiae D3 as  indicator organisms.  Reversion to histidine
         prototrophy was the mutational event monitored in Salmonella
         and mitotic recombination at the jide_2 l°cus was the genetic
         event monitored in  the Saccharomyces.  The chemical was adminis-
         tered to groups of  8 mice by stomach tube in single doses of
         30, 900, or 1400  mg/kg or in multiple doses of 30, 250, or
         500 mg/kg.  No significant increase in the incidences of mutants
                             3-167
-------
          over those in untreated controls were observed in either
          the Salmonella or the Saccharomyces.   The chemical was
          also reported to be inactive in vitro in both micro-
          organisms, but no data were presented (EMIC-17284).

      B.   Indicator Organism or Cell System Exposed to Body Fluids
          or Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems
          1.  Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:  -None-

              b.  No Mammalian Metabolizing System:
                       BHT, applied to a filter paper disc which was
                  then laid on nutrient agar containing the bacteria,
                  was reported to be inactive in inducing reversions
                  to streptomycin independence in Escherichia coli
                  Sd-4-73.  This report is essentially a review
                  article and no other data are presented on which to
                  base an evaluation (EMIC-5412).
          2.  Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

       B.  Drosophila:
                BHT was reported to be inactive in inducing sex-linked
           recessive lethal mutations in Drosophila melanogaster.   This
           report is a meeting abstract and no data are reported on
           which to base an evaluation of this test (EMIC-14078).
  IV.  Results of Other Tests of Genetic Damage Reported in the
       Literature But Not Reviewed:

            BHT has been reported to potentiate the activity of gamma
       radiation in inducing sex-linked recessive lethal mutations in
       Drosophila melanogaster (EMIC-16210, 14078).

            The chemical has also been reported to reduce mutagenic
       effects of other agents in various systems.  When fed to mice
       it  reduced the frequency of dominant lethal mutations and
       heritable translocations induced by treatment with EMS and other
       (not specified) monofunctional alkylating agents, but not those
       induced by X-rays (EMIC-7504).  Fewer chromosome breaks were seen
       in  human leukocytes treated in culture with 7,12-dimethylbenz(a)-
       anthracene (DMBA) and with BHT than with DMBA alone  (EMIC-16572,
       18922,  19650).  Drosophila melanogaster fed a diet containing
                           3-168
-------
    2 mg/g BHT were reported to be less susceptible to the
    induction of sex-linked recessive lethal mutations by EMS
    than Drosophila not fed with BHT (cf. Drosophila treated
    with X-rays which did not show decreased susceptibility
    with BHT) (EMIC-20887).  In the presence of a mammalian
    metabolic activation system containing a microsome fraction
    from the livers of animals prefed BHT for 12 days, the activi-
    ties of safrole and a urinary metabolite of safrole in inducing
    reversions to histidine prototrophy in Salmonella typhimurium
    strains TA1950 and TA1952 were significantly reduced (EMIC-
    9525).  Also, in tests of some anthraquinones (not specified)
    the mutagenic activities in five histidine-requiring strains
    of S^. typhimurium (not specified) were reported to be reduced
    substantially when incubations were carried out in the presence
    of BHT (EMIG-23948).

         No significant effect on the induction of translocations
    was seen in mice treated with 250 mg/kg EMS after feeding on
    a diet containing BHT for 30 days (EMIC-9284, 17001).

         BHT was reported to be inactive in inducing chromosome
    aberrations and to be slightly anti-mutagenic in root tip
    meristem cells from Allium fistulosum.  The aberration
    frequency decreased from 6.48 to 2.43% on treatment of the
    root tips with a 1:1 saturated aqueous solution of BHT
    (EMIC-5004).  The chemical was reported to decrease the
    incidence of chromosome aberrations induced by gamma radiation
    and ethyleneimines in germinating seeds of Crepis capillaris
    (EMIC-20850), but it was also reported to induce polyploidy
    (0.01% of the cells treated) and mitotic disturbances in the
    same system (EMIC-16076).

V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIC-10641,
    11163, 14858, 15901, 16214, 16247, 18167, 19646, 21823, 21941,
    23142).
                      3-169
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June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                                          Classification:

                                            Positive
                                            Negative/Inadequate 	X_
   COMPOUND:    THIRAM

   CAS NO.:
137-26-8
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:
                None
     Negat ive/Inadequat e
     Tests Reviewed:
                Thiram, administered in drinking water for six
                months, was reported to be inactive in inducing
                dominant lethal mutations in rats.  The data
                presented were insufficient for establishing
                inactivity.

                The chemical was reported to be active in inducing
                chromosome aberrations in mouse bone-marrow cells
                after oral or intraperitoneal administration.  The
                data presented are insufficient for evaluation of
                these tests.

                Thiram, after incubation with nitrite at pH 1,
                was reported to be active in inducing mutations
                (not specified) in Escherichla coli K-12 in the
                presence of a mammalian metabolic activation sys-
                tem containing liver microsomes.  No data were
                presented on which to base an evaluation of this
                test.

                The chemical was reported to be inactive in
                inducing reversions to tryptophan prototrophy in
                qualitative tests in .E. coli WP-2 her" and
                15. coli WP-2 her"1" and in inducing reversions to
                methionine prototrophy in Saccharomyces
                cerevisiae strain 632/4.  For these tests, the
                data presented were inadequate for evaluation.

                The chemical was reported to be slightly toxic
                to Bacillus subtilis M45  (rec~) and not toxic to
                J3. subtilis H17  (rec+).  Greater  toxicity to DNA
                repair deficient M45 than to repair competent
                H17 may be indicative of potential for inducing
                DNA damage.  The data reported are insufficient
                for evaluation of the results.
                                        3-170
-------
Other Tests                Thiram was reported to induce two distinct
Not Reviewed:              variants in the fungus Alternaria mail.  The
                           mutational events occurring in the production
                           of these variants were not characterized.  The
                           chemical was also reported to induce chromosomal
                           aberrations in barley seeds and morphological
                           and chlorophyll mutants in wheat.
   I.  Mammalian Systems

       A.  In vivo Treatment with Test Compound

           1.  Induction of Point Mutations:  -None-

           2.  Chromosome Damage or Rearrangement in
               a)  Germ Cells:

                        Thiram, at a dose level of 10 mg/ml in drinking
                   water administered ad lib for six months, was reported
                   to be inactive in inducing dominant lethal mutations in
                   male rats.  Dominant lethals were monitored at the end
                   of treatment and 2-1/2 months after treatment ended
                   (8-1/2 months after initiation of the experiment).  The
                   data reported were insufficient for establishing
                   inactivity.  For example, the parameters monitored (e.g.,
                   early fetal deaths, total implants) were not tabulated,
                   the mating and autopsy schedules were not described,
                   and results at only a single dose were presented (EMIC-
                   23235).
               b)  Somatic Cells:

                        Thiram was reported to induce significant incidences
                   of chromosome aberrations in mouse bone marrow cells on
                   administration of 100 or 1000 mg/kg by stomach tube.  The
                   incidences were, respectively, 3.9 and 7.83% of metaphase
                   cells analyzed at 24 hours after treatment.  A higher
                   aberration frequency (9.5%) was found on intraperitoneal
                   administration of 100 mg/kg.  The data presented were
                   insufficient for evaluation of these tests, primarily
                   because the experimental methods were not adequately
                   described and the results are reported as total aberra-
                   tions rather than being listed by type (EMIC-17423; see
                   also EMIC-22480).

       B.  In vitro Treatment with Test Compound
           1.  Induction of Point Mutations (+/- Mammalian Metabolizing
               System):  -None-

           2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabo-
               lizing System):  -None-
                                   3-171
-------
 II.   Host-Mediated Assays

      A.   Indicator Organism or Cell System Administered Intraperitoneally:
          -None-

      B.   Indicator Organism or Cell System Exposed to Body Fluids or
          Tissues of Treated Animals by Other Routes:  -None-

Ill.   Non-Mammalian Systems

      A.   Microbial Systems
          1.   Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:
                       Thiram which had been incubated with nitrite at
                  pH 1 was reported to induce mutations in Escherichia
                  coli K-12 (strain not specified, but presumably
                  343/113) in the presence of a mammalian metabolic
                  activation system containing liver microsomes.  This
                  report is a meeting abstract, and no data are presented
                  on which to base an evaluation of the test.  Dimethyl-
                  nitrosamine was detected analytically in the thiram
                  which had been incubated with nitrite (EMIC-22329).

              b.  No Mammalian Metabolizing System:
                       Thiram (85%), at single doses of approximately
                  1-3 mg applied to a filter paper disc and laid on agar
                  containing 108 bacteria, was reported to be inactive
                  in inducing reversions to tryptophan prototrophy in
                  Escherichia coli WP-2 hcr+ and in E_. coli WP-2 her".
                  The data presented were insufficient for evaluation
                  because these were qualitative tests and results at
                  only single doses were reported.  Also, thiram is
                  insoluble in water and it was not clear that the
                  chemical was able to diffuse through the agar to reach
                  the bacteria by the method used (EMIC-21799).
                       Thiram was reported to be inactive in inducing
                  reversions to methionine prototrophy in Saccharomyces
                  cerevisiae strain 632/4.  Apparently, the compound was
                  tested at several doses applied in aqueous suspension
                  to a filter paper disc which was laid on agar contain-
                  ing the yeast.  No other data were provided on which to
                  base an evaluation of this test.  In particular, it was
                  not clear that the thiram was able to penetrate the
                  agar and reach the yeast  (EMIC-24000).
          2.  Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:

                       At a single dose of  2.0 yg/plate applied to a
                   filter paper  disc which was then laid on agar containing
                                   3-172
-------
                 the bacteria,  thiram (in DMSO)  was reported to be
                 slightly toxic to Bacillus subtilis M45 (rec~) and not
                 toxic to Z.  subtilis H17 (rec+).Greater toxicity to
                 M45 than to  H17 may be indicative of potential for
                 inducing DNA damage, but the effect of thiram was
                 judged to be insignificant because the length of the
                 zone of growth inhibition (the  measure of toxicity
                 used) observed was only 2.0 mm.  Several doses were
                 tested and the results reported are those at the dose
                 at which minimal inhibition of  H17 and reproducible
                 growth inhibition of M45 were elicited.  It is not
                 clear that these results represented the maximum
                 toxicity differential obtained.  The low toxicity
                 in M45 and the lack of toxicity in H17 may indicate
                 that the chemical did not adequately penetrate the agar
                 to reach the bacteria.  The data presented are insuffi-
                 cient for establishing inactivity (EMIC-21385; see also
                 EMIC-22827).
     B.   Drosophila:   None
IV.   Results of Other Tests of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Thiram was reported to induce two distinct variants in the
     fungus Alternaria mail.   These data were not  reviewed because the
     mutational events occurring were not adequately characterized
     (EMIC-15108, 17214).

          Chromosome abnormalities were observed in barley seeds germi-
     nated for 5-10 days in the presence of 250-500 ppm thiram (EMIC-
     8085; see also EMIC-20691).  Thiram was also  reported to induce
     morphological and chlorophyll mutants in progeny of spring wheat
     plants treated with the fungicide at concentrations of 100 kg/ton,
     but no significant chromosome aberrations were observed in plants
     from wheat seeds treated at a concentration of 0.5-200 kg/ton
     (EMIC-19513; see also EMIC-18843).

          Mutagenicity data on thiram were covered briefly in a review
     article published in 1976 (EMIC-22480).

 V.   Peripheral Literature Cited in the EMIC-12316, 21606).
                               3-173
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June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate   X1
   COMPOUND:   ZIRAM
   CAS NO.:    137-30-4
   SUMMARY EVALUATION:
     Positive Tests
     Reviewed:
     Negative/Inadequate
     Tests Reviewed:
Ziram was shown to induce a dose-related increase
in the incidence of chromosome and chromatid breaks
in human lymphocytes treated in vitro at concentra-
tions ranging from 0.0006 to 0.06 yg/ml.

Administered by gavage at a dose of  100 mg/kg, ziram
was reported to induce an increased  incidence of chromo-
some aberrations over that in untreated controls in
bone marrow cells of treated mice.   The data pre-
sented are inadequate for establishing activity.

A significant increase in chromosome and chromatid
breaks over  that  in untreated controls was observed
in leukocytes of nine workers exposed to ziram over
3-5 years.  Unfortunately, the sample size and
other data reported are inadequate for eliminating
other possible causes.

Ziram was reported to be inactive in inducing forward
mutations to streptomycin resistance in Escherichia
coli, mutation to ability to metabolize galactose in
]5. coli K-12 (galR5), reversion to prototrophy in two
leucine-requiring strains of Serratia marcescens
(strains A21 and A742), forward mutation to 5-methyl-
tryptophan resistance in _E.  coli, mitotic gene con-
version in Saccharomyces cerevisiae  (presumably strain
DI+) , and reversions to methionine prototrophy in
    The reviewers judged that the one adequate positive test  in human lymphocytes was
    not sufficient for establishing ziram as  a mutagen.   The reasons are that (a)
    chromosome damage observed in vitro may not be a clear cut demonstration of a
    chemical effect (e.g.,  physical factors,  such as altered ion concentrations, may
    play a role), (b) the blood treated may have been a biased sample and (c) because
    of the subjectivity of scoring chromosome aberrations, confirmation by a second
    group of investigators would have been desirable.   However,  in estimating the
    gene-damaging potential of ziram, the cytogenetic effects observed by this one
    group of investigators in exposed workers and in treated mice, as well as those
    in human blood in vitro should not be ignored.
                                        3-174
-------
                           Saccharomyces cerevisiae 632/4.   The data presented
                           are insufficient for evaluation of these tests.   In
                           another study,  ziram was demonstrated to be inactive
                           in inducing mitotic gene conversion in Saccharomyces
                           cerevisiae D^.

                           The chemical was reported to be slightly more toxic
                           to DNA repair deficient Bacillus subtilis M45 than
                           to repair competent B^.  subtilis H17.   Greater
                           toxicity to M45 may be  indicative of potential for
                           inducing DNA damage. The test was judged by the
                           investigators to be negative,  but the data presented
                           are inadequate for evaluation.

                           Ziram was reported to be inactive in inducing sex-
                           linked recessive lethal mutations in Drosophila
                           melanogaster.  The data reported are insufficient
                           for establishing inactivity.

  Other Tests              Ziram was reported to induce chromosome abnormalities
  Not Reviewed:            in barley seeds.
Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:


     I.  Mammalian System

         A.  In vivo Treatment with Test Compound

             1.  Induction of Point Mutations:   -None-

             2.  Chromosome Damage or Rearrangement in a)jGerm Cells and
                 b) Somatic Cells
                      Ziram, administered to mice by gavage at a dose of
                 100 mg/kg, was reported to induce an incidence of chromosome
                 aberrations in bone marrow cells greater than that observed
                 in untreated controls (3.13% vs. 0.46% - 0.73% in untreated
                 controls).  The cells were analyzed in metaphase 24 hours
                 after treatment.  The data presented are not sufficient for
                 evaluation of the test because results at only a single dose
                 are reported, the experimental methods are not adequately
                 documented, and the results are reported as total aberrations
                 rather than being listed by type (EMIC-17423; see also
                 EMIC-22480).

                      A significant increase in chromosome and chromatid breaks
                 over that in unexposed controls was observed in peripheral
                 leukocytes from workers employed in handling or packing ziram
                 over a period of three to five years.  These results are pre-
                 sented because the increased incidences of aberrations were
                 significant for each of the nine workers studied, but evaluation
                 is not feasible because the data reported and the sample size
                 are inadequate for eliminating other possible causes (EMIC-7849;
                 see also EMIC-12482).

                                        3-175
-------
      B.   In vitro  Treatment with Test Compound
          1.  Induction of Point Mutations (+/- Mammalian Metabolizing
              System):   -None-
          2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
              System):
                   Ziram was shown to induce a dose-related incidence of
              chromosome and chromatid breaks in human lymphocytes treated
              in vitro  at concentrations ranging from 0.0006 to 0.06 yg/ml.
              The ziram was dissolved in acetone, and the cells were treated
              for 50-53 hours and then analyzed in metaphase.  The incidences
              of breaks were significantly greater than untreated and acetone
              controls  at all but the lowest concentration.  There was limited
              evidence  of nonrandom distribution of breaks.  That is, a
              significantly higher percentage of breaks than expected by
              random distribution was observed in chromosome 2 (EMIC-10968).

III.  Non-Mammalian Systems

      A.   Microbial Systems
          1.  Induction of Point Mutations
              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:
                       Ziram was reported to be inactive in inducing reversions
                  to methionine prototrophy in Saccharomyces cerevisiae strain
                  632/4.  Apparently, the compound was tested at several doses
                  applied in aqueous suspension to a filter paper disc which
                  was laid on agar containing the yeast.  No other data were
                  provided on which to base an evaluation of this test.  In
                  particular, it is not clear that the chemical was able to
                  penetrate the agar and reach the yeast (EMIC-24000).
                       Ziram has been reported to be inactive in inducing
                  forward mutations to streptomycin resistance in Escherichia
                  coli, mutation to ability to metabolize galactose in a strain
                  of :E. coli K-12 (carrying the galRs gene), reversion to
                  prototrophy in two leucine-requiring strains of Serratia
                  marcescens (strains A.21 and A.742), and forward mutation to
                  5-methyltryptophan resistance in E_. coli.  No data were given
                  on which to base evaluations of these tests (EMIC-20762).
                       At a single dose of 0.6 yg/plate, applied to a filter
                  paper disc which was then laid on the agar containing the
                  bacteria, ziram (in DMSO) was reported to be slightly more
                  toxic to DNA repair deficient JB. subtilis M45 (rec~) than
                  to repair competent J3. subtilis H17 (rec+), but the effect
                  was judged to be insignificant since a difference in the
                  lengths of the zones of growth inhibition (the measure of
                  toxicity used) of only 1.0 mm was observed.  Greater
                  toxicity to M45 may be indicative of potential for inducing
                  DNA damage.  The data reported are insufficient for use in
                  evaluating this test, primarily because results at only a
                                  3-176
-------
            single dose were presented and the toxicities observed
            to both strains of _B. subtilis were very low.  Other
            doses were tested and the results at the dose eliciting
            minimal inhibition of H17 and reproducible growth inhibi-
            tion of MAS were reported, but is not clear that these
            results represented the maximal toxicity differential
            obtained.  The lengths of the zones of inhibition of
            growth were 1.5 mm in M45 and 0.5 mm in H17.  These
            values are low enough that there is no certainty that
            the chemical reached the bacteria (EMIC-21385; see also
            EMIC-22827).

    2.  Chromosome Damage or Rearrangement
        a.  +/- Mammalian Metabolizing System:  -None-

        b.  No Mammalian Metabolizing System:
                 Ziram, tested as the commercial preparation
            Fuschin-Ultra, was demonstrated to be inactive in inducing
            mitotic gene conversion in Saccharomyces cerevisiae D^
            when incubated with the yeast in phosphate buffer (pH 7.5)
            for four hours at 25°C.  The chemical was tested at several
            concentrations for induction of conversions both to adenine
            (ade_2 locus) and to tryptophan (trpg locus) prototrophy.
            At the optimal concentrations tested (maximum number of
            convertants observed) at both loci, the activities observed
            were not significantly greater than those of untreated
            controls.  That is, at 500 ppm the conversion frequency
            at the ade2 locus was 17.8/106 survivors compared to
            12.5/10b survivors for the untreated control, and at
            1000 ppm the conversion frequency at trps was 14.7/106
            survivors compared to 7.3/106 survivors for the untreated
            control (EMIC-7717).
                 In a second study, the chemical was observed to be
            inactive in inducing mitotic gene conversion in Saccharomyces
            cerevisiae (presumably strain 014).  No data were presented
            on which to base an evaluation of this test (EMIC-20762).

B.  Drosophila:

         Ziram was reported to be inactive in inducing sex-linked
    recessive lethal mutations in postmeiotic stages of spermatogenesis
    in Drosophila melanogaster (Muller-5 Test) when administered in a
    single dose of 0.2 yl of a 0.015% aqueous suspension.  The data
    presented are insufficient for establishing inactivity, primarily
    because results at only a single dose are reported and the number
    of chromosomes tested appears to be low (only 378 chromosomes
    were tested in the treated Drosophilia vs. 41921 in the untreated
    controls and approximately 600 in Drosophila treated with other
    chemicals in the same study) (EMIC-6618).
                             3-177
-------
IV.   Results of Other Tests of Genetic Damage Reported in the Literature
     But Not Reviewed:

          Chromosome abnormalities were observed in barley seeds
     germinated for 5-10 days in the presence of 250 - 500 ppm
     ziram (EMIC-8085; see also EMIC-20691).

          Mutagenicity data on ziram were covered briefly in a review
     article published in 1976 (EMIC-22480).

 V.   Peripheral Literature Cited in the EMIC  Data Base:   (EMIC-12481).
                              3-178
-------
June 1977
                    MUTAGENICITY  EVALUATION

                         SUMMARY  SHEET
                          Classification:

                            Positive
                            Negative/Inadequate 	X_
   COMPOUND:    2-AMINOETHANOL

   CAS NO.:     141-43-5
   SUMMARY EVALUATION:

     Positive Tests
     Reviewed:

     Negative/Inadequate
     Tests Reviewed:

     Other Tests Not
     Reviewed:
None
None
2-Aminoethanol was reported to be inactive in
inducing mutations to phage and streptomycin
resistance in Xanthomonas phaseoli var. fuscans
and in inducing multipolar mitoses in Allium roots.
   Evaluation of Testing Data Reported in Literature Cited in the EMIC Data Base:
        I.  Mammalian Systems

            A.  In vivc> Treatment with Test Compound

                1.  Induction of Point Mutations:  -None-
                2.  Chromosome Damage or Rearrangement in a) Germ Cells and
                    b) Somatic Cells:  -None-

            B.  In vitro Treatment with Test Compound

                1.  Induction of Point Mutations (+/- Mammalian Metabolizing
                    System):   -None-
                2.  Chromosome Damage or Rearrangement (+/- Mammalian Metabolizing
                    System):   -None-

       II.  Host-Mediated Assays

            A.  Indicator Organism or Cell System Administered Intraperitoneally:
                -None-

            B.  Indicator Organism or Cell System Exposed to Body Fluids or Tissues
                of Treated Animals by Other Routes:  -None-
                                        3-179
-------
III.   Non-Mammalian Systems

      A.   Microbial Systems
          1.  Induction of Point Mutations

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-
          2.  Chromosome Damage or Rearrangement

              a.  +/- Mammalian Metabolizing System:  -None-
              b.  No Mammalian Metabolizing System:  -None-

      B.   Drosophila:  -None-
 IV.  Results of Other Tests of Genetic Damage Reported in the Literature
      But Not Reviewed:

           2-Aminoethanol was reported to be inactive in inducing mutations
      to phage and streptomycin resistance in Xanthomonas phaseoli var.
      fuscans.  The tests were not evaluated because this system has not
      been adequately characterized as a screen for the induction of gene
      damage  (EMIC-11454).

           The chemical was reported to be inactive in the induction of
      multipolar mitoses in Allium roots (EMIC-10843).

  V.  Peripheral Literature Cited in the EMIC Data Base:  (EMIC-19324,
      19343).
                                  3-180
-------
                              BIBLIOGRAPHY


                              PREPARED BY

                ENVIRONMENTAL MUTAGEN INFORMATION CENTER*

                      OAK RIDGE NATIONAL LABORATORY
          This search is made available through funds supplied by the
          National Institute of Environmental Health Sciences'
          Environmental Mutagenesis Branch, as a means of promoting
          research and information exchange within the field of
          environmenta1 mutagene sis.
     *We wish to thank Dr. Michael D. Shelby, Ms. Elizabeth T. Owens, and
the remaining staff of the Environmental Mutagen Information Center  (EMIC),
Oak Ridge National Laboratory, for preparing the bibliography used in this
study and for arranging for us to obtain the journal articles we needed.
We would also like to thank Ms. Helga Gerstner and the staff of the Toxicology
Information Response Center (TIRC), Oak Ridge National Laboratory, for photo-
copying and delivering the needed articles to us.

                                 3-181
-------
                             CITATION INDEX










     Citations are listed numerically by EMIC accession number.  These




numbers are assigned in the order in which copies of articles are acquired.




Names of authors have been reproduced as they appear on their work, with




the exception that diacritical marks are omitted and the following substi-




tutions are used:




          ae for a




          oe for b* and jzi




          ue for li




     All other indexes in this search refer the user back to this index




through EMIC accession numbers.
                                3-182
-------
004413   CHATTERJEE,  A.
  T^STIoULAR  OtOENERATICN  IN RATS
  _,Y  CA.OUN  TtTRACHLORlUc.
  INTOXICATION    EXPERIENTIA 22:395-
  j jo , l y
004414   AMIR. D . ; VC-LCANl ,  R.
           OF  DIETARY  ETHYLENE
               ON  bULL  SEMbN
                         : 99-100, 19o5
004442   CURTIS,  HLft'ARL  J.;TILLb~Y =
     JuriN
  CrtRuMOSOME AbEPRATICNS  IN LIVEK
  ruRCEu Tt  REGENERATE  oY  CHEMICAL
  JK SUK^ICAL METHODS    J  oERGNTut,
  «i3; 140- 141, 1568

004485   HIRCHINSLN.  W 1 V IENNE JHILL ,
     K..<.
  cFf-cCTtj CiF A  SENfcCIU
  A(_KALUiU( MuNGCPOTALliMEJON HUMAN
  •_Mi3r{YO LIVtR  IK  TJSSUt  CULTURE
  UK J  CANCtR 1 4:t37— 64O, 19t»U

004535   WATSON,  ln.A.F.
  FJnTntri EVIDENCE CF AN  ESSENTIAL
            CE BETWEEN Tht  ^ENETJCAL
            OF MOISC- ANU  8IFUNCTJONAL
  Ai_KYLrtTlNt, AGENTi    MUTAT RES
  J:4b£i-4b7 . 19fct

004535   FIL1FPQVA, L. I* . ; H ANSHI N .
     0. A. JKG^TYANKCVSKI I ,  R.G.
  Crib MI CAL  MUTAGEKS.4.MUTAUENIC
  ACfiV-ITY  OF GESM1NAL  SYSTEMS
               3(d) :£3-^5, 1 ^67
               O FHCiW GENET 1KA
       : 134-146,
004ol6   uOVELEsb,  L.E. ; iPOEcii.,
     EUWM.-iO; VkEIS^/lN,  T,H.
   >\  oU.CHER£CHlA  CCJLI     J
            L  ofai627~t>44»
                                                 00462S   L'tSTERGKEM,  GONNAn JLcV AH ,
                                                      ALBERT
                                                    THE CCNNECTION  BETWEEN  C-MlTOTiC
                                                    ACTIVITY  AND WATER  SOLUoILITY  IN
                                                    SOME  MONGCYCLIC COMPOUNDS
                                                    HERcDITAS 29:496
OC4630  LEVAN,
   STUDIES  UN  THE  CAMPHUR  REACTION
   CF  YEAST    HEREOITAS 33:457-514,
   1947

O04641  LUNDUVI5T,  'J.;VUN wtTTSTEIN-
     KNOHLES,  P.;VUN  WETTSTEIN,  U.
   INDUCTION uF  ECERIFEHUM MUTANTS
   IN  tARLEY 3Y  IONISING  RADIATIONS
   AND CHEMICAL  MUT A^ENS. PrtRT  2
   HEREOITAS 39i 4 73-504 . 1 9ta

004642  MAC KEY,  JAMbS
   ^UTAGENcSlS IN  VULoARE  WHEAT
   HEREOITAS 5 9 : 505-i)l 7 , 1 96fc!

004762  EIESELE,  JOHN  J.JGKcY.
     CLIFFORD  E.iMuTTHAM,  FRANCES C.
   SOME EARLY  EFFECTS OF
   CARCINOGENIC  HYDRUCARBOHS  uN
   MOUSE SKIN    ANN  N Y ACAG  SCI
   t3: 1303- 1320, 1956

OO4800  LbRMAN,  LEONARD  S.
   THE COMBINATION OF ONA  w I T I-
   POLYCYCLIC  AROMATIC HYDHOCARBONS
   NAT CANCER  CONF PROC 5Th(lS64J  39-
   48, 19fc5

004845  COOPER,  ZOLA K.;RELLtk,
     HELEN  C»
   MITOTIC  FHcQUENCY  IN
   ^ETHYLChOLANThRbN£ EPIDERMAL
   CARCINOGENES1 S IN  MICE     J NATL
   CANCER  INST 2: J J5-344, 1 94k

O04646  EIESELE,  J.J.
   CHROMOSOMAL CHANGhS  IN EPIDERMAL
   CARC1NCGENESIS   J NATL CANCER
   INST 4:373-384,1944

004647   VJN ALBERTINI ,  A.
   ELECTRON  MICROSCOPIC  STUDY OF
   EPIDERMAL CARCINOMA  INDuCtD  OY
   *'ETHYLCHOLANTHHEN£  IN  THE MOUSE
   J NATL  CANCcR  INST  1 3 : 1 4 7o -1 47v,
   1953
                                                3-183
-------
004350   SI hHSQN ,  *. L. ; CRAMER »  W.
  f-LUCKEoCENCt  bTCUIcS  Gf-
  *_Ar^ C i IS-JGENS  IN  SK. IN.^l .faUU Jh  SKIN
          INGLE  ANC KULTIFLE
            ONS  GF 20-
  McTI-YLoH^LANTHFitNt    CANCER  RES
  -i: 44'J-4oJ» 1 945

004859   HAoc,  ROeERT  C.
  v.l'TjLGoIC  CHANGES  IN THE SKIN OF
      ^  CURING  APPLICATION OF
     RCINUGEMC  AGENTS    AHCH PATHOL
    ji e J 3-6 1 j, 1 9 Jfc
         L>EMtSREC» M.
     d.;iVlTKIN,  E .M. JBERTANI «  G«
  Trtt  UtNE    CARNEGIE  INST
               YcAfiB  ^4fa : 1 54- 16t3 • 1
304925  ^.USTAFSSUNt  AEKE
           iVE  MUTATICNS INDUCED IN
           dV  IONIZING RACIATIUNS AND
   CHEMICAL i^UTAGfcNS    hERtOITAS
   o'j: 21 1-263, 1563

004SI46  !>4AKAJ» Y.;AOERBACH,  C.
   TEST Lf A  POSSIBLE COftKELATION
           CHJbS-LINKI Nt. AND
               EREAKINt ABILITIES UF
            MUTAGENS    Z VERtRBUNGSL
   92'. 457-46 1 , 1<»61

3C4993  KKAENKtL-CCNFiAT , H.
   CHEMICAL  MODIFICATION UF  VIRAL
   RIJwNUCLElC ACID.  1. ALKYLATING
   AucNTS    tjIOCHlM  UIOPHYS  ACTA
   4^: 1 6v-l bO» 19&1

305000  KOcLMARK,  G.;L.ILLS,  N.H.
   CJMPAkATlVE STUDIES Of-
   M JN JEPUAl UES AS  INUUCEHS  OF
            MUTATIONS  IN NEUROi>PORA
             40 :87

005274  SCHLEI ERMACHfcR ,
    E. ;SCHRCED£R, T.M.JADLER,
     I.D.;VRdA. M.;VUGEL. F.
  CHEMICALLY INDUCED  MUTATIONS IN
  *AMKALS AND MAN: CYTOGENETIC
  ANALYSES IN VIVO AND IN VITRO
  (GERMAN)    UTSCH MED KQChtNSCHK
  92:2343-2350 ,1 967

005379  SULOV3KA, KATARI NA ; L I NDGRt N ,
    O.;ERIKSSON, G. ; EHREN^CKG, L.
  THE MOTAGENIC EFFECT OF LJh
  CONCENTRATIONS OF  ETHYLc.Nc  uXIDc
  IN  AIR   HER&DITAS  t)2: 2fc4-266, 1 96 9
                                           3-184
-------
005412   bZYuALoKli  *At_LA*
  SPECIAL  MICRCeiCLCCilCAL
  jY5TtMb.2.OBSERVATIONS ON
  CHEMICAL  MUTAC-ENESIS  IN
  ;4ICr   pkASAUt  ISH*ARI
  MUTAobNlC EFFECTS OF  THE
  HtRdlCIOE 3« »4 •-
  U ICHLOKUPKJPICNANILIDE  AND ITS
  JcGKADATICN  PSLDUCTS    CAN J
  MICHUblOL ie:3CS-372, 1970

005782   LINDGREN, D Ao ; SULU VSKA»
    K. ATARI NA
  THE MUTAGt-.NIC  tFFECT  GF LUW
  CONCclNTRATICNS  CF ETHYLENE OXIDE
  Ixl Alf<   HEREDITAS  63:^60,1969

005783   I.UNDQVIST, OCDA
  LLJCUo UISTKiaLTICN  CF  INDUCEO
  /1J1 ANTS IN EARLEY   HEREOITAS
  oj:<*ol ,1 969

005964   TOUGH,  I.K.;SMITH,
                        w .M, ;HARNDEN»
  CHRGMCSJrtE STUClLS CN  *ORKERS
  tl^POSEu TU ATMOSPHtKIC BbN^EN
  THE  PU^blULt  ^FLUEISCE UF AGE
  tUR  J  CANCER  6:49-55,1970
OOfcOlO  LACHANCE . LL.L)  E . ; Lti V L;-K_ri »
    ANN F.
  CHtMOSTERILANT STUDIES UN  BRACUfi
  SPEHM.2.STUDIES UF SELEcTfcD
  COMPOUNDS FOR INDUCTION UF
  bGMiN/»NT LETHAL MUTATIONS  OK
  SPERM 1NACTIVATIUN    ANN ENTOMLJL
  SCC  AW 02:790-796,1969

O06192  KROoULEVICH, k.t.;STOM»  U.S.
  EFFECTS OF  UUINU1D ANO PHENOLIC
  ANALCGS OF  RADIOTUXINS ON  THE
  CHRCMCSGME  APPAKAT'jS
  RAOIUaiOLOGY(USSRJ 9(4):241-247,
  1969  (TRANSLATED FROM
  fADIGtlQLOGIYA 9:644-647,19o9J

O063O4  VON WcTTSTEIN, D.JLuNDQV1ST,
    UDDA;VON  wETTSTEiN-KNukLEb,
    PENNY
  THE  MLTAGEN SPECIFICITIES  CF  44
  ECEfilFERUM  LOCI IN dARLtY   MUTAT
  PLANT faREEO PROC RES CC-ORD
  MEET(1967)  273-275,1968

006386  HARTWICH, G.;SCHWANITZ,
    G.;&ECKER.  J.
  CHRCMCSOME  ANOMALIES IN A  CASE  UF
  EENZENE LEUKEMIA   GER MEO WON
  14:449-460,1969  (TRANSLATED  FROM
  DEUT ^ED WOCHENSCHR  S4 11 22 S-l 2 2 -J ,
  1969)

OO6400  FURNl,  ALESSANDRA;MUKEO,  L.
  CHftCMOSOME  STUDIES IN A CASE  UF
  EENZENE-INDUCEO ERYTHROLEUKENi 1 A
  EUR  J CANCER b : 459-4 63 . 1 9t> 9

O06SS4  DLAN, B.J.
  CHEMICAL-INDUCED CHROMOSOME  DAMAGu
  LAB  AMM 3:157-174,1969

006591  ANDC, A.
  MJTATICN INDUCTION  IN RICE  BY
  RADIATION COMBINED  WITH CHEMICAL
  PROTcCTANTS AND MUTAGENS    TECH
  REP  SERIES  IAEA  86: 7- 1 5 , 1 9oc!

O06613  EENcS,  V.;SRAM, K.
  NUTAGEMC ACTIVITY GF SOME
  PESTICIDES  IN DRUSOPHILA
  KELANCGASTdR   IND MtD
  38( 12):50-52,1969
                                         3-185
-------
006861   JGNciS. ft .R. ;hCW AkDS, K.
  Trti  COMPARATIVE  METAbCLISM OF
  r.TrlYLtNt  U I Md T F ANfc SULPHGN AT t  AND
  i_THYL-,s)t  UIBRCfr IDE    EXPtRIhNTIA
  <±4: 1 1 oo-i 101,1 s=ea

006911   DbMhriEC,  »>. ; bfcrt T AMI .
     G . ; F LI NT , j.
  A  oUKVtY  OF CHEMICALS  FGR
  MUTAoiIHIC ACTICN CN  c.CGLI    AM
  NAT  ae: 1 19-136 , iER, *.L. JDISSUttAY ,
     C.JKtNNEDY.  F.L.;MtYER,
     N.C * ; SCHWAR T2 , A.
  THE.  «tNt    CARNEGIE  INST
  WASHINGTON YdAt'fc 49 i 1 4 4- 1S7 » 1 95O

OO6917  i_H«tNB£FiG» L . i GL, STAF SSON.
     A .  ;i_UNOUVI5T ,  U.
  CI-1EMICAL.L Y  INDUCED  MUTATlUN  AlMO
  i>ItHlLITY IN EARLEY    ACTA CHEM
  S^AiMJ 10:492-494,1^56

&069Q2  STRAUSS, b»;OKULiO, S»
  P^OTclN SYNTHESIS ANC THt
  INDUCTION UF KCTATIUNS  IN
  •_bCHEhiiCHI A CQLI  EY  ALKYLAT1NG
  AGENTS    J BACTtHIOL 79:4fc4-473,
  1
006^83   TS'C,  PAtL C . P . ; HfcLMKAMP ,
     u.K.;SANb£ft,  Cm
   INTtkrtCTluN  uF  NUCLEQSIDES  AND
   hiLLATLJ CUMPCUNDS »ITH NUCLEIC
   ACIUS  AS INDICATED  BY  THE  CHANOE
   JF HLLIX-CGIL  TRANSITION
   Tt^r-dRATURt    FfiUC  NATL ACAO SCI
   USA ^e
 ^0704-9   RAPUPQRT,  I. A.
   ALK.YLATI JN OF  ThE  GENE MOLCCULE
   tKlijolrtN)    DUKL AKAD NAUK  S3SR
   o i: 1 Ifc J-l idt. i 448

 007092   oQFMtKLth, V . A . ; PUSHK INA ,
     N . IN. ; KLt VTSO V/»«  u.N.
   SJMi  uIOCHtMlCAL ASPECTS UF THL
   t Mui^YC IRUP IL  EFFECT  OF btNZLNE
   A^U  rO-iMALOEHYCe    hYG
   -JA.MIT < JSSR )  J3 ( 7/S.J : 1 1£-1 16, 19ofa
   ( T.-J ANoLA TcL)  FhcC^ GIG  SANIT  J3(7)
   1 96 d)
O07225  DL:  SEKkciS, F. J. JNrtLL
     H. V.
   GENtTIC  ANALYSIS UF  AlJ-J  MUTANT.)
   CF htURGSPORA  CRASSA INCUCEU dY
   tTHYLENE  OIBROMlDt-A CCwWONLY
   LSED PtsTICIDE   tMS NbwSL  3: J6-
   37, 1970

007306  tALDEHMANN, K. H. ; kUt HHbUKt-l ,
     t>. ; scHRceotR,  T.M.
   IN VIVL  AND  IN VITRO STUDIES ON
   THE  MUTAGENICITY OF  TRYPAFLAV I Nt£
       HEXAMtTHYLtNETETRAMINE  IN
         S  (GERMAN;ENGLISH SU*«M)
   1-UMANGhNETlK 4:112-126,1967

007308  POi-LINI,  G.;uISCALDI,
     G.P. ;«CaUST£LL.I DLLLA CUNA, G.
   CHKCMOSOME CHANGES IN  LYMPHOCYTCS
   FIVE Y£A«S AFTER tlENZENt
   HAEMOPATHY t ITAL IA N ; tNGL I SH &
   GERMAN SUMM)    MEu LAV  LO:74J-7o8,
   1969

O07357  FAHMY. O.G.;FAhMY,  MYRTLE J
   GENE ELIMINATION IN
   CARCINCGENESIS:   ft b" I NTEkPhE T ATI ON
   GF THE SOMATIC MUTATION THEORY
   CANCER RES 30:1^
007504  CuMMINu,  R.8.
   CHEMICALLY INDUCED CHANuLS  IN THE
   EFFECTS  OF CHEMICAL  MUTAGtNS IN
   THi£ MOCSE   ot'NtTICb 64:S14,1970
007717   SiEbERT,  O. ; Z I MMhHMANN ,
     F.K. ;LEMPERLE,  e.
   GENETIC  EFFECTS GF FUNGICILES
   MUTAT  RES 10:533-643,1970

OO7729   FuR,>(I.  ALcSS ANDK A ; PA C i FI CJ ,
     EMMA;LIMQNTA, ANTONIO
   CHRCMCSCME STUDIES  IN WoftKtRS
   EXPOStU  TO b£NZtNt  OR TOLUENE OK
   tCTh    ARCH  ENVIRON  HEALTH  i'2:j73
   378 , 1971

007849   PILlNsKAYa, M.A.
   CHRCMCSCMAL  AdEKKATIONS  IN
   PERSONS  HANDLING tlHAM ol^oLK
   INDUSTRIAL CONDITIONS   SuV GtNrT
   e:977-tdl , 1970   (TRANSLATE
   CENETIKA 6(7): 157-163, 1WO )
                                           3-186
-------
007871   PHILIP,  PREEEN; KKOOH  JENSEN,
  UENZENc INDUCtC CFRGMGSUMt
  AUNOSMALIT itS IN  HAT BCiNE  MARROW
  CELLb   ACTA PATHOL MICROtJIQL
  SCANJ SECT  A 76 : 4fcS-49 0 » 1 970

007887   JRUCKREY • H.;KRUSE,
    rl. ;PKL~U£SMANN ,  R . ", I VANKOV 1C *
    3 . ;LANOSCHULTZ.  CH.
  CANCEKOGEMC ALKYLATING
  ^U_> STANCES.   J. ALKYL-HALOGENI DES .
  -SULFATES,  -bULFGNATeS ANO
  Sfk.HlNcD FiETEFCCYCLIC COMPOUNDS
  ( G,IRi<( AN; ENGLISH SUMM)    i
  KKttiSFURSCh  74:241-273,1970

007931   cD&AHDS,  K. ; JACKSON,
    n . ; JcHEb i  A • 1<.
  STUDIES AlTH ALKYLATIlsG
  EoTtKS:2.A  ChEMICAL
  liMTtKHKhTATICJN  THHQUvih METABULIC
  STUUIE3 Ut-  THE  ANT I FERT IL IT Y
  t_HrLCTi OF hTHYLENE
  DIMtThANtoULFCNArfc  AND ETHYLENt
  UltJivUMiUt    dlCCHEM PhARMACOL
  1^.: 17f 3-1789, 1970

007V93   SOKCLOV,  V . V. ; GUK IZONTOVA ,
    M.N. iCHULlNA . N.A.
  ji'^UCTORE  ANt CCMPLiblTION  OF BON£
  MAKWu* CELLS UNCER  TbE EFFECT OF
  Cth-CAI.M PHYSIC/L  ANLi ChEMICAL
  FAC. TUriS    SOV OtNET to : b4C- d43 , 1 WO
  (1-iANtLArtD  i-(-CN!  GtZNtT IKA
  b( o) ; 1 74- 177,1
                                     006323   KIHLMAN,  d.A.
                                        CYTULCGICAL EFFECTS  OF
                                        FHENYLMTRJSAMINES.l «TF,t
                                        PRODUCTION QF  STRUCTURAL
                                        CHRCMCSOME^ CHANGES JN THE
                                        PRESENCE OF LIGHT AND ACRIi-lNE
                                        GRANGE   RADIAT BQT  1:35-42,1961

                                     008324   KIHLMAN,  a. A.
                                        CYTOLOGICAL EFFECTS  OF
                                        PHENYLMTROS AMINES .2 .K AUIOW IMc T 1C
                                        EFFECTS   RADIAT SOT  1 :«t 3-50 . 1 961
                                     O06333   KSAROUAHOT. H . J SCH WA
                                          R.J/II^MERMANN, F-
                                        LACK OF  MUTAGENICI TY  OF
                                        MTHOb AMINES  IN NEUROSPUftA
                                        (GERMAN)    NATUKV»I5btiNSChAFTEN
                                        £0: 135-136, 1963

                                     OO8407   ZYdlNA,  D.L.iKRUGLYAKOVA,
                                          K.E. JEMANUEL, N.M.
                                        AUTOCATALYTIC  NATURE  OF THE
                                        INTERACTION BETWEEN  SOMl_ ChEMICAL
                                        frUTAGENS  AND  ON A ( RUSS I AN ; ENGL ISH
                                        SUMMJ
                                        SUPERMUTAGENStSUPERMUTAoENY)  72-
                                        78. 1966

                                     008517   AHGUb,  MARY F.
                                        CARCINCGENESIS AS HELATtD  TO
                                        PROTEIN  UENATURATIUN  uY
                                        MTSGSAMINES  AND OTHER toATER
                                        SOLUBLE  AGENTS   PROC AM ASSQC
                                        CANCER RES 3:206,1961
         PRuusswA^^,  H,
          ALKYLATINu  AGENTS  As
              S   FOOD CUSMET TOXI»_UL
003085  GECt-.UL^«ING  Stht  TREATMENT  WITH
  r'UNuICIDEb   CAN  J  GfcNcT  CYTUL
  AMIK,  O.-.VCLCANI,  R .
-FhECT  LF CIETAHY  t.THYLENE
Oi.lOh  (EUfc)  GN THt.  TESTEb OF
-jiA PKcLl^I^AfY tXEPGKT
lL 5TEKIL ie: 144-143.1967
   TnC
O06S31  SCHULTZE,  t>.
     H.;SCHUMP, E.;MAURER,  M.
   AUTOfiAUIOGRAPHI C I NVEST 1 1 A 1 ION UF
   (^ROLIFEKATiaN AND
   POLYPLCIOIZATION DURING  CCL-+-
   INOUCED LIVtH REGENERATION  IN  MlCi_
   tGERMANiENGL ISH  SUMM )    VIRChuWS
   AHCH 6  1^:3^9-343, 197J

008633  SfEINdERG, KJBERT  A.;THON,
     wHAHLES
   CUTATIcNb AND RdVtRSIONi,  IN
   REPhCQUCTIV.ITY  OF ASPERG1LLI  «liTH
   NITRITE,  CQLCHICINt,  ANO O-LYiilN£
   PROC NATL ACAD  SCI  USA  2o:363-3o6,
   194C
                                           3-187
-------
C08705
     u m ', VAUf%w R » Ift •
   C^T GLt-oICAL  AND  MCRFriCMfcTRIC
   INVEST IGAT ION  CF  MCUSE LIVER
   R_o-Nt«ATlGN AFTER CCL4
   INTuXICATIGN ( GERMAN ; LNGL I SH SUMM)
   VlKi_HGi»S  ARCh  E  1 ft: 34 5-359 , 1973

008327   MAUFER*  1*.; GERHARD,
     H . ; S.-HUL TZE ,  E.
   uJANTITATlVE MCLEL OF  MUUSt  LIV6R
   "".-GcNliKAT ICN AFTER CCL4  POISONING
           N; LNGLISt-  SbKM)     VIRCHGwS
            1 4
00bd*6   SELLYEI, W. J KELEMt N ,  t£.
                 STLCY  IN  A CASE  OF
                 C  LEUKEMIA
   -v lTn« HiZLGhK ISATION" 7 YEARS  AFTER
             PANCYTCf-tNI A    EUR  J
 006869   HARMAN,  CfcNKAM J CURTI S .
      HOWARD  J«;TiLLEY.  JOHN
   CitRGNiU JJMAL  AcERRATlbNi  IN  LIVER
   CLl_i_S  UF  MICE  FED FREE RADICAL
   Kt.ACTIuiM  ItNHieiTURS    J  GEHONTDL
   d :>: I 7-19, 197C

 009179   RUE.  hOEERT JR.;PAUL,
      J . o . ;ML(NTGuMEhY .  P.U'B.
   Kii-4triCS  AKD ^tCHAMaM OF  THE  N7-
   HYDRUAYALKYLAT IGN OF GUA|\OSINE
   J  Mt£f E«OCYCL CFEM 1 0 : bb 9-865, 1 973

 00921,2   fHul»A. R . A .
   Jot   CJ- MUTAGENb  IN  THE
   1MPRCIVEM-NT  Of-  PRCbUCTILN  ^TRAINS
   uH Ml i_W(JORGAN I SMS    t-QLIA
                          16: 197-ii04, 1971
 009284   CACHtiHL,  N.L.A.
   S.YT JLtoICAL  S1GL1ES  UF  STEklLITY
   i IM oCKo  up MICE  TREATEU VvITh
   ,«IJTAGc.4S    GLr. ETICS  6 fc : Sb- 59» 1 9 7 1

 0092i5   CUMMNGt K . i£ . ; \«i ALTON .  MAKVA
      F .
   o_>v(CTIC  rFFECTS  OF
   C ri_LLJP^USPriA^ I UE IN  T F t GEhM
   CuLL-5  ^F  MALci  VICE    GENtTICS
OCS410   bAVAGE,  R.A. ;iTU/"bCt  C.R.
   CHARACTERISTICS OF  PROGENY  GF
   ETHYLENE OXIDE TREATED
   CLOSTRIDIUM BOTULINUM TYPe  62A
   SPORES    J  FOUD SCI  36:i62-l&4,
   1971

009487   tICKEY,  FRANK  H.;cl_cLAND,
     GEGfic-E H.;LUTZ.  CAROL
   THE  RCLE UF ORGANIC  PERUXIOtS  IN
   THE  INDUCTION  GF  MUTATIONS    PWUC
   NATL ACAU  SGI  USA  3b : bel -b 66 . 1 S>49
OCS488  LOVELESS, ANTHONY
   GUALITATIVE ASPECTS  OF  THE
   CHEMISTRY  AND  BIOLOGY UF
   RADICMMETIC  (MvJTAGENlCi
   SUBSTANCES    NATURE
   167:33ti-342, 1951
OOS525   GREEN,  NANCY
   SCREENING  OF  SAFROLE , EUGcNLL ,
   TFEIR  MNhYORIN  POSITIVE
   WETASGLITES AND  SELECTED
   SECGNDARY  AMINES  FOR  POlcNTIAL
   MUTAGEMCITY    UlSb  A6STH  INT  b
   35: 39fc4, 1976

009526   COFMEKLER.
      V. A. idONASHEVSKAYA ,  T.I.
   EXPERIMENTAL  STUDIED  OF
   TERATCGENIC PROPERTIES  OF
   FORMALDEHYDE  bASED ON
   PATHGLCGICAL  INVESTIGATIONS    HYb
   iANIT(LSSR) 34 : 2. o6-2fc 8 , 1 9C.9
   (TRANSLATED F'KOM  GIo  SAM T
   34 ( 5): 92-94, 19fc>9)

009557   RuY,  K.;JANA,  M.K.
   ETHYL  N'tTHANESULFONATE  ^NU
   ETHYLENc OXIDE INDUCED  MUTATIONS
   IN  RICE(ORY^A SATIVA  L.)    PROC
   INDIAN  SCI  GONGK  60 : t42- o4 j , 1 97J
OC5584   UZHOKrtAu/E,
      D. I . JPAPELISHV1LI ,  R.K.
   *EChAMSM  OF  ThL  EFFtCT  OF  SIMPLt
   PHhNGL£ GN TRANSCRIPTION
   (Russi AN;ENGLISH  SUMMJ     suufaSHGH
   AKAD  NAUK  GRUZ SSR  70 : 7 i 7- 720 . 1
                                                3-188
-------
010254  KiNATSAKANCV, 5 . T . J PCGUSY AN,
    A • J •
  MUTAoE^IC ACTIVITY UF  BENZENE  IN
  HUMAN CELLo  IN  VITRO
           ; Art MEM AN SUM)    bIQL ZH
           CSCME AcERRATIUNS
  1, JOULE J UV  ETHYLENL uXIDt  IN MAIZE
            40:571,1955
                                  01C798   u'AMATC,
                                    The EFFECT oF COLChlCINc ANU
                                    ETHYLENc  GLYCOL ON S7ICKY
                                    CHHCMCSQMtS IN ALL1UM  CEPA
                                    1-EREDIT.AS J4:a
                                  010803   SHARMA, AHUN KUMAR ; bHARM A
                                      ARCHANA
                                    A STUDY  OF THE IMPORTANCE  CF
                                    NUCLEIC  ACIUS IN CONTRCLLING
                                    CHROMGSUME BREAKS INDUCED  i3Y
                                    DIFFERENT COMPOUNDS
                                    NUCLEtS(CALCUTTA) 5: 1 2 7-1 3C ,
                                  O1C817   ZAMENHOF, STEPHEN ; Gk I bQFF .
                                      <3EfiT*iUDE;MARULLu,  NICASIO
                                    STUDIES  ON THt RESISTANCE CF
                                    DESOXYRlbONUCLEIC ACIUS TO
                                    PHYSICAL ANO CHEMICAL  FACTORS
                                    EIOCHIM  felOPHYS ACTA 13:4b9-470,
01C843   BARTHELMESS,  A, ; ELKA e ARI TY ,
    A.
  CHEMICALLY I NOUCED  MULTIPGLAR
  MTCSES.PAHT J (GERMAN)
  PROTOPLASMA 54 : 455-475, 1 9t>2

010855   EHRENBERG, L. J GUSTAF SSUN, A.
  CN  THE MUTAGENIC ACTION  OF
  ETHYLENE OXIDE AND  U IEPOXY EUTANc
  IN  EARLEY   HEREDITAS 4j:69i>-to02,
  1957

010859   N&THERY, A . A . ; W ILSUN , G.d.
  CLASSIFICATICN OF THE CYTOLOGICAL
  ACTIVITY OF PHENOLS AND  ARCMATIC
  CHGANLPHGSPHATES    CYTGLUGIA
  2U 270-275, 1<366

010863   FAHMY, O.G.JFAHMY,  MYRTLE  J,
  CYTQGENETIC ANALYSIS OF  THE
  ACTION OF CARCINOGENS AND TUMUK
  INHIBITORS IN DWGSOPHILA
  KELANGG ASTER. 6. DIFFERENTIAL
  CENETIC RESPONSE TO THE
  ALKYLATING MUTAoENS AND  X-
  RADIATIbN   J GENET 54:146-164,
  195£
                                        3-189
-------
010868  SMITH,  H/>RCLD n.JLGTFY,
     THORAYA  A.
  COMPARATIVE  EFFECTS UF CaRTAIlM
  CrttMILALS  CN TRAOESCANTIA
  CHROMOSOMES  AS CBStRVEO  AT POLLEN
  TUbE MTGSIS   #M  J bCT  4 1 : 58y-
  b^J , 1 S»t54

010369  ALEXANDER,  PETER
  INTcRFtRENCE «ITH  TFE FORMATION
  UF A NUCLLGPROTEIN COMPLEX BY
  KAUiOMlMeTIC CCMPOUNDS
  NATUktL(LGNOCN) 169 : 226-227 . 1 952

010936  NUKlTSUKI,  KGhlhu
  sTuoits  ON THE COMBINED  EFFECTS
  UF r I 1 33- 143 . 197 1 >
 G11001   Vci^l^A,  INDER M.;KAY, CYHtL
     ,«l . ;LiTTAUEf< •  URIEL  Z.
   CIRCULAR OICHf-CIS^ bF
   Ml T^ChONuR IAL  f-ldCSCivAL  RN A FRUM
   TrdCHLUERWV  VIRIOE    FhdS LETT
   1 dl J17-321 , 1971

 011041   VAN  DUUFEN, 5.L.
   CAi< 16,
   1970

O11454  GYOEHFFY,  b.
   THE  EFFtCT OF A  CHtMICAL  MoTAocN
   LN XANTHCMONAS PHASEOLI
   VAR.FCSCANS (GERMAN)    AuH DTsCH
   AKAO  I*I5S  JERLIN KL MtD(l):ilO-
   115,19fcO

011473  NiLAN, H.«.;KUN^AK,
     C.F.;HtINdR, R. u.. ; FRCtSu-
     GcRTZEN, EDITH E.
   CHEMICAL MUTAGENESIS  IN cARLEY
   fcARLEY GENET l.PHOC INT SYI*P
   !ST(15fc3J   3b-5^,
                                          3-190
-------
311767  HOLLAENOtfi,  A.
  CONCLUSION    CHEM  MUTAGENS PRIN
  METHODS THEIR DETECTION 2:607-610,
  1 97 1

011603  GUSTAFSSCN.  AE.
  CHARACTERISTICS  AND  RATE OF HIGH-
  PROJUCTIVt MUTANTS IN  UIFLCIU
  aARLtY   USE  INDUCED MUTAT PLANT
  tfHtfcO REP F AC/ IAEA TeCH
  M<£ET(1964> 323-337,1965

011883  COOKSCN.  *.J.;SIMS,
    P.;C=KUVER,  P.L.
  MUTAi.ENlCITY  UF  EPOXIDES UF
  POLYCYCLIC HYbfCCARECNS
  COKHtLATED talTH  C ARC I IMOGEN ICI TY
  OF PARENT HYDKCCAR6CNS
  NATU«EiLLNDCN )K£K  &IOL 234:186-
  167, 1971

011885  FORM,  ALESSANDRA
    M. ;CAPPELL1M . ANNA;PACIHICO.
    EMMA; VIGLIAM , ENRICO c.
  CHROMOSOME CHANGES AND THEIR
  eVJLUTION IN  SLBJECTS 1«ITH PAST
  EXPO^UHt TO BENZENE   ARCH
  ENVIf1 THI UCARBAW IN 1C  ACID
  DERIVATIVES  UN  THE NUCLEIC  ACIDS
  CF RAT LIVER (UKRAINIANJENGLISH
  iUMM)    UKR  BIOKHIM ZH ^3i
  1971

012461   hLlZAHOVA, O.N.;NUZHU1NA,
    U.P.
  APPLICATION  OF  TISSUE CULTURES
  FUR DETERMINING THE TOX1C1TY  UF
  PESTICIDES   HYG SAN IT(USSR)
  36:lOl-lOb,1971  (TRANSLATED  FROM
  tIG SAM f  36(1),1971)

O12482   MARTSUN.  L.V.JPILINSKAYA,
    M.A.
  CN HYClLiNIC  CHARACTERISTICS OF
  fcORKINC-  CONUITIONS IN PRODUCTION
  CF ^IRAM   HYG  SANIT(USSR)
  460»1971   (TRANSLATED FKOM
  SANIT  36(3),1971)

O12602   IZARD.  CAMILLE
  EFFECT GF  N-METHYL-N «-MTRO-N-
  MTROSGGUANIDINE AND dETA-
  J-ROPICLACTQNE ON CELL CiVISION  IN
  VICIA  FAdA IN THE PRESENCE  UF
  HYOPOQLINONE (FRENCH)    C R ACAO
  SCI SER  D  274:1660-1662,1972

012660   ROBERTS,  J. J. ; KARi* I CK,  G.P.
  THE CCVALENT BINDING OF
  METABOLITES  OF
  DIMETttYLAMiNOAZUBEN/.ENfc, diiTA-
  NAPHTHYLAMINE AND ANILINE  TO
  NUCLEIC  ACIDS IN VIVO    INT J
  CANCER 1:179-196,1966

O12682   LK.ITA, TYUNQSIN; CKUYAMA,
    HARUMI ;HAYATS
-------
012912  KibsLitsG,  w.;5PtCK»  d.
  CHROMOSOME ABERRATIONS IN
  EXPERIMENTAL  6ENZENE  I NTUX I CAT I CN
  hc.LV MED  A<_TA  j6: 59-fafe» 197 1
312940   oUtRIN,  I*.;LAZAR.
     P . ; CHOURuCLI fvKOV»  I.
   INHiuITORY ACT1CN CF Cl-EMiCAL
   CAHCINQGEtsS  CN  MITOSIS Or  HAT
   LONG CtLL CULTURES. 2. COMPARATIVE
   STUDY  UF  CARCINCGEMC AND
   NONCHhCINOGEN 1C SLfcSTANCES
   (FRENCH)    C ft  SOC  tlGL  165:22bb-
        1 971
012961   PROPPING, PETER ;fcUStZLMAlER»
     WEKNER
   THE  INFLUENCE  CF KtTAbULISM QN
   MOTAvitNIC ACTIVITY  IN THE  MJST-
   .vltUlATeD ASSAY    ARCH TOXICOL
   ^a: 1^9- 134,1971

012970   ISH1MARL. TCR ANLSUKE . OK AD A •
     TAKANURI ;TSUCHIMLITO.
     T AI oU; HC-ShINC . TAKASHI ;iCHI MAPU.
     A 1CH1 TO
   •JCCUPAT ICtsAL  FACTCRS IN  THt
   cPIutMiOLCuV  OF LtUKtMlA  I N
   HiKOSHIMA  ANL! NAGASAKI    AM J
   tPIUEMIOL  -J3: 1 £7-165. 1971
                          013043   MASON.  MARCUi. M.jCATE,
                               C.C. ;s3AKER,  JOHN
                             TUXlCOLO-bY  AND CARCINOGLNtilS OF
                             VARIOUS CHEMICALS  USED  IN THE
                             PRtPAHATIuN OF VACCINES   CLIN
                             TCXICCL ^:l«J5-2U4, 1971
O13098   WILLSON,  JOHN t.
   ETHVLENii CX1OE  STERILANT
   fiULL PARENTtR DRUb  ASS ^
                                                              IUJ<£ S
                          013215   LtTT,  JOHN  T. ; PAH ri I NS ,
                               OtaENtA M« ; ALEXANDtR, HcTER
                             PHYSICCCHtrtl CAL CHANGES  PRCOUCtO
                             IN UNA AFTER  ALKYLATICN    ARch
                             BICICHEM BIGPHYS 97:80-93,1962

                          013279   LINuGREN. D. ; L INDisREN,  K.
                             INVESTIGATIONS OF  ENV I ft CNM ENT AL
                             KUTAGENi bY  THE WAXY METHCU    tMS
                             NEWSL  6:^2,1972

                          O13307   FA8EHLANDT,  W ALT EH ; MENTt ,
                               E AREARA
                             ABERRATIONS  IN THE  ChH t NCS (.ML
                             COUNT  AND  STRUCTURE OF  1NULSTKIAL
                             WORKERS EXPOSED T(J  BENZENE
                             (GERMAN)    ZENTRALUL ARoElT
                             ARUEITSSCHUTZ 21{ll);33c-3<*l,
012984   cPSTEIN, SAKCEL b.
     ELS IE; ANOREA , JCANJbASS,
     v* ILLA; Bi SHCP , YVLNNE
   UtlT^cTIUN  OF CFcMICAL MUTAGENS  tY
   rrl£ UCVIKANT LETHAL ASSAY IN THE
   MUUSt    TLXlCCL APPL PhARMACOL
   2 j; ie o-3ib ,1972

012998   LAWLEY,  F.O.;JARMAN,  M.
   ALKYLAT1CN  t)Y  PRUFYLcNc  UX I CE uF
   UcUXVHluCNuCLElC  ACI^.ADENINE,
   GJ«iN-iSiNt  ANL>  DEUXYGUANYL1 C AC1U
   dlUCHLi^ J  1 2o : C53-90& , 1 972
 013029
     J.
fcUiTh  G . i TAK AhASH i
          LlGnTY,
           T.
          TILN  OF  *-Er
-------
013640  VOUGu,  C.E.
  MUTAGEMC  ACTICN CF (IPCXY
  LOMPCUNOS  AND SEVERAL ALCOHOLS
  MUTAT «ES  2 l: £2-52 . 1973

013911  ROOTS,  H.;OKABA, S.
  PROTECTION CF C h A NCLe.CULES  OF
  CU-TURED MAMMALIAN CELLS FROM
  RA.J I AT 10N-INCLCED SINGLE-STRAND
  SCISblUNS  3V  VARIOUS ALCOHOLS AND
  5H CJI»HOUNDS    INT J RADIAT  S IOL
  2i: .-^-342, 1372

014020  KJNDJMJSI. ADAM;FcDORC3AK,
    I MKhiiCLYVCSY. FEHENCJEHftENtiERG.
    LAKS;OSTERMAN-GCLKAR» S IV
  INACriVATION  CF Q-fcETA RNA  cY
  tLtCTRUPHILEo   MUTAT fSAV  AND  THE CCMINANT LETHAL
  TLJT  IIM MICE < CERMAN;ENGL ISH SUMMJ
  dIUu  ZcNTnALbL  9 1 i 2 1 1 -32t t 1 972

 314210   oMlKNGVt  A.F . ;SMARAGOOV ,
    ^ .G.
  Trie  5TATt  LiF CNA IN GiANT
  CHi?OMCiOML"S STtCIEo- dY
  Luivl INt JCLNT MCi-CSCCPY
  (i-iU531 AN iENGL ISt- SUMM )
  Tol TOLUGI YA 14 :l205-liil 1 ,
O1437S   ANDCh. T.;IDE,  T.
  CISOLFIUE bRIUGES  IN  PROTEINS
  LINKING DNA IN CULTURED  MOUSE
  FICI&O&LAST3. STRAIN L.P3    £XP
  CELL  fc£S 74:5^6-531, 197ii

O14382   CERHAHO. H. ; 3CHULTZE .
    B.;MAURER, M.
  EFFECT OF A SECOND CCL4(CARbGN
  TETRAChLORIOE) INTOXICATION ON
  CCL4-OAMAGED MOUSE LIVER
  (GERMAN;ENGLISH SUMMJ
        E 10:184-199,1972
014542   VALADAUD-bARKlEU.  0.;IZARD,
    CAMILLE
  HYDHOCLINGNc-INDUCtD  ChANGES IN
  THE CELL  CYCLE IN VICIA  FABA KuJT
  KtRJSTEMS  (FRENCH)    C Fv ACAD SCI
  ££R D  276:33-35,1973

O14737   UOBROKHQTUV, V.d.
  KLTAGEMC  ACTION OF BENZENE AND
  TOLUENE  UNDER EXPERIMENTAL
  CONDITIONS (RUSSIAN; ENGLISH SUMM)
  C-IG SAMT  37( 10): 36-39, 1^72

014614   BISCALDI, G.P . ;RGtoUSTtLL I
    OELLA  CUNA, G.;POLLIM, G.
  SIGNS  GF  DEVELOPING LELKEMIA IN
  EENZENE  BLOOD DYSCRASIA
  dTALi AN;FRENCH & ENGLISH SUMM)
  hAEMATCLCGICA 54 :579-5fcS< , 1 <* 70

O 14842   MOUHA DUAKTt, FHANC1SCU A.
  J^UTAGENIC  EFFECTS QF  SLMF,
  INQNGAMC  ACID ESTERS IN
  ASPESGILLUS NIOULANSt t I UAH
  -122. IS/72
                                       3-193
-------
C15103  jLlTKlN,  Plf J:\ INU    AC1A *Eu POL  12:2a±i—
  ^ Jd , 1 971

015424  uAtTh,  J.JTFIESS, A.M.
     uML5O'"ii:  STUDIES  .  K.D.N.
  crFcCTS  UF  tTHYL  VETH ANESULFON A TE
  H:>iJ tlTHYL^Nt OIDE ON
  KHl^OCl-UMUM HIERC6LYPHICUM
  PrlJC  I KG I AN SCI CCNGU  57:274,1970
                           M.K.
             EFFICIENCIES  OF
  MJN JFUNCf 1 ONAL />LKYLATING  AGENTS
  IN KlCi    PRGC INDIAN bCI  CCNGK
015901   CUMMING, R.fc. ; WALTON ,  MARVA
    H .
   Muu IF IcATICN GF THE ACUTE
   TUXICIT* uF MUTAGENIC  AND
   CARCINOGENIC CHEMICALS IN  THE
   .vlUUbE  UY PREFEEDING WITH
   ANT IUX1DANTS   FOCU COSMET
015985   UAN/» N . ; AMLACHEh, ,  E.;URaAN.
             ACTiCN UF  CARCINOGENIC
              INCC tt-4 1C  SUBSTANCES CN
   THL.  H^LLIFESAT I VE  ACTIVITY OF
   AL>-<-_NAL v-LRTEX CELLS    EXP PATHUL
   o: 1 i 2-1 2 7 , 1 -i 72
 0160.30   KHAI\. H.;KHA/\,  IV.H.
   cy r Oot.-itT i <_ jTcties FCLLUWING
   CHKLMC cXPUSUFE  TO utNZt_Nd
        AN; LNGL I Sh SC^M)    AfN;ENGLISh SOMM)
  ISITOLOijIYA 15:341-343,1^73

016090   LGEbER, G.;jCHUETZ,  H.
  EFFECT  OF GHGANIC SOLVtKTi UN THE
  PHOPERTIES UF THE COMPLEXES OF
  LNA i* i TH HHOFLAVINE AND  SIMLAK
  COMPOCNDS   BIOPOLYMEftS  111^439-
  2455,1972

O16208   KUKAi,  FHANK H.JHAWkYLUK,
    IRENE
  VUTACEMCITY  OF SOME HALJ-ETHEKS
  AND HALO-KcTONEi.   MUTAT  RES
Oie2io   CM,  PKASAD;KAMRA ,  O.P.
  HADIOSENS IT IZING PRUPER7 Y UF
  EUTYLATEO  HYORUXY TOLUENE (dHTI AND
  EUTYLATEU  H YDKOXYAN I SOLE ( 8HA ) I N
  CKOSCFHILA MELANOGASTER    MUTAT
  HES 21:^29,1973

016214   RAJARAMAN. M.;ROUNUS» D.E.
  tHT TCXICITY STUDIES  CN  MAMMALIAN
  CELLS    MUTAT RES £i:2jl.l%73

016247   KAMRA, O.P.;uHOSE,
     T. 4IKAMMEN, M.
  F.AD IOSENSIT IZAT ION OF  EL4
  LYMFHCN«A CELLS ttY A CUMMCNLY USuD
  FOOD  ACuI TJ VE.tJUTYLATED
  1-YURCXYTCLUtNtt briT )    MUT/sT KcS
016439   KUCCHI, P.;PK(JDI,  G.;GRILLI,
     s. ;FEHRERI . A.M.
   IN  VIVO AND  IN VITRO  DlNUlNv. OF
   CARBCN TETRAChLONIUt  WITH KUCLt_IC
   ACIDS  AND PROTEINS  IN R«T ANb
   ("OUSE  LIVER   INT J CANCEn 11:419-
   425, 1973
                                      3-194
-------
016515  MAGUIRE, 0ASJCRIE  P.
  INDUCTION  OF MEIOTIC  AUNORMALITIES
  J CiiLL  dICL 59:212A,1973

010572  oHAMSEHGES. RAYMOND
    J . ;oAUc,HMAN» FRANCES
    F.;KALCHERT, SHELLEY L.JrtlLLIS,
    CHARLES  E.;hGFFMAN,  GEORGE C.
  CAKCiNOGEN-INCUCEC CHROMOSOMAL
  tirtEAixAGE  CECfiE/»£ED BY  ANT1OXIDANTS
  P.^JC NATL  ACAC SCJ USA  70: 1461-
  146J,1973

016576  CHATTERJEE, PRC8 ift ;SHAHMA *
    A . K .
  EFFECT  OF  PHENCLS CN  NUCLEAR
  DIVISION  IN CHARA ZEYLAN1CA
  NUCLEUS (CALCtiT I A) 15:^14-218.1972

017001  CACHEIKC, NESTOR
    L . A. ;«UbSELL. L1ANE
    Di^AUCHJSWARTCCT. MARGARET 5.
  ThiANSLUCATIGNS.ThE PREDOMINANT
  CAiJiiE QF  TOTAL STERILITY  IN SONS
  Of- MICE TREATtLJ HITH  MCTAG6NS
        Ci,  76:73-91 » 1 '» 74
017100   SCJORRA, L . J . ; KAUFMANN,
           UF BUTYLATED
  HYDHOXYTOLUENt ON  THE  CELL CYCLE
  AND ChROML'SGME MORPHOLOGY UF
  PHY TUHtlMAGGLUT 1NIN-5TJ MULATEU
  LCUKUCYTE CULTURES   FOOD CUSMET
  TUXICOL  12:33-44,1574

017152   KAMRA, O.P.
  KADiiJSfcNSITI ZING PROPERTY OF
  dUTYLATEC HYDRCXYTULUENE IN
  UKUSGPhlLA SPEFJ*    INT  J RAUIAT
  dlJL  i^j: 293-297 , 1973

017214   SLIFKIN, WIRIAM  K.
  APPAKcfxiT INDUCTION  CF  MUTANTS AND
  ENHANCEMENT CF CCMOIAL FORMATION
  dY FUiMtjICIUES IN ALTERNARIA MALI
  MYCOP«THOL ^YCCL APPL  50:233-240,
  1 973

U7242   RUY, SATYESI-  CHANCRA
  oU'-iPAiMTI VE EFFECTS OF  CbLCHICINE,
  CAFFtllME AND FYDRCCUINCNE CN
  NJL-AL  KuCTS CF CALLIS1A FRAGRANS
  ^!>JL  t-LANT IE :C-£3-jSO
017264   NEWELL, G.w.;MAXWELL .  W.A.
  STUDY  CF WUTAGENIC EFFECTS OF
  1GNGL.C.P.   U 3  N T I S PB
  REPORT NO.221827/9,1972

017303   SERbAN, MANDICA;CUCA-
     MARINESCU, OAN1ELAJMUSETEANU,
     PETHICA;MAXIMILIAN, c.
  CYTOGENETIC RESEARCHES ON PERSONS
  FORKING IN AN AMINODER I VAT I VES
  ENVIRONMENT   REV  RUUM ENOOCRINUL
  10:289-294,1573

017328   DQtJRUVOLSKAYA,
     S.G.;TSIRELNIKOV*  N.I.iYAKObiON.
     G.S.
  EFFECT OF CARbUN TETRAChLORIDE ON
  MORPHOLOGY AND HISTOCHcfcISTRY OF
  THE LIVER IN PREGNANT RATS    dULL
  EXP BICL MED(USSR)  75:209-211,1^73
  (TRANSLATED FROM  SYULL tKSP  B1 L!L
  MED 75(2):114-117,197J)

017423   ANTONOVICH,  E.A.;CHERNOV,
     O.V.;SAMOSH, L.V.;MAKTSUN,
     L.V. ;PILINSKAYA,  M.A.;KUR INNYi .
     L* I * ;VEKSHTEIN,  M.SH.;MAKTSON,
     V.S.;SALINt P.N.;KHITSENKG, I.I.
  COMPARATIVE TOXICOLOGICAL
  EVALUATION UF DITHIOCARbAMATES
  (RUSS1ANJE.NGLISH  SUMM)   GIG
  SAN1T  37(9):25-30,1972

017493   BUSE, S.;MAITI, S.N.
  GERMINATION,SEEDLING GROWTH  AND
  MTCTIC AbERRATION FOLLCWINO
  TREATMENT OF SEEDS OF TtlRhE
  VARIETIES OF TOMATO ( LYCLPERSI CUiM
  ESCULENTUM)WITH  HYOROXYLAMINE AND
  ETHYLAM1NE   ANDHRA  AGRIC  J
  17: lfcg-169,1970

O17S82   JANA, MANAS K.;KOY« K.
  INDUCED UUANTITATIVE MLTATICN IN
  SICE    RADIAT BOT  13:245-2^7,1^73

017636   VOGEL, E.;CHANDLth,  J.LH
  KUTAGEMCITY TESTING OF CYCLAMATE
  AND SCME PESTICIDES  IN DRUSUPHluA
  MEL*NOCASTER    ilXPtR IENT I A  ^0:0^1-
  623,1974
                                        3-195
-------
J17669   oPARHG*» A • H . ;5 ChA iK tR .
    L . A. ; V ILLALCECS-P 15TRIN1 , K.
  Cu.'IPAR ISCN CF SCM^TIC  MUTATION
  KATrrS  INDUCED IN TRADESCANTIA BY
  CM£MICAL  AND PFYSICAL  MUTAGENS
  MUTAT  -JE5 2c:2££-276, 1 W4

017827   MtNEviHIM. P«
  iLiCT  UF METAECLIC  ACTIVATION
  WITH  RAT  LIVER f-REFARATICNS ON
  Triu  MUTAGtNICITY UF  itVEKAL N-
  NITKUSAMINtS  <-N A  S T KE PTCNi YC I N
  OtlPt-.,-iUi£NT STRAIN LF  ^SChERICHlA
  CUL I    MbTAT  RES 2fci 3fc l-36o, 1974
J17886   HJb5AlN,  SA E ED ; EhRhNdEKG ,
    L ArtS
  ,4'JT AGti-ilCITY CF  PRIMARY AMINES
  CUMoINcO WITH NITRiTt    MLTAT RES
  ^o: 41 si-<*22 ,1574

C17990   tHRbixietRt, L . ; h i Ei>Cht .
    K.D.;OST£RMAN-GCLKAR.
    i> . ; nvENNbERG »  I .
  CVALUAT ICN OF GENETIC  RISKS JF
  ALKYLATING AG t NT S : T IbSUE DG5ES  IN
  THd  MOUSE FRO*  AIR  CCNTAMINATED
  WITH  tTHYLEKc CXIDt   MUTAT RES
  24: b 3-1 03, 1 974

01S021   NAUMAN, C .H . ; VI LLALObUS-
    PIcTKlNI,  R. JSALTKUL1S ,  R.C.
  RESPONSE CF  /> A'LTAtLt  CLONt UF
  TkAUc-iCANT IA TL  GASEOUS CHEMICAL
  rlUT AotiiNi AND  TC  ILM^IiNG kACIATIUN
  MUTAT .?Ei> 2t; : 44 ^ • 1
016022
                                   L.A.
               L*.  A.h. ;bCFAlKER,
             RtSRCNSE OF
   THAJtiCANTIA  TC TRt_AlMhNT  wITH X-
   i'^AYo, uMS,  Ctt, UZLNE, SC2,  N2U
   AMU JilVcRAL.  INSECTICIUtS    MUTAT
                                          oi£i67
                                            RADIOSLNS ITIZATIUN OF  DROSCPHILA
                                            SPERW LY  GGMMUNi-Y USED FUUC
                                            ADD1TIVES-BUTY1_ATED
                                            hYORCXYAMSOLE AND bUTYLATtL
                                            J-YURCXYTOLUcNE   INT J RAOIAT
                                                 25;67-72,
01S215   LYAPKALU,  A. A.
  CfcNhTIC ACTIVITY QF  bENZENt ANU
  TDLUENL ( Hussi AN;ENC.LISH SUMM)
  GIG TR PRUF iJAUUL.  1 7 ( 3 ) : 24-23 , 1 973

016236   RQMANUVA,  N. d. \ RAHUHCRT ,
     I .A.
  KUTAGfcMC MJDtL  OF A  STUCV GF
  MTFC  CQMPUUNDS  AS PROTECTIVE
  AGENTS FROM ULTKAV 1 OLcT RADIATION
  (RUSSIAN)    TEiJK KHIM  fUTAGENtZA
  MAT VSES SUVESHCH  4TH<1969) 7-10,
  1971

018446   ROBCSTELL1 DELLA CUNA,
     G.;FAVING, A.;BISCALDI,
     G. JPOLLINI , G.
  TRANSFCRMATIUN OF  ACUTL LEUKEivjIA
  IN A CASE OF bENZENE-INLUCED
  FYPCPLASTIC AMEMIA
  (I TALI AN; ENGLISH oUMtf)
  FAEMATCLOGICA 57( 1 / 2 ) : £5- ciS , IV 72

016446   FOMENKU, V .N . J STREKALOVA ,
     E .E.
  NUTAGEMC ACTION OF  SOME
  INDLSIRIAL POISONS AS  A FUNCTiuN
  CF CONCENTRATION ANO  EXPOSURE  TIMt
  (RUSSIAN)    TOKSIKOL  NCV PROM
  KFIM VESHCHtSTV  1 3: 5 1-i. 7 , 1 'j 73

O16783   SHEETtL. V .U . ; SHK V AH ,
     L .A. ;NAUMENKO, G.M.
  GENETIC METHODS  IN HYG1L.N1C
  STUUIES (RUSSIAN)    VRACH
  CEL O { 7 ) : 1 1 5- 1 1 b , 1 J o -J

016843   MAMALYGA,  V.S.;KULIK.
     M. i . ;LUGVINENKO, V.F.
  INDUCED CHLOROPHYLL  MUTAT ICi\S  IN
  FARO SPRING »HEAT    OOKL cIUL  ^CI
  21 5C 12t-12«, 1974  (TRANSLATED
  FROM DCKL AK.AU NAUK  SSSR 21b:211-
  213,
                                       3-196
-------
018832  ERCUGAN.  GUELTuN i AKSOY,
    MUZAFFER
  CYTUutNETIC STCCItS IN THIRTEEN
  P«TI^NTS  i»ITH PANCYTOPENIA AND
  LEUKEMIA  ASSOCIATED ftlTH  LUNG-
  T£KM EXPOSURE TO EENZENE    NEW
  ISTANBUL  CCNTRIE CLIN  SCI
  10(4) :2 30-247, 1^73

018910  KRAEMER,  MAPI A i fcj 1 M8OES,
    D. ;GREI l*» H.
  S.TYHHIMURIUM AND E.CULI  TO
  JfcTtCT CFtMICAL MCTAlaENS    NAUNYN
  SCHMIEDEuERGS ARCH PhARMAKOL
            974
019O46   ttALLES* b.A.SULVtlG
   INFLUENCE OF SUMt ALKYLATINC,
   AGENTS ON THE STRUCTURE CF UNA  IN
   VITRO    CHEM tilOL INTERACT 9:97-
   !C3tlS74

O19O71   SALNLKOVA, T. V . ; IJUSM AILOV A,
    O.I . JAMELKINA, N.F-
   CENETIC ACTIVITY OF  N-
   MTROSCALKYLUREAS ON COMMON *HEAT
   *ITH  Th£ USE OF ORGANIC SGLVtNTS
   SOV GENET 10:958-966.1974
   (TRANSLATED FROM GtNETIKA
018922  SHAMeERGER, RAYMOND
    J.;TYTKU,  STANLEY A.;WILLIS»
    CHARLES  t.
  MALCNulALDtHYCE INCREASES  DURING
  CAKCINOGEN INCLCEC CHRCWOSCME
  JHMAGE   FED HRCC.FEU  AM soc EXP
  dIOL  J3
018929   NAUMANt CHARLES  H.;SPARKQW.
    AKNCLD  H.JSChAIRER,  LLCYD
    A.JKLUG.  ERIC E.
  CUMPARATIVE EFFECTS OF IONIZING
  RADIATION AND GASEOUS  CHEMICAL
  MOTAOhNS  GN MLTATICN INDUCTION IN
  A MUTAdLt CLCNE GF TRAUESCANTIA
  RAOIAT RES  59 : 153-154* 1974
019324   SIMQNOV, V.V.;SEMN,
    YU«A.; SUMINOV. S . I . ;PGVcKENNYI *
    A.M.
  MODIFICATION OF IMUCLEOTIUhS AND
  CNA BY  FORMALDtHYDE  IN PRESENCE
  CF AMINES AND AMINO  ACIDS
  BIGCHEtfl S TRY (USSR) 39:436-440, 1974
  (TRANSLATED FROM dIOKHIMlYA
o 19337   tjREw, HENRY; CUWARD, jot
    E . ;PCSENKRANZ» HERBERT S.
   l»2-DIfcROMOETHANE:EFFECT GN THE
   KETABCLISM AND ULTRAST«OCTURE OF
   ESChERICHlA COLI    BIOCHEM
   FHARMACOL 23:2345-2347,1974
018937   VILLALCBCS-FIETR INI .
    H AFAtL; SPARPGW, ARNOLD
    H.;SCHAIRER, LLCYD  A.JSPARROI*.
    RHOLA  C.
  VARIATION  IN SCMATIC  KUTAT ION
         INDUCED EY >-RAYS,Cbt AND
      IN SEVERAL TRADESCANTIA
         i  AND HYERIDS   RADIAT KES
      153 , Ib 74
319016   EHRcNtJEKO. L.;OSTERMAN-
    GULKAR,  SIV;SINGH,
    UciHIKA;LUNDCVIST.  UODA
  KCAcTIGN  KINETICS AND  MUTAGENIC
  ACTIVITY  OF METFYLATING  AND BET A-
  HALuuEiNOETHYLAT INC- GASCLINE
  ADDITIVES    RAC1AT aOT  14:185-194.
319026   MAGUIRE, MARJORIE  P.
  CHcMlCALLV  INDLCED ABNORMAL
  CHRuiv'CoOME  EcFAVICR  AT MEIOSIS IN
  MAIZE    CHfiCMCSCMA 48:213-223,1974
019340   SASAKI, M.S.;MATSUEARA, S.
  PRIMARY DAMAGE OF  RADIATION-
  INDUCED CHROMOSOME
  ABEPRATlCNSiPROTECTION bY SH
  COMPOUNDS AND ALCOHOLS   J RADIAT
  FES  15:47-48,1974

O19343   TAKAGI, YJSHINARI;SHIK IT A,
     MIKIC;TERASIMA,  TOYOZC;AKAbos^i
     SANYA
  SPECIFICITY OF RAOIGPRL1 fc<_T IVE
  AND  CYTCTGXIC EFFECTS OF
  CYSTEAMINE IN HtLA  ^3
  CELLS:GENERATION OF  PEHLIXIDE  Ab
  THE  MECHANISM OF PARADOXICAL
  TOXICITY   RADIAT  RES t^
  1974
                                        3-197
-------
C19405  KOIZUMI,  AK. ifi A; LUEASHI,
     Y uRIKG i T ACh 1EANA ,
     Y A^oKAZU;ToOCA»
     KAYGKI IKATSUIsUMA.  HARUG
  CYTL-K INETIC ANC CYTGGENETIC
  CHANotS  IN CULTURED  HUMAN
  LEUKOCYTES ANC  hELA  CELLS  INDUCED
  dY dtNZENE   I ND HEALTH 12:23-29,
                  EFFECTS
019513  uOGVINENKC,
     V .F . JSHKVARMKGV,  P.K.
  PHYSI U-UGICAL  AND C-ENETIC
  OF oEED  TREATMENT tolTH
  TETKAMtThYLTHICRAM O i SULF 1 DE( T M TO )
  CYTCL GENET(USSH) 6< 6 ) :2S-26 , 1 9 74
   (TRANSLATED  FKCf* TSITOL GENET
  tt: 509-51 3,1574)

0196*6  AdCTALYBCV, W . G . i ASKEROV »
     I .T. ;MAKt£DLJNCV, G .P . ; ALEKPERU V »
     J .K.
  EFFuCT  OF  IGNUL ON  THE MITOTIC
  CYCLL OF  ROOTLET CELLS CF
  GfERMINATING  CRfcPIS CAPILLAHIS
  ottUi  (ftbSSIAN)   I2V  AKAO NAUK
  AZ iSn  StR BILL NAUKt 3 ) J 15-18, 1974

019650   SHAMBE^GcR. RAYMOND  J.
  ANTiQXlOANTS ANC
  v.ASCcf>.3 .SELEMUM AND  OTHER
  ANTIOXiUANTS DECREASE CAHCINQGEN-
   liMUUCEU  CHrtOMCiOME  BREAKAGE
               METAB *MM(PRCC INT
               7^i ES.3-5^.7,1 974
D20029  pREM.  HENRY ;£ TE Il\, AARON
    b . ;H JSENKHANZ ,  HERBERT S.
  THt  MUT.AGENIC I7Y  ANC  CNA-
  MJDlFYINu  EFFECT  CF HALOALKANES
  CANCEL RES 34: 2£7t-257-a, 1 974

020037  1TATICN  IN RICE   INDIAN  AGKIC
                                  17: 3C1-307, 1973
  PRUCELUKE
 AS
HOK
  J
                   EACIEHI^L
                                   CAUSE
                               1214259-
                                            3-198
-------
020502  GEkhARC,  h . ;SCHULTZE »
     j. ;MAURER ,  * .
  pKULit- dHATICN KINETICS OF t!ILE
  UJCT EPITHELIA  IN  THE
               G  MCUSt  LIVcR  AFTER
          TBTRACHLCRIDE POISONING
          ; tNGLISF SLMM)    VI^CHUinb
  AKCrl a 17 :21J-227,l'i75

020530  HUSoAIlM,  S AEED ; EHRENbEKG.
     LAKS
  HKJPHnGE  INDL.CTIVE  EFFICIENCY OF
  AL^YLATING AG6NTS  AND RADIATIONS
  INT  J RADIAT  blfJL  27 : 5 £5-3 62, 1 9 75

020626  KUCEhCVA, M.
  ANALYSIS CF  CFFCMCSCME
  Adcf'rtATiaNS  INDUCED HY TEPA  AND
  cHICHLCHCHYDk IN IN  HUMAN
  LYXPHLCYTciS  IN  VITRO AND
  UtTtRWINATICN CF  THE THRtSHOLD
  VALO£    MUTAT n£S  29:^60,1575

020657  DOSAShi,  YURIKO
  INFLUbNCE OF  fcENZENE AND ITS
  MtTAdCLITES  L ,
     R.C.
   INFLUENCES  OF  TcMPERATUkt,
   IONIZING RADIATION AND  CHLMICAL
   »
-------
021337   Iv.CCAfsK,  JCYCt ;CH.GI ,
    tMJ 'lUND ; YAMA5AKI ,  cU I T h J A;»iES »
    •JRUCE IN.
  Ui^T.-CTIUN OF  CARCINOGENS IN THt
  jAu.4GNELLA/l*I CRCSCME  TESTIASSAY
  .IF  300 CHEMICALS    PROC NATL  ACAO
           72:5135-5139.1975
32133*  GRclM,  h.;bCNSt.  G.;RAD*AN,
     z. . J Ki_ICHcRT • C . ;h£iMSChL£K»  D.
             IT Y  IN VITRu AND
              C ARC INOCtNIC ITY OF
                ETFYLENES AS A
  FJut_TIuN  OF  METAEGLIC LAIR^NE
  FUKfvATiON    BlCCFEM  PHARMACGL
  2<+: a 31 J-2C17, 1<,75

021380  MoRIMUfu. KANHHlSA
  iNHloITIoN CF PEP/4IK CF RACIATICN
  IiNJJCED  CI-HGMCSuME  BR EAK6 : EFFECT
  ^.r oENZENE IN CULTURED  HUMAN
  L r IPHuCYTES    JFN  J  I NO
  Hj*.-rK SAN^YO ICAKD 17(3): 166-
  Ih7  ,
 021381  MUKIMOTG. KANEHISA
   i_LMJlNL.D  CYTGGtNETIC EFFECTS  OF
   b^NZc-NL  AND RACI.ATION ON CULTURED
   HUMAN LYMPHOCYTES    JPN J  INO
   HcALTHtSANt-YG  IGAKU) 17t2j:l06-
   1 ) I , I '- f5

 02138^  wii-VY. FXI«.L;G/SRRC, ANTHONY
     j .
   MUTA^ElMlC ACTIVITY  OF STYRENE
   OXIJF ( 1 t 2-^POXYtT|-YL-aEN2ENE) f A
   P 
  ChKEVISIAE MUTANTS *ITh AN
  INCREASED SENSITIVITY  TO NITROUS
  ACIU   ACTA  MICKOdlOL  PuL SER  A
  7: 25-32, 1975

02179S  NAGY,  ZS.;MILE,  I.;ANTONI.
     F .
  frUTAGEMC EFFECT OF  PESTICIDtb ON
  ESCFER1CHIA  COLI *P2 TRY-    AcTA
  MCRCblOL ACAD SCI HUNG 22:30v-
  214, 1975

021823  GuOUMAN, JAY I.;TRCSKO»
     JAMES E.;YAGLR, JAMES C.JR.
  STUDIES ON THE MECHANISM OF
  INFIIdlTICN OF 2-
  ACETYLAMINUFLUURENE  TOXIC! TY BY
  EUTYLATtC HYOROA YTOLUENE   CHtM
  EIOL IMcRACT 1^:171-1 fc2 , ls.76

021677  RANNUG, ULFJGOETHt,
     RCLF ;WACHTMEISTER,  CARL AXEL
  ("CTAGEMC ITY  OF CHLORGE T H YLENE
  CX I DE.CHLORUACET ALDEHYDE , 2-
  CHLCRCETHANOL AND CHLORCAC6T1C
  ACI D.CCNCEIVAbLE METAtiGLITLS OF
  VINYL CHLORIDE   CHEM  a I CL
  INTERACT  12 : 2bl-2o3, 1976
                                         3-200
-------
021878  HUSSAIN, SAEED ; CSTtRMAN-
    GCLKAR, SIV
  COMMENT ON Tt-E WUTAGEMC
  EFFECTIVENESS CF VINYL CHLORIDE
  McTAtUJLITES   ChEM BICL INTERACT
021901  USTEfiMAN-GCLKAR ,
    S . ;i£HRENBEKG, L . ; StGERBAECK ,
    L> . ;HAELLSTRC£M •  I.
  EVALUATION OF OENETIC RISKS OF
  ALKYLATINC, AGE NTS . 2 .H EMQGLOB IN  AS
  A DUSt MONITOR   MUTAT RES 34: 1-
  10, l'37o

021912  KUCEfiCVA, M . ;PC L I VKCV A,
    Z..SKAM, R. ;MATGUSEK, v.
  MUTAGENIC EFFECT CF
  tPICHLUROHYOR IN. 1 .TESTING ON
  HUMAN LYMPHOCYTES  IN  VITRO IN
  COMPARISON WITI- TEPA   MUTAT RES
  34:271-276,1976

021913  KUCERGVA, M . ;PUL I VKCV A, Z,
  tJANOlNCi ThCHNICLE  LSED FOR THE
  DETECTION OF ChFGKLSQ CAL
  AJcKRATlLNS  INCUCED riY RADIATION
  AHJ ALKYLATINC AGENTS TEPA AND
  cPiChLOROHYDRIN    MUTAT HES
  34:279-290,1976

321925  NAO^AN, C .H .; SPARROW ,
    A .H. JSCHAIRER, L.A.
  CJMPARATIVE  EFFECTS Li- ICM/ING
  HADiAllON AND TikO  GAStUCS
  CHtHICAL MU1AC-ENS  CN  SCMATIC
  MUTATION INDUCTION IN CNE  MUTABLE
  AHt) TWU NCN-MtTAoLE CLONES OF
  TRAOEbCANTiA   WUTAT  HtS 3d:S3-70»
  1
021*41  hAkRIS, CbKTIS C.;FHANK,
    AKTHUR L.;VAN hAAFTEN,
    CAKOLEI N; KAUFMAN, UAVID
    o.JCuNNUR. PCfcERT ;JACKSDN,
    F^ANK; EAHRETT . LUCY  A.;MCDOWELL,
    iii_I/A3CTH M.JTRLMP.  fcENJAMIN  f= .
  ilNUINO CF ( JH)££N20tA)PYRENE  TO
  UiMM I INI CLLTUKLO HUMAN  BRONCHUS
  CANCER HES 3o 1 I 0 I 1- 1 0 1 b , 1 976

021957  K.ALLA, N . f.. ; tANS AL ,  M.P.
  Lr>dCT OF  «_ARoCN T E TH ACHLUH IDE  ON
  o.J'\!AuAL PhrSICLCGY  I o.  WALE RATS
  ACTA A,NAT  91 : jeC-3£t, 1
O21958  WCCANN, JOYCE;AMtS,  fcHUCfc N.
  DETECTION OF CARCINOGENS AS
  IKUTAGENS IN THE
  SALMCNELLA/MICROSOME  TEST:ASSAY
  CF 300 CHEMICALSJOISCUSS ION
  PKOC N/>TL ACAU SCI  USA  7j:950-v54»
  1976

021S78  EADEN, J.;*HARTON, R.JHITT,
    3. SOKINKENHOFF. M«;SIWMUN,
  MUTAGEMCITY OF  VOLATILE
  ANESTHETICS   FED PKOC.FED AM SOC
  EXP BICL 35:410»1V76
021994  UBHLEKE, H.;GREIM,
    H.;KRAEMER, M.;WERNER, T.
  COVALENT BINDING OF HALOALKANES
  TO LIVER CUNSTI TUENTS.BUT AcS
  CF WUTAGENIC1TY  ON  BACTERIA IN A
  METABOLIZING TEST SYSTEM   MUTAT
  RES 3£:il4,1976
021995  LOPHIENO, N. J
    A.JEAHALE,  R.;BARONCELLI ,
    S.;BONATTI,  S.;QRONZETTI ,
    G.JCAMMELLINI ,  A.;CORSI,
    C.;CCRTI, G.;FR£ZZA,
    D.JLEPQRLNI,  C. ; MAZ2ACC ARO,
    A.;MERI. R.;RUSELLIM.
    D.;HOSSI, A.
  MUTAGEMCITY  OF INDUSTRIAL
  COMPOUNDS: VINYL CHLORIDE.STYRENE
  AND THEIR POSSIBLE META6CLITES
  MUTAT RES 3a: 1 1 4- 1 1 5 , 1 976

022088  KAa/ASAKI, SHO J I J KDBA YASH I .
    MI TSUAKi;UKITA,  I SAO ; SUE TGW1 .
    KAZUCMI ;SAKURAI,  KOH
  FROTECTIVt EFFECT UF  SH  COMPOUNDS
  CN RADIATION-INDUCED  MITOTIC
  DELAY. 3. PROTECTION BY  CYSTtAMINt
  (JAPANESE ;ENGLISH SUMM>    NIPPON
  IGAKU HUSHASEN GAKKAl
  2ASSHI (NIPPON ACTA RADIUL)  34:dl4
  £19,1374

022111  tARTSCH,  H . ; MALA Vt, iLLt ,
    C.;EARBIN,  A.JPLANCHE,
    G. ;MCNTESANU, R.
  ALKYLATING AND MUTAGENIC
  METABCLITES OF HALOGENATED
  CLEF INS PRUDuCtD  BY HUMAN AND
  ANIMAL TISSUES   PRuC AN' ASSOC
  CANCER RES 17:17, 1976
                                    3-201
-------
022271   VltiLlANI,  E.C.;FORNI.
     ALt^SSANDKA
  a^iM^tfXc  AND LEUKEMA    ENVIRON
  HtS  1 i: 122-le? ,1576

03232^  EGERT,  b. ; G£ hlM •  H.
  H u«PATICN GF  CINETt-YLNITROSAMINE
  FROM CHuOkCXUFCIv . CYCLURCN.OIMEFCX
  AIMO  THIKAM IN  THE PREScNCE  Of-'
  Nir.%ITd    MUTAT  RES 3bil3e-137.
  1 -i 7 fc

022430  FISH3EIN.  LAfckENCE
  i£ NV i,,> , 19 7t.

022-503   SCHULTZE,  bR I 0 1 TTfc i ohRH AKO »
     rl . i W AOH tH >  W .
  A  QUANTITATIVE *CLEL  CF LIVER
  uttuNLKAT ION  IN  THE MbuSE  AFTER
         liMTOXICAT 1CN   LIVER  KEGENEfi
        IhJ  WCRKbHCF 3HU(1973i  330-
        1<= 75
022526  tfLANDER, R.P«;CCkUM»
     (.. J. ;OfcVALtfiI/i,  h.;WILGUS.
  ULTRAVIOLET MLTAGfcNEbIS  ANU
  CiLJ->hALUSPCRIN SYNTHESIS  IN
  STRAINS Uf-  CtPFALCSPCRIUM
  ACRLMLNIUM     ^T  SVMP  CENE T
                                    k.M
                                   INU
 022o91   FRASH,  V.N.
   |->HJL IFERATi VE ACTIVITY OF  RAT
                 UNDER  NCRKAL
                ANC UNLER INHIBITION
   L.I  HcN'JPClcSIS WITH  btN^ENE
   (  iu bS IAN; EISC-L ISt- SUKiV)   FI/IUL.
   ^.ri(KIEV) 21 : 61 t-623 ,1 975

 022741   oK VL.RTSC V/l t  N . N . ; VYo L.CH I N A .
     I . V.
   v.n^, \IGcJ IN  blLChEMCAL ANlj
   H,ir i ILLUG I C AL iNCICfcb  IN ANIMALS
   i-'<_'UUCCD bY  TI-E CCV6INED EFFECT
   Jr- ocN/K A)PYREhC ANL PHENOL
   L-is'VlRCixi HtALTH FEFSHtCT  13:101-
   1  ,o , IWb
022793  CHEdJTAR,  A.A.;KAPTAR,
     S.G. ;SURUZH1U. A.I.iBUKHAR, d.I
   CHftC*CSGMAL AND  NUCL EuPL ASM 1C
   CHANGES  IN MAJZt ANO  WHEAT
   INUUCEC  6Y rtEXACHLuRGCYCLUhfcXANc;,
   NAPHTHALINE AND  PHENOL   ULKL
   tICL SCI  223: 320-321 , 197b
   (TRANSLATED FROM DJKL  AivAO  NAUK
   SSSR 223:213-215, I97b>

022827  SHIRASU.  YASUHIKU
   SIGNIFICANCE  OF  MUTAGEMCITY
   TESTING  GN PESTICIDES    ENVIRON
   GUAL SAF  4:226-231,1975

023116  I^ONTESANU, RU^GtRC ; a ARTSCH ,
     HELMUT
   VbTAtENIC AND CARC I NOCLUTE
                                               ETHANCL MIXTURE ON VELbMN
                                               ARRESTEU HUMAN METAPHASc  (.nLLS
                                               CYTOLOtiA  41 :63-73, 1 S7fc

                                             023149   LlZhLcKE, H . ; POPLArt 5Ki ,
                                                 S.JLCNSE,  G. ; HENSCHLEk, u .
                                               SPECTRAL EVIDENCE  FOR 2.2,3-
                                               TRIChLCRG-UAlRANE  FuRMATIuN
                                               CURING ^ICRUSoMAL
                                               TRICHLLROETHYLLNE  OXIDATION
                                               NAUhYN SCHMI EDEuEKGS Afich
                                               PHAHN.AK.OL  2V 3 : R 64 , 1 J 7fc
                                           3-202
-------
023154  FISHBE1N.  L<6«kR£NCE
  POTt^TIAL HAZAFCS  O  FUMIGANT
  RESlOUuS   ENVIRON HEALTH
023169  FRIEDMAN,  MARVIN A«;STAUB»
    JACK
  INHIdlTICN OF  MOUSE TESTICULAR
  UNA SYNTHESIS  £Y KuTAGuNS AND
  CArtCiNUGENS AS  A POTENTIAL SIMPLE
  MAiv.MALl AN ASSAY  FCR MUTAGENES1S
  MUTAT REi> 37: t?-7t t 1976

023235  ZHILENKU,  V.N.
  T JXICuLOGICAL  CHARACTERISTICS OF
  THt£ GENERAL AND  MLTAGENIC ACTION
  UK TeZTRAMETHYLThlURAM DISULFIDE
  OUR ING iTb UPTAKE ftlTh WATER INTO
  AN ANIMAL'S BODY (RUSSIAN)   GIG
  'ia,,Mi f (12) : HJ4-<=£
023276  VITALIS,  UEATA
  t-FFcCT UP  A  LCNC-TERM
  TETRACHLORICE  /CTIGN UN THE DNA
  CONTENT UF RAT  LIVEH CELL NUCLEI.
  A CYTUPHGTLMETPIC STUDY   FOLIA
  rlXSTLXHEM  CYTGCI-EM 1^:207-212,1975

023298  LYCN,  JAU-ES PAUL
  MJTAGtNlCITY 57LUIES 'AlTh BENZENE
  L>lSs AbSTK INT  U 36:5£37.1J76

023528  AB8LNDAIsOULC» A.;tARALE»
    •<. ;BAHTAFF =
    E.;ASHBY. JQHN;STYLES,
    J.A. ;ANOERSON, DIANA;LEFEVRE,
    P . A. ;*ESTWOOD. F.R.
  EVALUATION UF SIX SHORT TERM
  TESTS  FOR  DETECTING ORGANIC
  CI-.EMICAi. CARCINOGENS AND
  RECCM#»ENDATIQNS FOS THEIH  USE
  NATURE (LONDON) 264: o24-t 27 , 1 y? t>

023946   EPUWN,  J.P.;aRO»iN, R.J.
  CUTAGEMCITY  OF AN.THH AGU INCNE
  DERIVATIVES AND RELATED
  CCMFCUNDSriN  VITRO TESTi * ITH  THE
  SALMONELLA TYPH 1 MUR I UMX M 1CRUSUMAL
  SYSTEM  MUTAT RES 38: 3fcfci- 3
         023972   bPAKRUfc. A.H. ; SChA IK tk,  L
            RESPONSE OF SOMATIC  MUTAT 1CN
            FREQUENCY IN TKADEbCANT I A  TC
            EXPOSURE TIME AND CONCENTRATION
            CF  GASfcUUS MUTAGENS    MUT/^T ritiS
            38:405-406, 1976
                                      3-203
-------
023973   NnUMANt  C.H.JKLOTZ,
     P . J .; SFAXfcufc .  A.F.                      024116   KUCEHGVA. M.
  JGai,^fcTRV  GF  TFITIAThO  1 ,2-                CYTCGENtTIC ANALYSIS UF HUMAN
  ulbr^MOEThANE  IN FLORAL  TISSUES           CHRCMCSCMES AND ITS VALLt  FOR  JH£
  OF T^AOEbCANT I A     MUTAT  KES                EbTIMATICN  UF  dENETIC  RISK
                                                   I^UTAT  PcS 41:123-130,1976
C24000   (jU£K/;CM,  M.E.;OEL CLPOLU»       O24127   FLUCKt  EUGENE R.;POIRIhK,
     L.;^CNT1, I.                                  LIC.NEL  A.;RU£LIUS, HANS  ft.
  MuTAGtMIC  ACTIVITY  UF PESTICIDES         EVALUATION  OF  A DNA FULY«£ftASE-
  ( IT AL I AN ;£;NGL ISF SUfrM)    h I V SCJ         CEFIC1ENT MUTANT OF 6.CULI  HQH
  Tt(_NJL  ALIMENTI  NCTft UM  CI161-165.      THE RAPID DtTECTION OF  CARCINOGENS
  l-j7o                                           CHEM  BlUL INTERACT  i5
                                               3-204
-------
               IV.  STUDY OF CHEMICALS FROM TABLE ENTITLED
                    "POTENTIAL INDUSTRIAL CARCINOGENS AND MUTAGENS"
A.   Preparation of Tables Containing Economic Information

     In this part of Research Request No. 1, SRI provided selected informa-

tion on a list of 72 chemicals provided by the Project Officer.  These

chemicals were representative of ten major classes (and numerous structural

classes) which had been identified in a table prepared by Dr. Lawrence Fishbein

of the National Center for Toxicological Research, Jefferson, Arkansas, as

potential industrial carcinogens and mutagens.  The information on these

chemicals supplied by SRI included:  (1) CAS numbers; (2) production data,

if available; and (3) copies of any available Stage I or Stage II dossiers

that had already been completed as part of the NCI project.  This informa-

tion was tabulated and forwarded to the Project Officer in December 1976.

At the request of the Project Officer, additional information on the price

and total U.S. market value of these chemicals was subsequently obtained,

and forwarded in April 1977.

     As stipulated in Research Request No. 1, the ten major classes identi-

fied in Dr. Fishbein's table entitled "Potential Industrial Carcinogens

and Mutagens" were to be expanded to include other chemicals identified as

members of the classes.  Work was begun on developing an expanded list of

names (and CAS numbers) for Class IA, Epoxides, using sources available at

SRI.  Subsequently,  as an aid to this expansion, the Project Officer pro-

vided a list of 415 chemicals arranged by the major classes and structural

classes and identified only by CAS number.   (Although Research Request

No. 1 stated that such additional data would be identified by chemical

name also, SRI had to obtain names for these chemicals before further work.)


                                  4-1
-------
Using the CAS numbers provided, the corresponding chemical names were ob-




tained from SRI's tape of 26,000 commercially significant chemicals pro-




duced as part of a project for the NCI.  Two computer printouts were then




generated and sent to the Project Officer on February 10, 1977.  One




printout contained the chemical names and their CAS numbers, subdivided




according to the ten major classes and their structural classes.  The




other printout contained the chemical names ranked by CAS number in in-




creasing order.  Since the expansion of the list of chemicals in structural




class IA, Epoxides, was nearly complete when the list of CAS numbers was




received from the Project Officer, it was not necessary to include these




epoxides in the work to establish the names of chemicals in the classes.




However, for information purposes, a typed list of the CAS numbers and




names for these epoxides is included as the first page of the list ordered




by structural class.  These printouts are reproduced in Appendix A.




     Research Request No. 1 stated that a maximum of 400 chemicals would




require identification of commercial significance after SRI identified




additional members of each class by reviewing a variety of literature to




expand the classes.  However, a total of 487 chemicals were already pro-




vided by the Project Officer for this purpose.  When SRI carried out this




review, different sources were used for particular classes, depending on




the unique sources available for the class itself.  General sources inclu-




ded activity nodes from the NCI data base, monographs on potential carcino-




gens prepared by the International Agency for Research On Cancer, SRI's




Directory of Chemical Producers-U.S.A., and chemical industry trade




literature.  The chemicals identified in the review were then assigned to




the appropriate major classes and structural classes.
                                  4-2
-------
     This review brought the number of chemicals assigned to the ten major




classes to a total of 1791.  SRI classified the chemicals in each major




class or structural class into three categories:  (1) those with annual




production greater than one million pounds; (2) those with annual produc-




tion greater than one thousand pounds (in some cases, this category was




further divided into those chemicals for which a specific production figure




was provided and those chemicals for which available information could




only identify them as being produced in quantities greater than one




thousand pounds annually); and  (3) those chemicals with annual production




less than one thousand pounds.  One thousand pounds is used by the




International Trade Commission as the minimum weight quantity at




which production of a chemical is reported.  One million pounds is




commonly used as a measure of a commodity chemical.   Consequently,




the pound as a unit of weight has been adopted for all of the




sections of this report dealing with economic aspects of the




chemicals.




     The ten major classes (because of the use of structural classes, a




total of 26 separate categories were actually used)  are presented in




Table 4-1, along with the number of chemicals assigned to each major class




or structural class.  The column headed "Orig. Chems." shows the distribu-




tion of the original 72 chemicals provided in the "Potential Industrial




Carcinogens and Mutagens" table.  The next three columns show the distribu-




tion of the chemicals provided by the Project Officer and obtained from




the SRI review with one column for each of the three production volume




categories.  (These columns exclude those chemicals already identified in




the first column.)  The final column represents the total number of




chemicals identified in each major class or structural class.




                                   4-3
-------
                                       Table 4-1

              NUMBER OF CHEMICALS IN MAJOR CLASSES AND  STRUCTURAL  CLASSES

                                                          Added Chemicals
                                                    With  Annual Production:
  I.  Alkylating Agents

      A. Epoxides
      B. Lactones
      C. Aziridines
      D. Alkyl Sulfates
      E. Sultones
      F. Aryl Dialkyl Triazines
      G. Diazoalkanes
      H. Phosphoric Acid Esters
      I. Halogenated Saturated Hydro-
           carbons
      J. Halogenated Alkanols
      K. Halogenated Ethers
      L. Aldehydes
             Subtotal

  II.  Acylating Agents

 III.  Peroxides

  IV.  Halogenated Hydrocarbons  and
         Derivatives

      A. Halogenated Unsaturated
           Hydrocarbons
      B. Halogenated Methanes
      C. Halogenated Aryl  Derivatives
      D. Halogenated Polyaromatics
             Subtotal

   V.  Hydrazines, Hydroxylamines and
         Carbamates

      A.  Hydrazines
      B.  Hydroxylamines
      C.  Carbamates
             Subtotal

  VI.  N-Nitroso  Compounds

 VII.  Aromatic Amines

VIII.  Azo  Compounds

  IX.   Nitrofurans

   X.  Azides


             Total
Orig.
Chems .
6
1
3
2
2
2
1
2
2
2
3
2
28
4
5
4
3
1
1
9
4
3
1
8
2
8
4
3
1
Million
Pounds
6
1
0
0
0
0
0
19
7
2
2
9
46
9
7
4
5
26
4
39
5
1
4
10
1
26
15
0
0
Thousand
Pounds
19
27
5
0
2
3
0
53
55
8
5
47
224
69
26
17
15
38
43
113
50
6
32
88
7
417
224
6
5
Thousand
Pounds
43
18
7
11
0
20
5
26
20
10
10
19
189
7
2
4
5
0
3
12
84
13
16
113
50
0
0
9
5

Total
74
47
15
13
4
25
6
100
84
22
20
77
487
89
40
29
28
65
51
173
143
23
53
219
60
451
243
18
11

                                          72
                                                      153
                                                                1179
                                                                            387
                                                                                     1791
-------
     Several of the major class or structural class titles designated by




EPA were altered for various reasons.  "Alkane Halides" was changed to




"Halogenated Saturated Hydrocarbons" to include compounds containing more




than one carbon atom.  "Halogenated Methanes" (previously titled "Halo-




genated Saturated Hydrocarbons") includes compounds containing only one




carbon atom.  "Halogenated Aryl Derivatives" is limited to compounds




containing only one aromatic ring, whereas "Halogenated Polyaromatics"




includes compounds containing more than one aromatic ring.  "Nitrosamines"




was changed to "N-Nitroso Compounds" to include other types of N-nitroso




compounds.  "Azo Dyes" was altered to "Azo Compounds" so as not to limit




the class to just dyes.




     After the chemicals in each major class/structural class were identified,




information on annual production was gathered and the chemicals were assigned




to the appropriate category.  Additional data were then sought on the




chemicals, the scope of which depended on which of the three production




volume categories were involved.  For the chemicals with annual production




greater than one million pounds, the Project Officer requested that price




and market value be included.  This was in addition to the CAS number, an




indication of the availability of NCI Stage I and Stage II dossiers, and




production data, which were collected for both the greater-than-one-million-




pound  and greater-than-one-thousand-pound chemicals.  Only the CAS number,




if readily available, was sought for the less-than-one-thousand-pound




chemicals.




     The information gathered was usually compiled into three tables for




each major class/structural class.  However, in the preparation of  the




tables, emphasis was placed on  identifying chemicals in the two larger
                                   4-5
-------
volume categories.  Consequently, tables were not prepared for the category




of chemicals with annual production of less than one thousand pounds for:




 (1) Class IV C, Halogenated Aryl Derivatives, because of the extremely




large number of chemicals that would fall into this category; and




 (2) Class VII, Aromatic Amines, and Class VIII, Azo Compounds, because




of the large number of chemicals identified in the category of chemicals




with annual production greater than one thousand pounds.




     The tables were dated when they were sent to the Project Officer, and




the dates range over the course of several months.  After completion, some




tables were updated with more current information and/or corrections and




the revision dates were added.  The final versions of the tables, with




the original 72 chemicals underlined, are included in Section IV.B of




this report.




 |    At  the request of the Project Officer, certain structural groups are




 also identified in the tables.  For the structural classes IV C Halogenated




 Aryl Derivatives  and IV D Halogenated Polyaromatics, those compounds having




 no other functional groups are designated by an NF in the category tables.




 For the  major  class VII Aromatic Amines, the groups identified are biphenyl-




 amines  (designated by a B in  the category tables), methylenebis(dianilines)




 (M), and naphthylamines  (N).




     An  additional five chemicals divided into four classes — Aromatic




 Hydrocarbons,  Cyclic Ethers,  Heterocyclic Amines, and Phosphoramides   _




 were later  supplied by the Project Officer as a result of further studies




 by Dr. Fishbein.  SRI was asked  to provide annual production  figures,




 price  data, market value, and any completed Stage I and Stage II dossiers




 for these  chemicals.   (No additional information on these classes was







                                    4-6
-------
requested, and these chemicals are not included in Table 4-1.)  The




tables containing data on these chemicals, which were sent to the Project




Officer on April 22, 1977, are reproduced in Appendix B.




B.   Preparation of Market Forecasts




     As required by Research Request No. 1, market forecasts were prepared




for all chemicals in the ten major classes that were identified by SRI




as having annual production greater than or equal to one million pounds,




excluding those chemicals which are used almost exclusively as drugs or




pesticides.  Whenever possible, chemicals within one major class/struc-




tural class which had very smiliar uses were discussed as a group rather




than individually.  The market forecasts included: (1) a discussion of




production and trade statistics;  (2) consumption patterns, whenever possible;




(3) growth trends;  (4) a brief summary of current uses as well as potential




new applications; and  (5) growth trends in end-market consumption.




Although not specified in Research Request No. 1, a discussion of possible




substitutes for each chemical was also included in the market forecasts at




the request of the Project Officer.




     Market forecasts were prepared for a total of 109 chemicals.  These




forecasts, followed by the corresponding production volume category tables




for each major class/structural class shown in Table 4-1 are presented on




pages 4-11 through 4-264.  An alphabetical listing of the chemicals having




market forecasts is presented in Table 4-2.
                                   4-7
-------
                               Table 4-2

        ALPHABETICAL LISTING OF CHEMICALS HAVING MARKET FORECASTS
Acetaldehyde, 4-85
Acetic anhydride, 4-98
Acetylsulfanilyl chloride, 4-155
Acrolein, 4-87
Alkyl (predominantly C   and C  )diglycidyl ethers, 4-13
Anisic aldehyde, 4-92
Aziridine, 4-29

Benzoyl chloride, 4-107
Benzoyl peroxide, 4-122
Benzyl chloride  (see alpha-Chlorotoluene)
Bis(2-chloroethoxy)methane, 4-79
Bis(2-chloroisopropyl ether) (see Bis(2-chloro-l-methylethyl ether))
Bis(2-chloro-l-methylethyl)ether, 4-78
2-Butanone peroxide  (see Methyl ethyl ketone peroxide)
Butylene oxide  (see  1,2-Epoxybutane)
tert-Butyl peroxybenzoate, 4-122
tert-Butylperoxy-2-ethylhexanoate, 4-122
tert-Butyl peroxypivalate, 4-122
n-Butyraldehyde, 4-85
y-Butyrolactone, 4-23

Carbon tetrachloride, 4-141
Chloral, 4-88
Chlorendic anhydride, 4-109
Chlorobenzene (see Monochlorobenzene)
2-Chloro-l,3-butadiene, 4-131
Chloroform, 4-145
Chloroprene  (see 2-Chloro-l,3-butadiene)
l-Chloro-2-propanol  (see Propylene chlorohydrins)
2-Chloro-l-propanol  (see Propylene chlorohydrins)
alpha-Chlorotoluene, 4-151
Cinnamaldehyde,  4-91
Cresyl diphenyl phosphate, 4-47
Cumene hydroperoxide, 4-118

C.I. Acid Blue  9, 4-208
C.I. Acid Yellow 151, 4-236
C.I. Direct Black 38, 4-235
C.I. Direct Blue 218, 4-238
C.I. Disperse Blue 79, 4-235
C.I. Disperse Yellow 3, 4-234
C.I. Pigment Blue 19, 4-206
C.I. Pigment Red 3,  4-243
C.I. Pigment Red 48, 4-241
C.I. Pigment Red 49, barium toner, 4-239
C.I. Pigment Red 49, calcium toner,  4-239
                                   4-8
-------
                               Table 4-2
                              (continued)
C.I. Pigment Red 52, 4-242
C.I. Pigment Red 53, barium toner, 4-241
C.I. Pigment Red 57, calcium toner, 4-244
C.I. Pigment Yellow 12, 4-239
C.I. Pigment Yellow 14, 4-242

1,2-Dibromoethane, 4-63
2,3-Dibromo-l-propanol, 4-74
Di-tert-butyl peroxide, 4-122
ortho-Dichlorobenzene, 4-153
para-Dichlorobenzene, 4-154
3,3'-Dichlorobenzidine base and salts, 4-204
1,2-Dichloroethane, 4-59
1,1-Dichloroethylene, 4-133
Dichloroethylformal  (see Bis(2-chloroethoxy)methane))
Dichloroisopropyl ether (see Bis(2-chloro-l-methylethyl ether))
Dichloromethane  (see Methylene chloride)
1,2-Dichloropropane, 4-64
Diphenyl isodecyl phosphate, 4-47
Diphenyl octyl phosphate, 4-47

Endrin, 4-16
Epichlorohydrin, 4-13
Epoxidized esters, 4-14
Epoxidized linseed oil (see Epoxidized esters)
Epoxidized soya oils (see Epoxidized esters)
1,2-Epoxybutane, 4-16
Ethyl chloride, 4-61
Ethylene dibromide (see 1,2-Dibromoethane)
Ethylene dichloride  (see 1,2-Dichloroethane)
Ethylene oxide, 4-11
Ethylenimine (see Aziridine)

FD&C Yellow No. 5, 4-236
Formaldehyde, 4-84

1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic anyhdride  (see
 Chlorendic anhydride)
Hydrazine, 4-171
Hydrazine hydrate, 4-171
Hydrazobenzene, 4-173
Hydrogen peroxide, 4-119
Hydroxylamine sulfate, 4-185

Isobutyraldehyde, 4-85

Ketene, 4-102

Lauroyl chloride, 4-110
Lauroyl peroxide, 4-122

                                    4-9
-------
                                Table 4-2
                                (continued)

Maleic anhydride, 4-103
Methyl chloride, 4-143
Methyl chloroform, 4-62
4,4'-Methylenebis(N,N-dimethylaniline), 4-207
Methylene chloride, 4-142
Methyl ethyl ketone peroxide, 4-122
(Mixed alkyl)phenoxypoly(ethyleneoxy)ethyl chloride, 4-156
Mixed linear alcohols, ethoxylated and phosphated, 4-45
Monochlorobenzene, 4-150
Monochloroparaffins (C   - C  ) , 4-63

N-Nitrosodiphenylamine, 4-197
Nonylphenol, ethoxylated and phosphated, 4-45

Octyl epoxytallates (see Epoxidized esters)

Perchloroethylene  (see Tetrachloroethylene)
Peroxyacetic acid, 4-121
N-Phenyl-2-naphthylamine, 4-207
Phosgene, 4-99
Phthalic anhydride, 4-100
Propionaldehyde, 4-87
Propylene chlorohydrins, 4-73
Propylene dichloride  (see 1,2-Dichloropropane)
Propylene oxide, 4-12

Salicylaldehyde, 4-90

Tetrabromophthalic anyhdride, 4-108
Tetrachloroethylene, 4-130
Tetrachlorophthalic anhydride,  4-108
Tetrafluoroethylene, 4-135
Tri-(2-butoxyethyl)phosphate, 4-47
Tributyl phosphate, 4-47
1,1,1-Trichloroethane  (see Methyl chloroform)
Trichloroethylene, 4-132
Tri(2-chloroethyl)phosphate, 4-47
Tri(2-chloropropyl)phosphate, 4-47
Tricresyl phosphate, 4-47
Triethyl phosphate, 4-47
Trimellitic anhydride, 4-106
Trioctyl phosphate, 4-47
Triphenyl phosphate, 4-47
Tris(2,3-dibromopropyl)phosphate, 4-44
TRIS  (see Tris(2,3-dibromopropyl)phosphate)

Vanillin, 4-90
Vinyl chloride,  4-129
Vinylidene chloride (see 1,1-Dichloroethylene)

                                  4-10
-------
                                                                                2/77
     1.   Class I:  Alkylating Agents




     a.   Class IA;  Epoxides




     The chemicals in this group are those with a known or estimated annual




production of one million pounds or more.  Because they have use patterns




which apply for the most part to the chemical rather than to the group, most




of the discussions are on individual chemicals.






     Ethylene oxide




     Ethylene oxide production amounted to 3893 million pounds in 1974 with




sales of 457 million pounds (12%), and 4467 million pounds in 1975 with sales




of 409 million pounds (9%).  As the sales percentages show, most of the ethy-




lene oxide is consumed captively by the producer to produce other chemicals.




Imports in 1974 were 4 million pounds, mostly from Canada.  Exports have been




relatively small, peaking at 35 million pounds in 1972 (no data for 1974 or




1975 are available).




     The U.S. 1974 consumption pattern for ethylene oxide was as follows:




ethylene glycol, 59%; acyclic nonionic surface-active agents, 8%; glycol




ethers, 7%; ethanolamines, 6%; diethylene glycol, 5%; cyclic nonionic surface-




active agents, 5%; polyethylene glycol, 3%; triethylene glycol, 2%; polyether




polyols, 2%; and others (choline and choline chloride, ethylene chlorohydrin,




hydroxyethyl starch, arylethanolamines, acetal copolymer resins, and cationic




surface-active agents),  3%.  Consumption of ethylene oxide for these uses is




expected to increase an average of 4.7-5.2% per year to 1980.  In 1975, approxi-




mately 100 thousand pounds of ethylene oxide (less than .01% of total production)




was used in its only non-intermediate use:  as a fungicidal fumigant in the




postharvest treatment of black walnut meats, copra, and whole spices, and in
                                      4-11
-------
the treatment of books, scientific equipment and supplies  (made of glass,




metals, plastics, rubber, or textiles), drugs, leather, motor oil, paper,




soil, straw, clothing, furs, furniture, and transportation equipment.  This




use is expected to grow at an average annual rate of 3.5-5% to 1980.  Carbon




disulfide and aluminum phosphide  (which yields phosphine gas on exposure to




moisture) have been used as commodity and space fungicidal fumigants and pre-




sumably could be used as substitutes for ethylene oxide, although carbon di-




sulfide can pose a fire hazard in its use.







     Propylene oxide




     Production of propylene oxide in 1975 amounted to 1524 million pounds;




110 million pounds were exported, 21 million pounds were imported, and 16




million pounds were used from inventories, resulting in an approximate domestic




consumption of 1450 million pounds.  Approximately 60% of total production




 (914 million pounds) was used captively as a chemical intermediate; the




remaining 40% was sold to others chiefly for the manufacture of specialty




polyether polyols.  The U.S. 1975 consumption pattern for propylene oxide




was as follows:  polyether polyols (for use in manufacture of polyurethane




resins), 59%; propylene glycol, 21%; polyether polyols for the manufacture of




surface-active agents, hydraulic brake fluids, lubricants for rubber molds




and textile fibers, heat transfer fluids, metalworking fluids, and compression




lubricants, 7%; dipropylene glycol, 3%; glycol ethers, 2%; synthetic glycerin,




1.8%;  and others including isopropanolamines, propylene carbonate, hydroxy-




propyl cellulose, and hydroxypropyl starch, 6.2%.  Small amounts of propylene




oxide  are used as a stabilizer for nitrocellulose lacquers, as a fumigant,




and as a food preservative.
                                       4-12
-------
     U.S.  consumption of propylene oxide is expected to increase at an average




growth rate of 9-10.5% from 1975 to 1980.  Because so little propylene oxide




is consumed in non-intermediate uses, no information was found on future




growth rates or possible substitutes for propylene oxide in these applications.






     Epichlorohydrin




     The U.S. production of epichlorohydrin in 1973 has been estimated at




340 million pounds consisting of 160 million pounds (47%)  of crude epichloro-




hydrin (which is captively used to manufacture synthetic glycerin)  and 180




million pounds of refined epichlorohydrin.  The U.S. 1973 consumption pattern




for refined epichlorohydrin is as follows:  manufacture of epoxy resins, 72%;




epichlorohydrin elastomers, 3%; glycidyl ethers and modified epoxy resins, 3%;




wet-strength resins, 3%; water treatment resins, 2.8%; surfactants, 2.2%;




miscellaneous applications, 6%; and exports, 7%.  Import statistics are not




available for 1973.  Imports for 1974 were 0.5 million pounds.  The amount




of epichlorohydrin used in epoxy resins is believed to be 54% captive, and




the remaining uses, all of which are chemical intermediate uses, are based




on purchased epichlorohydrin.




     The consumption of crude epichlorohydrin for the production of synthetic




glycerin is expected to continue to show essentially no growth in the future.




The use of epichlorohydrin in epoxy resins is expected to increase 8-9%




annually,  in elastomers, 8-9% annually, and 4-5% annually in all other uses.




The overall rate for crude and refined is expected to be 4-5%.






     Alkyl glycidyl ethers




     These compounds are manufactured by only one U.S. company so information




on the total quantity produced is not available. However, an estimated
                                      4-13
-------
21-25 million pounds of alkyl (predominantly c^2 and C,.} glycidyl ethers




were consumed in the U.S. in 1975 for the captive production of alkyl glyceryl




ether sulfonates.  These sulfonates have unique detersive properties and are




used as surfactant components in several types of products:  shampoos,  com-




bination soap-syndet toilet bar soap, and light-duty liquid detergents.  An




unknown quantity (probably much smaller than the amount used for surfactant




production) of these alkyl glycidyl ethers is used for other purposes.




Recommended uses include use as reactive diluents for epoxy resin systems,




as stabilizers for PVC resins, and as stabilizers for chlorinated paraffins




and other halogenated products.




     The annual  growth rate for the use of these alkyl glycidyl ethers




in the manufacture of the ether sulfonates is estimated at 8-9% to 1982.




There are no known substitutes for the glycidyl ethers in this process;




however, there presumably are other surfactants with properties similar




to the end product, the  ether sulfonates.  No information was found on




future growth rates or possible substitutes for the alkyl glycidyl ethers




in the non-surfactant applications.






     Epoxidized  esters




     This group  of epoxidized compounds are used as plasticizers (primarily




in PVC resins) and will  be discussed together.  The production of all epoxi-




dized esters amounted to 154 million pounds in 1974, and dropped to 95 million




pounds in 1975 due to the decreased production of PVC resins in 1975.  The




types of epoxidized esters included in 1974 were as follows  (production in




millions of pounds in parentheses):  epoxidized soya oils (127); epoxidized




linseed oil  (5.5); octyl  (n-octyl  and 2-ethylhexyl) epoxytallates  (14.9); and




epoxidized tall  oils, octyl epoxystearates, and other epoxidized esters  (6.5).
                                      4-14
-------
     These epoxidized esters are used as plasticizers in PVC formulations




where they also function as heat and light stabilizers acting in synergism




with barium-cadmium-zinc stabilizers.  They are used as plasticizers in resin




applications where resistance to leaching by soapy water and resistance to




migration into adjoining materials is desired.  Epoxidized soybean oils are




FDA-approved for use in contact with food, and are thus used in some food-




related PVC products.  They are also used in PVC products for medical appli-




cations, and in adhesive-backed films (e.g., those used for tapes).




     Future use of epoxidized esters is dependent on the markets for PVC




products and the availability of the necessary refined grades of raw materials




from fats and oils.  The estimated annual growth rate for these plasticizers




in the period from 1976 to 1980 is 7.6-10.8%.




     These epoxidized esters serve a dual purpose in PVC resins:  plastici-




zation and stabilization to heat and light.  As plasticizers, their perma-




nence and resistance to leaching are important.  The polymeric plasticizers,




mostly adipic acid-based polyesters of very low residual functionality, also




exhibit good resistance to migration and extraction.  Heat stabilizers used




in PVC include metal soaps (barium, cadmium, calcium, and zinc), organotin




compounds (the dioctyl tin derivative has been sanctioned by the FDA for use




in food packaging applications), lead compounds, nitrogen compounds (diphenyl




thiourea and others), organophosphites, and phenols.  Light stabilizers used




in PVC resins are usually the monohydroxybenzophenones, the hydroxyphenyl-




benzotriazoles, and the substituted acrylates.  Which, if any, of these




plasticizers and stabilizers could be substituted for epoxidized esters in




PVC depends on a number of factors including processability, the resin's




intended use, other additives used in the resin, and cost.
                                     4-15
-------
     1,2-Epoxybutane




     The estimated production of 1,2-epoxybutane  (butylene oxide) in 1974




was 10 million pounds.  The principal use for this compound has been as a




corrosion inhibitor (acid scavenger) in chlorinated solvents such as methyl




chloroform and trichloroethylene at levels of 3-8%.  Its use is expected to




decline to approximately one million pounds in 1980.  Other compounds used




as inhibitors in these solvents include nitromethane, N-methylpyrrole,




1,4-dioxane, 1,3-dioxolane, sec-butanol, and other higher alcohols.







     Endrin




     Production data for this compound are not reported separately.  It has




been used exclusively as an insecticide and consumption for this purpose in




1974 has been estimated at 1.2 million pounds.  Most of this consumption is




believed to have been supplied by imports.  The insecticide was used on




cotton and other field crops.  A notice of Rebuttable Presumption Against




Registration  (RPAR) and continued registration of pesticide products con-




taining endrin was issued on July 27, 1976.  The final decision on the RPAR




is scheduled for May  1977.  Numerous insecticides have been proposed as




substitutes for endrin, with the choice of substitute depending on the




specific application.







      Other  epoxy compounds




      These  compounds  are of  several chemical types:  olefin oxides, including




 styrene  oxide, vinyl  cyclohexene dioxide, and 3,4-epoxycyclohexylmethyl




 3,4-epoxycyclohexane  carboxylate; glycidyl ethers, including allyl glycidyl




 ether,  butyl  glycidyl ether, and phenyl glycidyl  ether; and esters, including




 glycidyl methacrylate.  No information could be found for the production




 volume  or growth rates  for these compounds other  than that their annual
                                      4-16
-------
production is greater than one thousand pounds.  They are used as reactive




diluents in uncured epoxy resins to reduce the viscosity of the uncured




system for ease in casting, adhesive, and laminating applications.  Possible




substitutes include non-reactive diluents such as solvents (e.g., xylene),




dibutyl phthalate, monomeric styrene, and low-molecular-weight poly-




styrenes.  In addition, phenols are used as reactive or non-reactive




diluents depending on the intended method of cure.
                                  4-17
-------
Class :   Alkylating Agents,  Epoxides
                                                                                                  2/17/77
                        EPOXIDES WITH ANNUAL PRODUCTION GREATER THAN ONE  MILLION POUNDS
CAS No.
75218
75569
106898
8013078
i
H
CD
106887
8016113
72208
Taken
Values
Chemical Name
Ethylene oxide
Propylene oxide
Epichlorohydrin
Epoxidized soy oils
Alkyl (predominantly C^2
and Cj^) glycidyl ethers
Octyl epoxy tall ate s
1 , 2-Epoxybutane
Epoxidized linseed oils
Endrin
Annual Prod. /Year/Source
4467 x 106 lbs./1975/T75p
1524 x 106 lbs./1975/T75p
340 x 106 lbs./1973/SRI
77 x 106 lbs./1975/T75p
21-25 x 106 lbs./(1975/SRI
(consumption)
14.9 x 106 lbs./1974/T74
10 x 106 lbs./1974/SRI
5.5 x 106 lbs./1974/T74
1.2 x 106 lbs./1974/SRI
(consumption)
from Chemical Marketing Reporter, Feb. 4, 1977, reflecting the
designated as coming from Synthetic
Organic Chemicals, United
Price*, C/lb.
27 (delivered)
23 (f.o.b. plant)
42 (delivered)
48 (T75p)
40 (T74)
300 (delivered)
list prices prevailing
States Production and
Market
Value ,
Million $
1206
351
143
37
6
3.6
for large
Sales (T74
Dossiers
I
I
I, II
I, II
lots.
or T75p,
  p=preliminary), are unit sales value which  is calculated  from total quantities  sold (the sum of the large
  quantities sold on a contractual basis  and  smaller quantities sold intermittently)  and total sales value
  (the sum of the values of sales at contract prices and  list prices).
-------
Class:  Alkylating Agents, Epoxides
                                                                                                2/17/77
                    EPOXIDES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
CAS No.
I
!-•
<£>
  81210


  96093


 106843


 106876


 106901


 106912


 106923


 121391


 122601


 286204


 556525


2186245


2386870
     Chemical Name


Epoxidized tall oils


Polyacrylated linseed oil epoxide


Dicyclopentadiene diepoxide


Styrene oxide


Octyl epoxystearates


Vinyl cyclohexene dioxide


Glycidyl acrylate


Glycidyl methacrylate


Allyl glycidyl ether


Ethyl 3-phenylglycidate


Phenyl glycidyl ether


Cyclohexene oxide


Glycidol


Cresyl glycidyl ether


3,4-Epoxycyclohexylmethyl 3,4-epoxycyclohexane

  carboxylate
Prod./Year/Source


>1000 lbs./1974/T74


>1000 lbs./1974/T74


>1000 lbs./1976/SRI


>1000 lbs./1974/T74


>1000 lbs./1974/T74


>1000 lbs./1976/SRI


>1000 lbs./1974/T74


>1000 lbs./1974/T74


>1000 lbs./1974/T74


>1000 lbs./1976/SRI


>1000 lbs./1974/T74


>1000 lbs./1976/SRI


>1000 lbs./1974/T74


>1000 lbs./1975/SRI


>1000 lbs./1976/SRI
2426075
1,2,7,8-Diepoxyoctane
>1000 lbs./1974/T74
-------
       Class:   Alkylatlng Agents,  Epoxides
                                                                                                     2/17/77

                           EPOXIDES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)



       CAS No.                Chemical Name                                  Prod./Year/Source


       2426086           Butyl glycidyl ether                                >1000 lbs./1974/T74


       3132647           Epibromohydrin                                      >1000 lbs./1976/SRI


       3234284           1,2-Epoxytetradecane                                >1000 lbs./1974/T74


       7320378           1,2-Epoxyhexadecane                                 >1000 Ibs./1974/T74


      29804226           cis-7,8-Epoxy-2-methyloctadecane;                    >1000 lbs./1976/SRI

                          Disparlure
I
NJ
O
-------
 Class:   Alkylating Agents,  Epoxides
                                                                           2/17/77
                     EPOXIDES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
CAS No.
  60571
  77838
  96082
 101906
 106832
 106865
 141377
 277065
 286624
 286759
 765344
 930223
1464535
1686142
1888897
1954285
1984776
2443392
     Chemical Name
1,2,6,7-Diepoxyheptane
4,5-Epoxy-3-hydroxyvaleric acid g-lactone
2,3-Epoxy-2-methylpropyl acrylate
Hexaepoxysqualene
Dieldrin  (production discontinued in 1975)
a,$-Epoxy-8-methylhydrocinnamic acid, ethyl ester
Limonene dioxide
Diglycidyl resorcinol ether
n-Butyl epoxystearate
1-Vinyl-3,4-epoxycyclohexane
3,4-Epoxy-6-methylcyclohexylmethyl 3,4~epoxy-6-methylcyclohexanecarboxylate
1,2,3,4-Diepoxycyclohexane
Epoxycyclooctane
1,2,5,6-Diepoxycyclooctane
Glycidaldehyde
1,2-Epoxybutene-3
Diepoxybutane
a-Pinene oxide
1,2,5,6-Diepoxyhexane
Triethylene glycol diglycidyl ether
Dodecanoic acid, glycidyl ester
cis-9,10-Epoxystearic acid
-------
                                                                                                     2/17/77
       Class:  Alkylating Agents, Epoxides
                           EPOXIDES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS  (continued)
I
NJ
ro
  CAS No.
  2751099
  2917988
  3012699
  3083258
  3130196
  3234262
  3483394
  3765284
  3775857
  3922905
  4016119
  4051278
  5431334
  5696173
  5796509
  7144652
  7163395
  7460846
  7487287
10008603
17526748
23255698
      Chemical  Name
 Oleandomycin triacetate
 1,4-Bis(2,3-epoxypropyl)piperazine
 9,10,12,13-Diepoxystearic  acid
 (2,2,2-Trichloroethyl)oxirane
 Bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate
 2,3-Epoxyoctane
 Epoxyethylcyclohexane
 2-(2-(3,3-Dimethyloxiranyl)ethenyl)-2,3-dimethyloxirane
 Ethylene glycol bis(2,3-epoxy-2-methylpropyl)ether
 Oleandomycin
 Ethyl glycidyl ether
 1,2,4,5-Diepoxypentane
 Glycidyl oleate
 1,1'-Bis(2,3-epoxypropyl)-4,4'-bipiperidine
 Indan epoxide
 (((l,l'-Biphenyl)-2-yloxy)methyl)oxirane
 Cyclobuta (1" , 2" : 3 ,4; 4"', 3" : 3 ' , 4')dicyclopenta (1, 2-b: 1' , 2 ' -b' ) bisoxirene,  decahydro-
 Glycidyl stearate
 Bis(2,3-epoxy-2-methylpropyl)ether
 Limonene monoxide
 Hexanoic acid, glycidyl ester
Fusarenon-x
-------
                                                                 7/77
     b.    Class IB:  Lactones




     y-Butyrolactone is the only chemical in this class with an estimated




annual production greater than one million pounds.  Production data for




y-butyrolactone are not published, but consumption is estimated to have




been 31 million pounds in 1974.  U.S. imports of y-butyrolactone for 1974




were 75,000 Ibs., mostly from the United Kingdom.  U.S. export data for




y-butyrolactone are not published separately.




     y-Butyrolactone is used primarily as a chemical intermediate for




vinylpyrrolidone, which is both homo- and co-polymerized to make polymers




whose principal use is as film formers in hair sprays.  These polymers




are also used in the pharmaceutical industry as a tablet binder and coating




agent and as a clarifying agent in the beer and wine industry.  y-Butyro-




lactone also is used as a chemical intermediate for N-methyl-2-pyrrolidone




(an extraction solvent and polymer solvent) and for the herbicide




4-(2,4-dichlorophenoxy)butyric acid.  y-Butyrolactone is used as a solvent




in many diverse applications, including as a polymer solvent  (polyacrylo-




nitrile, polyvinyl chloride, polyvinylcarbazole, polystyrene, polyamides,




and cellulose acetate), in the textile industry as a spinning and coagu-




lating solvent for polyacrylonitrile, as a solvent for many chemical




reactions, and as a selective solvent (e.g., for acetylene) in the petro-




leum industry.  No data are available as to the relative amounts of




Y-butyrolactone consumed in these applications.




     No specific data could be found on which to base an estimated growth




rate for y-butyrolactone consumption.
                                 4-23
-------
     There are no known substitutes which could replace y-butyrolactone




in its chemical intermediate uses.   However, substitutes do exist for the




resulting products:  (1)  polyvinylpyrrolidone  — other film forming




ingredients used in hair sprays include dewaxed shellac, carboxylated




vinyl acetate resins, and acrylic copolymer resins; tablet binders in use




include tragacanth, acacia, starch paste, and methylcellulose; tablet




coatings can be formed by syrup and a film-forming agent such as gelatin,




acacia, or methylcellulose; beer and wine have been clarified by the addition




of bentonite;  (2) 4-(2,4-dichlorophenoxy)butyric acid — other herbicides




such as Bolan® or dinoseb probably could be substituted.




     Since a solvent is selected for its unique properties in any given




process, it is beyond the scope of this discussion to investigate possible




substitutes for Y~t>utYr°lactone in each of its various solvent applications.




Aqueous sodium thiocyanate and dimethylformamide have been used as spinning




solvents for polyacrylonitrile.  Most amorphous polymers are soluble in a




number of different solvents depending on the hydrogen-bonding capacity of




the solvent and on the solubility parameters of the polymer.  These proper-




ties have been studied extensively by polymer technologists and a suitable




substitute solvent for most polymers can be found in the polymer literature.




Substitutes for y-butyrolactone in its non-polymer-solvent applications




could also be selected from solubility tables in the literature depending




on the compound and process in question.
                                 4-24
-------
                                                                                                         4/77
   Class:   Alkylating Agents:   Lactones
                          LACTONES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
   CAS No.
   96480
Chemical Name
y-Butyrolactone
      Annual
      Prod./Year/Source
                 Market Value,
Price*, C/lb.    Million $       Dossiers
31xl06lbs./1974/SRI (consumption)       85 (works)
                      26
NJ
Ul
     Taken from Chemical  Marketing Reporter,  April 11,  1977,  reflecting the list prices prevailing for large lots.
-------
                                                                                                     4/77
 Class:  Alkylating Agents:   Lactones
                        LACTONES WITH ANNUAL PRODUCTION  GREATER THAN ONE THOUSAND POUNDS
 CAS No.
 104676
 152750
 91645
 119846
 104610
 52017
 71636
 71670
 77065
 77098
 87058
 90802
 92477
 92488
 104507
 105215
 108292
 115399
 118081
 128621
502443
518456
 Chemical Name
 4-Hydroxyundecanoic  acid,  Y~lactone
 DSC Red No.  21 (Eosine acid)
 Coumarin
 3,4-Dihydrocoumarin
 4-Hydroxynonanoic  acid, Y~lactone
 Spironolactone
 Digitoxin
 Sodium sulfobromophthalein
 Gibberelic acid
 Phenolphthalein
 4-Methyl-7-ethoxycoumarin
 Glucono-6-lactone
 6-Methylhydrocoumarin
 6-Methylcoumarin
 4-Hydroxyoctanoic  acid, Y~lactone
 4-Hydroxyheptanoic acid, y~lactone
 Y-Valerolactone
 3',3",5',5"-Tetrabromophenolphthalein, ethyl ester
 Hydrastine
 L-a-Narcotine  (Noscapine)
Caprolactone
Fluorescein (D & C Yellow No. 7)
Annual Prod./Year/Source
29xl03lbs./1975/T75
25xl03lbs./1975/T75
25xl03lbs./1974/SRI (consumption)
23xl03lbs./1975/T75
7xl03lbs./1975/SRI (consumption)
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
-------
                                                                                                 Revised 5/77
*>
to
     Class:   Alkylating Agents:  Lactones

                      LACTONES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
     CAS No.
     518478
     520456
     674828
     1076386
     4418262
Chemical Name
Fluorescein sodium (C.I. Acid Yellow 73)
Dehydroacetic acid
Diketene (Ketene dimer)
4-Hydroxycoumarin
Sodium dehydroacetate
Annual Prod./Year/Source
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
-------
                                                                                                         4/77
     Class:  Alkylating Agents:  Lactones
to
CD
 CAS No .
 53394
 54717
 57578
 92137
 92455
 93356
 148721
 435972
 518401
 630886
 695067
 705862
 706149
 713951
 1111393
 2305057
 3902714
 3068880
7774472
                             LACTONES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
Chemical Name
Oxandrolone
Pilocarpine hydrochloride
g-Propiolactone
Pilocarpine
3-Chlorocoumarin
e-Umbelliferone
Pilocarpine nitrate
Phenprocoumon
4 ' , 5 ' -Diidof luorescein
Fluorescein chloride
y-Hexalactone
6-Decalactone
                    6-Dodecalactone  (Stage I dossier)
                    Acetyldigitoxin
                    y-Dodecalactone
                    Trioxsalen
                    3-Butyrolactone
                    4,4-Dibutyl-y-butyrolactone
-------
                                                                     5/77
     c.   Class 1C:  Aziridines


     The parent compound of this group, aziridine (also called ethylenimine)


is the only one with an annual production greater than one million pounds.


Currently, there is only one U.S. manufacturer and its annual production is


estimated to be three million pounds.  It is believed that aziridine is no


longer exported from the U.S. but small quantities may be imported from


West Germany.


     Approximately 50% of the aziridine produced in the U.S. is polymerized


to polyethylenimine which contains less than 1 ppm residual monomer.  Poly-


ethylenimine has been used principally as a flocculant in water treatment,


in the paper industry (where it is used as a wet-strength additive), as an


adhesion promoter in adhesives, and in the textile industry (to improve


dyeing and printing, for waterproofing, and to impart antistatic properties).


Most of the remaining 50% of the aziridine produced is used as a chemical


intermediate in drug, cosmetic, and dye manufacture, in the production of


N-2-hydroxyethyl ethylenimine  (a modifier of polymers for coatings, textiles,


etc.), and as an intermediate and monomer for oil additive compounds, ion


exchange resins, coating resins, adhesives, polymer stabilizers, and surfac-


tants .  No information was found on the amounts of aziridine used in the


individual applications, or on trends in market growth.


     All indications are that aziridine is used almost exclusively as a
                                                          i       1
chemical intermediate to provide one or more aziridinyl-  (CH^CI^-N-) or


ethyleneimino-  (-C^CJ^NH-) substituents.  The cationic nature of the products


and the other properties imparted to the finished product (e.g., adhesion


promotion, waterproofing) presumably could be accomplished using other


chemicals but the cost of manufacture would probably be considerably higher.



                                   4-29
-------
                                                                                                         5/77




    Class:   Alkylating Agents, Aziridines




                          AZIRIDINES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS




                                                                                                  Market Value,

    CAS No.         Chemical Name                      Annual Prod./Year/Source    Price,  £/lb.     Million $      Dossiers



    151564          Aziridine (Ethylenimine)              3xl06 lbs./1973/SRI
U)
o
-------
                                                                                                       5/77



    Class:  Alkylating Agents, Aziridines


                          AZIRIDINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS



    CAS No.        Chemical Name                                          Annual Prod./Year/Source


    1072522        N-2-Hydroxyethyl ethyleneimine                        >10xlO  lbs./1973/SRI  (consumption)
                     (2-(l-Aziridinvl)ethanol)

    57396          Tris(2-methyl-l-aziridinyl)phosphine oxide             >1000 lbs./1975/T75


    57409          Bis(2-methyl-l-aziridinyl)phenylphosphine oxide        >1000 lbs./1977/SRI


    75558          2-Methylaziridine  (Propylenimine)                      >1000 lbs./1975/T75   (Stage I dossier)


    2549679        2-Ethyl ethyleneimine                                  >1000 lbs./1977/SRI


    3527557        Hexa(2-methyl-l-aziridinyl)-1,3,5-phosphotriazine      >1000 lbs./1977/SRI
*>

H   13009911       Tris(2-methyl-l-aziridinyl)-l,3,5-triazine             >1000 lbs./1977/SRI
-------
                                                                                                         5/77





     Class:   Alkylating Agents, Aziridines






                            AZIRIDINES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS






     CAS No.         Chemical Name





     51183          2,4,6-Tris(l-aziridinyl)-sym-triazine

                         (Triethylenemelamine)




     52244          Tris(l-aziridinyl)phosphine sulfide  (Stage I and II dossiers)




     52460          Hexa(l-aziridinyl)-l,3,5-phosphotriazine  (Apholate)




     68768          Tris(aziridinyl)-para-benzoquinone




     545551          Tris(l-aziridinyl)phosphine oxide




*•    800248          2,5-Bis(l-aziridinyl)-3,6-bis(2-methoxyethoxy)-para-benzoquinone

w
to
     2168685         Bis(l-aziridinyl)morpholinophosphine sulfide
-------
                                                                    5/77







     d.   Class ID;  Alkyl Sulfates




     This class has been confined to the dialkyl esters, only two of which




are of industrial importance, dimethyl sulfate and diethyl sulfate.  Exact




figures of production volume for these chemicals are not available.  Prior




to 1975, diethyl sulfate was a chemical intermediate in the production of




ethyl alcohol from ethylene using sulfuric acid.  This process is no longer




used.  Dimethyl sulfate and diethyl sulfate are presently used as alky-




lating agents to convert active-hydrogen compounds such as phenols, amines,




and thiols to the corresponding alkyl derivatives.  Except in the case of




synthesizing quaternary ammonium salts by alkylating amines where it may




be important that the quaternary be in the form of the methosulfate or




ethosulfate salt, the corresponding alkyl halides can be used for these




alkylations.  Methyl chloride and ethyl chloride are the most likely




substitutes.
                                    4-33
-------
                                                                                                          5/77


    Class:  Alkylating  Agents,  Alkyl  Sulfates



                        ALKYL SULFATES WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND POUNDS



    CAS No.        Chemical Name                                          Annual Prod./Year/Source


    64675          Diethyl sulfate  (Stage I, II dossiers)                  >1000 lbs./1975/T75


    77781          Dimethyl sulfate (Stage I, II dossiers)                 >1000 lbs./1975/T75
I
U)
-------
                                                                                                          5/77
   Class:  Alkylating Agents, Alkyl  Sulfates
                        ALKYL SULFATES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
I
w
in
CAS No.        Chemical Name

598050         Di-n-propyl sulfate
625229         Di-n-butyl sulfate
814404         Methyl ethyl sulfate
2973106        Di-isopropyl sulfate
5867958        Ethyl n-butyl sulfate
               Bis(2-chloroethyl) sulfate
               Bis(chloromethyl) sulfate
               Didecyl sulfate
               Ditetradecyl sulfate
               Ethyl n-propyl sulfate
               Methyl chloromethyl sulfate
-------
                                                                    4/77
     e.    Class IE:   Sultones




     This small group of chemicals does not have any members with annual




U.S. production greater than one million pounds.  The production of




1,3-propanesultone was estimated at 1000 pounds in 1973, but the only




producer ceased production in 1975.  The accompanying table summarizes




the available data for this class.
                                   4-36
-------
    Class:  Alkylating Agents, Sultones
                                                                                                   Revised  5/77
    CAS No.
Chemical Name
Price,
C/lb.
Annual
Prod./Year/Source
Market Value,
Million $
                                                                                                                Dossiers
    81083
    143748
    1120714
    1633836
o-Sulfobenzoic acid, cyclic
     anhydride

Phenol,4,4-(3H-2,1-Benzoxathiol-
  3-ylidene)di-,S,S-dioxide
  (phenolsulfonphthalein)

1,2-Oxathiolane,2,2-dioxide
  (1,3-propanesultone)

1,4-Butanesultone
              >1000 lbs./1975/T75
              >1000 lbs./1975/T75
              prodn.  discontinued
                in 1975

              <1000 lbs./1977/SRI
i
u>
-------
                                                                           7/77
     f.   Class IF:  Aryl Dialkyl Triazenes




     This small class of compounds has no members with annual production




greater than one million pounds.   The three substituted phenylazo sarco-




sine derivatives which are produced in commercial quantities appear to




be used solely as chemical intermediates.  The two companies which pro-




duce these chemicals are both dye manufacturers but no evidence was




found that they are used as dye intermediates.
                                 4-38
-------
                                                                                                       7/77


    Class:   Aklylating Agents,  Aryl Dialkyl Triazenes



                    ARYL DIALKYL TRIAZENES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS



    CAS No.         Chemical Name                                     Annual Prod./Year/Source


    103219          N-(p-Tolylazo)sarcosine                             >1000 lbs./1977/SRI


    120047          N-((5-Chloro-2-methoxyphenyl)azo)sarcosine          >1000 lbs./1977/SRI


    136287          N-((5-Chloro-ortho-tolyl)azo)sarcosine              >1000 lbs./1977/SRI
I
co
10
-------
£>.
I
Class:  Alkylating Agents, Aryl Dialkyl Triazenes




                  ARYL DIALKYL TRIAZENES WITH ANNUAL PRODUCTION  LESS  THAN  ONE  THOUSAND POUNDS



CAS No.        Chemical Name


86]80          N-(4-Benzamido-6-methoxy-meta-tolyl)-N-(methylazo)glycine


7203909        3,3-Dimethyl-l-(4-chlorophenyl)triazene


7203910        3,3-Dimethyl-l-(4-carboxyphenyl)triazene


7227910        3,3-Dimethyl-l-phenyltriazene


7227932        3,3-Dimethyl-l-(4-hydroxyphenyl)triazene


19992699       3,3-Dimethyl-l-(3-pyridyl)triazene


21600420       3,3-Dimethyl-l-(3-pyridyl-N-oxide)triazene


37599716       3,3-Dimethyl-l-(3-hydroxyphenyl)triazene


               3,3-Dimethyl-l-(4-acetamidophenyl)triazene


               3,3-Dimethyl-l-(4-bromophenyl)triazene


               3,3-Dimethyl-l-(4-carhethoxyphenyl)triazene


               3,3-Dimethyl-l-(4-fluorophenyl)triazene


               3,3-Dimethyl-l-(4-methoxyphenyl)triazene


               3,3-Dimethyl-l-(4-nitrophenyl)triazene


 —            3,3-Dimethyl-l-(meta-tolyl)triazene


               3,3-Dimethyl-l-(ortho-tolyl)triazene


               3,3-Dimethyl-l-(2,4,6-tribromophenyl)triazene


               3,3-Dimethyl-l-(2,4,6-trichlorophenyl)triazene
-------
                                                                                                  7/77




Class:  Alkylating Agents, Aryl Dialkyl Triazenes







            ARYL DIALKYL TRIAZENES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS  (continued)






CAS No.      Chemical Name




             3,3-Diethyl-l-phenyltriazene




             3,3-Diethyl-l-(3-pyridyl)triazene




             3-Methyl-3-(2-hydroxyethyl)-1-phenyltriazene




             3-Methyl-3-(2-sulfatoethyl)-phenyltriazene
-------
                                                                  6/77
     g.   Class IG:  Diazoalkanes




     This small class of compounds has no members with annual production




greater than either one million or one thousand pounds.  Diazomethane is




a laboratory reagent used to methylate DNA in biological studies and to




methylate a wide variety of organic compounds, but it is not sold as the




compound itself, but in the form of three precursors, one of which,




N-methyl-N-nitroso-p-toluenesulfonamide (CAS No. 80115), apparently has




an annual production greater than one thousand pounds.  Another precursor,




N,N'-dimethyl-N,N'-dinitrosoterephthalamide (CAS No. 133551), has an




annual production greater than one thousand pounds, but is mostly used




as a blowing agent for rubbers and plastics.  The third precursor,




N-methyl-N'-nitro-N-nitrosoguanidine or MNNG (CAS No. 70257), is apparently




produced in quantities less than one thousand pounds per year.
                                  4-42
-------
Class:  Alkylating Agents, Diazoalkanes
CAS No.







334883




1117960




54043684
Chemical Name






Diazomethane




Diazoethane




Diazoisobutane




1-Diazodecane




1-Diazohexane




1-Diazopropane
                                                                                                 6/77
Annual Prod./Year/Source







  <1000 lbs./1977/SRI




  <1000 lbs./1977/SRI




  <1000 lbs./1977/SRI




  <1000 lbs./1977/SRI




  <1000 lbs./1977/SRI




  <1000 lbs./1977/SRI
-------
                                                                           8/77
    h.   Class IH:  Phosphoric Acid Esters




    Of the 20 compounds in this class with an annual production  (or consump-




tion) greater than one million pounds, six—monocrotophos, dichlorvos,




naled, phosphamidon, crotoxyphos,  and crufomate—are used only as pesticides,




and will not be discussed further.   Of the remaining 14 compounds,  tris (2,3-




dibromopropyl)phosphate  will be discussed individually; the two surface-




active agents, nonylphenol, ethoxylated and phosphated, and mixed linear




alcohols, ethoxylated and phosphated, will be discussed together; and the




remaining eleven compounds, used chiefly as plasticizers, will be discussed




together.




    Tris (2 ,:3-dibromopropyl)phosphate




        In recent years, an estimated 10 million pounds of tris(2,3-dibromo-




    propyl)phosphate  (known as TRIS) have been produced annually in the U.S.




    Data for U.S. imports and exports for TRIS are not published separately.




        TRIS has been used principally as an additive to impart flame




    retardance to synthetic fibers  and fabrics such as polyester, acetate




    and triacetate, and acrylics.   Approximately 65% of total production has




    been used in these textile applications.   The polyester and acetate and




    triacetate fabrics containing TRIS have been largely used for children's




    sleepwear to impart flame retardance to meet the standards FP 3-71




    and FF-5-74 promulgated under the Flammable Fabrics Act.  The acrylic




    fibers have been used in carpeting.




        As a result of concern about the mutagenic and carcinogenic proper-




    ties of TRIS, the manufacturers of this sleepwear stopped using TRIS-
                                  4-44
-------
treated fabrics in January 1977 and the Consumer Product Safety Commis-




sion banned the sale of TRIS-treated sleepwear in April 1977.




    TRIS has also been used to impart flame retardancy to a variety of




other synthetic polymers, including rigid and flexible polyurethane




foams, cellulose nitrate surface coatings, polystyrene, polyvinyl chloride,




phenolics, intumescent and non-intumescent paints, paper coatings, and




rubber.  Although the use of TRIS has not been banned in these applications,




two major suppliers of TRIS were reported to be dropping production and




a third was undecided whether it would continue to market the product.




In view of the present turmoil over its use, the production of TRIS is




expected to decrease rapidly.




    There is no comparable substitute additive flame retardant at




present which will adequately retard the flammability of polyester,




acetate and triacetate, and acrylic fabrics.  However, other methods




are available for retarding the flammability of 100% polyester and of




acrylics by incorporating a flame retardant comonomer such as 2,5-




dibromoterephthalic acid in polyesters or a halogenated comonomer such




as vinyl chloride or vinyl bromide in acrylics (which are then called




modacrylics).




Surface-Active Agents




    The U.S. production of nonylphenol, ethoxylated and phosphated, was




7.4 million pounds in 1973,, 7.4 million pounds in 1974, and 4.2 million




pounds in 1975.  The U.S. production of mixed linear alcohols, ethoxylated




and phosphated,  was approximately 4 million pounds in both 1973 and




1975, and 4.9 million pounds in 1974.  Data on U.S. imports and exports




for these surface-active agents are not available.
                              4-45
-------
    These polyoxyethylene phosphate esters, as they are also known,




are prepared by reacting mixed linear alcohols or nonylphenol with




ethylene oxide, forming a polyoxyethylene derivative, which is then




converted to phosphate esters (a mixture of mono- and diesters) by




reaction with phosphorus trichloride, phosphorus pentoxide, phosphorus




oxychloride, or polyphosphoric acid.  These phosphate esters and their




salts are anionic surface-active agents used in a variety of applica-




tions where their foaming, emulsifying, wetting, and detergent proper-




ties and solubility and compatibility are of importance.




    The nonylphenol-derived products are used in a variety of applica-




tions:  (1) as detergent concentrates (where they impart good hard-




surface detergency, moderate foaming, and retardation of rusting and




corrosion);  (2) in wax and resin floor finishes; (3) in heavy-duty,




all-purpose liquid formulations; (4) in industrial cleaners; (5) as




drycleaning detergents;  (6) as polymerization emulsifiers in the pro-




duction of polyvinyl acetate and acrylic films (where they promote




clarity, heat and light stability, stable neutral pH, and corrosion




inhibition in the finished polymer); and (7) as emulsifiers for pesti-




cides.




    The linear alcohol-derived products are used in the textile industry




as  surfactants in the mercerizing of cotton, as lubricating, softening,




and antistatic agents for wool and synthetic fibers, as emulsifiers




for cosmetic oils and creams and clear hair grooming gels, in liquid




alkaline detergent compositions, arid in liquid drain cleaners.  No




information was available on the relative amounts of these polyoxyethylene
                               4-46
-------
phosphate esters used in the above applications so no estimate could




be made of the rate of growth in their consumption.




    The number of possible substitutes for these polyaxyethylene




phosphate esters in these myriad applications is not known.  It seems




likely that substitutes can be found, but probably only with a compro-




mise as to effectiveness, performance, and cost.




Plasticizers




    The U.S. production of the remaining eleven  phosphate esters,




used chiefly as plasticizers, has been estimated as follows (millions




of pounds): tricrfesyl phosphate, 56  (1974), 51  (1975); tri(2-chloro-




ethyl)phosphate  and  tri(2-chloropropyl)phosphate, 15-20 (1974);




cresyl diphenyl phosphate, 11.1 (1974), 7-8 (1975); triethyl phosphate,




7  (1974); trioctyl phosphate, 3 (1974); tributyl phosphate, 2 (1974).




Production has not been estimated for the remaining four compounds—




tri(2-butoxyethyl)phosphate, triphenyl phosphate, diphenyl octyl




phosphate, and diphenyl isodecyl phosphate—but it is believed that




production of each was greater than one million pounds in 1974.   Data




on U.S. exports of these compounds are not published separately.  U.S.




imports of tricresyl phosphate totaled 29.5 thousand pounds in 1974 and




150.3 thousand pounds in 1975; and of cresyl diphenyl phosphate, 75.0




thousand pounds in 1974, 72.2 thousand pounds in 1975.  Data on U.S.




imports of the remaining compounds are not published separately.




    The aryl and alkyl aryl phosphates are used chiefly as plasticizers.




The acyclic phosphates are used in a variety of non-plasticizer specialty




uses.
                              4-47
-------
    Tricresyl phosphate, cresyl diphenyl phosphate, and diphenyl isodecyl




phosphate are chiefly used as plasticizers for polyvinyl chloride




 (PVC) resins to impart flame retardance, usually in conjunction with




other plasticizers.   Trioctyl phosphate is also used as a polyvinyl




chloride plasticizer, but it has no flame retarding properties. These




plasticized PVC resins are used in many products and applications, includ-




ing floor and wall coverings, home furnishings, consumer goods, packaging,




wire and cable, automotive seating and trim, and agricultural film.




Cresyl diphenyl phosphate has been used as a gasoline additive, but




this use has all but disappeared since phosphorus can poison the precious




metal catalysts in the converters.  Diphenyl octyl phosphate has FDA




approval for use in contact with food, and is used as a plasticizer in




packaging film.  Triphenyl phosphate is used as a plasticizer in cellulose




acetate plastics and as a component of a polyphenylene oxide-based




engineering plastic.  Tricresyl phosphate, dibutyl phenyl phosphate,




and, to a lesser extent, tributyl phosphate, are used in hydraulic




 fluids.  Tricresyl phosphate imparts flame-resistant qualities to the




hydraulic fluid and is used in locations where fire could be especially




dangerous, such as in mines.  Tributyl phosphate has also been used as




an antifoaming agent in ore separation, but this use has declined in




recent years.  Tri(2-chloroethyl)phosphate  and tri(2-chloropropyl)-




phosphate are used as flame retardants in polyurethanes, acrylic




 fibers, and in other polymer systems.  Triethyl phosphate is used as a




plasticizer in cellulose acetate plastics, as a flame-retardant additive




 in unsaturated polyester resins, and as a chemical intermediate for the
                              4-48
-------
insecticide, tetraethyl pyrophosphate (TEPP).   Tri(2-butoxyethyl)-




phosphate is added as a leveling agent to styrene-butadiene emulsions




(high-styrene types) used as floor polishes, and is used to a lesser




extent as a plasticizer in elastomers.  No data are available as to




the relative amounts of these phosphate esters used in these applica-




tions .




    Because of their flame-retarding properties, the consumption of




phosphate ester plasticizers is expected to increase 8.1% per year from




1976 to 1981.




    Other plasticizers used with polyvinyl chloride resins include the




phthalates, epoxidized oils, aliphatic dicarboxylic esters, and poly-




meric plasticizers.  However, none of these impart flame retardancy to




the resin.  Antimony oxide can be used to flame retard vinyl resins




where its pigmenting properties are acceptable.




    Other fire-resistant hydraulic fluids presently used include oil-in-




water or water-in-oil emulsions, and water-glycol formulations.
                             4-49
-------
Ul
o
    Class:  Alkylating Agents, Phosphoric Acid Esters


                    PHOSPHORIC ACID ESTERS  WITH ANNUAL  PRODUCTION  GREATER THAN  ONE  MILLION POUNDS
    CAS NO.
 Chemical  Name
Annual Prod./Year/Source
                                                             Price
                                                                                                                    6/77
                                                                                                    Market Value
                                                                                                    Million $     Dossiers
1330785
115968
6145739
126727
78319
78400
6923224
—
—
1806548
62737
300765
Tricresyl phosphate
Tri (2-chloroethyl)phosphate ~|
Tri (2-chloropropyl) phosphate J
Tris (2, 3-dibromopropyl) phos-
phate
Cresyl diphenyl phosphate
Triethyl phosphate
Monocrotophos (Azodrin )
Nonylphenol, ethoxylated
and phosphated
Mixed linear alcohols,
ethoxylated and phosphated
Trioctyl phosphate
(Sj
Dichlorvos (Vapona )
Naled (Dibrom®)
SlxlO6 lbs./1975/SRI
15-20xl06 lbs./1974/SRI
lOxlO6 lbs./1976/SRI
7-8xl06 lbs./1975/SRI
7xl06 lbs./1974/SRI
4.2xl06 lbs./1974/SRI
(consumption)
4.2xl06 lbs./1975/T75
4xl06 lbs./1975/T75
3xl06 lbs./1974/SRI
2.7xl06 lbs./1974/SRI
(consumption)
2.3xl06 lbs./1974/SRI
(consumption)
69 (delivered)
	
100 (est.)
62(T75)
60 (delivered)
2200/gal.
(5 Ibs./gal.)
63 (T75)
75 (T75)
—
1200/gal.
(2 Ibs./gal.)
4000/gal.
(8 Ibs./gal.)
35 I
I
10 (est.)
5
4
18 I, II
2.6
3
—
16 I, II
11.5
    126738
Tributyl phosphate
2x10° lbs./1974/SRI
88 (works)
                                                                                                        l.i
-------
                                                                                                                6/77
Class:  Alkylating Agents, Phosphoric Acid Esters

      PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS (continued)
CAS No.

13171216


7700176


999865


78513

115866

115888

29761215
Chemical Name

Phosphamidon (Dimecron )


Crotoxyphos  (Ciodrin )


Crufomate  (Ruelene®)
Annual Prod./Year/Source

l.SxlO6 lbs./1974/SRI
(consumption)

1.3xl06 lbs./1974/SRI
(consumption)

1x10  lbs./1974/SRI
(consumption)
Tri(2-butoxyethyl)phosphate   XLxlO6 lbs./1974/SRI

                                   6
Triphenyl phosphate

Diphenyl octyl phosphate
XLxlO  lbs./1974/SRI

>lx!06 lbs./1974/SRI
Price ,  C/lb.

4980/gal.
(8 Ibs./gal.)

690
2200/gal. (13.5%
active ingredient)
74 (frt. eqlzd.)
Market Value
Million $     Dossiers
                IA
    0.7
Diphenyl isodecyl phosphate   >lx!0b lbs./1974/SRI
 Taken from Chemical Marketing Reporter, April 25, 1977, reflecting the list prices prevailing for large lots.
 Values designated as coming from Synthetic Organic Chemicals, United States Production and Sales are unit sales
 value which is calculated from total quantities sold  (the sum of the large quantities sold on a contractural basis
 and smaller quantities sold intermittently) and total sales value  (the sum of the values of sales at contract
 prices and list prices).  Prices of pesticides are list prices per gallon of formulated product.  The amount of
 pesticide per gallon of formulation is included in parentheses.  By dividing the price by the Ibs./gal., an esti-
 mated price/lb. of pesticide can be obtained.  This estimate was used in calculating the market value.  In the
 case of Crufomate, no estimate was possible because neither the Ibs./gal. nor the weight of a gallon for formu-
 lated product were available.
-------
                                                                                                              6/77
I
Ln
to
            Class:   Alkylating Agents,  Phosphoric Acid Esters


                       PHOSPHORIC ACID  ESTERS WITH ANNUAL PRODUCTION  GREATER THAN  ONE  THOUSAND POUNDS
 CAS No.



 7786347



 2528361






 141662



 141651



 107493



 961115


 58979



 63376



 78433



 130405



 298077




522407



812000
                         Chemical Name


                         Mevinphos (Phosdrin®)


                         Dibutyl phenyl phosphate


                         Tridecyl alcohol,  ethoxylated and phosphated


                         Dicrotophos  (Bidrin®)
                                                       Annual Prod./Year/Source


                                                       8xl05 lbs./1974/SRI  (consumption)


                                                       7.3xl05 lbs./1975/T75  (sales)


                                                       6.7xl05 lbs./1975/T75


                                                       5xl05 lbs./1974/SRI  (consumption)
                         Phosphoric  acid, bis (2-ethylhexyl)ester,  sodium  salt    1.4xlOD  Ibs./1975/T75


                                                                                   ,5
Tetraethyl pyrophosphate


Stirophos  (Rabon®)


5'-Uridylic acid


S'-Cytidilic acid


Tris(2,3-dichloropropyl)phosphate


Riboflavine 5'-phosphate, sodium salt


Phosphoric acid, bis (2-ethylhexyl)ester

(2-Ethyl-l-hexanol, hydrogen phosphate)


Diethylstilbestrol diphosphate


Methyl dihydrogen phosphate
lxlOJ lbs./1974/SRI  (consumption)


IxlO5 lbs./1974/SRI  (consumption)


>1000 lbs./1977/SRI


>1000 lbs./1977/SRI


>1000 lbs./1977/SRI


>1000 lbs./1975/T75




>1000 lbs./1975/T75


>1000 lbs./1975/T75


XLOOO lbs./1975/T75
-------
                                                                                                             6/77
Ul
OJ
Class:  Alkylating Agents, Phosphoric Acid Esters


      PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION GREATER THAN


CAS No.      Chemical Name


819830       Sodium glycerophosphate  (Stage I dossier)


838857       Phenyl hydrogen phosphate


1070037      Phosphoric acid, mono(2-ethylhexylJester


1319693      Potassium glycerophosphate  (Stage I dossier)


1336001      Calcium glycerophosphate  (Stage I dossier)


3900047      Hexyl phosphate


5116949      Tridecyl phosphate


5412259      Bis(2,3-dibromopropyl)phosphate


7057923      Didodecyl hydrogen phosphate


13270650     5-Phosphorylribose 1-pryophosphate


             2,2-Bis(chloromethyl)trimethylene bis (di (2-chloro-
               ethyl)phosphate)


             Butyl alcohol, ethoxylated and phosphated


             Butyl ethyl phosphate


             n-Butyl hydrogen phosphate
ONE THOUSAND POUNDS (continued)


   Annual Prod./Year/Source


   >1000 lbs./1977/SRI


   XLOOO lbs./1975/T75


   >1000 lbs./1977/SRI


   >1000 lbs./1977/SRI


   XLOOO lbs./1977/SRI


   XLOOO lbs./1975/T75


   XLOOO lbs./1975/T75


   XLOOO lbs./1977/SRI


   XLOOO lbs./1975/T75


   XLOOO lbs./1977/SRI



   XLOOO lbs./1975/T75


   XLOOO lbs./1977/SRI


   XLOOO lbs./1975/T75


   XLOOO lbs./1975/T75
-------
                                                                                                  6/77
Class:  Alkylating Agents,  Phosphoric Acid Esters

      PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION  GREATER THAN ONE THOUSAND POUNDS  (continued)

CAS No.      Chemical Name                                          Annual Prod./Year/Source

             Butyl phosphate, potassium salt                       XLOOO lbs./1975/T75

             Decyl alcohol,  ethoxylated and phosphated              XLOOO lbs./1975/T75

             Decyl, dodecyl, and octyl phosphate, morpholine salt   XLOOO lbs./1975/T75

             Diethylene glycol bis (di-2-chloroethyl)phosphate      XLOOO lbs./1975/T75

             Dinonylphenol,  ethoxylated and phosphated
             Dinonylphenol,  ethoxylated and phosphated, potassium
               salt

             Dodecyl  alcohol,  ethoxylated  and phosphated

             Dodecylphenol,  ethoxylated and phosphated

             2-Ethylhexanol, ethoxylated and phosphated

             2-Ethylhexyl polyphosphate

             2-Ethylhexyl polyphosphate, sodium salt

             Glycerol monoester of mixed fatty acids, phosphated

             Hexylphenol, ethoxylated  and  phosphated

             Hexyl  phosphate,  potassium salt
XLOOO lbs./1975/T75


XLOOO lbs./1975/T75

XLOOO lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

XLOOO lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75
-------
                                                                                                  6/77
Class:  Alkylating Agents, Phosphoric Acid Esters

      PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)

CAS No.      Chemical Name                                          Annual Prod./Year/Source

             Hexyl polyphosphate, potassium salt                    >1000 lbs./1975/T75

             Iso-octyl hydrogen phosphate                           >1000 lbs./1975/T75

             Isopentyl alcohol, ethoxylated and phosphated          XLOOO Ibs./1977/SRI

             Mixed alkyl phosphates                                 >1000 lbs./1975/T75

             Mixed alkyl phosphates, diethanolamine salt            >1000 lbs./1975/T75

   ~        Monooleyl phosphate                                    >1000 Ibs./1975/T75

   —        Nonylphenol, ethoxylated and phosphated,  barium salt   >1000 Ibs./1975/T75

             9-Octadecenyl alcohol, ethoxylated and phosphated      XLOOO lbs./1975/T75

             Octadecyl alcohol, ethoxylated and phosphated          XLOOO Ibs./1975/T75

             Octylphenol, ethoxylated and phosphated                XLOOO lbs./1975/T75

             Octyl phosphate, alkylamine salt                       >1000 lbs./1975/T75

             Octyl phosphate, ethoxylated                           >1000 lbs./1975/T75

             Octyl polyphosphate                                    >1000 Ibs./1975/T75

             Octyl polyphosphate, potassium salt                    XLOOO Ibs./1975/T75

             Oleyl hydrogen phosphate                               XLOOO Ibs./1975/T75
-------
                                                                                                                6/77

             Class:   Alkylating Agents,  Phosphoric Acid Esters



                   PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)



             CAS No.       Chemical Name                                           Annual Prod./Year/Source



                          Phenol, ethoxylated and phosphated                     >1000 lbs./1975/T75



                          Polyalkylene glycol, phosphated                        >1000 Ibs./1975/T75



                          Polyhydric alcohol, ethoxylated and phosphated         XLOOO Ibs./1975/T75



                          Polypropylene  glycol,  phosphated                       XLOOO lbs./1975/T75
i
Ul
-------
                                                                                                               6/77
I
Ul
Class:  Alkylating Agents, Phosphoric Acid Esters

              PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS

CAS No.      Chemical Name

57034        Glycerophosphoric acid

115899       Methyl diphenyl phosphate

131997       S'-Inosinic acid

312936       Pregna-l,4-diene-3,20-dione,9-fluoro-ll,17-dihydroxy-16-methyl-21-(phosphonooxy)-,
                (11.beta, 16.alpha)-

360634       Pregna-l,4-diene-3,20-dione, 9-fluoro-ll,17-dihydroxy-16-methyl-21-(phosphonooxy)-,
               (11.beta, 16.beta)-

512561       Phosphoric acid, trimethyl ester  (Trimethyl phosphate)

3991739      Mono-n-octyl phosphate

5324129      Mono(2,3-dibromopropyl)phosphate

7546283      Propanoic acid, 2-(phosphonoxy)-, calcium salt

7558625      1,2,3-Propanetriol, 1-(dihydrogen phosphate), manganese salt
                (Manganese glycerophosphate)

19045795     Mono-n-octyl phosphate, dipotassium salt

             Bis(2,3-dibromopropyl)allyl phosphate

   —        Decyl polyphosphate, sodium salt
-------
                                                                                                                6/77

             Class:  Alkylating Agents, Phosphoric Acid Esters


                      PHOSPHORIC ACID ESTERS WITH ANNUAL PRODUCTION LESS THAN ONE  THOUSAND POUNDS (continued)


             CAS No.      Chemical Name


                          Diallyl 2,3-dibromopropyl phosphate


                —        Diethyl vinyl phosphate


                          2-Ethylhexyl phosphate, triethanolamine salt


                          Iso-octyl phosphate


                          Octylphenol, ethoxylated and phosphated, magnesium salt


                —        Tri(castor oil alkyl)phosphate
Ul
co
-------
                                                                 8/77
     i.  Class II:  Halogenated Saturated Hydrocarbons




     This class includes compounds with two or more carbon atoms since




Halogenated Methanes are discussed in subclass IVB.




     There are nine members of this class with an annual U.S. production




greater than one million pounds.  However, one of these, l,2-dibromo-3-




chloropropane, is used almost exclusively as a pesticide and will not be




discussed further.




     Two of the chemicals are fluorocarbons which have been reviewed in great




depth in two reports prepared in 1975:  "Economic Significance of Fluorocarbons,"




Office of Business Research and Analysis, Bureau of Domestic Commerce, U.S.




Department of Commerce (December 1975) and "Preliminary Economic Impact




Assessment of Possible Regulatory Action to Control Atmospheric Emissions of




Selected Hydrocarbons" (PB 247115).  These two reports cover so many facets




of the subject that SRI felt that it would be inappropriate to try to prepare




a condensed version for this report.  The information regarding uses of the




fully halogenated fluorocarbons was recently brought up to date as part of the




notice of proposed rulemaking which the EPA published in the Federal Register




on May 13, 1977 (pp. 24542-24549).  In view of the availability of these




documents, it was felt that the time and funds which would be required to




prepare a market forecast on the fluorocarbons would be better spent on other




parts of this research request.




     Because the other six chemicals have different use patterns, they will




be discussed individually.




     1,2-Dichloroethane




         U.S. production of this chemical which is more commonly known as




ethylene dichloride) in recent years has been as follows  (billions of




pounds):  1974 (9.17);  1975 (7.98); and 1976 (7.92).  U.S. imports of







                                  4-59
-------
1,2-dichloroethane in 1974 are estimated to have been 75 million pounds




and U.S. exports totaled 369 million pounds in 1974 and 130 million





pounds in 1975.




    The estimated U.S. domestic consumption pattern for 1,2-dichloro-




ethane in 1976 was: 86% as an intermediate for vinyl chloride; approxi-




mately 3% each as an intermediate for 1,1,1-trichloroethane and




ethyleneamines; 2% each as an intermediate for tetrachloroethylene,




1,1-dichloroethene, and trichloroethylene, and as a lead scavenger for




motor fuels.




    In late 1975, future growth in total U.S. consumption of 1,2-dichlo-




roethane,  and in consumption for synthesis of vinyl chloride were both




estimated at 4% annually through 1979.  Since over 90% of the vinyl




chloride produced in the U.S. is made via 1,2-dichloroethane, the




information on future growth presented under Vinyl Chloride applies to




the 1,2-dichloroethane used for this production also.  Any growth in




the use of 1,2-dichloroethane to make 1,1,1-trichloroethane because




of the  expected increased use of this chemical in metal cleaning would




largely be offset by decreases in the amount needed to produce the two




competitive metal cleaning solvents, tetrachloroethylene and trichloro-




ethylene.  The consumption of 1,2-dichloroethane as a motor fuel




lead  scavenger is likely to decrease if proposed reductions of the




average lead content of gasoline are  implemented.




     Less  than  10%  of  U.S. production  of vinyl chloride is based on




 the addition of hydrogen  chloride  to  acetylene,  a process used for




 48% of U.S. production in 1963.  This process could  be used  to replace
                               4-60
-------
the route via 1,2-dichloroethane.  Other processes based on chlorination




of either ethylene and recycled chloroethanes or of ethane are used




commercially in other countries.




     Ethyl chloride




     U.S. production of ethyl chloride in recent years has been as follows




(millions of pounds):  1974 (662); 1975 (575); and 1976 (642).  U.S. imports




of ethyl chloride amounted to only 4917 pounds in 1975.  Data on exports are




not available but exports are believed to be larger than imports.




     More than 80% of total 1973 U.S. production of ethyl chloride was used




for the production of the gasoline antiknock agent, tetraethyl lead.  The




remainder was used for a variety of miscellaneous applications, probably




including:   (1) manufacture of ethyl cellulose plastics, dyes, and pharma-




ceuticals;  (2) use as a solvent; and (3) use as a refrigerant.




     The future level of production of ethyl chloride will largely be




dependent on the consumption of tetraethyl lead as a gasoline antiknock




agent.  U.S. domestic consumption of lead alkyls (mostly tetraethyl lead)




decreased from 660 million pounds (100% lead alkyls basis) in 1973 to




548 million pounds in 1975.  If the EPA's program to reduce the lead content




of gasoline to 0.5 gram per gallon by late 1979 is implemented, even larger




decreases in the consumption of lead alkyls would result.  Widespread adoption




of an alternate antiknock agent, methylcyclopentadienyl manganese tricarbonyl,




could make further inroads into the market for lead alkyls.  However, develop-




ment of catalyst systems for autos which are more tolerant of lead could have




a counteracting effect.




     Combined U.S. production of ethyl cellulose and the closely related




ethyl hydroxyethyl cellulose (both of which are made with ethyl chloride)




amounted to an estimated 13 million pounds in 1973.  Domestic consumption







                                 4-61
-------
totaled 10 million pounds, with 7 million pounds consumed in surface coatings




and the remainder in plastics, adhesives, and inks.  Other thermoplastic poly-




mers could probably provide the light weight, toughness, and temperature




stability required in the major markets for these ethyl cellulose plastics




but the choice would depend on the particular use and the cost-effectiveness of





the polymer.




     Methyl chloroform




     U.S. production of this chemical (which is also known as 1,1,1-




trichloroethane) in recent years has been as follows (millions of pounds):




1974  (592); 1975  (459); and 1976  (575).  In 1974, U.S.  imports are believed




to have been negligible and exports are estimated to have totaled 70 million




pounds.




     The estimated U.S. domestic consumption pattern for methyl chloroform




in 1974 was:  71% as a cleaning solvent  (for metals and other materials);




23% as an  intermediate for production of 1,1-dichloroethylene; and 6% for




miscellaneous uses  (e.g., aerosol component, coolant in metal cutting oils,




and carrier for lubricants).




     Originally introduced for cold cleaning of various industrial products




or machinery, methyl chloroform was adopted for use in vapor degreasing




when  a satisfactory inhibitor system was developed and growth in consumption




in this  area has  increased rapidly.  In 1974, only slightly more was being




used  for  cold cleaning than for vapor degreasing.  In late 1975, overall




U.S.  consumption  of methyl chloroform was expected to increase at an average




annual rate of  4% with use as a cleaning solvent providing essentially all




of this  growth  (no growth in use as an intermediate for 1,1-dichloroethylene




was expected) and use as a vapor degreasing solvent growing more rapidly than




use in cold cleaning.  In the light of the developments discussed under







                                  4-62
-------
Tetrachloroethylene and Trichloroethylene, it seems likely that these estimates




will be exceeded and that methyl chloroform will become the major metal cleaning




solvent but will not completely displace the others.




     Monochloroparaffins  (CL -C  )
     In the principal method used in the U.S. to manufacture the linear




alkyl-benzene used for the production of the surface-active linear alkylate




sulfonates, paraffins in the C  -C   range are treated with chlorine to




produce a mixture of C n-C   monochloroparaffins which are mostly secondary




alkyl chlorides with the formula CH3(CH2) CHC1(CH2) CH3 where x + y = 7 to 11.




U.S. production of  these monochloroparaffins in 1976 is estimated to have been




greater than  280 million pounds.  Since they are used exclusively to alkylate




benzene to produce linear alkyl benzenes at the site of their production, there




are no U.S. imports or exports.




     The level of future production of the monochloroparaffins will depend on




demand for the linear alkylbenzenes.  Normal paraffin consumption for production




of linear alkylbenzenes is expected to grow at an  average annual rate of 2%




through 1980  but whether the monochloroparaffin route will retain its present




share of the  total linear alkylbenzene plant capacity is not known.  The




alternative process, used in the largest single U.S. linear alkylbenzenes




plant, starts with normal paraffins also, but dehydrogenates these to a mixture




of olefins which is used to alkylate the benzene.




     1,2-Dibromoethane




     U.S. production of this chemical  (which is more commonly known as




ethylene dibromide) was 332 million pounds in 1974 and  275 million pounds  in




1975.  Data on U.S. imports and exports are not  available but 1973 exports are




estimated to  have been about 100 million pounds.
                                  4-63
-------
     By far the major use of 1,2-dibromoethane is as a lead scavenger in




antiknock motor mixes.  It is used in the mixes for automotive gasolines and




competes with 1,2-dichloroethane in the mixes used in aviation gasoline.




1,2-Dibromoethane has a variety of small uses also:  an estimated 5 million




pounds were used as a fumigant (mostly on agricultural crops) in 1975; it




is an intermediate in the production of vinyl bromide, a reactive fire




retardant which has found some use in modacrylic fibers; small amounts are




used as a solvent and for other chemical intermediate purposes.




     In late 1976, one source estimated that U.S. consumption of 1,2-




dibromoethane would drop at an average annual rate of 10% through 1980 as




a result of a continued drop in the usage of lead-based antiknock motor




mixes.  As discussed under Ethyl chloride, the future prospects for such




mixes do not look good.




     The continued use of 1,2-dibromoethane as a fumigant is also in doubt




since the EPA has included it in a list of pesticides which are candidates




for an RPAR action.  A notice of such action is required by October 1, 1977.




If the action is taken, the  final outcome could be limitations or banning




of the use of 1,2-dibromoethane as a pesticide.




     1,2-Dichloropropane




     U.S. production of this chemical (also known as propylene dichloride)




was 145.1 million pounds in 1974 and 84.2 million pounds in 1975.  Combined




U.S. imports of the 1,2-dichloro derivatives of ethane, propane, and butane




amounted to 90.1 million pounds in 1974 (1,2-dichloroethane is estimated




to have accounted for 75 million pounds of this) and 88 million pounds in




1975.  Separate data on U.S. exports of 1,2-dichloropropane are not available.
                                  4-64
-------
     No data on the U.S. consumption pattern for 1,2-dichloropropane are



available.  It is believed that the major use is as a chemical intermediate



for the production of tetrachloroethylene and carbon tetrachloride.



1,2-Dichloropropane is also an ingredient of the proprietary fumigant


   ®
D-D  (which contains 55-60% 1,3-dichloropropene plus lesser quantities of



1,2-dichloropropane, 2,3-dichloropropene, 3,3-dichloropropene, and related C



chlorinated hydrocarbons).  U.S. consumption of this fumigant on agricultural



crops is estimated to have been 35 million pounds in 1975.



     The future level of U.S. production of 1,2-dichloropropane will



depend on the future use of the chlorohydrin process for producing propylene



oxide,  which yields 1,2-dichloropropane as a byproduct.  As discussed under



Propylene chlorohydrins, the quantity of propylene oxide made by this route



may increase somewhat even though the alternate route, catalytic peroxidation



of propylene, is preferred for new installations.  Whether the 1,2-dichloro-



propane produced as a byproduct will continue to be used primarily  to



produce tetrachloroethylene and carbon tetrachloride is problematical in



view of the adverse developments discussed under Tetrachloroethylene and


                                       ®
Carbon tetrachloride.  The fumigant D-D  has met EPA requirements for re-



registration but the use of 1,3-dichloropropene alone is expected to increase


                                                    ®
dramatically in the future at the expense of the D-D  mixture.
                                  4-65
-------
                                                                                            Revised 8/77
 Class:   Alkylating Agents,  Halogenated  Saturated Hydrocarbons
            HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
£>
I
 CAS  No.
 107062
 75003
 71556
 106934
Chemical Name

1,2-Dichloroethane
  (Ethylene dichloride)

Ethyl chloride
  (Chloroethane)

Methyl chloroform
  (1,1,1-trichloroethane)
                                              Annual
                                              Prod./Year/Source

                                              7977xl06 lbs./1975/T75


                                              575xl06 lbs./1975/T75
459x10  lbs./1975/T75
           Monochloroparaffins  (C10~C14)   >280xlO  lbs./1976/SRI
1,2-Dibromoethane
  (Ethylene dibromide)
 78875      1,2-Dichloropropane

 26523648   Trichlorotrifluoroethane
275x10  lbs./1975/T75
                                              84.2x10  lbs./1975/T75

                                              64xl06 lbs./1974/BDC*
      96128     l,2-Dibromo-3-chloropropane   25x10  lbs./1975/SRI
      76142     1,2-Dichlorotetrafluoroethane 23x10  lbs./1974/BDC*
Price*, £/lb.

   8 (T75)


  10 (T75)


  17 (T75)


  —t

  27 (T75)


   4 (T75)
                                                    Market Value,
                                                    Million $	

                                                       638
 57.5


 78


—t


 74.3


  3.37
                                                                                                              Dossiers
                                                                                                                IA
                                                                                                                     I, II
                                                                                                                I,  II
 Taken from Chemical Marketing Reporter, April 25, 1977, reflecting the list prices prevailing  for  large  lots.
 Values designated as coming from Synthetic Organic Chemicals, United States Production  and  Sales  (T75) ,  are unit
 sales value which is calculated from total quantities sold  (the sum of the large quantities sold on a contractual
 basis and smaller quantities sold intermittently) and total sales value  (the  sum of  the values of  sales  at contract
 prices and list prices).

tThe monochloroparaffins are not offered for sale.


 Economic Significance of Fluorocarbons, December 1975, Bureau of Domestic Commerce Staff  Study, Office of Business
 Research and Analysis, Bureau of Domestic Commerce, U.S. Department of Commerce.
-------
                                                                                     Revised 8/77


Class:  Alkylating Agents, Halogenated Saturated Hydrocarbons


          HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
CAS No.

58899


67721

74964


75036


75263

75296

75343

75376

75683

76153

78762

78773

78864

79005
Chemical Name

Lindane
   (1,2,3,4,5,6-hexachlorocyclohexane)

Hexachloroethane

Ethyl bromide
   (Bromoethane)

Ethyl iodide
   (lodoethane)

2-Bromopropane

2-Chloropropane

1,1-Dichloroethane

1,1-Difluoroethane

1-Chloro-l,1-difluoroethane

Chloropentafluoroethane

2-Bromobutane

l-Bromo-2-methylpropane

2-Chlorobutane

1,1,2-Trichloroethane
Annual Prod./Year/Source

600xl03 lbs./1974/SRI (consumption)


>1000 lbs./1976/SRI

>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 Ibs,

>1000 Ibs,

>1000 Ibs,

>1000 Ibs.

>1000 Ibs,

>1000 Ibs,

>1000 Ibs,

>1000 Ibs,

>1000 Ibs,

>1000 Ibs,
/1975/T75

/1976/SRI

/1976/SRI

/1975/T75

/1975/T75

/1975/T75

/1975/T75

/1977/SRI

/1976/SRI

/1975/T75
-------
                                                                                     Revised 8/77
       Class:  Alkylating Agents, Halogenated Saturated Hydrocarbons




        HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
I
en
CD
 CAS No.         Chemical Name



 79276          1,1,2,2-Tetrabromoethane



 79345          1,1,2,2-Tetrachloroethane



 96184          1,2,3-Trichloropropane



 106945         1-Bromopropane



 107813         2-Bromopentane



 107824         l-Bromo-3-methylbutane



 108850         Cyclohexyl bromide


 109659         1-Bromobutane



 109693         1-Chlorobutane



 109648         1,3-Dibromopropane



 109706         l-Bromo-3-chloropropane



 110521         1,4-Dibromobutane



 110532         1-Bromopentane



 111240          1,5-Dibromopentane



111251          n-Hexyl bromide



111831          n-Octyl bromide
Annual Prod./Year/Source



XLOOO lbs./J975/T75



>1000 lbs./1976/SRI



>1000 lbs./1975/T75



>1000 lbs./l975/T75



>1000 lbs./1975/T75



>1000 lbs./1976/SRI



>1000 lbs./1977/SRI



>1000 lbs./1975/T75



>1000 lbs./1975/T75



>1000 lbs./1976/SRI



>1000 lbs./1975/T75



>1000 lbs./1975/T75



>1000 lbs./1976/SRI



>1000 lbs./1976/SRI



>1000 lbs./1977/SRI



>1000 lbs./1977/SRI
-------
                                                                                      Revised 8/77
        Class:  Alkylating Agents, Halogenated Saturated Hydrocarbons
          HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
        CAS No.
Chemical Name
Annual Prod./Year/Source
I
en
111859
112298
112823
112890
124732
143157
151677
507200
540545
542187
626879
629049
693583
930289
3386332
4333566
25497294
1-Chlorooctane
n-Decyl bromide
1 -Br omohexade c ane
n-Octadecyl bromide
1 , 2-Dibromotetraf luoroethane
n-Dodecyl bromide
2-Bromo-2-chloro-l, 1 , 1-trif luoroethane
(Halothane)
2 -Chloro-2 -methylpropane
1 -Chloropropane
Cyclohexyl chloride
1 , 4-Dibromopentane
n-Heptyl bromide
n-Nonyl bromide
Cyclopentyl chloride
n-Octadecyl chloride
Cyclopropyl bromide
Chlorodif luoroethane
>1000 lbs./1976/SRI
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1976/SRI
>1000 lbs./1976/SRI
XLOOO lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1976/SRI
>1000 lbs./1977/SRI
>1000 lbs./1976/SRI
>1000 lbs./1976/SRI
-------
                                                                                      Revised 8/77
        Class:  Alkylating Agents, Halogenated Saturated Hydrocarbons




          HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
        CAS No.
i
^j
o
Chemical Name



Chlorotrifluoroethane



Dichlorohexafluoropropane



Dichlorotrifluoroethane



Hexabromocyclododecane



1-Iodoperfluorohexane



Pentabromo-6-chlorocyclohexane



n-Tetradecyl bromide



n-Undecyl bromide
Annual Prod./Year/Source



>1000 lbs./1976/SRI



>1000 lbs./1976/SRI



>1000 lbs./1975/T75



>1000 lbs./1977/SRI



>1000 lbs./1975/T75



>1000 lbs./1975/T75



>1000 lbs./1977/SRI



>1000 lbs./1977/SRI
-------
                                                                                                  Revised 8/77




    Class:  Alkylating Agents, Halogenated Saturated Hydrocarbons





            HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS





    CAS No.       Chemical Name





    75810         1,2-Dibromo-l,1-dichloroethane




    76119         Difluorotetrachloroethane




    76120         1,1,2,2-Tetrachloro-l,2-difluoroethane




    76164         Hexafluoroethane




    78751         1,2-Dibromopropane






t"   107846        l-Chloro-3-methylbutane
~j
H

    115253        Octafluorocyclobutane






                  1-Bromoadamantane




                  2-Bromo-2-methylpropane



                  Chloroheptafluoropropane




                  Cyclopentyl bromide




                  n-Decyl chloride




                  Dibromodifluoroethane
-------
                                                                                              Revised 8/77




Class:  Alkylating Agents, Halogenated Saturated Hydrocarbons





     HALOGENATED SATURATED HYDROCARBONS WITH ANNUAL PRODUCTION LESS THAN ONE  THOUSAND  POUNDS (continued)






CAS No.       Chemical Name





              n-Dodecyl chloride




              n-Hexyl chloride




              n-Hexyl iodide




              Isopropyl iodide




              Pentachloroethane




              n-Tetradecyl chloride




              1,1,1-Trichloropropane
-------
                                                                   7/77
     j.   Class IJ:  Halogenated Alkanols




     There are only two members of this class with an annual U.S. production




greater than one million pounds.  Because these chemicals have different use




patterns, they will be discussed individually.






     Propylene chlorohydrins




     U.S. production of this mixture of l-chloro-2-propanol and 2-chloro-l-




propanol produced by the chlorohydrination of propylene is estimated to




have been greater than 1.78 billion pounds in 1976.  It is believed that




there are no U.S. imports or exports of propylene chlorohydrins.




     Approximately 60% of the propylene oxide produced in the U.S. is made




by the reaction of propylene with hypochlorous acid, followed by treatment




of the resulting propylene chlorohydrins with slaked lime or caustic soda.




The other 40% is made by the catalytic peroxidation of propylene.  The




peroxidation process makes more efficient use of propylene and does not




produce undesirable waste streams (e.g., weak calcium chloride solutions).




Consequently, it is the process of choice for new installations.




     Propylene chlorohydrins apparently have no commercially significant




uses other than as an intermediate for propylene oxide.  U.S. consumption




of propylene oxide is expected to grow at an annual average rate of 9-10%




through 1980, largely as a result of growth in propylene oxide-derived




polyols used in polyurethanes and propylene glycols used in polyester resins,




     The quantity of propylene oxide produced by the chlorohydrination route




may increase somewhat, even though its percentage of the total production




does not increase, because the industry was operating at only about 65% of




nameplate capacity as recently as 1975.





                                  4-73
-------
     2,3-Dibromo-l-propanol




     U.S. production of 2,3-dibromo-l-propanol is estimated to have been




greater than 10 million pounds in 1976.  Data on U.S. imports and exports




are not available.




     Until recent years, it is believed that practically all 2,3-dibromo-l-




propanol was used as an intermediate for the manufacture of the flame




retardant, tris(2,3-dibromopropyl)phosphate (so-called TRIS).  More recently




it is believed to have found some use as an intermediate for reactive flame




retardants  (e.g., dibromopropyl acrylate and methacrylate) and as a reactive




flame retardant itself.




     Although TRIS has found some use as a flame retardant in a variety of




other applications, it is believed that its major application since 1973




has been in the treatment of fabrics for use in infants' and children's




sleepwear.  As a result of concern about the mutagenic and carcinogenic




properties of TRIS, the manufacturers of this sleepwear stopped using




TRIS-treated fabrics in January 1977 and the Consumer Product Safety Com-




mission banned the sale of TRIS-treated sleepwear in April 1977.  Since




that time, users of TRIS for other flame retarding purposes have announced




decisions to stop using it.  Consequently, it seems very likely that total




U.S. production of 2,3-dibromo-l-propanol has already decreased dramatically




and will continue to do so.  its use in reactive flame retardants for such




products as polyurethane foams, which is believed to be still in the develop-




ment stage, is likely to be adversely affected by the fact that 2,3-dibromo-




l-propanol  itself has been found to be mutagenic also.
                                 4-74
-------
                                                                                                           6/77
    Class:  Alkylating Agents, Halogenated Alkanols
                      HALOGENATED ALKANOLS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
    CAS No.




    127004



    78897






    96139
Chemical Name




l-Chloro-2-propanoll



2-Chloro-l-propanolJ





2,3-Dibromo-l-propanol
Annual

Prod./Year/Source
>1783.8xl06 lbs./1976/SRI*
>10xl06 lbs./1976/SRI
Price, C/lb.
Market Value,

Million $       Dossiers
~j
01
       Production estimate is for the mixed propylene chlorohydrins produced as intermediates in the

       chlorohydrin route to propylene oxide.
-------
                                                                                                 Revised 7/77
     Class:   Alkylating Agents,  Halogenated Alkanols
i
-j
CAS No.




57158



75898



96231



96242



107073





115208



540512



920661



3296900
                      HALOGENATED ALKANOLS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
Chemical Name




1,1,l-Trichloro-2-methyl-2-propanol



2,2,2-Trifluoroethanol



1,3-Dichloro-2-propanol



3-Chloro-l,2-propanediol



2-Chloroethanol

  (Ethylene chlorohydrin)



2,2,2-Trichloro-l-ethanol



2-Bromoethanol



Hexafluoro-2-propanol



2,2-Bls(bromomethyl)-1,3-propanediol
Annual Prod./Year/Source




  >1000 lbs./1975/T75



  >1000 lbs./1977/SRI



  >1000 lbs./1977/SRI



  >1000 lbs./1975/T75



  >1000 lbs./1975/T75





  >1000 lbs./1977/SRI



  >1000 lbs./1977/SRI



  >1000 lbs./1977/SRI



  >1000 lbs./1975/T75
-------
                                                                                                         7/77
*>
Class:  Alkylating Agents, Halogenated Alkanols






                  HALOGENATED ALKANOLS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS







CAS No.        Chemical Name






75809          2,2,2-Tribromoethanol




371620         2-Pluoroethanol




453134         l,3-Difluoro-2-propanol




554109         3-Iodo-l,2-propanediol




598185         2-Bromo-l-propanol




616239         2,3-Dichloro-l-propanol




624470         2-Iodoethanol




4704772        3-Bromo-l,2-propanediol




19686738       l-Bromo-2-propanol




               Tribromoneopentyl glycol
-------
                                                                 7/77
     k.   Class IK:   Halogenated Ethers





     There are only two members of this class with an annual U.S. produc-




tion greater than one million pounds:   bis(2-chloro-l-methylethyl)ether




and bis (2-chloroethoxy)methane.  Because these chemicals have different




use patterns, they will be discussed individually.






     Bis(2-chloro-l-methylethyl)ether




          The 1975 U.S. production of bis(2-chloro-l-methylethyl)ether is




estimated to have been greater than 30 million pounds.  This chemical, which




is also known as dichloroisopropyl ether and bis(2-chloroisopropyl)ether,




is one of several by-products formed in the so-called chlorohydrin method




used commercially to convert propylene to propylene oxide.  In the chloro-




hydrin method, propylene and hypochlorous acid are reacted to give propylene




chlorohydrin and this is treated with calcium hydroxide to produce propylene




oxide.  Prior to 1969, essentially all propylene oxide was made by the




chlorohydrin process.  At that time, another process, the peroxidation of




propylene, was introduced which does not produce bis(2-chloro-l-methylethyl)




ether as a by-product.  This process has been increasing in popularity and




the percentage of announced propylene oxide nameplate capacity based on it




is expected to reach 44% in mid-1977.




     Data on U.S. imports and exports of bis(2-chloro-l-methylethyl)ether



are not available.




     In spite of the large quantity of byproduct bis(2-chloro-l-methylethyl)




ether produced annually, it is believed that much of this chemical never is




marketed.  One of the major producers of propylene oxide via the chloro-
                                 4-78
-------
hydrin route reportedly collects and burns most of the byproduct bis(2-




chloro-1-methylethyl)ether.




     Bis(2-chloro-l-methylethyl)ether has found use primarily as a solvent




(e.g., for fats, waxes, and greases; as an extractant; in paint and varnish




removers;  in spotting and cleaning solutions; and in textile processing).




Its use as a chemical intermediate appears to have been very limited.




     The quantity of bis(2-chloro-l-methylethyl)ether produced as a by-




product is not expected to change dramatically in the future.  The propor-




tion of this production which will be burned will presumably depend on




whether other more profitable uses can be found for the chemical.







     Bis(2-chloroethoxy)methane




          The 1973 production of bis(2-chloroethoxy)methane is estimated




to have been greater than 20 million pounds.  This chemical, which is also




known as dichloroethylformal, is believed to be produced by the reaction




of formaldehyde with ethylene chlorohydrin and converted directly to poly-




sulfide elastomers by reaction with sodium sulfide.  It is not known to




have any other uses and is not marketed in commercial quantities by any




of the manufacturers of these polysulfide elastomers.




     Data on U.S. imports and exports of bis(2-chloroethoxy)methane are




not avai1able.




     Polysulfide elastomers fall into two categories:  castable types and




specialized solid types.  Although bis(2-chloroethoxy)methane is believed




to be one of the major intermediates for polysulfide elastomers, it is




not known whether it is used to make both types of elastomers.  The castable




type elastomers, with an estimated U.S. consumption of 8.8 million pounds
                                 4-79
-------
in 1976, are used primarily for sealants and caulks and also for flexible




products and in rocket fuel binders.   The specialized solid types, with




an estimated U.S. consumption of 1.1  million pounds in 1976, are used for




a variety of non-tire industrial uses where their excellent environmental




resistance is required.




     U.S. consumption of castable polysulfide elastomers has reportedly




decreased dramatically in the last few years although consumption of all1




castable elastomers (mostly polyurethanes)  has increased considerably.




If this trend continues, production of bis(2-chloroethoxy)methane could




decrease further.  Competition for the sealants and caulks market comes




mainly from polyurethane and silicone elastomers.




     U.S. consumption of specialized  solid  polysulfide resins has report-




edly held steady in recent years.  Neoprene elastomers appear to be the




major competition in markets requiring good environmental resistance




properties.
                                 4-80
-------
                                                                                                         6/77


     Class:   Alkylating Agents,  Halogenated Ethers


                       HALOGENATED ETHERS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS

                                                                                               Market Value,
     CAS  No.         Chemical Name                 Annual Prod./Year/Source      Price, <=/lb.   Million $         Dossiers


     108601          Bis(2-chloro-l-methylethyl)     >30xl06 lbs./1975/SRI
                      ether
                      (Dichloroi sopropylether)

     111911          Bis(2-chloroethoxy)methane      >20xl06 lbs./1973/SRI
                      (Dichloroethylformal)
*.
CO
-------
                                                                                                       6/77


Class:   Alkylating  Agents,  Halogenated Ethers


                  HALOGENATED ETHERS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS


CAS No.        Chemical Name                                          Annual Prod./Year/Source

76380          2,2-Dichloro-l,l-difluoroethyl methyl ether              >1000 lbs./1975/T75

107302         Chloromethyl methyl ether                                >1000 Ibs./1975/T75

110758         2-Chloroethyl vinyl ether                                >1000 Ibs./1975/T75

111444         Bis(2-chloroethyl) ether                                 >1000 Ibs./1976/SRI

112265         1,2-Bis(2-chloroethoxy)ethane                            >1000 lbs./1974/T74
                  (Triglycol dichloride)

2032351        2-Bromo-l,l-diethoxyethane                               >1000 Ibs./1976/SRI
                  (Diethylbromoacetal; Bromoacetaldehyde diethyl acetal)

4885023        Dichloromethyl methyl ether                              >1000 Ibs./1976/SRI
-------
                                                                                                        6/77
oo
OJ
Class:  Alkyla.ting Agents, Halogenated Ethers




                   HALOGENATED ETHERS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS




CAS No.        Chemical Name


97972          Chloroacetaldehyde dimethyl acetal


127902         Octachlorodi-n-propyl ether


542881         Bis(chloromethyl) ether


621625         Chloroacetaldehyde diethyl acetal


627429         2-Chloroethyl methyl ether


638562         1,1'-Oxybis(2-(2-chloroethoxy)ethane)


3188134        Chloromethyl ethyl ether


7252837        2-Bromo-l,1-dimethoxyethane

                 (Dimethylbromoacetal; Bromoacetaldehyde dimethyl acetal)


13483186       1,2-Bis(chloromethoxy)ethane


38571732       1,2,3-Tris(chloromethoxy)propane


  —           Perfluoropropyl vinyl ether
-------
                                                                    7/77
     1.  Class IL:  Aldehydes


     The chemicals in this group are  those  with  a known or estimated


 annual U.S. production level of one million pounds or more.   They are


 divided into two groups, industrial chemicals and flavor and  fragrance

 chemicals.


                         Industrial Chemicals
     This subset includes the following seven chemicals:  formaldehyde,


acetaldehyde, n-butyraldehyde and isobutyraldehyde, propionaldehyde,


acrolein, and chloral.  Because they have use patterns which apply  for


the most part to the chemical rather than to the subset, most of the dis-


cussions are on individual chemicals.


     Formaldehyde


     In 1976, U.S. production of formaldehyde, 37% by weight solution (all
                                                               «

the following figures assume this concentration), amounted to 5,621 million


pounds.  In 1973, a U.S. production high of 6,424 million pounds was reported.


Much of the U.S. formaldehyde production is captively consumed.  In 1975,


about 65% of total production was used internally by producing companies.


U.S. imports of formaldehyde are negligible and amounted to only 50,000


pounds in 1976,  and U.S. exports amounted to 35 million pounds.


     U.S.  consumption of formaldehyde amounted to about 5,586 million pounds


in 1976 and is expected to grow at the rate of 4-5% per year during the next


five years.   The U.S.  consumption pattern for formaldehyde is as follows:


urea resins, 25.4%;  phenolic resins,  24.3%;  butanediol,  7.7%;  acetal resins,


7.0%;  pentaerythritol,  6.0%;  hexamethylenetetramine,  4.5%;  melamine resins,
                                4-84
-------
4.2%; urea-formaldehyde concentrates, 3.6%; chelating agents, 3.6%;




methylenedianiline and methylenediphenyl isocyanate, 2.6%; textile treat-




ing applications, 1.8%; pyridine chemicals, 1.3%; trimethylolpropane, 1.3%;




nitroparaffin derivatives, 0.4%; and other miscellaneous applications, 6.3%.




     U.S. consumption of formaldehyde in the manufacture of urea-formaldehyde




resins is expected to remain static or decline by as much as 3% during 1976-1981




The phenol-formaldehyde resins market is expected to increase as a market for




formaldehyde at 4-5% per year to become the largest end market by 1981.




     Acetaldehyde




     U.S. production of acetaldehyde was estimated as 1,100 million pounds




in 1976.  A production high of 1,652 million pounds was last reported in




1969.  U.S. imports of acetaldehyde amounted to only nine thousand pounds




in 1975.  Exports data are not available; however, exports are believed




to be negligible.




     Acetaldehyde is used in the U.S. as a chemical intermediate for the




production of acetic acid and derivatives  (60%) and for other chemicals




 (40%) including:  pyridine, peracetic acid, pentaerythritol, crotonaldehyde,




chloral, 1,3-butylene glycol, lactic acid, and metaldehyde.  U.S. production




of acetaldehyde is expected to grow at an average annual rate of 2% per




year during 1977-1980.  Acetic acid and derivatives can also be produced




by methanol carbonylation, which currently appears to be the preferred




process.  Increasing usage of this process could have an adverse affect




on U.S.  acetaldehyde consumption in the future.




     n-Butyraldehyde and  Isobutyraldehyde




     In  1974, U.S. production of n-butyraldehyde and isobutyraldehyde




amounted to 564.9 and 381.9 million pounds, respectively.   In  1975, U.S.
                                  4-85
-------
production of n-butyraldehyde was reported as 533 million pounds.  U.S.




imports of butyraldehyde (isomer unspecified) amounted to 1.256 million




pounds in 1975.  U.S. exports data are not available.




     n-Butyraldehyde and isobutyraldehyde are produced from propylene




via the oxo process.  Since n-butyraldehyde is the preferred isomer,




process conditions are regulated to favor that isomer.  It is generally




believed that butyraldehyde production figures are significantly under-




stated because most butyraldehyde is not isolated from the process en route




to derivatives.  Since isobutyraldehyde may be produced in larger quantities




than desired, it may be burned as fuel or recycled by cracking it to pro-




pylene, carbon monoxide and hydrogen.




     The U.S. consumption pattern for butyraldehydes  (including both isomers)




based on production statistics of derivatives is estimated to have been as




follows in 1975:  n-butyl alcohol, 40%; 2-ethylhexyl alcohol, 38%; iso-




butyl alcohol, 16%; and others, 6%.  U.S. demand for butyraldehydes is




expected to  increase at an average annual rate of 5% per year during




1976-1980.




     n-Butyraldehyde is used as a chemical intermediate to produce n-butyl




alcohol  (used primarily as a solvent in surface coatings), 2-ethylhexyl




alcohol  (used mainly as an intermediate for polyvinyl chloride plasticizers),




and miscellaneous chemicals  (including n-butyric acid and anhydride and




polyvinyl butyral).  n-Butyl alcohol can also be produced from the fermen-




tation of molasses  or other agricultural products.




     Isobutyraldehyde is used  as a chemical  intermediate to produce iso-




butyl alcohol  (used to make isobutyl acetate and plasticizers), as a solvent




for protective coatings, and as a diluent-reactant in the manufacture of
                                  4-86
-------
amino resins.  Isobutyraldehyde is also used to produce neopentyl glycol




and trimethylpentanol.




     Propionaldehyde




     Although production figures for propionaldehyde are not reported in




the U.S., U.S. demand for propionaldehyde in 1975 is estimated to have




been 310 million pounds per year.  U.S. imports and exports data for




propionaldehyde are not available.




     The U.S. consumption pattern for propionaldehyde has been estimated




as follows:  propanol, 40%; propionic acid, 37%; other uses (including




butyl acrylate, cellosolve, and other solvents), 23%.




     Propionic acid is the end-use market with the highest potential for




growth.  Propionic acid is used in the U.S. as an animal feed grain pre-




servative  (30%) and for the manufacture of food preservatives (propionates),




herbicides, and plastics (70%).  Since only 2% of the corn feed crop is




preserved with propionic acid (the rest is dried by burning propane),




increased demand for propionic acid could result in large increases in




propionaldehyde production.  Other uses of propionic acid are expected




to grow at an average annual rate of 7-8% in the next few years.




     Acrolein




     U.S. acrolein production in 1974 is estimated to have been 61 million




pounds.  However, the acrolein produced and consumed captively for the




production of acrylic acid and esters is believed to have amounted to




100-150 million pounds.  U.S. imports and exports data are not available.




     Excluding the portion of unisolated acrolein, the U.S. consumption




pattern for acrolein in 1974 was estimated as follows:  glycerin, 50%;




synthetic methionine, 25%; other applications,  25%.
                                 4-87
-------
     U.S.  consumption of acrolein for the manufacture of glycerin has




remained essentially static since 1968 and is not expected to increase




significantly.   Glycerin is also produced by methods not using acrolein.




     Acrolein demand for the manufacture of the two poultry feed additives,




dl-methionine and methionine hydroxy analogue, calcium salt, was expected




to double in 1976 as the result of the start-up of a new dl-methionine




plant.  Over half of the U.S. consumption of synthetic methionine is cur-




rently supplied by imports.  U.S. demand for synthetic methionine is




expected to grow at an annual average rate of 2-3% during the next several




years.  Methionine is also available from natural feedstuffs such as fishmeal.




     Acrolein is also used for the manufacture of 1,2,6-hexanetriol and




glutaraldehyde.  Other miscellaneous applications for acrolein include




its use in:  the manufacture of glyceraldehyde, perfume, colloidal forms




of metals, and numerous other organic compounds; as an aquatic herbicide,




molluscicide, slimicide, and algicide; and in the etherification of food




starch.  Acrolein consumption for these applications is expected to increase




at a  rate of about 5% per year.  Total production of isolated acrolein




is expected to increase at a rate of 7-8% per year until 1979.




      The major portion of acrolein produced in the U.S. is consumed captively




in the production of acrylic acid and esters.  It has been estimated that




by 1977, about 77% of total U.S. acrylic acid and esters production operating




capacity will be derived from captive acrolein.  Acrylic acid and esters can




also  be manufactured from acetylene via the Reppe process.




      Chloral




      U.S. production figures for chloral are not available.  U.S.




consumption of chloral, based on data for the production of its derivatives,




is estimated to have been over  30 million pounds in 1975.  No U.S. imports






                                  4-88
-------
of chloral are reported, although imports of chloral hydrate amounted to




105 thousand pounds in 1975.  U.S. exports data for chloral are not avail-




able; however they are believed to be very small and sporadic.




      The 1975 consumption pattern for chloral in the U.S. has been esti-




mated as follows:  DDT, 78%; other insecticides, 17%; Pharmaceuticals, 4%;




and herbicide, 1%.




      Since 1972, when the EPA banned the use of DDT in the U.S. except




for emergency use under Section 18 of FEPCA, most DDT production is




exported.  DDT exports amounted to 47.2 million pounds in 1975.  During




the period 1972-1975, U.S. DDT production levels are believed to have




remained at annual levels of 50 million pounds.  It is believed that these




levels will remain static in the future.




      Other insecticides manufactured from chloral include methoxychlor,




DDVP, and naled.  U.S. production of methoxychlor, which was estimated at




6-8 million pounds in 1973, is expected to increase at an average annual




rate of 6% per year during the next several years.  Because DDVP is an RPAR




candidate, its future outlook is uncertain and its production will probably




decrease.




      Chloral is also consumed in the production of Pharmaceuticals,




primarily chloral hydrate.  Small quantities of chloral are used to manufacture




the herbicide, trichloroacetic acid.




                    Flavor  and Fragrance Chemicals




      This subset includes the following four chemicals which are used in




the flavor and fragrance industries:  salicylaldehyde, vanillin, cinna-




maldehyde, and anisic aldehyde.  Although information on the future outlook




for each specific chemical is not available, total sales in the U.S.
                                  4-89
-------
flavor and fragrance industry are expected to increase at an average annual




rate of 10% per year during the next five to seven years.  About one-half




of this growth rate could represent price increases only.




      Salicylaldehyde




      U.S. production of salicylaldehyde amounted to 4.6 million pounds in




1975, down from a 1974 production level of 5.25 million pounds.  U.S.




imports and exports data for salicylaldehyde are not available.




      Salicylaldehyde is used as a chemical intermediate for the manufac-




ture of coumarin, a fragrance used in perfumery.  Salicylaldehyde has also




been used to fortify violet perfumes.  N,N'-Disalicylidene -1,2-propane-




diamine, a condensation product of salicylaldehyde and propylenediamine




is used as metal deactivator in gasoline.  Other reported uses for salicylal-




dehyde include: as a stabilizer for certain polymer compositions; as a fungi-




cide and la.-rvicide; in analytical chemistry; and as a flavoring agent in




food.




      Information on the outlook for U.S. salicylaldehyde production or for




possible chemical substitutes is not available.




    Vanillin




      U.S. production of vanillin is currently estimated at 3.0-3.5 million




pounds annually.  U.S. imports of vanillin amounted to 2.9 million pounds




in  1975.  U.S. exports data for vanillin are not available.  The current




U.S. consumption pattern for vanillin is estimated as: flavoring agent, 50%;




pharmaceutical intermediate, 50%.





      Vanillin is used as a synthetic substitute for vanilla in flavoring




foods such as syrups, chocolate, chewing gum, baked goods, candy, toppings,




gelatins and puddings, ice cream, non-alcoholic beverages, and margarine.




Vanillin is used as a chemical intermediate for the manufacture of
                                   4-90
-------
Pharmaceuticals, including 1-dopa, steroids, and antidepressant drugs.




Small amounts of vanillin are also used in electroplating.




     Currently, one of the two U.S. vanillin manufacturers is closing down




production due to problems with pollutants at its plant and that of the




company supplying the raw material lignin used to manufacture vanillin.




However, the other U.S. manufacturer will increase production of vanillin




so that the market for vanillin will not change appreciably.




     Increases in the price of vanilla beans may induce users to switch




to vanillin, increasing vanillin demand.  Information on possible chemical




substitutes for vanillin is not available.




     Cinnamaldehyde




     U.S. production of Cinnamaldehyde amounted to 1.75 million pounds




in 1973.  U.S. imports of Cinnamaldehyde through principal U.S. customs




districts amounted to 51.64 thousand pounds in 1974.  Data for U.S.




exports of Cinnamaldehyde are not available.




     Cinnamaldehyde is used as a flavoring agent in foods and as a




chemical intermediate for the fragrance ingredient, Cinnamaldehyde




dimethyl acetal.  Cinnamaldehyde is used as a cinnamon flavor in chewing




gum, candy, baked goods, meats, condiments, non-alcoholic beverages, ice




cream, liqueurs and cordials, and medicine.  Its dimethyl acetal deriva-




tive is used in fragrances for soap  (0.01%)  (usual concentration of Cinna-




maldehyde dimethyl acetal in final product), detergent  (0.002%), creams




and lotions  (0.003%), and perfume  (0.08%). Cinnamaldehyde has also been




used as a denaturant for ethanol.




     Information on the outlook for U.S. Cinnamaldehyde production or




for possible chemical substitutes is not available.
                                4-91
-------
     Anisic aldehyde




     U.S. production of anisic aldehyde in 1975 amounted to 1.103 million




pounds with sales amounting to 1.065 million pounds.  U.S. imports of




anisic aldehyde through principal U.S.  customs districts amounted to




1,455 pounds in 1975, down from 4,365 pounds in 1974.  Data for U.S. exports




of anisic aldehyde are not available.




     Anisic aldehyde is used as a flavoring agent in foods and as an ingre-




dient in fragrances.  Anisic aldehyde is used in such flavor compositions




as anise, caramel, chocolate, strawberry, and vanilla,  for use in chewing




gum, gelatins and puddings, baked goods, candy, non-alcoholic beverages,




and ice cream.  About 50 thousand pounds of anisic aldehyde are used




annually in fragrances.  It is used in the following products (the usual




concentration in the final product is shown in parentheses) :  soap (0.03%);




detergents  (0.005%); creams and lotions (0.02%); and perfume (0.4%).




     Information on the outlook for U.S. anisic aldehyde production or for




possible chemical substitutes is not available.
                                4-92
-------
Class:  Alkylating Agents, Aldehydes
                                                                    Revised 7/77
                       ALDEHYDES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
CAS No.
Chemical Name
50000
75070
123728
78842
123386
107028
75876
90028
121335
104552
123115
Formaldehyde
Acetaldehyde
n-Butyraldehyde
I sobutyraldehyde
Propionaldehyde
Acrolein
Chloral
Salicylaldehyde
Vanillin
Cinnamaldehyde
Anisic aldehyde
Annual Prod./Year/Source
4558x106 Ibs. (37%)/1975/T75
HOOxlO6 lbs./1976/SRI
533xl06 lbs./1975/T75
382xl06 lbs./1974/T74
166xl06 lbs./1973/SRI
61xl06 lbs./1974/SRI
31xl06 lbs./1975/SRI
  (consumption)
4.6x106 lbs./1975/T75
3xl06 lbs./1976/SRI (est.)
l.SxlO6 lbs./1973/SRI
l.lxlO6 lbs./1974/T74
Price*, C/lb.
5.35
18 (99%)
24
22.5
25
31
36 (94% min.)
250
475
150
345
Market Value,
Million $
244
198
128
86
42
19
11
11.5
14.3
2.7
3.8
Dossiers
I
I
—
—
—
I
—
—
I
I, II
—
   Taken from Chemical Marketing Reporter, April 11, 1977, reflecting the list prices prevailing  for  large  lots,
   f.o.b. New York.
-------
                                                                                                             5/77
     Class:  Alkylating Agents, Aldehydes

                           ALDEHYDES WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND  POUNDS
.fc.
I
 CAS No.        Chemical Name
 106230         Citronellal
 100527         Benzaldehyde
 1331926        Amyl cinnamic aldehyde
 121324         Ethyl vanillin (Stage I dossier)
 107755         Hydroxycitronellal
 141275         Citral
 100107         p-(Dimethylamino)benzaldehyde
 124130         Octanal
 21866706       a-Methylcinnamaldehyde
 66842          Glucosamine hydrochloride
 75901          Trifluoroacetaldehyde
 79027          Dichloroacetaldehyde
 89985          o-Chlorobenzaldehyde
 93538          2-Phenylpropionaldehyde
 96173          2-Methylbutyraldehyde
 97961          2-Ethylbutyraldehyde
 103957          Cyclamen aldehyde
104096         p-Tolyl acetaldehyde
104530          3-Phenylpropionaldehyde
104881         p-Chlorobenzaldehyde
106729         2,6-Dimethyl-5-heptenal
107891         3-Hydroxybutyraldehyde
Prod./Year/Source
6.3xl05 lbs./1975/T75
S.OxlO5 lbs./1972/SRI
4.6xl05 lbs./1975/T75
4.5x105 lbs./1972/SRI
3.3x105 lbs./1975/T75
8.7x104 lbs./1973/T73
l.SxlO4 lbs./1975/T75
7xl03 lbs./1975/T75
4xl03 lbs./1975/T75 (consumption)
>1000 lbs./1976/SRI
>1000 lbs./1976/SRI
>1000 lbs./1976/SRI
>1000 lbs./1975/T75
>1000 lbs./1976/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1976/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1976/SRI
-------
                                                                                                      5/77
Class:  Alkylating Agents, Aldehydes

                ALDEHYDES WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND POUNDS  (continued)
     CAS  No.         Chemical Name
     110418          Methylnonylacetaldehyde
     110623          Valeraldehyde
     111308          Glutaraldehyde  (Stage  I dossier)
     112312          Capraldehyde
     112447          Undecanal
     112458          Undecylenic aldehyde
     112549          Lauraldehyde
     120149          Veratraldehyde
     122032          Cuminic aldehyde
^    122781          Phenyl acetaldehyde
g    123057          2-Ethylhexanal
     123159          2-Methylvaleraldehyde
     123739          Crotonaldehyde
     124196          Nonanal
     124254          Myristaldehyde
     143146          9-Undecenal
     505577          2-Hexenal
     533675          D-2-Deoxyribose
     590863          Isopentaldehyde, mixed isomers
     1335100         Hydrocinnamaldehyde
     1401690         Tylosin
     4395920         p-Isopropylphenylacetaldehyde
                                                                      Prod./Year/Source
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1976/SRI
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1976/SRI
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1976/SRI
                                                                      >1000 lbs./1975/T75
                                                                      >1000 lbs./1975/SRI
-------
I
l£>
cn
                                                                                                           5/77

    Class:  Alkylating Agents, Aldehydes



                    ALDEHYDES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)



    CAS No.        Chemical Name                                           Prod./Year/Source


    7492673        Citronelloxyacetaldehyde                               >1000 lbs./1975/T75

    9002817        Paraformaldehyde                                       >1000 lbs./1975/T75

    10031820       p-Ethoxybenzaldehyde                                   >1000 lbs./1975/T75
-------
                                                                                                       5/77
Class:  Alkylating Agents, Aldehydes

                        ALDEHYDES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS

CAS No.        Chemical Name
78988          Pyruvaldehyde
99729          2-(p-Tolyl)propionaldehyde
107200         Chloroacetaldehyde (Stage I dossier)
111717         Heptanal
120709         Phenoxyacetaldehyde
135024         o-Methoxybenzaldehyde
138556         Saffron
496037         2-Ethyl-3-hydroxyhexanal
590863         Isovaleraldehyde
881865         Vanillin acetate
947911         Diphenylacetaldehyde
2439443        3-Methyl-2-phenylbutyraldehyde
3913711        2-Decenal
4826624        2-Dodecenal
7774825        2-Tridecenal
7775000        3-(p-Isopropylphenyl)propionaldehyde
7779079        2,6-Dimethyloctanal
7786290        2-Methyloctanal
26254922       a-Ethylisovalderaldehyde
-------
                                                                      7/77
     2.  Class II:   Acylatinq Agents





     Eleven members of this class have annual U.S. production greater




than one million pounds.   Because these chemicals have different use




patterns, they will be discussed individuallyf with the exception of tetra-




chloro-  and tetrabromophthalic anhydride, which will  be discussed  together.




    Acetic anhydride




    U.S. production of acetic anhydride was 1.63 billion pounds in 1974




and 1.46 billion pounds in 1975.  U.S. imports were 23 million pounds in




1974 and 20 million pounds in 1975.  U.S. exports are believed to be negli-




gible.




    Acetic anhydride is used as a chemical intermediate in the manufacture




of cellulose acetate and triacetate, aspirin, and other chemicals  (including




other  cellulose esters) .   The manufacture of cellulose acetate and triacetate




accounted for 90% of total acetic anhydride consumption (1490 million




pounds).  This cellullose acetate and triacetate was used to make textiles




for apparel and home furnishings  (approximately 60%) and for cigarette




filters  (approximately 40%).  Approximately 1.4% of total acetic anhydride




consumption  (23 million pounds) was used to manufacture aspirin, and the




remaining 8.6%  (142 million pounds) was consumed in the manufacture of




other  chemicals, including other cellulose esters such as cellulose




acetate  butyrate and cellulose acetate propionate (resins used for surface




coatings) and some  specialty ester plasticizers such as acetyl ricino-




leates.  Future growth of acetic anhydride consumption is expected to be




less than 1% per year to 1979.





    There are no substitutes for acetic anhydride in the above-mentioned




intermediate uses.  However, the final products, i.e., cellulose acetate







                                4-98
-------
and triacetate, aspirin, cellulose acetate butyrate/propionate surface




coatings, and specialty plasticizers could presumably all be replaced by




other fabrics, antipyretics, or surface coatings, albeit with some loss




in performance, comfort, or effectiveness.









    Phosgene




    U.S. production of phosgene was reported to be 728 million pounds in




1973, 867 million pounds in 1974, and 796 million pounds in 1975.  It is




believed that reported production has been 10-30% below actual production.




Data on U.S. imports and exports of phosgene are not available.




    Phosgene is an extremely poisonous and reactive gas, so it is usually




produced and consumed captively at the point of production.  It is used




exclusively  as a chemical intermediate in the manufacture of toluene




diisocyanate, polymethylene polyphenylisocyanate, polycarbonate resins,




and other chemicals.  The consumption of phosgene for these intermediate




uses has been estimated to have been 1066 million pounds in 1973 with




62%  (658 million pounds) consumed for toluene diisocyanate, 24%  (252




million pounds) for polymethylene polyphenylisocyanate, 4% (42 million




pounds) for polycarbonate resins, and 11%  (114 million pounds) for other




chemicals, including methyl isocyanate, methylenediphenyl diisocyanate,




chloroformate esters, and carbonate esters.  Toluene diisocyanate is




used to make polyurethane resins, which are used mostly for foams,




elastomers, and coatings.  Polymethylene polyphenylisocyanate  is




used mostly in the production of rigid polyurethane foams.  Polycarbonate




resin applications include appliance and electrical tool housings, elec-




tronic parts, and break-resistant glazing.  Methyl isocyanate  is an
                               4-99
-------
intermediate in the production of carbamate-(e.g.,  carbaryl) and urea-




type pesticides.  Methylenediphenyl diisocyanate is used to make poly-




urethane resins for adhesives, elastomers, fibers,and coatings.  Chloro-




formate esters are used as intermediates in the production of ore-flotation




agents, herbicides, insecticides, and Pharmaceuticals and in perfumery.




Carbonic esters (e.g.,  diethyl carbonate)  are used as intermediates for




Pharmaceuticals and agricultural chemicals, as photoengraving assist




agents, and as specialty solvents.




    There is no substitute chemical for phosgene in these chemical inter-




mediate applications.









    Phthalic anhydride




    U.S. production of phthalic anhydride was 1.02 billion pounds in 1973,




977 million pounds in 1974, and 702 million pounds in 1975.  U.S. imports




were 80,thousand pounds in 1973, one million pounds in 1974, and 21




million pounds in 1975.  Combined U.S. exports of phthalic acid and phthalic




anhydride were 23 million pounds in 1973, 34 million pounds in 1974, and




4 million pounds in 1975.




    Phthalic anhydride is used exclusively as a chemical intermediate in




the production of phthalate plasticizers, unsaturated polyester resins,




alkyd  resins, dyes, tetrachloro- and tetrabromophthalic anhydride,




diallyl phthalate, polyester polyols, phenolphthalein, methyl anthranilate,




and lead phthalate.





    Of the  951 million pounds of phthalic anhydride consumed in the U.S.




in 1974, 52%  (494 million pounds) was used to make phthalate plasticizers.




These  are used predominantly in polyvinyl chloride plastics, and to a
                                4-100
-------
lesser extent in cellulose acetate, cellulose nitrate, and polyvinyl
                                 <3
acetate.

    The production of unsaturated polyester resins consumed 22%  (205

million pounds) of phthalic anhydride in 1974. it functions as a modifying

component to impart toughness to these resins, which are used mostly

as general-purpose resins in construction, marine, and synthetic marble

applications.

    Alkyd resin production consumed 21%  (200 million pounds) of phthalic

anhydride in 1974.  These resins are used in the manufacture of trade

sales paints, and in industrial, marine, and maintenance finishes.  The

remaining 5% (52 million pounds) of phthalic anhydride consumed in 1974

was used to produce: (1) a variety of dye intermediates  (consuming more

than 10 million pounds of anhydride in 1974);  (2)  tetrabromo- and tetra-

chlorophthalic anhydride (fire retardant components of some polyester

resins, polyurethane foams, and surface coatings);(3) diallyl phthalate

(consuming about 3 million pounds of phthalic anhydride), which is

chiefly used as a cross-linking agent for unsaturated polyester

resins;  (4) polyester polyols (polyurethane resin components); (5) phenol-

phthalein  (mostly used as a pH indicator);  (6) methyl anthranilate  (a

fragrance and flavor); and (7) lead phthalate (a stabilizer for polyvinyl

chloride wire insulation).  For the period 1974-1979, the use of phthalic

anhydride is expected to have an annual average growth rate of 2-5% for

plasticizer production, 10% for unsaturated polyester resin production,

1% for alkyd resin production, and 8% for all other  uses, resulting in

an average annual growth rate for 1974-1979 for all  uses of 4.0-4.5%.
                                4-101
-------
    In some of the above-mentioned applications of phthalic anhydride,
other chemicals are presently used.  For example,   isophthalic acid is
used as a modifying component to impart toughness to unsaturated polyester
resins.  Other acids or anhydrides used in alkyd resin manufacture in-
clude maleic anhydride, isophthalic acid, and fumaric acid.  There are
no known substitutes for phthalic anhydride in its other intermediate
uses, although other products could presumably be substituted for the
phthalic anhydride-derived products.


    Ketene
    U.S. production of ketene in 1975 for use as a chemical intermediate
in the manufacture of acetic anhydride from acetic acid is estimated to have
been 665 million pounds.  Ketene is available commercially as its dimer,
which is also known as diketene.  No data on the amount of diketene
produced for non-captive uses were available.  Data on U.S. imports and
exports of ketene are not available.
    Use as a chemical intermediate in the production of acetic anhydride
from  acetic acid far overshadows all of its other uses.  Acetic anhydride
consumption is expected to increase at less than 1% per year to 1979.
    Ketene has also been used as a chemical intermediate in the production
of dehydroacetic acid, acetoacetic esters, acetoacetanilide, N, N-
dialkylacetoacetamides and cellulose esters which are used  in the manufac-
ture  of fine  chemicals, drugs,  dyes, and insecticides.  No data were  avail-
 able  on the amounts of ketene used in these applications,  however.
                                4-102
-------
    Acetic anhydride has been prepared in the past from acetylene and acetic




acid in the presence of mercuric oxide, or from sodium acetate and acetyl




or sulfuryl chloride, processes which do not produce ketene in an inter-




me di ate s tep.









    Maleic anhydride




    U.S. production of maleic anhydride was 290 million pounds in 1974




and 216 million pounds in 1975.  A preliminary production figure of 264




million pounds has been reported for 1976.  U.S. imports of maleic anhydride




are estimated to have been 12 million pounds in 1974 and 5 million pounds




in 1975.  U.S. exports of maleic anhydride in 1975 were 925 million pounds.





    The estimated U.S. consumption pattern for maleic anhydride in 1975




(all of which was used for chemical intermediate applications)  was:




125 million pounds (58%)  for unsaturated polyester resins; 20 million




pounds  (9%) for the production of agricultural chemicals; 8 million pounds




(4%) for the production of fumaric acid; 6 million pounds (3%)  for




alkyd resins;  and 57 million pounds (26%) for other chemicals.




    Unsaturated polyester resins are made with glycols and unsaturated




acids or anhydrides, such as maleic anhydride.  When used, they are cross-




linked with an unsaturated monomer such as styrene, vinyl toluene, or




diallyl phthalate.  Of the 771 million pounds of unsaturated polyester




resins produced in 1975, 78% was used in reinforced plastic applications




(e.g., marine craft and accessories, building panels, bathroom components,




automobiles, and corrosion-resistant products such as tanks and pipes).
                                4-103
-------
The remainder was used in non-reinforced resin applications,  e.g.,



synthetic marble, auto repair putty, and cast furniture parts.



    Agricultural chemicals derived from maleic anhydride  include  the



insecticide malathion, the herbicides maleic hydrazide and  endothall,  and


                                   ®
the fungicides captan and Difolatan .



    Most of the fumaric acid produced in the U.S. is made from maleic



anhydride.  However, fumaric acid is also produced by oxidizing benzene to



maleic acid, which is then converted directly to fumaric  acid.  The  largest



use for fumaric acid is as a fortifier in paper size resins.  It  is  used



to a lesser extent in the production of unsaturated polyester resins,  alkyd



surface coating resins, plasticizers, adhesives, and lubricating  oil addi-



tives, and also as a food acidulant (a declining use) .



    Alkyd resins derived from maleic anhydride are usually adducts of



the anhydride with rosin to produce low-cost coating resins used where



color retention and exterior durability are not important (e.g.,  metal



primers, machinery and equipment enamels,  and modifiers for nitrocellulose



lacquers).



    Maleic anhydride is used to produce many other chemicals such as :



 (1) polyisobutylene succinic anhydride and dodecyl succinic anhydride,



used as viscosity index improvers in lubricating oils and as ashless



detergent dispersants in fuels;  (2) copolymers of maleic anhydride with



styrene  (protective colloids), ethylene (textile and paper sizes)  , or



methyl vinyl ether  (hair spray and time-release Pharmaceuticals);  (3)  reac-



 tive plasticizers such as dibutyl maleate and dioctyl maleate, used  in



 polyvinyl chloride and polyvinyl acetate resins;  (4) malic  acid,  used  as
                                4-104
-------
a food acidulant; (5) chlorendic acid and anhydride  (discussed later in this




Market Forecast); (6) alkyl maleates used to produce sulfosuccinate surface-




active agents; and  (7) small amounts of other chemicals, including succinic




acid anhydride  (chemical intermediate for food emulsifiers and many other




products), dibutyltin maleate  (plastics stabilizer), paper size resins, tetra-




hydrophthalic anhydride  (additive for unsaturated polyester resins to increase




resistance to water and  solvents), and methyl tetrahydrophthalic anhydride




(hardener for epoxy resins).




     For the period 1974-1980, the average annual growth rate in consumption




of maleic anhydride is expected to be 7.5-9.5% for unsaturated polyester




resins, 6.5% for agricultural chemicals, 2% for fumaric acid, 0% for alkyd




resins, 8% for lubricating additives, 6% for copolymers, 5% for reactive




plasticizers, 7% for malic acid, 10% for chlorendic anhydride and acid,




5% for surface-active agents, and 2% for other chemicals.  These growth




rates result in an average annual growth rate for consumption of maleic




anhydride for all uses of 6-7% to 1980.




     In some of the above-mentioned applications of maleic anhydride,




other chemicals are presently used.  Fumaric acid, which can be used to make




unsaturated polyester resins, can also be produced from maleic acid obtained




from the oxidation of benzene.  Phthalic anhydride, isophthalic acid, and




fumaric acid are used to make alkyd resins.  In general, it can be said that




substitutes usually can  be found for the final end products made from rnaleic




anhydride, depending on  economics, intended use, and performance




characteristics.
                                 4-105
-------
    Trimellitic anhydrjjde




    Because there is only one U.S. producer of trimellitic anhydride,




production information is not published for proprietary reasons.  However,




this manufacturer is reported to have a capacity of 50 million pounds per




year.  Data on U.S. imports and exports are not available.




    Trimellitic anhydride is used to produce trimellitate plasticizers,




alkyd surface coatings, and  poly (amide-imide) and  poly (ester-imide)




resins.  The production of trimellitate plasticizers, the largest market




for trimellitic anhydride, was 26 million pounds in 1974, 16 million




pounds in  1975, and 1976 sales have been estimated at 30 million pounds




 (production data for 1976 are not yet published).  These specialty plasti-




cizers are used primarily in polyvinyl chloride  (PVC) resins.  This use




is expected to grow at an average rate of approximately 11% per year




from 1976  to 1981.  An estimated  7-8 million pounds of trimellitic anhy-




dride were consumed in 1976 for the production of alkyd  (mainly water-based)




and oil-free alkyd  (polyester) surface coatings.  The consumption of alkyd




surface  coatings is expected to remain constant or decline slightly over




the next five years, but the consumption of water-based and oil-free




alkyds is  expected to increase.




    An estimated 2.3 million pounds of  poly(amide-imide) and  poly(ester-




 imide) resins were produced in 1976.  These resins are primarily used  as




wire  enamels.  No  information was available on which to base a growth  rate




 forecast for  this  application.





     The  choice of plasticizer depends largely on the desired properties




of the plasticized products.  The trimellitates are used primarily where




good performance over  a wide  temperature range  is necessary, such as  in






                                4-106
-------
wire insulation and some automotive applications.  Other plasticizers




used in PVC resins include phthalates, epoxy esters, phosphate esters,




aliphatic esters, and linear polyesters.  Of these, the linear polyesters,




the so-called polymeric plasticizers, are frequently used for their




permanence but lack the low temperature properties of the trimellitates.




    Other polybasic acids suggested for use in water-based alkyds include




2,2-bis(hydroxymethyl)propionic acid and pentanetricarboxylic acid.




    Straight and unsaturated polyimide resins, derived from the tetra-




functional anhydrides, pyromellitic dianhydride and benzophenone tetracar-




boxylic dianhydride, are also used as wire enamels.









    Benzoyl chloride




    The U.S. production of benzoyl chloride in 1974 is estimated to have




been 18.6 million pounds.  Data on U.S. imports and exports are not avail-




able.




    Approximately 10.6 million pounds of benzoyl chloride (57%  of total




1974 production) was used in the production of benzoyl peroxide, an




initiator and cross-linking agent used in the manufacture of a variety of




polymers.  An estimated 7.2 million pounds  (39%) were used to produce herbi-




cides, the most important of which is amiben  (3-amino-2,5-dichlorobenzoic




acid). Approximately 600 thousand pounds  (3%) were used as a dye inter-




mediate in the manufacture of Mordant Brown 44 and anthraguinone dyes.




The remaining 200 thousand pounds  (1%) were consumed as an intermediate




for plasticizers and drugs.  No information was available on which to base




a market forecast for benzoyl chloride.
                               4-107
-------
    There are no known substitutes for benzoyl chloride in the above-




mentioned intermediate applications.  (For a discussion of polymerization





initiators, see the Market Forecast on benzoyl peroxide.)






     Tetrachloro- and tetrabromophthalic anhydride




     The  combined U.S. production of  tetrachloro-  and tetrabromophthalic




 anhydride in  1973 is estimated to have been 10-15  million pounds.   Data on




 U.S. imports  and exports  are not available.




     Tetrachloro- and tetrabromophthalic anhydride  are used as  components




 of some  unsaturated polyester resins, polyurethane foams,  and  surface




 coatings  because they  impart fire retardancy to  the polymer.   Unsaturated




 polyester resins consumed an estimated 2 million pounds  of these halogenated




 anhydrides in 1976.  No data have been found as  to the relative  amounts of




 these  anhydrides consumed in polyurethane  foams  or surface coatings.   Flame-




 retarded unsaturated polyester resins have a number of end uses, including




 marine,  construction,  and transportation applications, and in  consumer goods,




 corrosion-resistant products  (e.g.,  tanks  and  pipes), electrical components,




 and miscellaneous  fiber-reinforced  products.   No data are available on




 which  to base a market forecast  for these  anhydrides. The average annual




 growth rate to 1980  for unsaturated polyester  resins is  estimated to be 9.4-




 12% for all uses.  With the continuing emphasis  on fire  retardance, the use




 of these fire-retardant components  will undoubtedly keep pace  with the




 growth of the resin  market.





     Chlorendic anhydride, dibromobutenediol, and dibromopropyl methacrylate




 are also presently used to impart  flame retardancy to unsaturated polyester




 resins.   One manufacturer has  a  series of  brominated resins prepared by a




 proprietary bromination process which have a low  flame spread and  low smoke




 density.




                                 4-108
-------
    Chlorendic anhydride




    The combined U.S. production of chlorendic anhydride and chlorendic




acid in 1974 is estimated to have been 10 million pounds.  Data on U.S.




imports and exports are not available.




    The principal use of chlorendic acid and anhydride is in the manufac-




ture of unsaturated polyester resins with fire retardant properties.  These




resins are used in marine, construction, transportation, corrosion-




resistant, and fiber-reinforced applications.  Smaller amounts are consumed




in alkyd resins used in fire-resistant paints for military applications




and as a hardener for epoxy resins.  No data as to relative amounts for




these applications are available.




    The average annual growth rate to 1980 for consumption of unsaturated




polyester resins is expected to be 8-10% for marine applications, 10-12%




for construction, 10-16% in transportation, 16-18% in corrosion resistant




products, and 6-8% in fiber-reinforced resin applications, with a resul-




tant average growth rate of 10-12% for unsaturated polyester resins in




which chlorendic acid or anhydride is a component.




    Other acid components in unsaturated polyester resins used to impart




fire retardancy include tetrachlorophthalic anhydride and tetrabromo-




phthalic anhydride or additive flame retardants such as triethyl phosphate




in conjunction with alumina trihydrate.





    Other acids presently used in alkyd resin surface coatings to impart




flame retardancy include tetrachlorophthalic anhydride.   The type of




curing agent used in epoxy resins depends on the type  of resin used and




on the particular application for the cured resin.  Other anhydrides




used include phthalic anhydride,  tetrahydrophthalic anhydride, and pyro-




mellitic dianhydride.



                                4-109
-------
    Lauroyl chloride




    The U.S.  production of lauroyl chloride in recent years has been:




4.2 million pounds in 1973, 2.3 million pounds in 1974, and 1.4 million




pounds in 1975.   Data on U.S.  imports and exports are not available.




    Lauroyl chloride is used principally as a chemical intermediate in




the manufacture of lauroyl peroxide and in the manufacture of lauroyl




sarcosines.  Lauroyl peroxide  is used as a free-radical initiator in




vinyl-type polymerizations. The lauroyl sarcosines are used in a variety




of detergent and emulsifier applications, such as in dentifrices; in




shampoos; in rug, upholstery,  and window cleaners; and in emulsion poly-




merizations.  The production of lauroyl chloride has declined somewhat




in recent years, but no information was available to determine if this




trend will continue.




    Other free radical initiators presently used by the polymer industry




include other peroxides (such  as benzoyl peroxide or di-tert-butyl peroxide)




and azo compounds.  In the formulating of detergent compositions, many




different products are available with similar properties.  The choice of




substitutes  for the lauroyl sarcosines would require a highly-skilled




expert and would depend on factors such as cost, availability of raw




materials, intended applications, and performance.
                                4-110
-------
                    ACYLATING AGENTS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
CAS No.

108247

75445

85449


463514


108316


552307


98884

117088

632791

115275
112163
Chemical Name

Acetic anhydride

Phosgene

Phthalic anhydride


Ketene


Maleic anhydride


Trimellitic  anhydride


Benzoyl chloride

Tetrachlorophthalic anhydride ")
Tetrabromophthalic anhydride J

1,4,5,6,7,7-Hexachloro-5-
  norbornene-2,3-dicarboxylic
  anhydride
    (chlorendic anhydride)

Lauroyl chloride
Annual Prod./Year/Source

1458xl06 lbs./1975/T75

 796xl06 lbs./1975/T75

 702xl06 lbs./1975/T75


 665xl06 lbs./1975/SRI
  (as intermediate)

 216xl06 lbs./1975/T75
Price*, •Vlb.

25 (delivered)

25 (works)

25.5 (f.o.b.,
  East Coast)
37 (works,
  frt. eqlzd.)
  SOxlO6 lbs./1976/SRI
    (capacity)

  18.6xl06 lbs./1974/SRI   52 (works)
 15-20xl06  lbs./1973/SRI
  lOxlO6 lbs./1974/SRI      35  (works)
(includes chlorendic  acid)
   1.4xl06  lbs./1975/T75
Market Value,
Million $      Dossiers

   365           I

   200

   179           I
    80
                    10
                                                                                                  3.5
I, II
   Taken from Chemical Marketing Reporter, April 11, 1977, reflecting the list prices prevailing for
   large lots.
-------
                                                                                                   6/77
Class:  Acylating Agents





                   ACYLATING AGENTS WITH ANNUAL PRODUCTION  GREATER THAN ONE THOUSAND POUNDS
CAS No.
               Chemical Name
Annual Prod./Year/Source
541413
99638
75365
76028
79038
79049
79221
79301
79378
81083
81845
83012
85427
88108
88959
89327
89758
Carbonochloridic acid, ethyl ester
(Ethyl chloroformate)
Isophthaloyl chloride
Acetyl chloride
Trichloroacetyl chloride
Propionyl chloride
Chloroacetyl chloride
Chloro formic acid, methyl ester
(Methyl chloroformate)
Isobutyryl chloride
Oxalyl chloride
o-Sulfobenzoic acid, cyclic anhydride
1 , 8-Naphthalic anhydride
Diphenylcarbamoyl chloride
1 , 2-Cyclohexanedicarboxylic anhydride
Diethylcarbamoyl chloride
Phthaloyl chloride
1,2,4, 5-Benzenetetracarboxylic-l ,2:4, 5-dianhydride
2 , 4-Dichlorobenzoyl chloride
887xl03 lbs./1975/T75 (sales)
<6xl05 lbs./1974/SRI
>1000 lbs./1977/SRI (Stage I dossier)
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./l975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
-------
 Class:   Acylating Agents
             ACYLATING AGENTS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
CAS No.

97723

99332

100072

100209

102921

103800

106310

108236


108305

108554

111193

111502

111648

112130

112674

112765

112776
Chemical Name

Isobutyric anhydride

3,5-Dinitrobenzoyl chloride

p-Anisoyl chloride

Terephthaloyl chloride

Cinnamoyl chloride

Phenylacetyl chloride

Butyric anhydride

Chloroformic acid, isopropyl ester
  (Isopropyl chloroformate)

Succinic anhydride

Glutaric anhydride

Sebacoyl chloride

Adipoyl chloride

Octanoyl chloride

Decanoyl chloride

Palmitoyl chloride

Stearoyl chloride

Oleoyl chloride
Annual Prod./Year/Source

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75


>1000 lbs./1975/T75  (Stage I and II dossiers)

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75
-------
                                                                                                 Revised 7-77
 Class :  Acylating Agents
 CAS No.


 117408

 121904

 122010

 123626

 141753

 354325

 501531


 506967

 598210

 609654

 616024

 618462

641703

674828
              ACYLATING AGENTS WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND POUNDS  (continued)
 Chemic al Name

 5-Methyl-5-norbornene-2,3-dicarboxylic  anhydride

 m-Nitrobenzoyl chloride

 p-Chlorobenzoyl chloride

 Propionic anhydride

 Butyryl chloride

 Trifluoroacetyl chloride

 Chloroformic  acid,  benzyl  ester
   (Benzyl  chloroformate)

 Acetyl  bromide

 Bromoacetyl bromide

 o-Chlorobenzoyl chloride

 Citraconic anhydride

 m-Chlorobenzoyl chloride

3-Nitrophthalic anhydride

Diketene (Ketene dimer)
  (2-Oxetanone,4-methylene-)
Annual Prod./Year/Source

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1977/SRI

>1000 lbs./1977/SRI


>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75
-------
 Class:  Acylatincj Agents
             ACYLATING AGENTS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
CAS No.
               Chemical Name






1
H
H
Ul
760678
1204280
1885149
1989533
2094726
2561855
2936085
3282302
2-Ethylhexanoyl chloride
Trimellitic anhydride, acid chloride
Carbonochloridic acid, phenyl ester
(Phenyl chloro formate)
2 , 6-Dimethoxybenzoyl chloride
1-Adamantanecarboxylic acid chloride
Dodecyl succinic anhydride
Di-n-propylacetic acid chloride (and acid)
Propanoyl chloride , 2 , 2-dimethyl-
t~D^ TT^ 1 ^»Trl l^^h^ j-* v--i r3f* \
4462559        3- ( 2 ' , 6 ' -Dichlorophenyl) -5-methyl-4-isoxazole-
                 4-carbonyl chloride

7144083        Cholest-5-en-3-ol  (3. beta.)-, carbonochloridate
                  (Cholesteryl chloroformate)

10328924       N-Methyl-N-carboxyanthranilic anhydride

16883162       3-Phenyl-5-methylisoxazole-4-carbonyl chloride

18310606       2-Methyl~5-norbornene-2,3-dicarboxylic anhydride

18956871       10H-Phenothiazine-10-carbonyl chloride

25377735       Dodecenylsuccinic anhydride
Annual Prod./Year/Source

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI


>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75


>1000 lbs./1975/T75


>1000 lbs./1977/SRI


>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1977/SRI

>1000 lbs./1975/T75
-------
                                                                                                        6/77
       Class:   Acylatincj Agents
       CAS  NO.


       25629509


       26680546


       28928974


       32072961


       39098970


       40292828




      55150293
 I
H1
H1

                    ACYLATING AGENTS WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND POUNDS  (continued)
Chemical Name
                                                                                Annual  Prod./Year/Source
3-(o-Chlorophenyl)-5-methyl-4-isoxazole carbonylchloride  >1000 lbs./1975/T75


Octenylsuccinic anhydride                                 >1000 lbs./1975/T75


Nonenylsuccinic anhydride                                 >1000 lbs./1975/T75


n-Hexadecenylsuccinic anhydride                           >1000 lbs./1975/T75


Thiopheneacetyl chloride                                  >1000 lbs./1975/T75
Neodecanoyl chloride
  (2,2-Dimethyloctanoyl chloride)


2-Ethoxy-l-naphthoyl chloride
>1000 lbs./1975/T75



>1000 lbs./1975/T75
-------
      Class:  Acylating Agents


                          ACYLATING AGENTS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS


      CAS No.        Chemical Name

      79447          Dimethylcarbamoyl chloride

      93970          Benzoic anhydride

      122043         p-Nitrobenzoyl chloride

      507028         Acetyl iodide

      557993         Acetyl fluoride

      678773         Perfluoroglutaryl chloride

      879185         1-Naphthalenecarbonyl chloride

H     2528612        Heptanoyl chloride
~j
-------
                                                                   8/77
     3.   Class  III:  Peroxides





     The ten chemicals  in  this  group  are  those  with a known or estimated




annual U.S.  production  level  of one million pounds or more.  They can be




divided into two groups based on their major use classification: (1)   the




three peroxides that are not  used primarily as  polymerization initiators




but as industrial chemicals;  and (2)  the remaining seven peroxides that are




used chiefly as polymerization  initiators.




                          Industrial  Chemicals




        This subset includes  the three peroxides that account for more




    than 99% of the total  annual production of  all ten peroxides represented




    in the class:  cumene  hydroperoxide,  hydrogen peroxide, and peroxyace-




    tic acid.  Because  they have use  patterns which apply for the most




    part to the chemical rather than  to the subset, the chemicals will




    be discussed individually.




        Cumene hydroperoxide




            U.S. production figures for cumeme  hydroperoxide are not




        available.  However,  the amount of  cumene hydroperoxide produced




        and consumed captively  in the manufacture of phenol and acetone




        from cumene is  estimated to have  been 2256 million pounds in 1975




        and 3178 million pounds in 1976.




            During 1976-1981, demand  for  cumene hydroperoxide as an




        unisolated intermediate in phenol/acetone manufacture is expected




        to grow at an  average annual  rate of 7-8% per year.
                               4-118
-------
    Phenol can also be made by the benzene sulfonation process,




the chlorobenzene process, and the toluene oxidation process.




Acetone is primarily produced by the catalytic dehydrogenation




of isopropyl alcohol.  Acetone may also be produced by the oxida-




tion of isopropyl alcohol with oxygen and by various other




processes where it is obtained as a by-product.




    A small amount of cumene hydroperoxide is also produced for




use as an intiator for acrylic resins polymerization and as a




curing agent for unsaturated polyester resins.  (Further information




on the use of peroxides as initiators and curing agents for poly-




mers is discussed later in this report.)




Hydrogen peroxide




    U.S. production of hydrogen peroxide amounted to 155 million




pounds  (100% by weight) in 1975.   U.S. imports amounted to 2.4




million pounds.  Data on U.S. exports of hydrogen peroxide are




not available.




    U.S. demand for hydrogen peroxide is expected to grow by at




least 5% per year to 1980.




    The estimated U.S. consumption pattern for hydrogen peroxide




in 1976 is as follows:  textile bleaching, 30%; synthesis of




perborates, plasticizers, and other chemicals, 28%; synthesis of




glycerin, 8%; pulp and paper, 8%; water treatment, 5%; and miscel-




laneous applications, 21%.




    Hydrogen peroxide is used in about 85-90% of all cotton bleach-




ing processes in the U.S. as well as for bleaching cotton blends.
                        4-119
-------
Hypochlorite bleaches,  competitors of hydrogen peroxide,  are




also used in textile bleaching.




    Hydrogen peroxide is used to produce household laundry per-




borate bleaches;  in the production of epoxidized vegetable oils and




fatty acid esters (used mainly as PVC stabilizers and plasticizers);




and to manufacture other chemicals including peracids, and organic




and inorganic peroxides.  These end-use markets are not expected




to grow significantly during the next few years.




    Only one U.S. chemical plant produces synthetic glycerin




from allyl alcohol and hydrogen peroxide.  Most synthetic glycerin




is produced by the allyl chloride-epichlorohydrin process, but can




also be produced from allyl alcohol and peracetic acid via glycidol.




Synthetic glycerin production from hydrogen peroxide is not




expected to increase significantly.




    The pulp and paper industry uses  hydrogen peroxide to bleach




groundwood pulp and, to a lesser extent, in the final bleaching




stages of chemical pulps.  If hydrogen peroxide were used to




replace some of the chlorine and sodium chlorate used in pulp




bleaching, possible market growth potential would be significant.




Another potential market for increased hydrogen peroxide demand in




this  industry is de-inking newsprint from recycling operations.




    Waste water treatment represents the fastest growing market




for hydrogen peroxide consumption.  Producers expect water treat-




ment  to become the  third largest end-use market for hydrogen peroxide




 (consuming  20 million pounds per year) by 1980.  Chlorine is the
                           4-120
-------
major competitor in this area, and ozone is also used.




    Miscellaneous applications for hydrogen peroxide include its




use in cosmetics; fruit juice and food bleaching; wax, oil, and




wood bleaching; and rocket fuel.  A potential application is its




use as an oxidizing agent in the in-situ leaching of uranium ores.




Peroxyacetic acid




    U.S. production figures for peroxyacetic acid are not reported.




U.S. plant capacity for the production of peroxyacetic acid is




believed to be greater than 150 million pounds per year.  Data on




U.S. imports and exports of peroxyacetic acid are not available.




    Most of the peroxyacetic acid produced in the U.S. is consumed




in situ for the production of epoxides from unsaturated materials,




e.g., epoxidized soybean oils and fatty esters, styrene oxide,




and vinylcyclohexene dioxide.  Epoxidized soybean oils and fatty




esters are used as stabilizers and plasticizers for polyvinyl




chloride resins.  Epoxidized soybean oil demand is expected to




grow at an average annual rate of 6.4% per year during the next




five years.




    Peroxyacetic acid is also consumed captively in the manufac-




ture of synthetic glycerin.  However, less than 13% of the total




U.S. synthetic glycerin production capacity is contributed by the




allyl alcohol-peracetic acid-glycidol route.  Most synthetic




glycerin is produced in the U.S. by the allyl chloride-epichlorohydrin




route.
                         4-121
-------
        Peroxyacetic  acid  is  also used  in  bleaching textile fibers




    (including  cellulose,  acetate rayon, polyamide, polyesters,  and




    blends); pulp  and paper;  fats, oils and  waxes;  and glue and starch.




    It  is  also  used as  a polymerization catalyst;  as an oxidizing




    agent  in organic  synthesis;  as a  sterilizing agent in food pro-




    cessing; and as a fungicide  used  on baskets, bins, lugs,  storage




    room surfaces, and  other  containers used in harvesting crops.




                   Polymerization Initiators




    Since  the  remaining seven peroxides, benzoyl peroxide, methyl




ethyl ketone peroxide,  di-tert-butyl  peroxide,  tert-butyl peroxy-




benzoate,  lauroyl  peroxide, tert-butylperoxy-2-ethylhexanoate, and




tert-butyl peroxypivalate, are all used primarily as polymerization




initiators, they will be discussed as a group.




    About seventy  organic  peroxides are used in the plastics industry--




primarily as  polymerization initiators  for acrylic  resins, polyethylene,




polystyrene,  and polyvinyl chloride resin  production.  Another important




use is in the  curing  of unsaturated polyesters,  as  well as crosslinking




agents for high and  low density  polyethylenes and for natural and




synthetic rubbers  (e.g,,  silicone).




    Process conditions  and the specific properties  desired in the end




product may require  mixtures  of  several peroxides or certain peroxides




which are generally  not commonly used for  the polymer.  The choice of




a specific organic peroxide for  a given reaction depends on the tem-




perature at which  the chemical reaction takes place and on the rate of




decomposition of the peroxide.
                              4-122
-------
        The table below lists the 1974 and 1975 U.S. production figures for

    the seven organic peroxides under consideration.  Production figures

    reported in 1975 are significantly below the 1974 production figures

    which were apparently the highest in recent years.  Demand for organic

    peroxides  in 1976 was expected to have returned to 1974 levels.

        Exports data are not available for these peroxides.
                                         Annual Production
                                        OMillions of Pounds)
                                        1975           1974



Benzoyl peroxide                        7.9*           9.1

Methyl ethyl ketone peroxide            6.4            6.7

Di-tert-butyl peroxide                  2.3            3.0

tert-Butyl peroxybenzoate               2.2            2.7

Lauroyl peroxide                        1.3t           1.7t

tert-Butylperoxy-2-ethylhexanoate       1.2            1.6

tert-Butyl peroxypivalate               1.03           	
*
 U.S. Imports of benzoyl peroxide through principal U.S. customs districts
 in 1975 totaled 100 thousand pounds.

tConsumption estimate
                                4-123
-------
    The future outlook for organic  peroxides is linked to the demand




for the various plastics  in their end-use markets.




    Three of the seven peroxides  under consideration have other minor




uses.   Benzoyl peroxide is also used as a bleaching agent for fats,




oils,  waxes, and flour; as a drying agent for unsaturated oils; as




a burn-out agent for acetate yarns; as a keratolytic agent in pharma-




ceutical and cosmetic products; and in cheese manufacture.




    Di-tert-butyl peroxide also has reported use as an ignition accel-




erator for diesel fuels and in organic  synthesis.




    Lauroyl peroxide is also used as a bleaching agent;  as a drying




agent for fats, oils, and waxes;  and as a chemical intermediate.
                              4-124
-------
                                                                                                     5/77
Class:  Peroxides
                            PEROXIDES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
CAS No.      Chemical Name

80159        Cumene hvdroperoxide
               (ct,a-dimethylbenzyl hydroperoxide)

7722841      Hydrogen peroxide
79210        Peroxyacetic acid


94360        Benzoyl peroxide


             Methyl ethyl ketone peroxide
               (2-Butanone peroxide)

110054       Di-tert-butyl peroxide

614459       tert-Butyl peroxybenzoate

105748       Lauroyl peroxide

3006824      tert-Butylperoxy-2-ethylhexanoate

927071       tert-Butyl peroxypivalate
Annual
Prod./Year/Source

3062xl06 lbs./1977/SRI
Price*, C/lb.
160xl06 Ibs.(100%)/1975/SRI   15.5 (35% soln.)
                                (frt. eglzd.)

ISOxlO6 lbs./1973/SRI
  (capacity)
Market Value,
Million $
                    71
7.9xl06 lbs./1975/T75


6.4xl06 lbs./1975/T75


2.3xl06 lbs./1975/T75

2.2xl06 lbs./1975/T75

l.SxlO6 lbs./1976/SRI
  (consumption)
1.2xl06 lbs./1975/T75

1.03xl06 lbs./1975/T75
190 (works,
  frt. eqlzd.)

95 (T75)
94 (T75)

159 (T75)



214 (T75)

253 (T75
   15


    6.1


    2.2

    3.5



    2.6

    2.6
                                                                                                                 Dossiers
                                   I, II
  *Taken from Chemical Marketing Reporter, April 11, 1977, reflecting the list prices prevailing for large lots.  Values
   designated as coming from Synthetic Organic Chemicals, United States Production and Sales (T75), are unit sales value
   which is calculated from total quantities sold (the sum of the large quantities sold on a contractual basis and
   smaller quantities sold intermittently) and total sales value (the sum of the values of sales at contract prices
   and list prices).
-------
                                                                                                      5/77
 Class:  Peroxides
                       PEROXIDES WITH ANNUAL PRODUCTION GREATER THAN  ONE  THOUSAND  POUNDS
I
I-1
to
 CAS No.        Chemical Name


 762129         Didecanoyl peroxide

 75912          tert-Butyl hydroperoxide

 78182          1-Hydroperoxycyclohexyl 1-hydroxycyclohexyl  peroxide
                     (cyclohexanone peroxide)

 78637          (1,l,4,4-Tetramethyltetramethylene)bis(tert-butyl peroxide)
                     (2,5-dimethyl-2,5-bis(tert-butylperoxy)hexane)

 80433          Bis(a,a-dimethylbenzyl)peroxide
                     (dicumyl peroxide)

 80477          p-Menth-8-yl hydroperoxide

 105646          Peroxydicarbonic acid,  diisopropyl ester
                     (diisopropyIperoxydicarbonate)

 107711          tert-Butyl peroxyacetate

 109137          tert-Butyl peroxyisobutyrate

 110225          Diacetyl peroxide

 123239          Succinic acid peroxide

 133142          Bis(2,4-dichlorobenzoyl)peroxide

1068275         2,5-Dimethyl-2,5-di(tert-butylperoxy)hexyne-3

1931620         OO-tert-Butyl hydrogen monoperoxymaleate
                     (tert-Butylperoxymaleic acid)
Annual Prod./Year/Source


  275xl03 lbs./1976/SRI (consumption)

 >1000 lbs./1975/T75

 >1000 lbs./1975/T75


 >1000 lbs./1975/T75


 >1000 lbs./1977/SRI


 >1000 lbs./1975/T75

 >1000 lbs./1975/T75


 >1000 lbs./1975/T75

 >1000 lbs./1975/T75

 >1000 lbs./1975/T75

 >1000 lbs./1975/T75

 >1000 lbs./1975/T75

 >1000 lbs./1975/T75

 >1000 lbs./1975/T75
-------
                                                                                                           5/77
       Class:  Peroxides
                       PEROXIDES WITH ANNUAL PRODUCTION  GREATER THAN ONE THOUSAND POUNDS (continued)
       CAS No.
Chemical Name
Annual Prod./Year/Source
I
h-1
to
2212819
2372216
2618771
3025885
3179564
5809085
6731368
13052067
13052090
16066389
16111629
19910657
26748414
26762936
1 , 3-Bis (tert-butylperoxyisopropyl) benzene
Carbonoperoxoic acid, OO- (1,1-dimethylethyl) 0- (1-methylethyl)
( tert-Butylperoxyi sopropy 1 carbonate )
2 , 5-Bis (benzoylperoxy ) -2 , 5-dimethylhexane
2 , 5-Dimethylhexane-2 , 5-dihydroperoxide
Acetylcyclohexanesulfonyl peroxide
1,1,3, 3-Tetramethylbutyl hydroperoxide
1 , l-tert-Butylperoxy-3 , 3 , 5-trimethylcyclohexane
2 , 5-Dimethylhexane-2 , 5-diperoxyoctoate
2 , 5-Dimethyl-2 , 5-bis ( 2-ethyl-l-hexanoylperoxy ) hexane
Di-n-propyl peroxydicarbonate
Di ( 2-ethyl-l-hexyl ) peroxydicarbonate
Di-sec-butylperoxydicarbonate
tert-Butyl peroxyneodecanoate
Diisopropyl benzene hydroperoxide
>1000 lbs./1977/SRI
ester >1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1975/T75
-------
to
CD
                                                                                                            5/77
      Class:   Peroxides
                              PEROXIDES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
      CAS  No.         Chemical Name


      2407945         Bis(1-hydroxycyclohexyl)peroxide


      13020069        1-Methylpropylhydroperoxide
-------
                                                                       7/77
     4.    Class IV:   Halogenated Hydrocarbons and Derivatives




     a.    Class IVA:   Halogenated Unsaturated Hydrocarbons




     There are eight members of this class with an annual U.S. production




greater than one million pounds.  However, two of these chemicals,




chlordane and heptachlor, are used almost exclusively as pesticides




and will not be discussed further.  Because the remaining six chemicals




have different use patterns, they will be discussed individually.




    Vinyl chloride




    U.S. production of vinyl chloride in recent years has been as follows




(billions of pounds):  1974 - 5.62; 1975 - 4.20; and 1976 - 5.74.




U.S. imports of vinyl chloride have been less than 5 million pounds per




year in recent years.  U.S. exports were above 600 million pounds in 1970-




1972, dropped to 410-420 million pounds in 1973-1975, and are believed




to have increased to approximately 630 million pounds in 1976.




    Approximately 85% of 1976 vinyl chloride consumption was used in the




manufacture of polyvinyl chloride homopolymer and copolymer resins (PVC




resins), 11% was exported, and the remaining 4% was used for miscellaneous




other uses, including captive consumption for the synthesis of methyl




chloroform and as a comonomer in the manufacture of vinylidine chloride




copolymers.




    There are no substitutes for vinyl chloride as the monomer for




producing PVC resins.  Future growth in production of vinyl chloride will be




largely dependent on  the growth in demand for these PVC resins.  This demand




is expected to increase at an average annual rate of 8-10% through 1981,
                                  4-129
-------
with expected increased usage  in construction applications (e.g., pipe




and conduit)  making the major  contribution.   Although numerous other




resins compete with PVC resins in the variety of markets which they




presently have, very few combine the low cost and performance features




of PVC resins, particularly in the major markets for PVC resins—construc-




tion, consumer goods,  packaging, and electrical uses.









    Tetrachloroethylene




    U.S. production of this chemical (which is also known as perchloro-




ethylene) in recent years has  been as follows (millions of pounds) :




1974   734; 1975 - 679; 1976 - 657.  U.S. imports of tetrachloroethylene




amounted to 37.5 million pounds in 1975 and 62 million pounds in 1976.




Exports totaled 52.6 million pounds in 1975.





    The U.S. domestic consumption pattern for tetrachloroethylene in 1974




was: uses in dry cleaning and in textile processing and finishing, 69%;




use in metal cleaning, 16%; use as a chemical intermediate for the




synthesis of  fluorocarbons  (113, 114, 115, and 116), 12%; and miscellaneous




uses  (e.g., as a solvent for silicones and for aerosol pre-laundry garment




sprays), 3%.




    In mid-1976, growth in  U.S. consumption of tetrachloroethylene through




1979 was expected to increase at an average annual rate of 3-4% with metal




cleaning and  intermediate uses accounting for most of this rate of growth.




However, since then, NIOSH has recommended a lower standard for occupa-




tional  exposure to tetrachloroethylene, the National Cancer Institute
                                  4-130
-------
(NCI)  has found that orally administered tetrachloroethylene causes liver




tumo-rs in mice, and several government agencies have either banned the




use of fluorocarbons in some products, have taken steps to limit their




use in other products, or are moving toward banning them in still more of




their major application areas.  In the light of all these developments,




it seems likely that earlier market forecasts will not prove correct and




that reduction  in the use of tetrachloroethylene in all of its applica-




tions is more likely in the future.




    In dry cleaning operations, hydrocarbon solvents (e.g., Stoddard




solvent) are the major tetrachloroethylene competitors, but 1,1,2-trichloro-




1,2,2-trifluoroethane (Fluoroc=i"bon 113), a derivative of tetrachloroethylene,




has found some use, particularly in coin-operated equipment, in recent years,




in spite of its cost.  In metal cleaning, both trichloroethylene and 1,1,1-




trichloroethane (methyl chloroform) have been the tranditional competitors




with selection based upon their properties and the cleaning system used.   NCI




findings that trichloroethylene causes tumors in mice and NIOSH recommendations




for lower occupational standards for trichloroethylene point to 1,1,1-trichloro-




ethane becoming the major metal cleaning solvent, but not completely displacing




the others.






    2-Chloro-l ,3-butadiene




    U.S. production of this chemical  (which is also known as chloroprene)




is estimated to have been about 400 million pounds in 1974 and approximately




350 million pounds in 1975.  U.S. imports and exports are believed to be




negligible.




    All U.S. production of polychloroprene (neoprene) elastomers is based




on the use of butadiene as the raw material.   Chlorination produces a




mixture of dichlorobutenes from which 3,4-dichloro-l-butene is isolated.






                                  4-131
-------
This is dehydrochlorinated with aqueous  sodium hydroxide to 2-chloro-l,3-




butadiene,  which is polymerized to  the elastomers.   The intermediate




2-chloro-l,3-butadiene appears  to be  used exclusively for production of




these elastomers.




    The estimated U.S. domestic consumption pattern for polychloroprene




elastomers  in 1975 was: industrial  rubber goods (belts, hose, gaskets),




35%; automotive applications  (hose, belts,  weather  stripping),  28%; wire and




cable, 13%; construction (seals,  gaskets),  10%; adhesives, 8%;  and other




uses, 6%.  The average annual growth  rate for polychloroprene elastomers




is expected to be about 4% through  1981.




    There are no substitutes  for 2-chloro-l,3-butadiene as the monomer




for producing polychloroprene elastomers.  Polychloroprene is used in a




wide variety of applications, in spite of its high  price, primarily




because of its outstanding resistance to weathering or combinations of




deteriorating effects  (e.g.,  abrasion, heat, solvents).  Although many




other elastomers compete with them  successfully in  some areas because of




better cost-effectiveness, polychloroprene elastomers effectively have




no  substitutes in many of their applications.  An authoritative listing




of  the most likely candidate   substitutes for these uses could only be




made by an expert in rubber technology.









    Trichloroethylene





    U.S. production of trichloroethylene in recent years has been  as




follows  (million of pounds):  1974 - 388; 1975 - 293; and 1976 - 303.




U.S.  imports  amounted to  8.4 million  pounds  in  1975  and  15.6 million




pounds  in  1976.   Exports  totaled 34 million  pounds  in 1975.
                                  4-132
-------
    The U.S. domestic consumption pattern for trichloroethylene in 1974




was: use in metal cleaning, 90%; miscellaneous solvent and chemical




intermediate uses, 10%.  In late 1975, U.S. consumption of trichloro-




ethylene was expected to decrease at an average annual rate of about 1% in




spite of an expected increase in use in metal cleaning.  Since then OSHA




has recommended a lower standard for occupational exposure to trichloro-




ethylene, the NCI has found that trichloroethylene causes tumors in mice,




and the Food and Drug Administration has moved toward banning the use of




trichloroethylene in foods, drugs, arid cosmetics.  In the light of these




developments, it seems likely that the rate of decline in consumption will




be greater than predicted earlier.




    In metal cleaning, both tetrachloroethylene  (perchloroethylene) and 1,1,1-




trichloroethane  (methyl chloroform) have been the traditional competitors with




selection based upon their properties and the cleaning system used.  As des-




cribed under Tetrachloroethylene, a number of recent developments concerning




tetrachloroethylene point to 1,1,1-trichloroethane becoming the major metal




cleaning solvent, but not completely displacing the others.








    1,1-Dichloroethylene




    U.S. production of this chemical (which is also known as vinylidene




chloride) as an isolated chemical is estimated to have been 170 million




pounds annually in the years 1973-1975.   It is also produced as an uniso-




lated intermediate for hydrochlorination to 1,1,1-trichloroethane  (methyl




chloroform)  and an estimated 100-110 million pounds was produced for this




purpose in 1974.   Data on U.S.  imports and exports of 1,1-dichloroethylene




are not available but the quantity imported and exported is believed to




be negligible.






                                     4-133
-------
    Excluding the 1,1-dichloroethylene used for 1,1,1-trichloroethane




production, the estimated U.S.  consumption pattern in 1974 was: use in




manufacture of copolymer resins,  over 90%; other uses (primarily use as




a comonomer in modacrylic fibers),  less than 10%.




    Although copolymers of 1,1-dichloroethylene with acrylonitrile or alkyl




acrylates are believed to be  produced commercially, the most important




copolymers are those with vinyl  chloride.  These copolymers are available




in a variety of forms for use in  a  range of applications where their




resistance to the effects of  water  vapor and chemicals  is  important.




Included are extruded films and lacquer resins  (both of which are used




widely in food packaging) , latexes  (used as paper and plastics coatings) ,




and extruded fibers and monofilaments (used in  applications where resis-




tance to weathering or chemicals  is required).




    An estimated 11-16 million pounds of 1,1-dichloroethylene was used




in 1974 as a comonomer in the production of modacrylic fibers.  The most




important of these fibers is  believed to be based on a copolymer containing




37% acrylonitrile, 40% 1,1-dichloroethylene, and lesser amounts of other




monomers.  The 1,1-dichloroethylene is used to  increase the fire resis-




tance of these copolymers over that of the acrylic resins (>85% acrylo-




nitrile content) used for acrylic fibers.




    In 1975, one company was  reported to be considering the use of 1,1-




dichloroethylene for the synthesis  of monochloroacetyl chloride starting




in 1976.  Whether this was done or  not is not known.




    In late 1975, U.S. production of 1,1-dichloroethylene as an isolated




chemical was expected to increase at an average annual rate of 7% through




1979.  Any such growth will largely be dependent on the growth of the
                                     4-134
-------
1,l-dichloroethylene copolymer resins.  There are no substitutes for




1,1-dichloroethylene as the principal monomer used in the production of




these resins.  One of the major uses of these resins appears to be in




food packaging, and—at present—there are conflicting reports about the




potential carcinogenic hazard posed by residual 1,1-dichloroethylene in




such food packaging.  Consequently, it is impossible to predict whether




this market for the resins will be adversely affected.




    The production of 1,1-dichloroethylene as an unisolated intermediate




for use in one of the methods of synthesis of 1,1,1-trichloroethane may




show a significant increase in the future.  This is based on the belief




(discussed under Tetrachloroethylene and Trichloroethylene)  that 1,1,1-




trichloroethane may become the major metal cleaning solvent.




    In late 1975, U.S. consumption of modacrylic fibers,  which find use




in apparel (largely for deep pile fabrics with fur-like feel and appear-




ance) and home furnishings (e.g., in fire resistant carpets), was expected




to.increase at an average annual rate of as much as 9% per year.  In recent




months, the possible carcinogenicity of the principal comonomer that is




used in modacrylic fibers, acrylonitrile, has been reported.  It is too




soon to evaluate whether this will have an adverse  effect on this market




for 1,1-dichloroethylene.  Other comonomers (e.g.,  vinyl  bromide finds some




use) could be used  (probably at higher cost)  to replace 1,1-dichloroethylene




as the monomer contributing increased flame resistance to these modacrylic




fibers.









    Tetrafluoroethylene




    U.S. production of tetrafluoroethylene was 24.6 million pounds




in 1974 and 17.3 million pounds in 1975.  Data on U.S. imports and





                                    4-135
-------
exports are not available.




    Use as a monomer in the  production of polytetrafluoroethylene resins




is believed to be by far the most important use of tetrafluoroethylene.




It is also used as a comonomer  in the  production of several other fluoro-




carbon resins: fluorinated ethylene-propylene,  poly (ethylene-tetrafluoro-




ethylene), perfluoroalkoxy,  and poly (vinylidene fluoride-hexafluoropropylene-




tetrafluoroethylene).   Another  fluorocarbon monomer,  hexafluoropropylene,




can also be produced by the  pyrolysis  of tetrafluoroethylene but it may




be produced commercially as  a by-product of the pyrolysis of chlorodifluoro-




methane to produce tetrafluoroethylene.




    The estimated U.S.  consumption pattern for  polytetrafluoroethylene resins




in 1975 was: 36% in chemical applications (e.g.,  valves,  linings, packings),




25% in mechanical applications  (seals   and piston rings), 20% in electrical




uses (insulation and tape),  and 19% in other applications (consumer cook-




ware, industrial coatings, and  lubricants).




    There are no substitutes for  tetrafluoroethylene  as  the monomer for




producing polytetrafluoroethylene resins.  These expensive resins find




use in a variety of specialty applications because of their outstanding




combination of properties such  as chemical resistance,  low coefficient of




friction, excellent dielectric  properties, and  good weatherability.  They




compete with other engineering  plastics (e.g.,  nylon)  and with high per-




formance plastics  (e.g., polyimides) and the choice is made on a cost-




effectiveness basis.





    U.S. production of polytetrafluoroethylene  resins dropped sharply




in 1975.  However,U.S.  consumption of  polytetrafluoroethylene resins is
                                 4-136
-------
expected to grow at an average annual rate of 6% until 1980 with aqueous




dispersions providing the greatest part of the growth.
                                4-137
-------
                                                                                         Revised 8/77
       Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Unsaturated Hydrocarbons

               HALOGENATED UNSATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
       CAS No.   Chemical Name
                                               Annual
                                         Prod./Year/Source
                                    Price*,C/lb.
                                                                                                   Market Value,
                                                                                                    Million $
             Dossiers
U)
CO
       75014     Vinyl chloride
       127184    Tetrachloroethylene
                 (Perchloroethylene)

       126998    2-Chloro-l,3-butadiene
                 (Chloroprene)

       79016      Trichloroethylene
75354     1,1-Dichloroethylene

57749     1,2,4,5,6,7,8,8-Octachlor-
          2,3,3a,4,7,7a-hexahydro-4,
          7-methanoindane  (chlordane)

116143    Tetrafluoroethylene

76448     1,4,5,6,7,8,8-Heptachloro-
          3a,4,7,7,7a-tetrahydro-4,7-
          methanoindane (heptachlor)
                                         5736.5x10  lbs./1976/T76
                                         657.2xl06  lbs./1976/T76
                                         349x10   lbs./1975/SRI
                                         303.3x10  lbs./1976/T76
170x10  lbs./1975/SRI

21xl06 lbs./1974/SRI
(consumption)
                                              17.3x10   lbs./1975/T75

                                              2x10   lbs./1974/SRI
                                               (consumption)
                                    14                 587.5
                                    (f.o.b. works)

                                    16                 108.7
                                    (distr., dlvd.)
                                    19
                                    (dlvd.)
                                                                                   105 (frt.alld.)
                                    175  (frt.alld.)
55.6
22
 3.5
I, II


IA


I, II


I, II


I, II

I, II
I, II
       Taken from Chemical Marketing Reporter, April  25,  1977,  reflecting the list prices prevailing for large lots.
-------
 Class:   Halogenated Hydrocarbons and Derivatives, Halogenated Unsaturated Hydrocarbons


         HALOGENATED UNSATURATED HYDROCARBONS WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND POUNDS
I
H1
U)
CAS No.        Chemical Name

75025          Fluoroethylene
                  (Vinyl fluoride)

75387          1,1-Difluoroethylene
                  (Vinylidene fluoride)

78886          2,3-Dichloropropene

79356          l,l-Dichloro-2-2-difluoroethylene

79389          Chlorotrifluoroethylene

96195          1,2,3-Trichloropropene

106956         3-Bromopropene

107051         3-Chloropropene

116154         Hexafluoropropene

542756         1,3-Dichloropropene

563473         3-Chloro-2-methyl-l-propene

593602         Bromoethene
                  (Vinyl bromide)

760236         3,4-Dichlorobutene-l

764410         l,4-Dichloro-2-butene

1653196        2,3-Dichloro-l,3-butadiene
               l-Chloro-3-methyl-3-butene

               Pentachloropropene
Annual Prod./Year/Source

  >1000 lbs./1975/T75


  >1000 lbs./1975/T75
  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs

  >1000 Ibs
./1975/T75

./1976/SRI

./1975/T75

./1975/T75

./1976/SRI

./1975/T75

./1975/T75

./1975/T75

./1975/T75

./1975/T75
  >1000 Ibs./1976/SRI

  >1000 lbs./1975/T75

  >1000 lbs./1975/T75

  >1000 lbs./1975/T75

  >1000 lbs./1975/T75
-------
                                                                                                        6/77
      Class:  Halogenated Hydrocarbons and Derivatives,  Halogenated Unsaturated Hydrocarbons







                HALOGENATED UNSATURATED HYDROCARBONS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS





      CAS No.        Chemical Name





      360894         Perfluorobutene-2



      513315         2,3-Dibromopropylene



      593613         Acetylene bromide



        —           Chloropentafluoropentene
 I
I-"

o
-------
                                                                 7/77
     b.  Class IVB:  Halogenated Methanes




     There are eight members of this class with an annual U.S. production




greater than one million pounds.  However, one of these, methyl bromide, is




used almost exclusively as a pesticide and will not be discussed further.




     Three of the chemicals are fluorocarbons which have been reviewed in




great depth in two reports prepared in 1975:  "Economic Significance of




Fluorocarbons," Office of Business Research and Analysis, Bureau of




Domestic Commerce, U.S. Department of Commerce (December 1975) and




"Preliminary Economic Impact Assessment of Possible Regulatory Action to




Control Atmospheric Emissions of Selected Hydrocarbons" (PB 247115) .  These




two reports cover so many facets of the subject that SRI felt that it would




be inappropriate to try to prepare a condensed version for this report.  The




information regarding uses of the fully halogenated fluorocarbons was




recently brought up to date as part of the notice of proposed rulemaking




which the EPA published in the Federal Register on May 13, 1977 (pp. 24542-




24549).  In view of the availability of these documents, it was felt that




the time and funds which would be required to prepare a market forecast on




the fluorocarbons would be better spent on other parts of this research




request.




     Because the other four chemicals have different use patterns, they will




be discussed individually.




     Carbon tetrachloride




     U.S. production of carbon tetrachloride in recent years has been as




follows  (millions of pounds):  1974 (1,163); 1975 (907);  and 1976  (850).




U.S. imports of carbon tetrachloride were 16.4 million pounds in 1975 and




7.0 million pounds in 1976.  U.S. exports totaled 27.2 million pounds in




1975 and 15.7 million pounds in 1976.







                                   4-141
-------
     The estimated U.S.  domestic consumption pattern for carbon tetrachloride




in 1975 was:   58% as an  intermediate for production of dichlorodifluoromethane;




35% as an intermediate for production of trichlorofluoromethane; and  7%  for




miscellaneous applications (includes exports, solvent uses, grain fumigation,




pesticides,  and formulation of gasoline additives).




     With 93% of carbon  tetrachloride consumption accounted for in the




production of two fluorocarbons, its future production levels are dependent




on the markets for these chemicals.   These two fluorocarbons have traditionally




been the two largest volume fluorocarbons and have found widespread use  as




aerosol propellants and  as refrigerants.  In recent years, they have been




under investigation because of concern about their potential effect on the




ozone level of the stratosphere.  As a consequence, several government agencies




have taken steps to reduce or ban their use in aerosols and restrictions on




their use as refrigerants are under study.




     U.S. consumption of carbon tetrachloride as a fumigant (principally for




grain)  is estimated to have been about 20 million pounds in 1975.  The




continued use as a fumigant is in doubt since the EPA has included carbon




tetrachloride in a list of pesticides which are candidates for an RPAR




action.  A notice of such action is required by October 1, 1977.  If the




action  is taken, the final outcome could be limitations or banning of carbon




tetrachloride as a pesticide.





     In the light of all of these developments, annual U.S. production of




carbon  tetrachloride is expected to continue the declines shown in 1975  and




1976.




     Methylene chloride





     U.S. production of this chemical  (which is also known as dichloromethane)




in recent years has been as follows  (millions of  pounds):  1974  (609);
                                  4-1^2
-------
1975 (497); and 1976  (537).  U.S. imports were only 12 million pounds  in




1974 and 1975 but increased to 42 million pounds in 1976.  U.S. exports




totaled 97 million pounds in 1975.




     The estimated  U.S. domestic consumption pattern for methylene chloride




in 1974 was:  43% as an ingredient of paint removers, 24% in solvent de-




greasing, 12% in plastics processing, and 21% as an aerosol vapor pressure




depressant and in other miscellaneous applications (e.g., mostly solvent




applications in the pharmaceutical, food, photography, and fiber industries).




     In early 1977, the consumption of methylene chloride was expected to




increase at an average  annual rate of 9% for the period  1974-1985.  This




projection was based largely on its potential use as an aerosol component




and as a blowing agent  for polyurethane foams, markets which have been




dominated by fluorocarbons in the past.  Methylene chloride is said to reduce




flammability of aerosols, help dissolve resins, and prevent valve clogging.




Its future growth in this market will probably depend to a considerable




degree on whether the present indications that it is not a threat to the




ozone layer and that it is not a carcinogen are substantiated by further tests.




     Methylene chloride is used in industrial paint removers where it offers




an advantage over alkaline products because it does not attack aluminum.




In household paint remover formulations, nonflammability and low toxicity




have helped it to dominate this market.   Although it has a low boiling point




and good stability which make it of interest for some metal cleaning




operations, apparently it is not expected to compete successfully with methyl




chloroform (1,1,1-trichloroethane)  for the bulk of this Market.




     Methyl chloride




     U.S. production of methyl chloride in recent years has been reported




as follows (millions of pounds):   1974 (493);  1975 (367); and 1976 (372).







                                  4-143
-------
These figures may be understatements of total production because some methyl




chloride is produced but not separated or measured and therefore not reported




by some producers.  Data on U.S.  imports and exports of methyl chloride  are





not available.




     Nearly all current U.S. production of methyl chloride is based on the




reaction of hydrogen chloride with methanol.  In several plants, the methyl




chloride may not be isolated before treatment with chlorine to produce methylene




chloride, chloroform, or carbon tetrachloride.  Excluding the methyl chloride




used in this manner, the estimated U.S. consumption pattern in 1974 was:




50% as an intermediate for production of silicones, 30% as a tetramethyl




lead intermediate, 5% as a catalyst solvent in butyl rubber manufacture, and




15% for miscellaneous uses  (e.g., production of methyl cellulose, N-methyl




quaternary ammonium compounds, methyl mercaptan, and pesticides).




     In 1976, future growth in methyl chloride demand was estimated at 6%




annually through 1980 by one source.  Any growth will largely depend on  the




consumption of silicones and tetramethyl lead.  New markets for silicones as




PCB replacements in electrical transformer, in brake fluids, and as elastomers




are developing which should increase methyl chloride consumption but continu-




ation of the decline in U.S. consumption of lead alkyls (see discussion  under




Ethyl chloride) will have the reverse effect.  Concern about the toxic properties




of the methanearsenate herbicides derived from methyl chloride has prompted the




EPA to put these chemicals on a list of candidates for RPAR action.  Such




action could lead to restrictions of their usage and reduce this market  for




methyl chloride  (which is estimated to have consumed 12 million pounds of




methyl chloride in  1974).
                                 4-144
-------
     Other methylating agents could be used to replace methyl chloride in most




of its applications but the potential substitutes  (e.g., dimethyl sulfate,




methyl bromide, methyl iodide) are much more expensive and have toxicity and




handling problems which make them less desirable.




     The silicones industry is based largely on the use of the various methyl




chloride-derived methyl chlorosilanes as intermediates.  Although chlorosilanes




having other substituents are produced commercially, it is not known whether




they can be used to produce polymers with the desired properties.  The




alternatives to lead alkyls such as tetramethyl lead are discussed above.




     Chloroform




     U.S. production of this chemical in recent years has been as follows




(millions of pounds):  1974 (302); 1975 (262); and 1976 (291).  U.S. imports




of chloroform were 1.5 million pounds in 1974 and 5.6 million pounds in 1975.




U.S. exports totaled 12.0 million pounds in 1975 and 19.4 million pounds in




1976.




     The estimated U.S. domestic consumption pattern for chloroform in 1974




was:  75% as an intermediate for the production of chlorodifluoromethane; and




25% in miscellaneous applications (e.g., in antibiotics purification and other




solvent uses, as an intermediate in the preparation of other chemicals, and




as an ingredient in fumigants).




     The level of future production of chloroform will depend largely on the




market performance of chlorodifluoromethane (Fluorocarbon 22).  This chemical




(which has been used largely as a refrigerant, as a blowing agent for plastics,




and as a chemical intermediate for the production of tetrafluoroethylene) was




being developed for use in consumer aerosols until late 1976 when tests indicated




that it might be mutagenic.  The EPA is reported to be considering regulations




to restrict emissions of fluorocarbons from refrigerants in the future.
                                  4-145
-------
     Three other recent developments with impact on other uses of chloroform




are that:   (1)  an RPAR action on the use of chloroform in pesticides was taken




in April 1976 but no final decision on registration has yet been reached;




(2) effective July 29, 1976,  the FDA banned the use of chloroform in drug




or cosmetics products; and (3)  in May 1977, OSHA announced that it would take




appropriate action on a petition to lower the standard for occupational




exposure.




     As discussed under Tetrafluoroethylene,  consumption of this monomer for




fluorocarbon resins is expected to increase in the future and this will require




larger amounts of chlorodifluoromethane for the synthesis.
                                 4-146
-------
                                                                                                        Revised 8/77
Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Methanes
                HALOGENATED METHANES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
                                             Annual
CAS No.
56235

75092

75718

74873

75694
67663

75456
74839

*
Taken
Values
Chemical Name
Carbon tetrachloride

Methylene chloride
(Dichlorome thane )
Dichlorodifluorome thane

Methyl chloride
(Chlorome thane)
Trichlorofluorome thane
Chloroform

Chlorodifluorome thane
Methyl bromide
(Bromome thane )
Prod . /Year/Source
907xl06 lbs./1975/T75

497xl06 lbs./1975/T75

393xl06 lbs./1975/T75
6
366x10 lbs./1975/T75

270xl06 lbs./1975/T75
262xl06 lbs./1975/T75

132xl06 lbs./1975/T75
36.0xl06 lbs./1975/SRI

Price*, C/lb.
14.5
(frt. alld.)
16 (T75)

41 (T75)

15 (works)

34 (T75)
20
(delivered)
79 (T75)
41
(frt. alld.)
Million $
132

79.5

161

54.9

91.8
52.4

104
14.8

from Chemical Marketing Reporter, April 25, 1977, reflecting the list prices prevailing for large
designated as coming from Synthetic Organic Chemicals, United States Production and Sales (T75) ,
Market Value,
                Dossiers

                I, II
                                                                                                            I, II


                                                                                                            I, II




                                                                                                            I

                                                                                                            I, II
 unit sales value which is calculated from total quantities sold  (the sum of the large quantities sold on a
 contractual basis and smaller quantities sold intermittently) and total sales value  (the sum of the values of
 sales at contract prices and list prices).
-------
                                                                                                 Revised 8/77
 Class:  Halogenated Hydrocarbons and Derivatives,  Halogenated Methanes

                HALOGENATED METHANES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
I
M
00
 CAS No.

 74884


 74953


 74975

 75116


 75274

 75434

 75467

 75478

 75616

 75627

 75638

 75729

75730

558134
 Chemical Name

 Methyl iodide
   (lodomethane)

 Dibromomethane
   (Methylene bromide)

 Bromochloromethane

 Diiodomethane
   (Methylene iodide)

 Bromodichloromethane

 Dichlorofluoromethane

 Trif1uoromethane

 lodoform

 Dibromodifluoromethane

 Bromotrichloromethane

 Bromotrifluoromethane

Chlorotrifluoromethane

Tetrafluoromethane

Tetrabromomethane
  (Carbon tetrabromide)
Annual Prod./Year/Source

18.9xl03 lbs./1973/T73


2.2xl03 lbs./1975/SRI


>1000 lbs./1975/T75

>1000 lbs./1975/T75


>1000 lbs./1976/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1976/SRI

>1000 lbs./1976/SRI

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1976/SRI
               Chlorofluoromethane
                                                                       >1000 lbs./1976/SRI
-------
                                                                                                      Revised  8/77



      Class:  Halogenated Hydrocarbons  and Derivatives, Halogenated Methanes



                        HALOGENATED METHANES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS



      CAS No.        Chemical Name



      75252          Tribromomethane



                     Bromotrifluoromethane



                     Carbon  tetraiodide



                     Dichloroiodomethane



*>      —            Difluoromethane
i
-------
                                                                     8/77
     c.    Class  IVC:   Halogenated Aryl  Derivatives^









     Twenty-seven members  of this class have an annual U.S. production




greater than one million pounds.   However,  twenty-one of these chemicals




are used almost  exclusively as  pesticides and will not be discussed




further.  Because the six  remaining chemicals have different use




patterns, they will be discussed individually.




     Monochlorobenzene




          U.S. production  of monochlorobenzene (also known as chloro-




     benzene) in recent years has been  as follows (millions of pounds):




     1974—379;  1975—306; and  1976—329.  U.S. imports through principal




     U.S. customs districts totaled 1.49 million pounds in 1974 and 8.37




     million pounds  (principally from  Poland) in 1975.  Data on U.S.




     exports of  monochlorobenzene are not available.




          The U.S. consumption  pattern  for monochlorobenzene in 1974




     was: solvent applications  (e.g., for pesticides; in degreasing




     operations), 49%; intermediate for chloronitrobenzenes  (dye and




     pesticide intermediates),  30%; intermediate for diphenyl oxide, 8%;




     intermediate for DDT, 7%;  and other uses, 6%.  Consumption of mono-




     chlorobenzene is expected  to grow  at an average annual rate of 1-2%,




     provided governmental regulations  do not significantly restrict its




     use as a solvent for  pesticides.
                                 4-150
-------
     In the absence of information on the specific solvent uses of




monochlorobenzene, the availability of substitutes for this use




cannot be determined.  In the uses as an intermediate, substitutes




are generally not available, but substitutes are available in some




cases for the end products.  Thus, the nitrochlorobenzenes are




used to make nitrophenols, which in turn are used to make phosphate




and carbamate insecticides for which there are substitutes.  U.S.




production of DDT is essentially all exported for public health




uses, an application where DDT appears to be the preferred agent in




spite of concern over its environmental effects.




alpha-Chlorotoluene




     U.S. production of alpha-chlorotoluene (more commonly known




as benzyl chloride) in recent years is estimated to have been as




follows  (millions of pounds) :  1974—99; 1975 — 70; and 1976—90.




Data on U.S. imports and exports are not available but imports and




exports are believed to be minor.




     The U.S. consumption pattern for alpha-chlorotoluene in 1975




is estimated to have been as follows: intermediate for n-butyl




benzyl phthalate, 67%; intermediate for benzyl alcohol, 13%; inter-




mediate for quaternary ammonium compounds, 12%; intermediate for




benzyl acetate, 2%; and other applications, 6%.




     U.S. consumption of alpha-chlorotoluene is expected to grow at




an average annual rate of 5-7% through 1980.
                             4-151
-------
     n-Butyl benzyl phthalate is a polyvinyl chloride plasticizer




primarily used in vinyl flooring.   U.S. production is expected to




grow 5-6% per year over the next few years.  n-Butyl benzyl phthalate




is often used in conjunction with di(2-ethylhexyl)phthalate, the




most widely used general polyvinyl chloride plasticizer, and




di (2-ethylhexyl)phthalate is probably a likely substitute  for it.




     Benzyl alcohol, which can also be produced by the catalytic




reduction of benzaldehyde, is chiefly used as a textile dye assistant




for nylon and wool.  It is also used for the manufacture of esters,




photographic chemicals, perfumes, cosmetics, and Pharmaceuticals.




Because  demand  for benzyl alcohol is declining in the textile




industry, alpha-chlorotoluene consumption  for its manufacture may




have  dropped dramatically by 1980.




      alpha-Chlorotoluene is used to manufacture quaternary ammonium




compounds  (e.g., dodecyldimethyl benzyl quaternary ammonium chloride)




which are used  as  germicides, to sanitize  food processing  equipment,




and as algicides in residential swimming pools.  Small amounts are




used  as  hair conditioners, dispersing  agents, preservatives for




emulsion paints, emulsifying and demulsifying agents, wetting agents,




 in room deodorizers, and in the production  of surface-modified clays.





      Benzyl acetate, which can also  be manufactured  from benzyl




 alcohol, is used in perfumes and  as  a high boiling  solvent for




 resins, oils,  lacquers, polishes,  and inks.
                             4-152
-------
     Other applications for alpha-chlorotoluene include its use in




the manufacture of a variety of esters(used in the pharmaceutical,




flavor, and perfume industries); benzylamine (used as a dye and




pharmaceutical intermediate);  benzyldimethylamine (a dehydrogenation




catalyst); and as a dye intermediate for triphenylmethane dyes.





ortho-Pichlorobenzene




    U.S. production of o-dichlorobenzene in 1975 was 54.7 million




pounds, and 1976 production is estimated to have been 85 million




pounds.  Reported production of dichlorobenzenes was understated




in 1975 because all producers did not report to the U.S. International




Trade Commission.  U.S. imports of o-dichlorobenzene through princi-




pal U.S. customs districts totaled 1.63 million pounds in 1974 and




110 thousand pounds in 1975 (when a reported 2.6 million pounds of




"o-dichlorobenzene, mixed" was also imported).  Combined U.S.




exports of all dichlorobenzenes amounted to 981 thousand pounds in




1975 and 2.58 million pounds in 1976.




    The estimated U.S. consumption pattern for o-dichlorobenzene in




1975 was: 65% in organic synthesis (mainly for 3,4-dichloroaniline);




15% as a toluene diisocyanate process solvent, 10% for miscellaneous




solvent usage  (e.g., paint removers, engine cleaners, and de-inking




solvents), 5% in dye manufacture, and 5% for miscellaneous uses.





     Future growth in production of o-dichlorobenzene will depend




principally or. the markets for the organic chemicals which are manu-




factured  from it. The single most important derivative is believed to
                             4-153
-------
be 3,4-dichloroaniline,  which is a key intermediate in the manufacture




of the amide herbicide,  propanil (3',4'-dichloropropionanilide), and




the two urea herbicides, diuron (3-[3,4-dichlorophenyl]-1,1-dimethyl-




urea) , and neburon (l-n-butyl-3-[3,4-dichlorophenyl]-1-methylurea).




Propanil is the most important of these, with an estimated 1975 U.S.




consumption of 9 million pounds.  It is all used on rice and represents




over 70% of the total U.S. rice herbicide market (where it competes




mainly with a thiocarbamate herbicide, molinate)   Estimated 1975




U.S. consumption of diuron was 4.5 million pounds  (mostly in non-




agricultural uses) and 1975 consumption of neburon is believed  to have




been less than 100 thousand pounds.




     Monochlorobenzene is  also presently being used as  a solvent in the




toluene diisocyanate process.   High prices for benzene and chlorine




have made o-dichlorobenzene an expensive solvent and cheaper substi-




tutes may start to replace it in this end use market




     o-Dichlorobenzene is used to manufacture three dyes; C.I.




Mordant Red 27, C.I. Direct Blue 108, and C.I. Direct Violet 54.




C.I. Direct Blue 108 is also presently produced by a methods not using




o-dichlorobenzene.  C.I.  Direct Violet 54 is also produced by a method




using nitrobenzene in place of o-dichlorobenzene.  No substitute is




presently known for o-dichlorobenzene in the manufacture of C.I.




Mordant Red 27.




para-Dichlorobenzene





     U.S. production of p-dichlorobenzene was 45.8  million pounds




in  1975, and 1976 production is estimated to have  been 70 million
                            4-154
-------
pounds.  Reported production of dichlorobenzenes was understated in




1975 because all producers did not report to the U.S. International




Trade Commission.  Data on U.S. imports of p-dichlorobenzene are




not available.  Combined U.S. exports of all dichlorobenzenes amounted




to 981 thousand pounds in 1975 and 2.58 million pounds in 1976.




     The estimated U.S. consumption pattern for p-dichlorobenzene




in 1975 was: 50% as a space odorant; 40% for moth control; and 10%




for miscellaneous uses.




     Future growth in p-dichlorobenzene demand through 1980 is




expected to be minimal.  As a space odorant, p-dichlorobenzene is




used to mask odors in toilets and in garbage and refuse containers.




o-Dichlorobenzene can be used as a substitute for p-dichlorobenzene




in this end use.  Although refined naphthalene has been widely used




for moth control, increased acceptance of p-dichlorobenzene has




resulted in a decline in the demand for naphthalene for this end




use.  The substitution of synthetic fibers for wool has resulted in




a general decline in demand for all moth control agents in recent




years, and this will probably continue.




N-Acetylsulfanilyl chloride




    U.S. production of N-acetylsulfanilyl chloride was 5.6 million




pounds in 1974 and 4.1 million pounds in 1975.  No sales were repor-




ted to the U.S. International Trade Commission by the manufacturers,




indicating that this chemical is used captively as an intermediate




for the production of other chemicals.  U.S. imports through the
                            4-155
-------
principal U.S.  customs districts were 2 thousand pounds in 1974 and




529 thousand pounds in 1975.   Data on U.S.  exports are not available.




     The only known use for N-acetylsulfanilyl chloride is as an




intermediate in the production of sulfa drugs such as sulfadiazine,




sulfathiazole,  sulfanilamide,  and sulfamethazine. Annual production




of the sulfa drugs averaged 6  million pounds during 1971-1975, with




extremes of 7.1 million pounds in 1974 and 4.7 million pounds in




1975.  No significant change in the future level of production of




sulfa drugs is indicated.  Other N-acylsulfanilyl chlorides can be




substituted for the N-acetyl intermediate.   Also, p-Nitrobenzene-




sulfonyl chloride can be used instead of the N-acylsulfanilyl chlorides,




followed by reduction of the nitro group to give the respective




sulfa drugs.  Either of these alternate methods of production would




be more costly than the current process using N-acetylsulfanilyl




chloride.




 (Mixed alkyDphenoxypoly (ethyleneoxy) ethyl chloride




     Data on U.S. production of this chemical are not reported be-




cause it is manufactured commercially by only one U.S. company. Data




on U.S. imports and exports are also not available.




     U.S. annual production is estimated to greater than 1 million




pounds primarily on the basis that this chemical is believed to be




an important ingredient in some of the major brands of household




automatic dishwasher  detergents.  The structure of this chemical  is




identical with that of the major nonionic surfactants, the ethoxylated
                            4-156
-------
(mixed alkyl)phenols,  except that the hydroxyl group at the end of




the polyoxyethylene chain has been replaced by chlorine.  This one




difference is the basis for the use of this chemical in the dishwasher




detergent application.  It retains much of the surface-active proper-




ties of the ethoxylated alkyl phenols, but creates far less foam—a




property which is extremely desirable in a dishwasher detergent.  It




is believed that two other related compounds, (mixed alkyl)phenol,




butyl ether, and nonylphenoxypoly(ethyleneoxy)ethyl iodide,  plus a




fatty alcohol derivative, decyloxypoly(ethyleneoxy)ethyl chloride,




are also used in dishwasher detergents for the same purpose but this




could not be verified.
                             4-157
-------
                                                                                                       Revised 8/77
    Class:  Halogenated Hydrocarbons and Derivatives,  Halogenated  Aryl  Derivatives
                 HALOGENATED ARYL DERIVATIVES  WITH ANNUAL  PRODUCTION GREATER THAN ONE MILLION POUNDS
 I
f—'
co
    CAS No.      Chemical Name

 NF  108907      Monochlorobenzene

    100447      alpha-Chlorotoluene
                  (Benzyl chloride)

    15972608     2-Chloro-2' , 6'-diethyl-N-
                  (methoxymethyl)-acetanilide
                  (alachlor)

    94757        2,4-Dichlorophenoxyacetic acid
                  (2,4-D)

NF  95501       o-Dichlorobenzene

NF  106467      p-Dichlorobenzene

   87865       Pentachlorophenol  (PCP)

   1918167     2-Chloro-N-isopropylacetanilide
                 (Propachlor)

   133904      2,5-Dichloro-3-aminobenzoic acid,
                 ammonium salt
                 (amiben)

   93765       2,4,5-Trichlorophenoxyacetic acid
                 (2,4,5-T)

  330552       3-(3,4-Dichlorophenyl)-1-methoxy-
                 1-methylurea
                 (linuron, Lorox®)
Annual
Prod./Year/Source

306xl06 lbs./1975/T75

90xl06 lbs./1976/SRI
81x10  lbs./1975/SRI
  (consumption)
59x10  lbs./1974/SRI
55xl06 lbs./1975/T75

46xl06 lbs./1975/T75

39xlOG lbs./1975/T75

llxlO6 lbs./1975/SRI
  (consumption)

lOxlO6 lbs./1975/SRI
  (consumption)
6.7x10  lbs./1975/SRI
  (consumption)

5.4xl06 lbs./1975/SRI
  (consumption)
Price*, C/lb.

26 (frt.alld.)

37 (frt.alld.)
83 (works, frt.
    equald.)

31 (frt.alld.)

22 (works)

42 (frt.alld.)

P
112 (works)
                                                                                               Market Value,
                                                                                               Million $       Dossiers
80

33
49


17

10

16
7.5
                                                                                                                     I

                                                                                                                     I,II
                                    IA
-------
                                                                                                     Revised  8/77
Class:  Halogenated Hydrocarbons  and Derivatives,  Halogenated Aryl  Derivatives
I
I-1
Cn
HALOGENATED ARYL DERIVATIVES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS  (continued)


                                                                    Price*,
CAS No.     Chemical Name

1861321     Dimethyl-2,3,5,6-tetrachloro-
              terephthalate
              (DCPA, Daethai®)

330541      3-(3,4-Dichlorophenyl)-l-l-
              dimethyl urea
              (diuron)

121608      N-Acetylsulfanilyl chloride

94746       4-Chloro-2-methylphenoxy-
              acetic acid
              (MCPA)

1897456     2,4,5,6-Tetrachloroisophthalo-
              nitrile
              (Chlorothalonil)

1918009     3,6-Dichloro-2-anisic acid
              (dicamba, Banvel®)

82688       Pentachloronitrobenzene
              (PCNB, Terraclor®)

93721       2-(2,4,5-Trichlorophenoxy)
              propionic acid
              (plus esters and salts)
              (Silvex)

133073      N-Trichloromethylthio-
              phthalimide
              (Folpet, Phaltan®)
                                                        Annual
                                                        Prod ./Year/Source
                                                        4.6xl0  lbs./1975/SRI
                                                          (consumption)
                                                        4.5x10  lbs./1975/SRI
                                                          (consumption)


                                                        4.1xl06 lbs./1975/T75

                                                        3.9xl06 lbs./1975/SRI
                                                          (consumption)
                                                        3.5x10  lbs./1975/SRI
                                                          (consumption)
                                                        2.8x10  lbs./1975/SRI
                                                          (consumption)

                                                        2.3xl06 lbs./1975/SRI
                                                          (consumption)

                                                        2xl06 lbs./1975/SRI
                                                          (consumption)
                                                        1.8x10  lbs./1975/SRI
                                                          (consumption)
Market Value,
Million $	   Dossiers
                 IA
               IA, I, II


                 I, II
-------
                                                                                                           Revised 8/77
       Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Aryl Derivatives
             HALOGENATED ARYL DERIVATIVES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS (continued)
 I
J—'
o
 CAS No.      Chemical Name

 6164983      N'-(4-Chloro-o-tolyl)-N,N-
               dimethyl-formanidine
               (chlordimeform)

 786196      5-((p-Chlorophenylthio)methyl)
               0,0-diethyl phosphorodithioate
               (carbophenothion)

 101213      Isopropyl  m-chlorocarbanilate
               (Chlorpropham)

 299843      Dimethyl 2,4,5-trichlorophenyl
               phosphoro thionate
               (Ronnel)

299865      4-tert-Butyl-2-chlorophenyl-O-
              methyl methyl phosphoroamidate
               (Crufornate)

13360457    3-(4-Bromo-3-chlorophenyl)-1-
              methoxy-1-methylurea
               (chlorbromuron)

            (Mixed alkyl)phenoxypoly(ethy-
              leneoxy)  ethyl chloride
                                                        Annual
                                                        Prod./Year/Source

                                                        1.3xl06 lbs./1974/SRI
                                                          (consumption)
                                                        1.2x10  lbs./1974/SRI
                                                          (consumption)
                                                        1.1x10  lbs./1974/SRI
                                                          (consumption)

                                                        l.lxlO6  lbs./1974/SRI
                                                          (consumption)
                                                        1x10   lbs./1974/SRI
                                                          (consumption)
                                                        1x10  lbs./1975/SRI
                                                          (consumption)
                                                        >lxlO   lbs./1976/SRI
Price*, C/lb.

P
Market Value,
Million $	
                                 Dossiers
                 I, II
       Taken from Chemical Marketing Reporter, April  25,  1977,  reflecting the list prices prevailing for large lots.
       Since many of these chemicals  (indicated by p  in price  column)  find use only as pesticides, no additional
       effort was made to obtain prices for  them.
     NF Indicates halogenated aryl compounds having no other  functional groups.
-------
                                                                                                   Revised 8/77
Class:  Halogenated Hydrocarbons  and  Derivatives,  Halogenated Aryl  Derivatives

            HALOGENATED ARYL  DERIVATIVES WITH ANNUAL  PRODUCTION  GREATER THAN ONE  THOUSAND POUNDS
I
I-1
-------
                                                                                                     Revised 8/77

    Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Aryl Derivatives

             HALOGENATED ARYL DERIVATIVES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
 I
H
O>
    CAS No.        Chemical Name

    94815          4-(2-Methyl-4-chlorophenoxy)butryic acid
                      (MCPB)

                   2,5-Dichloro-4-(3-methyl-5-oxo-2-pyrazolin-l-yl)-
                     benzenesulfonic acid

    827941         2,6-Dibromo-4-nitroaniline

    113928         Chlorpheniramine maleate

     —            p- (Ethyl (2-hydroxyethyl)amino)benzenediazonium
                     chloride

    56757           Chloramphenicol

 NF  87821           Hexabromobenzene

 NT  95465           o-Bromotoluene

    104836          p,alpha-Dichlorotoluene

 NF  106387          p-Bromotoluene

 NF  106398          Bromochlorobenzene

 NF  106434          p-Chlorotoluene

 NF  108418          m-Chlorotoluene

NF  108861          Bromobenzene

NF  118741          Hexachlorobenzene

NF  26249127        Dibromobenzene
Annual Prod./Year/Source

lOOxlO3 lbs./1975/SRI  (consumption)


SOxlO3 lbs./1975/T75


40xl03 lbs./1975/T75

36xl03 lbs./1975/SRI

20xl03 lbs./1975/T75


13xl03 lbs./1974/SRI  (sales)

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75
-------
                                                                                                          Revised  8/77


         Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Aryl Derivatives


                  HALOGENATED ARYL DERIVATIVES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)


         CAS No.        Chemical Name                                          Annual Prod./Year/Source


      NF  —            l-Bromo-2,4,6-triethylbenzene                          >1000 lbs./1975/T75


                        p-Chloro-a,a,a-trifluorotoluene                        XLOOO Ibs./1975/T75


                        Dichlorobenzyl chloride                                >1000 lbs./1975/T75


      NF  —            2,6-Dichlorotoluene                                    >1000 Ibs./1975/T75


                        Ethylbenzyl chloride                                   >1000 Ibs./1975/T75


                        Nonylphenoxypoly(ethyleneoxy)ethyl iodide              >1000 Ibs./1975/T75
*>
i
cfl     NF  —            Tetrabromo-o-chlorotoluene                             >1000 lbs./1977/SRI
U)

                        a,2,4-Trichlorotoluene                                 >1000 Ibs./1975/T75
         NF
           Indicates halogenated aryl compunds having no other functional groups.
-------
                                                                    7/77
     d.   Class IVD:   Halogenated Polyaromatics




     There are five  members  of  this class with an annual U.S. production




level of one million pounds  or  more.   Four of these chemicals are used




almost exclusively as pesticides and will not be discussed further.  The




remaining member of this class,  the polychlorinated biphenyls (PBCs) has




been reviewed in great depth by an EPA contractor and the final report of




this review, "PBCs in the United States — Industrial Use and Environmental




Distribution" (PB-252012),  covers so many facets of the subject that




preparation of a condensed version for this report was deemed inappropriate




The information regarding uses  of PBCs was recently updated as part of the




notice of proposed rule making  which the EPA published in the Federal




Register on May 24,  1977 (pp. 26564-26577) .  In view of the availability




of these two documents, it was  felt that the time and funds which would




be required to prepare a market forecast on PBCs would be better spent on




other parts of this research request.




     Prior to 1975,  hexabromobiphenyl (frequently referred to as poly-




brominated biphenyls or PBBs) were also produced at levels exceeding




one million pounds per year.  One company reportedly produced




11 million pounds of PBBs from 1970 to 1974.  This chemical, a flame




retardant, was accidentally fed to cattle in 1973 and found its way




into the food chain.  One aftereffect of this incident was that the




company stopped production of PBBs in late 1974 or early 1975.  The




related octabromo- and decabromo-biphenyls are still produced by another




company but the quantity made is believed to be much less than the amount




of the hexabromobiphenyl produced in earlier years.
                                 4-164
-------
                                                                                                         Revised 8/77
     Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Polyaromatics
I
H
Ul
                                    HALOGENATED POLYAROMATICS WITH ANNUAL PRODUCTION

                                            GREATER THAN ONE MILLION POUNDS
     CAS No.     Chemical Name

     50293       Dichlorodiphenyltrichloroethane
                   (DDT)

NF   1336363     Polychlorinated biphenyls
     72435       1,1,l-Triohloro-2,2-bis(p-meth-
                   oxyphenyl)ethanol
                   (Me thoxychlor)

     115322      4,4'-Dichloro-alpha-trichloro-
                   methylbenzhydrol
                   (dicofol, Kelthane®)

     1982474     3-(p-(p-Chlorophenoxy)phenyl)-
                   1,1-dimethylurea
                   (chloroxuron)
Annual
Prod./Year/Source

SOxlO6 lbs./1975/SRI
40.4x10  lbs./1974/
PCBt

3.4x10  lbs./1974/SRI
  (consumption)
2.6x10  lbs./1974/SRI
  (consumption)
1x10  lbs./1975/SRI
  (consumption)
                                                                                 Price*, C/lb.

                                                                                 34  (delivered)
Market Value,
Million $      Dossiers
   17
                                                                                 166
   5.6
               IA, I, II
                                                                                                                    IA
                                                                                                                     IA
      Taken from Chemical Marketing Reporter, April 25, 1977, reflecting the list prices prevailing for large lots.
      Since some of these chemicals (indicated by p in price column) find use only as pesticides, no additional effort
      was made to obtain prices for them.

     tPCBs in the United States — Industrial Use and Environmental Distribution, U.S. Environmental Protection Agency,
      PB-252012 (February 25, 1976).
   NF Indicates halogenated polyaryl compounds having no other functional groups.
-------
                                                                                      Revised 8/77
         Class:   Halogenated  Hydrocarbons and Derivatives, Halogenated Polyaromatics


                                      HALOGENATED POLYAROMATICS WITH ANNUAL PRODUCTION

                                              GREATER THAN ONE THOUSAND POUNDS
 i
H
a\
Cf\
 CAS No.        Chemical Name

 81492          l-Amino-2,4-dibromoanthraquinone

 1836755        2,4-Dichlorophenyl p-nitrophenyl ether (Tok®)

                l-Amino-2-bromo-4-hydroxyanthraquinone

 42576023       Methyl-5-(2,4-dichlorophenoxy)-2-nitrobenzoate

                2-Chloroanthraquinone

 568638         Erythrosine
                  (F.D.SC.  Red.  No.  3)

 72560           l,l-Dichloro-2,2-bis(p-ethylphenyl)ethane (88%)
                  (Perthane®)

 70304           2,2'-Methylene bis(3,4,6-trichlorophenol)

                1-Chloroanthraquinone

116290          4'-Chlorophenyl-2,4,5-trichlorophenyl  sulphone
                  (tetradifon)

2536314         Methyl-2-chloro-9-hydroxyfluorene-9-carboxylate
                  (chloroflurenol)

81969           3-Bromo-7H-benz(DE)anthracen-7-one
                  (3-Bromobenzanthrone)
                                                                         Annual Prod./Year/Source

                                                                         857xl03 lbs./1974/T74
                                                                         800x10  lbs./1975/SRI (consumption)
                                                                         643x10  lbs./1975/T75
                                                                         400x10  lbs./1975/SRI  (consumption)

                                                                         254xl03 lbs./1971/SRI
                                                                         203x10  lbs./1972/T72
                                                                         200x10  lbs./1974/SRI  (consumption)
                                                                         200x10  lbs./1975/SRI  (consumption)

                                                                         114xl03 lbs./1972/SRI

                                                                         100x10  lbs./1974/SRI  (consumption)
                                                                         100x10  lbs./1975/SRI  (consumption)
                                                                         54x10  lbs./1975/T75
-------
                                                                              Revised 8/77
Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Polyaromatics


                              HALOGENATED POLYAROMATICS WITH ANNUAL PRODUCTION

                                 GREATER THAN ONE THOUSAND POUNDS  (continued)
I
I-1
01
CAS No.

152750




81287

81981

86522

92046

134838
Chemical Name

Eosine Acid
   (D.&C. Red No. 21)

l-Chloro-2-methylanthraquinone

5,14-Dichloroisoviolanthrone

3,9-Dibromo-7H-benz(DE)anthracen-7-one

a-Chloromethylnaphthalene, crude

2-Chloro-4-phenylphenol

Chloro(p-chlorophenyl)phenylmethane

5(and 8)-Amino-8(and 5)-bromo-9,10-dihydro-9,
  10-dioxo-l,6(and 1,7)-anthracene disulfonic
  acid

l-Amino-4-bromo-9,10-dihydro-9,10-dioxo-2-
  anthracene sulfonic acid and sodium salt

l-Amino-2-bromo-4-para-toluidinoanthraquinone

l-Amino-5-chloroanthraquinone

2-Amino-l-chloroanthraquinone

l-Amino-2-chloro-4-hydroxyanthraquinone
Annual Prod./Year/Source

25xl03 lbs./1975/T75


13xl03 lbs./1975/T75

>1000 lbs./1974/T74

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75



>1000 lbs./1975/T75


>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75
-------
                                                                                      Revised 8/77
        Class:  Halogenated Hydrocarbons and Derivatives, Halogenated Polyaromatics


                                      HALOGENATED POLYAROMATICS WITH ANNUAL PRODUCTION

                                       GREATER THAN ONE THOUSAND POUNDS (continued)
        CAS No.
 I
I-1
ro
      NF  —
      NF  —
     NF  —
 Chemical Name

 l-Amino-2,4-dibromoanthraquinone

 l-Amino-2,4-dichloroanthraquinone

 l-Benzamido-4-bromoanthraquinone

 l-Benzamido-4-chloroanthraquinone

 1,4-Bis(5-chloro-l-anthraquinonylamino)
   anthraquinone mixture with  1,4-Bis
   (1-anthraquinonylamino)anthraquinone

 l-Bromo-4-(methylamino)anthraquinone

 1-Bromonaphthalene

 Chlorobenzathrone

 Chloronaphthalenes

 l-Chloro-5-nitroanthraquinone

 4-Chloro-alpha-phenyl-ortho-cresol

 Decabromobiphenyl or ether

1,4-Diamino-2,3-dichloroanthraquinone
Annual Prod./Year/Source

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75
>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs
./1974/T74

./1975/T75

./1975/T75

./1975/T75

./1975/T75

./1975/T75

./1977/SRI*

./1975/T75
-------
I
M
cn
                                                                                       Revised 8/77




         Class:  Halogenated  Hydrocarbons  and  Derivatives,  Halogenated  Polyaromatics




                                       HALOGENATED  POLYAROMATICS  WITH ANNUAL  PRODUCTION



                                        GREATER THAN  ONE  THOUSAND  POUNDS  (continued)




         CAS No.         Chemical  Name                                      Annual  Prod./Year/Source



                        1,5-Dichloroanthraquinone                         >1000 lbs./1974/T74



                        l,5(and 1,8)-Dichloroanthraquinone                >1000 lbs./1974/T74



                        Dichlorobenzanthrone                               >1000 lbs./1975/T75



     NF   —            Octabromobiphenyl                                  >1000 lbs./1977/SRI*



                        1,4,5,8-Tetrachloroanthraquinone                   >1000 lbs./1974/T74
        *
         One company produced  approximately  100,000  pounds  of  decabromobiphenyl  and  Octabromobiphenyl  in 1970-1973.



        NF Indicates halogenated polyaryl  compounds having no other  functional  groups.
-------
                                                                                       Revised 8/77
         Class:  Halogenated Hydrocarbons and Derivatives
                                      HALOGENATED POLYAROMATICS WITH ANNUAL PRODUCTION


                                                LESS THAN ONE THOUSAND POUNDS
         CAS No.        Chemical Name


         8134 5          5,13-Dibromo-8,16-pyranthrenedione


      NF 36355018       Hexabromobiphenyl
I
M

O
        NF Indicates halogenated polyaryl  compounds having no other functional groups.
-------
                                                                       7/77
     5.    Class V:   Hydrazines, Hydroxy1amines,  and Carbamates




     a.    Class VA:   Hydrazines




     Of the six chemicals in this class that have an annual production




greater than one million pounds, three — maleic hydrazide, rnetribuzin,




and Amitrole — find use only as pesticides and will not be discussed




further.







     Hydrazine and Hydrazine Hydrate




     These chemicals will be discussed together, since commercial pro-




duction of hydrazine results in the hydrated form which then is distilled




if anhydrous hydrazine is desired.  The combined production of hydrazine




and hydrazine hydrate has been estimated to have been 37 million pounds




in 1974.   Separate U.S. imports and exports data for these compounds are




not available.




     Approximately 60% (22 million pounds) of the 1974 production was




consumed in the anhydrous form as a storable liquid rocket fuel.  Of the




remaining 40%  (15 million pounds), approximately 10.4 million pounds (28%




of total consumption) were used as a corrosion inhibitor (where it functions




as an oxygen scavenger) for boiler water treatment for power utilities,




pulp and paper mills, textile mills, and chemical processing plants, and




as a chemical intermediate in the production of chemical blowing agents




(e.g., 2,2'-azobis(isobutyronitrile), benzenesulfonic acid hydrazide




(Porofor BSH), and p,p'-oxybis(benzenesulfonhydrazide)) used in the produc-




tion of foamed plastics, especially polyvinyl chloride.  Approximately




1.1 million pounds (3% of total consumption) were used in the manufacture




of herbicides  (e.g., maleic hydrazide and metribuzin) and the remaining
                                 4-171
-------
3.3 million pounds (9% of total consumption)  were consumed in a number




of applications including as an intermediate in the manufacture of pharma-




ceuticals (e.g.,  isoniazid and hydralazine),  as a chemical agent for




chromium reduction in process wastes,  and as a corrosion inhibitor in




the petroleum industries.  The demand for hydrazine for both the U.S.




and world markets is expected to increase 15 to 17% a year (average for




all uses) until 1985.




     Possible substitutes for hydrazine rocket fuels include RP-1  (a hydro-




carbon fuel with a hydrogen/carbon ration of 2.0), liquid oxygen and liquid




hydrogen  (these are not storable),  and solid rocket fuels  (used in small




ballistic missiles).  However, hydrazine combines storability with high




specific impulse, so a direct substitute without loss of performance for




some military applications is not presently available.




     Sodium sulfite is also used in boiler water to control corrosion but




a soluble salt results from its reaction with oxygen, necessitating more




frequent blowdowns to avoid exceeding permissible total dissolved solids




 (TDS)  specifications  for the boiler.  Hydrazine reacts with dissolved




oxygen to produce nitrogen and water, and therefore does not contribute




any dissolved  solids.





     In  its usage as  a chemical  intermediate in the production of pharma-




ceuticals, blowing agents, and herbicides, there do not appear to be any




substitute chemicals  for hydrazine.  However, there are other blowing




agents (dinitrosopentamethylenetetramine, azobisformamide, and N,N'-




dimethyl-N,N'-dinitrosoterephthalamide) which could be used to replace




hydrazine-derived blowing agents depending upon desired properties  and




application of the  foamed polymer.  In  the pharmaceutical  manufacture
                                 4-172
-------
application, there are other non-hydrazine-derived products with similar




pharmacological activity which could presumably be substituted by a com-




petent physician.  Similarly, there are other non-hydrazine-derived herbi-




cides which probably could be substituted for metribuzin  (e.g., Amiben )




and for maleic hydrazide (e.g., n-decanol).




     Other chemicals presently used to reduce chromium in process wastes




include SC>2, sodium sulfite, and iron filings.






     Hydrazobenzene




     The production of hydrazobenzene in 1975 is estimated to have been




1.2 million pounds.  There were no U.S. imports or exports of hydrazo-




benzene reported in 1975.




     In the past, hydrazobenzene was formed by the reduction of nitro-




benzene during the manufacture of benzidine.  However, because of the




OSHA regulation covering the manufacture of benzidine, the reaction is




now stopped at the hydrazobenzene step.  The hydrazobenzene is then sold




to dye manufacturers who convert it in closed systems to benzidine which




is then further converted to one of the more than 250 benzidine-based




dyes and pigments currently in use.




     Possible substitute dyes for benzidine-based dyes include those




produced from substituted anilines or tolidines, but the resultant products




may not have as brilliant color nor be so resistant to light and washing.




     Since the demand for dyes and pigments is expected to rebound from




recent setbacks, demand for benzidine, and thus hydrazobenzene, is expected




to increase.  No information is available on which to base a quantitative




forecast.
                                 4-173
-------
                                                                                                       7/77
 Class:   Hydrazines, Hydroxylamines, and Carbamates: Hydrazines
                      HYDRAZINES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
CAS Np_._        Chemical Name

302012         Hydrazine

7803578        Hydrazine hydrate

123331         Maleic hydrazide

21087649       Metribuzin
61825          3-Amino-l,2,4-triazole
                 (Amitrole)

122667         Hydrazobenzene
Annual
Prod./Year/Source
37xl06 lbs./1974/SRI
 5.8xl06 lbs./1974/T74

 3.1xl06 lbs./1975/SRI
   (consumption)

 1.4xl06 lbs./1975/SRI
   (consumption)

 1.2xl06 lbs./1975/SRI
   (consumption)
Price ,  C/lb.
  160 (85%)
  254 (T74)
Market Value,
Million $       Dossiers
                     70
    14.7
                I, II
                                 IA, I, II
  Taken  from  Chemical  Marketing Reporter,  April 25,  1977, reflecting the list prices prevailing for large lots.
  Values designated  as coming from Synthetic Organic Chemicals, United States Production and Sales  (T74), are
  unit sales  value which  is  calculated from total quantities sold (the sum of the large quantities sold  on a
  contractual basis  and smaller quantities sold intermittently) and total sales value  (the sum of the values of
  sales at contract  prices and  list prices).
-------
                                                                                                  7/77
Class:  Hydrazines, Hydroxylamines, and Carbamates:  Hydrazines
CAS No.
                      HYDRAZINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
               Chemical Name
1698608
50339
129204
54853
57147
i
tl 57567
Ul
57965
59632
59870
59881
67209
67287
67458
80171
(G\
Pyrazon (Pyramin )
fS\
Phenylbutazone (Butazolidin )
4-Butyl-l- (p-hydroxyphenyl) -2-phenyl-3 , 5'
pyrazolidinedione
(oxyphenbutazone )
Isoniazid
1 , 1-Dimethylhydrazine
(unsym-Dimethylhydrazine, UDMH)
Hydrazine carboxamide
(semicarbazide, aminourea)
Sulfinpyrazone (Anturane®)
Isocarboxazid
Nitrofurazone
Phenylhydrazine hydrochloride
Nitrof urantoin
Nihydrazone
Furazolidone
Benzenesulfonic acid hydrazide
                                                                      Annual Prod./Year/Source




                                                                         5xl05 lbs./1975/SRI  (consumption)




                                                                        <5.5xl04 lbs./1974/SRI  (sales)




                                                                        <2.2xl04 lbs./1974/SRI  (sales)










                                                                        >1000 lbs./1975/T75  (Stage  I, II dossiers)




                                                                        >1000 lbs./1977/SRI  (Stage  I, II dossiers)







                                                                        >1000 lbs./1977/SRI
                 (Porofor BSH®)
                                                                        >1000 Ibs




                                                                        >1000 Ibs




                                                                        >1000 Ibs




                                                                        >1000 Ibs




                                                                        >1000 Ibs




                                                                        >1000 Ibs




                                                                        >1000 Ibs




                                                                        >1000 Ibs
./1977/SRI




./1975/T75




./1975/T75




./1975/T75




./1975/T75




./1977/SRI




./1975/T75




./1977/SRI
-------
                                                                                                         7/77
     Class:  Hydrazines, Hydroxylamines, and Carbamates:  Hydrazines
                    HYDRAZINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
.£>
I
-j
en
 CAS No.        Chemical Name

 80513          p,p'-Oxybis(benzenesulfonhydrazide)

 80659          3-Amino-2-oxazolidinone

 83078          4-Aminoantipyrine (Ampyrone)

 86544          Hydralazine

 98715          p-Hydrazinobenzenesulfonic acid

 100163         (p-Nitrophenyl)hydrazine

 103026         Acetone phenylhydrazone

 103037         l-Carbamyl-2-phenylhydrazine
                  (1-Phenylsemic arbazide)

 109273         4-Guanyl-l-nitrosoguanyl-l-tetrazine
                  (Tetrazene)

 109842         2-Hydrazinoethanol

 110203         Acetone semicarbazone

 119266         2,4-Dinitrophenylhydrazine

142461          1,2-Hydrazinedicarbothioamide
                 (2,5-Dithiobiurea)

497187          Carbohydrazide
                 (1,3-Diaminourea)
                                                                           Annual Prod./Year/Source
>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs

>1000 Ibs
./1975/T75

,/1977/SRI

./1977/SRI

./1975/T75

./1975/T75

./1975/T75

./19V5/T75

./1977/SRI
                                                                             >1000 lbs./1975/T75


                                                                             >1000 lbs./1975/T75. (Stage IA dossier)

                                                                             >1000 lbs./1975/T75

                                                                             >1000 lbs./1975/T75

                                                                             >1000 Ibs./1977/SRI


                                                                             >1000 Ibs./1977/SRI
-------
                                                                                                  7/77
Class:  Hydrazines, Hydroxylamines,  and Carbamates:   Hydrazines
               HYDRAZINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
CAS No.
               Chemical Name
Annual Prod./Year/Source
537473
563417
589219
618406
634628
1156190
1596845
2644704
5341617
5906354
7335651
7422904
10034932
10396108
13464807
4-Phenylsemicarbazide
Semicarbazide hydrochloride
(Hydrazine carboxamide monohydrochloride)
p-Bromophenylhydrazine
1-Methyl-l-phenylhydrazine
Hydrazine tartrate
Tolazamide
Succinic acid 2 , 2-dimethylhydrazide
(Alar ; N-Dimethylaminosuccinamic acid)
Hydrazine monohydrochloride
Hydrazine dihydrochloride
Amino hexamethyleneimine
Hydrazine monoacetate
Acetaldehyde 1 , 1-dimethylhydrazone
Hydrazine sulfate (1:1)
p-Toluenesulfonylsemicarbazide
Dihydrazine sulfate
>1000 lbs./1977/SRI
>1000 lbs./1975/T75 (S"
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1977/SRI
>1000 lbs./1975/T75
>1000 lbs./1977/SRI
-------
                                                                                                    7/77
Class:  Hydrazines, Hydroxylamines, and Carbamates:   Hydrazines
               HYDRAZINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
I
M

CD
CAS No.        Chemical Name


13464976       Hydrazine mononitrate


13775809       Hydrazine monohydrobromide

14546442       Hydrazine azide

20773288       Hydrazine nitroformate


28860959       Carbidopa

  —           Aminoguanidine bicarbonate


               3,5-Dinitrosalicylic acid, 5-nitrohydrazide


               4-Hydrazino-m-toluenesulfonic acid


               Oxalacetic  acid,  diethyl  ester,
                 (p-sulfopheny1)hydrazone
Annual Prod./Year/Source


  >1000 lbs./1977/SRI


  >1000 lbs./1977/SRI


  >1000 lbs./1977/SRI


  >1000 lbs./1977/SRI


  >1000 lbs./1977/SRI


  >1000 lbs./1975/T75


  >1000 lbs./1975/T75


  >1000 lbs./1977/SRI


  >1000 lbs./1975/T75
-------
                                                                                               7/77
Class:  Hydrazines, Hydroxylamines, and Carbamates:  Hydrazines
                  HYDRAZINES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
CAS No.


51127

51718

54922

55527

60344

65645

83170

87150

114830

123466


136618


140874

284651

306194
Chemical Name


Nialamide

2-Phenethylhydrazine  (Phenelzine)

Iproniazid

Pheniprazine

Methyl hydrazine

(a-Methylbenzyl)hydrazine  (Mebanazine)

4- (Benzylideneamino)antipyrine

4-Amino-2-methyl-5-pyrimidinecarboxylic acid hydrazide

l-Acetyl-2-phenylhydrazine

(Carboxymethyl)trimethylammonium chloride hydrazide
   (Girard's Reagent T)

Isonicotinic acid  (3-hydroxy-2,2-dimethyIpropylidene)hydrazide
   (Pivalizid )

Cyanoacetic acid hydrazide  (Cyacetacide)

17,18-Dithia-3,4,11,12-tetraazatricyclo(12.2.1.16,9)octadecane

Pivalic acid 2-benzylhydrazide
   (Pivalylbenzhydrazine)
-------
                                                                                                       7/77
         Class:  Hydrazines,  Hydroxylamines,  and Carbamates:   Hydrazines
                    HYDRAZINES WITH ANNUAL PRODUCTION  LESS  THAN  ONE  THOUSAND POUNDS  (continued)
CO
o
 CAS No.         Chemical Name


 459869         Methylglyoxal bis(guanylhydrazone)

 484231         Dihydralazine

 495841         l-Isonicotinoyl-2-salicylidenehydrazine

 511411         l-Acetyl-2-(3,3-diphenylhydracryloyl)hydrazine
                  (Dlphoxazide)

 519653         Dioxypyramidon

 530507         1,1-Diphenylhydrazine

 532967         l-Benzoyl-2-phenylhydrazine

 533028         Isonicotinic  acid benzylidenehydrazide

 536403         p-Chlorobenzhydrazide

 538001         1-(m-Tolyl)semicarbazide

 539640         NjN-Dimethylglycirre  hydrazide  hydrochloride
                  (Girard's Reagent  D)

540738         1,2-Dimethylhydrazine

 613945         Benzoylhydrazine

624840         Formylhydrazine

628364          1,2-Diformylhydrazine

637605          4-Methylphenylhydrazine hydrochloride
                  (p-Tolylhydrazine  hydrochloride)
-------
                                                                                                7/77
Class:  Hydrazines, Hydroxylamines,  and  Carbamates:  Hydrazines
           HYDRAZINES WITH ANNUAL PRODUCTION LESS  THAN ONE THOUSAND POUNDS  (continued)
CAS No.        Chemical Name


671169         N-Isopropyl-a-(2-methylhydrazino)-p-toluamide
                  (Procarbazine)

758178         N-Methyl-N-formylhydrazine

840788         N,N'-Bis(nicotinic acid)hydrazide

840802         Isonicotinic acid m-hydroxybenzylidenehydrazide
                  (Acroteben®)

840813         Isonicotinic acid p-hydroxybenzylidenehydrazide
                  (Flavoteben®)

1078382        l-Acetyl-2-isonicotinoylhydrazine

1508458        Podophyllinic acid 2-ethylhydrazide

1615801        1,2-Diethylhydrazine

1741011        Trimethylhydrazine hydrochloride

1743131        Octahydro(l,2,4,5)tetrazino(1,2-a)(1,2,4,5)tetrazine

1910685        l-Methylindole-2,3-dione 3-thiosemicarbazone
                  (Methisazone)                                    ^.

2757906        g-N-(y-L(+)-Glutamyl)-4-hydroxymethylphenylhydrazine
                  (Agaritine)

2760987        Isophthalyl dihydrazide

2779557        5,6-Dimethoxyphthaldehydic acid isonicotinoylhydrazone
                  (Saluzid)
-------
                                                                                                          7/77
          Class:  Hydrazines, Hydroxylamines, and Carbamates:  Hydrazines
                     HYDRAZINES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS (continued)
CD
KJ
 CAS No.        Chemical Name


 3290991        p-Methoxybenzoylhydrazine

 3460671        Isonicotinic acid a-methylfurfurylidenehydrazide
                  (INF)

 3530118        n-Butylhydrazine

 3544352        p-(Chlorophenoxy)acetic acid 2-isopropylhydrazide
                  (Iproclozide)

 3570750        Formic acid 2-(4-(5-nitro-2-furyl)-2-thiazolyl)hydrazide

 3614479        6-Hydrazino-3-pyridazinecarboxamide
                  (Hydracarbazine)

 3691745        D-Glucuronolactone  isonicotinoylhydrazone

 3818379        l-Methyl-2-phenoxyethyl)hydrazine
                  (Phenoxypropazine)

 3989502        N4-Acetylsulfanilyl hydrazide

 4684871        (l-Methylheptyl)hydrazine

 5039612         n-Propylhydrazine

 532 9124         2,4,6-Trichlorophenylhydrazine

6415129         Tetramethylhydrazine

6946298         p-Aminosalicylic acid hydrazide
-------
                                                                                                 7/77
Class:  Hydrazines, Hydroxylamines,  and  Carbamates:  Hydrazines
           HYDRAZINES WITH ANNUAL PRODUCTION  LESS THAN ONE THOUSAND POUNDS  (continued)
I
M
CD
CAS No.        Chemical Name


6958447        Benzaldehyde 2-(2,4,6-trichlorophenyl)hydrazone

7422788        Allylhydrazine

7466548        o-Methoxybenzoylhydrazine

7654037        1-(Benzoyl)-2-(a-methylbenzyl)hydrazine
                  (Benmoxine)

10039551       Hydrazine iodide

10309792       l-Methyl-2-benzylhydrazine

13447955       Isoniazid methanesulfonate

13482876       4-(p-Bromophenoxy)benzenesulfonohydrazide

13957363       2-Hydrazino-4,6-bis(diethylamino)-1,3,5-triazine
                  (Hydramitrazine)

14760715       ct-Hydrazinoimidazole-4(or 5)-propionic acid

16568028       Acetaldehyde N-methylformylhydrazone
                  (Gyromitrin)

17433317       l-Acetyl-2-(a-picolinoyl)hydrazine

17749212       4-Chloro-3-(N-sulfonylhydrazino)benzoic acid

18413144       Ethylhydrazine hydrochloride
-------
                                                                                          7/77
 Class:   Hydrazines,  Hydroxylamines,  and Carbamates:  Hvdrazines
           HYDRAZINES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS  (continued)
ifc
I
H
CD
CAS No.        Chemical Name

18523698       Acetone(4-(5-nitro-2-furyl)-2-thiazolyl)hydrazone

20147255       1-Acetyl-l-ethylhydrazine

20487029       Acetaldehyde ethylhydrazone

20570961       Benzylhydrazine dihydrochloride

25939053       Benzoyl chloride  (2,4,6-trichlorophenyl)hydrazone
                  (Banamite )

33422332       Benzole acid 2-(2,4,6-trichlorophenyl)hydrazide

53368437       Isonicotinic acid 2-(2-acetamido-2-deoxyglucosyl)hydrazide
                  (Inhasan)

53643519       Isonicotinic acid (l-methyl-2-morpholinoethyl)hydrazide
                  (Tibicor)

  —            N-Acetyl-N1-(4-(hydroxymethyl)phenyl)hydrazine

  —            n-Amylhydrazine hydrochloride

  --            4-Hydroxymethylphenylhydrazine

               l-Methyl-2-butylhydrazine dihydrochloride

               Pimelic acid 4-(isonicotinoyl)hydrazone
-------
                                                                         6/77
     b.   Class VB:  Hydroxylamines

     There is only one member of this class with an annual production

greater than one million pounds, hydroxylamine sulfate ^NH-OH-H-SO.)-

The 1975 production of hydroxylamine sulfate is estimated to be greater

than 575 million pounds, most of which is produced and consumed captively

in the conversion of cyclohexanone to cyclohexanone oxime (which is then

converted to caprolactam).   More than 99% of the caprolactam produced is

used to produce nylon 6 fibers, films, and resins.

     U.S. imports and exports of hydroxylamine and its salts are not

available.

     Hydroxylamine sulfate (and other hydroxylamine salts, including the

hydrochloride, acid sulfate,  nitrate, and acetate) is used in numerous

non-captive applications, including:  (1) as an analytical reagent in

qualitative and quantitative  analysis of aldehydes and ketones; (2) in

treatment of acrylic fibers,  polyamides, cyanoethylated cellulose,

acetals of polyvinyl alcohols with cyanoaldehydes, or vinylidene cyanide,

to increase the dye affinity  of the polymer by forming dye-reactive sites

with nitrile groups remaining in the polymer;  (3) as a component of the

developer solution for photographic silver emulsions; and (4) as a "short-

stopping agent" to control polymer properties in emulsion polymerization

of butadiene-styrene copolymers and other synthetic rubbers.  No data were

available on the relative amounts of hydroxylamines used in these non-

captive applications.
   includes salts and some O- and N-substituted alkyl and aryl derivatives;
   excludes oximes and hydroxamic acids
                                 4-185
-------
     Since caprolactam production consumes most of the hydroxylamine




sulfate,  the growth rate of hydroxylamine sulfate is related to the




growth rate of caprolactam consumption.   The estimated average annual




growth rate of caprolactam consumption for 1976-1981 is 5-6% per year.




No data are available on the growth rates for the non-captive uses of




hydroxylamine sulfate and other hydroxylamine salts.




     There are presently two other methods used outside of the United




States to produce caprolactam which use  nitrosyl chloride or nitrosyl-




sulfuric  acid as intermediates rather than hydroxylamine sulfate.  Depend-




ing upon  the economics of the processes  and licensing arrangements, these




methods of producing caprolactam could presumably be used here.




     Other reagents used for the qualitative and quantitative analysis




of aldehydes and ketones include phenylhydrazine, 2,4-dinitrophenylhy-




drazine,  p-bromo- or p-nitrophenylhydrazine, and semicarbazide.




     Acrylic fibers and other polymers can be made more dye receptive in




other ways, such as copolymerization with a monomer which is more readily




dyeable or that can be converted to a dyeable derivative.




     Other compounds used in the developer solution for photographic




silver emulsions include hydrogen peroxide, hydrazine, pyrocatechol,




hydroquinone, and 2,2',6,6'-tetramethoxy-p,p'-biphenol.




     Other "shortstopping agents" used in styrene-butadiene and other




synthetic rubber polymerizations include hydroquinone, sodium dimethyl-




dithiocarbamate, and a mixture of alkylenepolyamines.
                                4-186
-------
I
1-1
03
                                                                                                            6/77



      Class:   Hydrazines, Hydroxylamines,  and  Carbamates:  Hydroxylamines





                          HYDROXYLAMINES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS





                                                                                                  Market Value,

      CAS  No.         Chemical Name                 Annual Prod./Year/Source      Price , £/lb.    Million $	  Dossiers





      10039540       Hydroxylamine sulfate         >575xl06 Ibs./1975/SRI             83              477
       *Taken  from Chemical Marketing Reporter, April 25, 1977, reflecting the list prices prevailing for large

        lots,  f.o.b.  New York.
-------
      Class:  Hydrazines, Hydroxylamines, and Carbamates:  Hydroxylamines
                          HYDROXYLAMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
                                                                                                          6/77
CD
CO
CAS No.        Chemical Name

135206         N-Nitroso-N-phenylhydroxylamine, ammonium salt
                  (Cupferron)

593566         O-Methylhydroxylamine hydrochloride
                  (Methoxyamine hydrochloride)

1117971        N,O-Dimethylhydroxylamine

3710847        N,N-Diethylhydroxylamine

4229441        N-Methylhydroxylamine hydrochloride

5470111        Hydroxylamine hydrochloride

10046001       Hydroxylamine acid sulfate
Annual Prod./Year/Source


  >1000 lbs./1977/SRI


  >1000 lbs./1977/SRI


  >1000 lbs./1977/SRI

  >1000 lbs./1977/SRI

  >1000 lbs./1977/SRI

  >1000 lbs./1977/SRI

  >1000 lbs./1977/SRI
-------
                                                                                                           6/77
      Class:   Hydrazines,  Hydroxylamines,  and Carbamates:   Hydroxylamines
                           HYDROXYLAMINES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
00
10
CAS No.        Chemical Name
67629          O-Methylhydroxylamine  (Hydroxylamine methyl ether)
100652         N-Phenylhydroxylamine
100889         0-(Cyclohexylsulfonyl)hydroxylamine
127071         N-Carbamoylhydroxylamine  (Hydroxyurea)
607307         N-1-Naphthylhydroxylamine
613478         N-2-Naphthylhydroxylamine
645885         O-(Carboxymethyl)hydroxylamine
1013203        N-1-Naphthyl-N-nitrosohydroxylamine, ammonium derivative
1121308        l-Hydroxy-2(1H)-pyridinethione  (Pyrithione)
5667209        6-N-Hydroxylaminopurine
6098460        0-Benzoyl-N-methyl-N-(p-(phenylazo)phenyl)hydroxylamine
6530274        N-(p-(Phenylazo)phenyl)hydroxylamine
6810260        N-4-Biphenylylhydroxylamine
7803498        Hydroxy1amine
10164337       Hydroxylamine,(ethylenedinitrilo)tetraacetate
-------
                                                                   6/77
     c.   Class VC:  Carbamates





     The chemicals in the carbamic acid esters (carbamates) class with




annual production greater than one million pounds are all used only as




pesticides, so no additional economic data are included beyond those




summarized in the accompanying tables.
                                 4-190
-------
Class:  Hydrazines,  Hydroxylamines,  and Carbamates:  Carbamates
                      CARBAMATES WITH ANNUAL PRODUCTION  GREATER THAN  ONE MILLION POUNDS
                                                                                                         6/77
CAS No.
               Chemical Name
Annual
Prod./Year/Source
                                                                           Price  ,  C/lb.
                                                                                                  Market Value,
                                                                                                  Million $       Dossiers
I
M
U3
63252          1-Naphthyl methylcarbamate
                  (carbaryl, Sevin®)

1563662        2,3-Dihydro-2,2-dimethyl-7-
                  benzofuranyl methylcarbamate
                  (carbofuran, Furadan®)

17804352       Methyl 1-(butylcarbamoyl)-2-
                  benzimidazole carbamate
                                  ©
                  (benomyl, Benlate )

101213         Isopropyl m-chlorocarbanilate
                  (chlorpropham, Furloe  )
26xl06 lbs./1974/SRI
  (consumption)

12xl06 lbs./1974/SRI
  (consumption)


3xl06 lbs./1975/SRI
  (consumption)


l.lxlO6 lbs./1975/SRI
  (consumption)
                                                                                      250
                                                                                      735
                                                                                     1780
                                                                                      280
65
88
53
                                                                                                                    I, II
   List prices as quoted by manufacturer.
-------
                                                                                                     6/77
 Class:  Hydrazines, Hydroxylamines,  and Carbamates:   Carbamates
                       CARBAMATES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
 CAS No.


 101279


 18413177



 114261


 122429

 2425061


 23564058


 2032599


 13684634


 51605



51796

57534
 Chemical Name

 2-Butynyl-4-chloro-m-chlorocarbanilate
   (barban,  Carbyne )

 m-(((Dimethylamino)methylene)aminojphenyl
   methylcarbamate monohydrochloride
   (formetanate hydrochloride,  Carzol  )

 2-1sopropoxyphenyl-N-methy1carbamate
   (propoxur,  Baygon  )
Annual Prod./Year/Source


4xl05 lbs./1975/SRI (consumption) (Stage I dossier)


4xl05 lbs./1974/SRI (consumption)



3xl05 lbs./1974/SRI (consumption, all imported')
 Isopropyl  N-phenylcarbamate  (IPC, propham)         2x10-^  lbs./1975/SRI  (consumption)
Diethyl 4,4'-o-phenylene-bis(3-thioallophanate)
   (thiophanate)

Dimethyl 4,4'-o-phenylene-bis(3-thioallophanate)
   (thiophanate-methyl)

4-(Dimethylamino)-m-tolyl methylcarbamate
   (aminocarb, Matacil®)

Methyl-m-hydroxycarbanilate m-methylcarbanilate
   (phenmedipham, Betanal )

(m-Hydroxyphenyl)trimethyl ammonium
  methyl sulfate dimethylcarbamate
   (Neostigmine methylsulfate)

Ethyl carbamate

1,3-Propanediol, 2-methyl-2-propyl, dicarbamate
   (Meprobamate)
2xl05 lbs./1974/SRI (consumption, all imported)



1x10  lbs./1974/SRI (consumption, all imported)


IxlO5 lbs./1975/SRI (consumption)


>1000 lbs./1975/T75



>1000 lbs./1977/SRI (Stage I and II dossiers)

>1000 lbs./1975/T75
-------
Class:  Hydrazines, Hydroxylamines,  and Carbamates:  Carbamates
                CARBAMATES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
                                                                                                      6/77
I
M
Ul
CAS No.


78444



101268



101655

109580

114807



143066

518638




532036



598550

627123

886748

1129415
Chemical Name

Carbamic acid, isopropyl-, 2-(hydroxymethyl)-2-
  methylpentyl ester carbamate  (ester)
   (Cari soprodol)

3-Hydroxy-l-methylpyridinium bromide
  dimethylcarbamate
   (Pyridostigmine bromide)

Diphenyl 4,4'-diphenylmethylene dicarbamate

Ethylenediamine carbamate

(m-Hydroxyphenyl)trimethyl ammonium
  bromide dimethylcarbamate
   (Neostigmine bromide)

Hexamethylenediamine carbamate

10H-Phenothiazine-10-carboxylic acid,
  2-(2-(dimethylamino)ethoxy)ethyl ester,
  monohydrochloride
   (Dimethoxanate hydrochloride)

1,2-Propanediol, 3-(o-methoxyphenoxy)-,
  1-carbamate
   (Methocarbamol)

Methyl carbamate

n-Propyl carbamate

Chlorphenesin carbamate

m-Tolyl methylcarbamate
Annual Prod./Year/Source

>1000 lbs./1975/T75



>1000 lbs./1975/T75



>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75



>1000 lbs./1977/SRI

>1000 lbs./1977/SRI




>1000 lbs./1977/SRI



>1000 lbs./1975/T75

>1000 lbs./1977/SRI (Stage I and II dossiers)

>1000 lbs./1975/T75

>1000 lbs./1975/T75
-------
 Class:   Hydrazines,  Hydroxylamines,  and Carbamates:   Carbamates
                                                                                                        6/77
                 CARBAMATES  WITH ANNUAL  PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
CAS No.         Chemical Name

1616882         Methoxyethyl carbamate

2282340         3-sec-Amylphenyl-N-methylcarbamate

2425107         3,4-Dimethylphenyl-N-methylcarbamate

2631405         o-Isopropylphenyl methylcarbamate
                  (MIPC)
3766812         2-sec-Butylphenyl-N-methylcarbamate
                  (BPMC)
3942549         o-Chlorophenyl N-methylcarbamate
                  (CPMC)

4268364         Carbamic acid, butyl-, 2-(hydroxymethyl)-2-
                 methylpentyl  ester carbamate  (ester)
                 (Tybamate)

10143223        Dimethylol methoxyethyl carbamate

23135220       Methyl-N',N'-dimethyl-N-((methylcarbamoy1)oxy) •
                 1-thiooxamimidate
                 (oxamyl,  Vydate®)
Annual Prod./Year/Source


>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75

>1000 lbs./1975/T75 (all exported)

>1000 lbs./1975/T75  (all exported)


>1000 lbs./1977/SRI



>1000 lbs./1974/T74

>1000 lbs./1975/T75
               Bis(p-aminocyclohexyl)methane carbamate
>1000 lbs./1975/T75
-------
                                                                                                       6/77
Class:  Hydrazines, Hydroxylamines, and Carbamates:  Carbamates
                       CARBAMATES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
I
M
Ln
CAS No.        Chemical Name

120434         1-Piperazinecarboxylic acid, ethyl ester

315184         4-Dimethylamino-3,5-xylyl methylcarbamate  (mexacarbate, Zectran®)
                  (discontinued 1974)   (Stage IA dossier)

644644         2-Dimethylcarbamyl-3-methyl-5-pyrazolyl dimethylcarbamate
                  (dimetilan)

672048         m-(l-Ethylpropyl)phenyl methylcarbamate  (a component of Bux insecticide)
                  (discontinued 1975)

70075          2-Oxazolidinone, 5-((o-methoxyphenoxy)methyl)-   (Mephenoxalone)

95250          2-Benzoxazolinone,  5-chloro-   (Chlorzoxazone)

533062         1,2-Propanediol, 3-(o-tolyloxy)-, 1-carbamate   (Mephenesin carbamate)

1079330        4-Benzothienyl-N-methyl carbamate   (Mobam®)

1665481        2-Oxazolidinone, 5-((3,5-xylyloxy)methyl)-   (Metaxalone)

1746776        Isopropyl carbamate

1943799        Phenyl methylcarbamate

2032657        4-(Methylthio)-3,5-xylyl methylcarbamate
                  (mercaptodimethur, Mesurol )

2282340        m-(l-Methylbutyl)phenyl methylcarbamate  (a component of Bux insecticide)
                  (discontinued 1975)
-------
                                                                                                         6/77





Class:  Hydrazines, Hydroxylamines,  and  Carbamates:   Carbamates








                  CARBAMATES WITH ANNUAL PRODUCTION LESS THAN ONE  THOUSAND  POUNDS  (continued)






CAS No.        Chemical Name






5395017        Hydroxyethyl carbamate




16357598       1(2H)-Quinolinecarboxylic acid,  2-ethoxy-, ethyl  ester  (EEDQ)





22781233       2,2-Dimethyl-l,3-benzodioxol-4-yl methylcarbamate  (bendiocarb,  Ficam®)
-------
                                                                 7/77
 6.   Class VI:   N-Nitroso Compounds





     The only member of this class with an annual production greater




than one million pounds is N-nitrosodiphenylamine.   Its production in




recent years has been:  1973: 2.5 million pounds (1.9 million pounds in




sales); 1974: 3.5 million pounds (2.7 million pounds in sales), and




1975: 1.68 million pounds (1.1 million pounds in sales).  Production




was down in 1975 due to a number of factors including the recession,




a long rubber workers' strike, and overstocking of rubber chemicals




in 1974.  Data for 1976 are not yet published, but production is ex-




pected to return to 1973 levels.  U.S. imports of N-nitrosodiphenyl-




amine were 43,000 pounds in 1973, 23,000 pounds in 1974, and none in 1975.




U.S. exports of N-nitrosodiphenylamine are not published separately.




     N-Nitrosodiphenylamine is used in the rubber industry as a vulcani-




zation retarder to inhibit scorching  (cross-linking) of the compounded




rubber at processing temperatures, but not at vulcanizing temperatures.




The use of N-nitrosodiphenylamine, as with other rubber processing chemi-




cals, is related to the growth of rubber consumption.  Industry estimates




of growth in rubber consumption to 1985 vary from a low of 2.5% to a high




of 5.5%.




     Other compounds which have been used as vulcanization retarders by




the rubber industry include salicylic acid, phthalic anhydride, and benzoic




acid.
                                4-197
-------
                                                                                                         4/77

    Class:  N-Nitroso Compounds


                      N-NITROSO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS

                                                      Price,*        Annual                   Market Value,
    CAS No.        Chemical Name                      C/lb.          Prod./Year/Source        Million $         Dossiers

    86306          N-Nitrosodiphenylamine             89  (T75)       1.68xl06 lbs./1975/T75       1.5               I
I
H
CO
        Unit sales value taken from Synthetic Organic Chemicals, United States Production and Sales, 1975, which  is
        calculated from total quantities sold (the sum of the large quantities sold on a contractual basis and
        smaller quantities sold intermittently)  and total sales value  (the sum of the values of sales at contract
        prices and list prices).
-------
                                                                                                     4/77

Class:  N-Nitroso Compounds


                 N-NITROSO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS


CAS No.        Chemical Name                                          Annual Prod./Year/Source           Dossiers

80115          N-Methyl-N-nitroso-p-toluenesulfonamide                  >1000 lbs./1977/SRI

101257         3,7-Dinitroso-l,3,5,7-tetraazabicyclo(3.3.1)nonane       >1000 lbs./1975/T75
                 (dinitrosopentamethylenetetramine)

133551         N,N'-Dimethyl-N,N'-dinitrosoterephthalamide              >1000 lbs./1975/T75

135206         N-Nitroso-N-phenylhydroxylamine ammonium salt            >1000 lbs./1977/SRI
                 (Cupferron)

154938         N,N'-Bis(2-chloroethyl)-N-nitrosourea                    >1000 lbs./1977/SRI

684935         N-Methyl-N-nitrosourea                                   >1000 lbs./1977/SRI                 IA

18883664       Streptozotocin                                           >1000 Ibs./1975/T75
-------
                                                                                             4/77
i
SJ
o
o
       Class:  N-Nitroso Compounds
                    N-NITROSO COMPOUNDS  WITH  ANNUAL  PRODUCTION LESS  THAN  ONE  THOUSAND  POUNDS



 CAS  No.         Chemical Name


 55185           Diethylnitrosamine   (Stage  IA dossier)


 59892           4-Nitrosomorpholine


 62759           Dimethylnitrosamine   (Stage I and  II dossiers)


 70257           N-Methyl-N1-nitro-N-nitrosoguanidine


 99809           N-Methyl-N,4-dinitrosoaniline


 100754          1-Nitrosopiperidine


 615532          N-Nitroso-N-methylurethane


 621647          N-Nitroso-N-propyl-1-propaneamine  (di-n-propylnitrosoamine)


 759739          N-Ethyl-N-nitrosourea  (Stage  IA dossier)


 924163          N-Butyl-N-nitroso-1-butanamine (di-n-butylnitrosoamine)  (Stage  IA dossier)


 930552          1-Nitrosopyrrolidine


 1116547         N-Nitrosodiethanolamine


 4549400         N-Nitroso-N-methylvinylamine


 7519360         1-Nitroso-L-proline


 10595956        N-Nitrosomethylethylamine


13256229        N-Nitrososarcosine


 13344508        N-Nitrososarcosine ethyl ester
-------
       Class:  N-Nitroso  Compounds
       CAS No.



       29291358



       53759221
to
o
                      N-NITROSO COMPOUNDS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS  (continued)




                      Chemical Name
N-Nitrosofolic acid


N-Nitrosonornicotine


N,N'-Dimethyl-N-nitrosourea


Dinitrosopiperazine


N-Ethyl-N-nitroso-N'-acetylurea


N-Methyl-N-nitroso-N1-acetylurea


N-Methyl-N-nitrosobiuret


Nitroso-sec-butyl-n-butylamine


Nitrosobutylphenylamine


Nitrosodicylcopentylamine


Nitrosodi-n-heptylamine


Nitrosodi-n-hexylamine



Nitrosodiisobutylamine


Nitrosodiisopentylamine


Nitrosodiisopropylamine


Nitrosodi-n-octylamine
-------
M
o
                                                                                      4/77




Class :   N-Nitroso Compounds



               N-NITROSO COMPOUNDS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS (continued)



CAS No.        Chemical Name


               Nitrosodi-n-pentylamine


               Nitrosoethylbenzylamine


               Nitrosoethylbutylamine


               Nitrosoethylphenylamine


               Nitrosoguanidine


  —           Nitrosohydroxyproline


  —           Nitrosomethylbutylamine


  —           Nitrosomethylpropylamine


               Nitroso-n-pentyl-n-butylamine


               Nitroso-n-pentyl-sec-butylamine


               Nitroso-n-pentylethylamine


               Nitroso-n-pentylisopentylamine


               Nitroso-n-pentylisopropylamine


  —           Nitroso-n-pentyl-n-propylamine


               Nitroso-N-phenylpiperazine


               Nitrosopropylbutylamine
-------
                                                                                              4/77



        Class:   N-Nitroso Compounds



                       N-NITROSO COMPOUNDS WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS  (continued)




        CAS  No.         Chemical Name



                       Nitroso-n-propylisopropylamine



                       N-Pentyl-N-nitrosourea



          —           N,N",N'-Trimethyl-N-nitrosourea
o
U)
-------
                                                                                6/77
     7.    Class VII:  Aromatic Amines




     The chemicals in this class are those with a known or estimated annual




production level of one million pounds or more.  Because these chemicals




have use patterns which apply for the most part to the chemical rather than




to the class, each chemical will be discussed individually.







     3,3'-Dichlorobenzidine base and salts




     Production of 3,3'-dichlorobenzidine base and salts amounted to 4.612




million pounds in 1972,  the latest year in which a production figure was




reported.  Since only two companies reported commercial production of




3,3'-dichlorobenzidine base and salts in recent years, production figures




were withheld for proprietary reasons.  U.S. imports of 3,3'-dichlorobenzidine




base and salts through principal U.S. customs districts amounted to 291,687




pounds in 1973 and 664,085 pounds in 1972.  Imports of this chemical were not




reported in 1974 and 1975.  U.S. exports data for 3,3'-dichlorobenzidine base




and salts are not available.




     3,3'-Dichlorobenzidine base and salts are used primarily as chemical




intermediates for the production of pigments.  The next most important appli-




cation is believed to be as a curing agent for isocyanate-containing polymers.




3,3'-Dichlorobenzidine has also had reported use in a color test for the




presence of gold.





     3,3'-Dichlorobenzidine base and salts are used as chemical intermediates




to produce eight pigments that are produced commercially in the U.S.  Five of




these pigments — C.I. Pigment Yellow 12  (1975 U.S. production - 6.028 million




pounds). Pigment Yellow 14  (1.840 million pounds), Pigment Yellow 17 (415




thousand pounds), Pigment Yellow 13  (240 thousand pounds),  and Pigment Yellow 55
                                      4-204
-------
— are used widely in printing inks, plastics, elastomers, and in textile




printing but are of secondary importance in the paint industry.  Of the  remain-




ing three pigments, C.I. Pigment Orange 13  (209 thousand pounds) is used mainly




to color rubber products, as well as printing inks, paper, and all types of




plastics.  C.I. Pigment Orange 34 (99 thousand pounds) is used in transparent




metal coatings, decorative finishes, foil lacquers, tin printing, vinyl, poly-




ethylene, and polypropylene plastics, and textile printing inks.  C.I. Pigment




Red 38 is used primarily in rubber,  and also in plastics, inks, and paints.




     There do not appear to be any substitute chemicals which could replace




3,3'-dichlorobenzidine base and salts as chemical intermediates for the pro-




duction of the above-mentioned pigments.  Possible chemical substitutes  for




these pigments can only be discussed in general terms.  Besides economic




considerations, choosing a specific  substitute for a particular pigment




depends on many physical and technical properties of the pigment that affect




its usage in specific products,  e.g., hue,  tinctorial strength, ease of incor-




poration into the medium, transparency or opacity, fastness,  solubility in




various solvents, etc.  Although many possible substitute pigments exist, the




choice of these substitutes would rest with a technical pigments expert.




     3,3'-Dichlorobenzidine is used  alone or in blends with 4,4'-methylenebis-




(2-chloroaniline) (MOCA) as a curing agent for liquid-castable polyurethane




elastomers.   Substitute chemicals for the use of 3,3'-dichlorobenzidine  in




this application include MOCA and methylenedianiline.




     Since 1974, 3,3'-dichlorobenzidine (and its salts)  has been listed by




OSHA as a carcinogen with the result that its manufacture and use must be done




in isolated systems or by closed system operations.  MOCA also was listed as a




carcinogen,  but the standard issued  in early 1974 was deleted by a court action
                                     4-205
-------
in 1974.   NIOSH has recommended that OSHA issue an Emergency Temporary  Standard




for MOCA, but OSHA has apparently not yet taken any further official action




on MOCA.   Methylenedianiline is not regulated at the present time in the work-





place by OSHA.




     Since the demand for pigments is expected to increase from recent  set-




backs, demand for 3,3'-dichlorobenzidine is also expected to increase,




especially if possible OSHA legislation should eliminate the use of lead




chromates pigments (annual sales of which amount to 80 million pounds).  The




yellow pigments derived from 3,3'-dichlorobenzidine and salts could be  used




as substitutes for the lead chromate pigments.







     C.I. Pigment Blue 19




     Production of C.I. Pigment Blue 19 during the period 1970-1972 amounted




to 4.596, 3.129, and 4.484 million pounds per year, respectively.  Separate




production figures for C.I. Pigment Blue 19 are not available for 1973-1975;




however, combined production for eight blue pigments, including C.I. Pigment




Blue 19, amounted to 4.025 million pounds in 1974 and 2.267 million pounds in




1975.  U.S. imports and exports data for C.I. Pigment Blue 19 are not available.




     C.I. Pigment Blue 19 is used mainly in printing inks.  It can also be used




to color candles, in paper staining and dyeing, for copying papers and  type-




writer ribbons, and has had occasional use in polyvinyl chloride and rubber.




     Other organic blue pigments could probably be used to replace C.I. Pigment




Blue 19 in many of its applications.  However, in addition to economic  considera-




tions, the choice of substitutes for C.I. Pigment Blue 19 would depend  on




various physical properties and performance characteristics (e.g., fastness to




light and various solvents, solubility, tinctorial strength, hue, etc.) that




determine the effectiveness and applicability of such pigments to their end-




market uses.



                                     4-206
-------
     4,4'-Methylenebis(N,N-dimethylaniline)




     Production of 4,4'-methylenebis(N,N-dimethylaniline) amounted to 1.862




million pounds in 1974 and 1.164 million pounds in 1973.  U.S. imports and




exports data for this chemical are not available.




     4,4'-Methylenebis(N,N-dimethylaniline) can be used as a chemical inter-




mediate for the production of two dyes which are produced commercially in




the U.S.:  C.I. Basic Yellow 2 and C.I. Solvent Yellow 34.  Production figures




are not available for these two dyes,  however.  C.I. Basic Yellow 2 and C.I.




Solvent Yellow 34 can also be produced from Michler's ketone, 4,4'-bis(dimethyl-




amino) benzophenone.   It is not known which chemical is more commonly used




to produce these dyes.




     The hydrochloride salt of this chemical is used as a reagent for lead.




     No information is available on which to base any forecasts for the future




growth of 4,4'-methylenebis(N,N-dimethylaniline).






     N-Phenyl-2-naphthylamine




     In 1975, production of N-phenyl-2-naphthylamine amounted to 1.561 million




pounds, down from a production high of 4.932 million pounds in 1973.   U.S.




imports of N-phenyl-2-naphthylamine through principal U.S. customs districts




amounted to only 167  thousand pounds in 1975.  Separate U.S. exports data for




this chemical are not available.  It is believed that no U.S. companies are




currently producing N-phenyl-2-naphthylamine commercially, due to the pending




regulatory action (OSHA)  that will limit the exposure of workers to it.   The




outlook for future production of this  chemical is not promising.




     N-Phenyl-2-naphthylamine has been primarily used as an antioxidant (generally




at levels of 1-2%)  in rubber processing to impart heat, oxidation, and flex-




cracking resistance in natural rubbers, synthetic rubbers, and latexes.   It




has also been used as a stabilizer in  electrical-insulating silicone enamels;







                                      4-207
-------
as an antioxidant in other polymers, in greases, and in lubricating and trans-

former oils; as a component of solid rocket fuels; and as a chemical inter-

mediate for the production of the rubber antioxidant, N-phenyl-2-naphthylamine-


acetone condensate.

     There are many chemicals available for use as rubber antioxidants.  Pos-

sible substitutes include diphenylamines, mixed diaryl-p-phenylenediamines,

alkylated diphenyl-p-phenylenediamines, aldehyde-amine condensation products,

ketone-amine condensation products, alkylated phenols and p-cresols, alkylated

bisphenols, substituted hydroquinone,  thiobisphenols, and phenol-phosphites.

Selection of substitutes depends on the specific properties desired and the

substrate which is treated.



     C.I. Acid Blue 9

     Production of C.I. Acid Blue 9* amounted to 1.37 million pounds in 1975,

down from a production high of 2.136 million pounds in 1973.  FD S C Blue No. 1

is chemically identical with C.I. Acid Blue 9 and differs only in purity

specifications or product form.  Production of FD S C Blue No. 1 amounted to

123 thousand pounds in 1975, down from 183 thousand pounds in 1973.  Separate

U.S. imports and exports data for these chemicals are not available.

     C.I. Acid Blue 9 may be used to dye wool, silk, nylon, leather, paper,

soap, and woodstains; as an indicator; and as a biological stain.  It is also

used as a dye in toilet bowl cleaners.  Its barium salt, C.I. Pigment Blue 24,

is used in printing inks, rubber, polyvinyl chloride resin, and in the production

of green pigments.
   N-ethyl-N-(4-((4-ethyl((3-sulfophenyl)methyl)amino)phenyl)(2-sulfophenyl)-
   methylene)-2,5-cyclohexadien-l-ylidene-3-sulfobenzenemethanaminium hydroxide
   inner salt disodium salt
                                     4-208
-------
     The consumption of acid dyes, including C.I. Acid Blue 9, is expected  to




increase as demand for nylon carpet increases with new housing starts.  Many




other acid blue dyes are available, and a choice of substitutes for C.I. Acid




Blue 9 would depend on various physical properties and performance character-




istics (e.g., fastness, application methods, substrates, etc.) that determine




the end-product usage.




     FD & C Blue No. 1 is approved for use as color additive in food, drugs,




and cosmetics, by the U.S. Food and Drug Administration.  U.S. sales data for




the first nine months of 1967 indicate that FD S C Blue No. 1 was used to




color food (92%), drugs (7%) , and cosmetics (1%).  Based on these data, consump-




tion of FD & C Blue No. 1 for use in food during this period was:  beverages




(38.3%); candy and confections (16.1%); miscellaneous foods (13.2%); bakery




goods (8.9%); dessert powders (7.9%); ice cream, sherbet, and dairy products




(6.3%);  pet food (3.6%); cereals  (2.0%); sausage (1.6%); maraschino cherries




(1.4%);  and snack food  (0.7%).




     As a drug color additive, FD S C Blue No. 1 has been used in aqueous




drugs, tablets, and capsules, and its aluminum lake has found use in ointments.




As a cosmetics color additive, FD S C Blue No. 1 has been used in bath salts




and hair rinses, and its aluminum lake has also been used in lipsticks, rouges,




face powders, and talcums.




     Possible substitutes for FD & C Blue No.  1 include the only other synthetic




blue food color additive approved by the FDA,  FD & C Blue No.  2, and a new poly-




meric food dye (which is not absorbed by the bloodstream) which may be intro-




duced to the market place by 1980.
                                    4-209
-------
      Class:  Aromatic Amines
                          AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
                                                                                                            4/77
 I
to
      CAS No.

      62533

      95807

      122394
1582098


121697

133904


88744

81118
B**   91941
M**   1324409
Chemical Name

Aniline

Toluene-2,4-diamine

Diphenylamine

N-(1,3-Dimethylbuty1)-N'
  -phenyl-p-phenylenediamine

a,a,a-Trifluoro-2,6-dinitro
  -N,n-dipropyl-p-toluidine

N,N-Dimethylaniline

3-Amino-2,5-dichlorobenzoic
  acid, ammonium salt

p-Nitroaniline

4,4'-Diamino-2,2'-stilbene-
  disulfonic acid

N,N'-Bis(1,4-dimethylpentyl)
  -p-phenylenediamine

3,3'-Dichlorobenzidine base
  and salts

C.I.  Pigment Blue 19

Octyldiphenylamine
Annual Prod. (Million
Pounds) /Year/Source Price*, C/lb.
406.93/1975/T75 23 (T75)
191.01/1975/T75 90
39.89/1974/T74 41.1 (T75)
30.53/1975/T75 133 (T75)
21.7/1975/SRI
(use)
10.12/1975/T75 56 (T75)
10.1/1975/SRI
(sales) —
8.65/1975/T75 95
7.62/1975/T75
6.06/1974/T74 74 (T74)
4.6/1972/T72 125 (T72)
4.5/1972/T72 2.39 (T72)
2.93/1975/T75
(sales) 82 (T75)
Market Value ,
Million $
93.59
171.91
16.39
40.60
—
5.67
—
8.22
—
4.48
5.77
10.72
2.39
Dossiers
—
I
—
—
IA
—
IA
—
--
—
I, II
—

-------
Class:  Aromatic Amines
      CAS No.




      90040



      4726141


 H**  101611


]      4404437
I

 N**  135886

 M    3844459

      91667

      12223379

      1861401


      74317

      103695
                 AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE  MILLION POUNDS  (continued)
               Chemical Name

               N,N'-Di-sec-butyl-p-phenyl-
                 enediamine

               o-Anisidine

               2-Bromo-4,6-dinitroaniline

               4-(Methylsulfonyl)-2,6-
                 dinitro-N,N-dipropylaniline

               4,4'-Methylenebis(N,N-
                 dimethylaniline)

               C.I.  Fluorescent
                 Brightening Agent 28

               N-Phenyl-2-naphthylamine

               C.I.  Acid Blue 9

               N,N-Diethylaniline

               C.I.  Disperse Red 60

               N-Butyl-N-ethyl-a,a,a-
                 trifluoro-2,6-dinitro-p-toluidine

               N,N'-Diphenyl-p-phenylenediamine

               N-Ethylaniline
Annual Prod. (Million
Pounds) /Year/Source
2.80/1975/T75
2.03/1973/T73
2/1974/T74
2/1972/SRI
1.86/1974/T74
1.58/1975/T75
1.56/1975/T75
1.37/1975/T75
1.36/1975/T75
1.34/1975/T75
1.3/1975/SRI
i (use)
1.07/1975/T75
1.06/1975/T75
Market Value,
Price*, <=/lb. Million $ Dossiers
132 (T75) 3.70
148 (delivered) 2.84
I
140 (T75) 2.21
I
160 (T75) 2.19
98 (T75) 1.33
381 (T75) 5.09
158 (T75) 1.69
84 (tanks) .89
-------
I
SJ
                                                                                                             4/77

      Class:  Aromatic Amines

                       AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS  (continued)
        *
         Taken from Chemical Marketing Reporter, March 21, 1977, reflecting the list prices prevailing for large  lots
          (f.o.b. New York, unless otherwise indicated).  Values designated as coming from Synthetic Organic Chemicals,
         United States Production and Sales (T74 or T75p, p=preliminary), are unit sales value which is calculated
         from total quantities sold  (the sum of the large quantities sold on a contractual basis and smaller quantities
         sold intermittently) and total sales value (the sum of the values of sales at contract prices and list prices) .
       * *
         B  indicates biphenylamine-related compounds.
         M  indicates methylenebis  (dianiline)-related compounds.
         N  indicates naphthylamine-related compounds.
-------
                                                                                                    4/77
Class:  Aromatic Amines
                   AROMATIC AMINES WITH  ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
CAS No.
               Chemical Name
Annual Prod.(Thousand
Pounds)/Year/Source
8004873
—
M** 101779
81492
—
2475469
t 4208804
C 116814
97029
121471
—
~™
6408782
—
6424857
—
23422539
5124254
92591
C.I. Basic Violet 1
N,N' -Diisopropyl-p-phenylenediamine
4,4' -Methylenedianiline
l-Amino-2 , 4-dibromoanthraquinone
o-Anisidinomethanesulfonic acid
C.I. Disperse Blue 3
C.I. Basic Yellow 11
l-Amino-2-bromo-4-hydroxyanthraquinone
2 , 4-Dinitroaniline
Metanilic acid
C.I. Pigment Red 81 PMA*
N^ ,N -Diethyl-a , a , a-trif luoro-3 , 5-dinitrotoluene-
2,4-diamine
C.I. Acid Blue 25
1 , 4-Diamino-2 , 3-dihydroanthraquinone
C.I. Acid Blue 40
C.I. Pigment Violet 3 PMA*
m- ( ( (Dimethylamino)methylene) amino)phenyl methyl
carbamate, hydrochloride
C.I. Disperse Yellow 42
N-Ethyl-N-phenylbenzylamine
996/1975/T75
974/1974/T74
(sales)
904/1975/T75
(sales)
857/1974/T74
816/1974/T74
736/1975/T75
649/1975/T75
643/1975/T75
577/1974/T74
571/1975/T75
505/1975/T75
500/1975/SRI
(use)
482/1975/T75
470/1975/T75
460/1975/T75
431/1975/T75
400/1975/SRI
(use)
394/1975/T75
383/1975/T75
-------
     Class:  Aromatic Amines

            AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
                                                                                                         4/77
     CAS No.
     1325355
     2787919

     2379784

M**  569642
     131920
M
I
H
4^
     3179906
     1325822

     95794

     4395533

     6359451
     134203
     103060
     4403901


     2475458

     82451
     92591
     120070
Chemical Name
C.I. Direct Orange 15
C.I. Basic Blue  3

C.I. Vat Orange  15
   (10%)
C.I. Basic Green 4
C.I. Vat Brown 3
   (11%)
C.I. Pigment Blue 14  PMA*
C.I. Disperse Blue 7
C.I. Pigment Violet 3
   (fugitive)
5-Chloro-o-toluidine (NH =1)(C.I. Azoic Diazo
  Component 32)
C.I. Vat Black 25
   (12.5%)
C.I. Basic Violet 16
Methyl anthranilate
Anilinomethanesulfonic acid and  salt
C.I. Acid Green  25
C.I. Vat Blue 6
C.I. Disperse Blue 1

1-Aminoanthraquinone and salt
2-(N-Ethylanilino)ethanol
2,2'-((Phenyl)imino)diethanol
Annual Prod.(Thousand
Pounds)/Year/Source
   365/1975/T75
   361/1975/T75
      (sales)
   338/1975/T75
      (sales)
   319/1975/T75
   310/1975/T75

   284/1974/T74
   271/1975/T75
   260/1975/T75

  >251/1972/T72

   241/1975/T75

   208/1975/T75
   201/1975/T75
   181/1975/T75
   171/1975/T75
      (sales)
   163.3/1973/T73
   161/1975/T75
      (sales)
   151/1975/T75
   151/1975/T75
   128/1975/T75
-------
                                                                                                              4/77
        Class:  Aromatic Amines

               AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
I
tvj
M
01
      CAS  No.         Chemical  Name
       —            2,2"-(m-Tolylimino)diethanol
 M**   2650182         FD  S C Blue  No.  1
 M    1694093         C.I. Acid Violet 49
      90948           4,4'-Bis(dimethylamino)benzophenone
      128869          C.I. Acid Blue 45
       —            1((7-Oxo-7H-benz(de)anthracene-3-yl)amino)anthraquinone
       —            2,6-Dinitro-N,N-dipropylcumidine

                     3,5-Dinitro-N^,N -dipropylsulfanilamide

M     2390605         C.I. Basic Blue  7
      6408511         C.I. Acid Blue 27
      119722          4-Amino-4'-nitro-2,2'-stilbenedisulfonic  acid
       —            3-(N-Ethyl-m-toluidino)propionitrite
                     C.I. Pigment Violet 1  PTA*
M     4680788         C.I. Acid Green 3

      128950          1,4-Diaminoanthraquinone
M      —            C.I. Pigment Blue 1  PMA*
      12262509        C.I. Solvent Red 49
                     C.I. Pigment Red 81  PTA*
                     C.I. Pigment Violet 1  PMA*
      128950          C.I. Disperse Violet  1
Annual Prod.(Thousand
Pounds)/Year/Source
   128/1975/T75
   123/1975/T75
   122/1974/T74
   112/1974/T74
   112/1975/T75
   103/1975/T75
   100/1975/SRI
     (use)
   100/1975/SRI
     (use)
   99/1975/T75
   97/1975/T75
   87/1975/T75
   73/1974/T74
   72/1975/T75
   71/1975/T75
     (sales)
   70/1974/T74
   65/1975/T75
   64/1975/T75
   55/1975/T75
   48/1975/T75
   45/1975/T75
-------
        Class:  Aromatic Amines

               AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
                                                                                                               4/77
i
to
        CAS No.

        81469
        116858
        2872482
        3486304
        2666173

        1220946

        100107
        2379819

   N**   119777

        81889
   M    4129844
 Chemical  Name
 2,6-Dibromo-4-nitroaniline
 l-Amino-4-benzamidoanthraquinone
 C.I.  Disperse  Red  15
 C.I.  Disperse  Red  11
 C.I.  Acid Green  16

 C.I.  Pigment Green 2  PTA*
 C.I.  Acid Blue 7

 C.I.  Acid Blue 78

 C.I.  Pigment Green 2  PMA*

 C.I.  Acid Blue 41

 C.I.  Disperse Violet 4

 p-(Dimethylamino)benzaldehyde
 C.I.  Vat  Black 27
   (12.5%)
 7-(p-Aminobenzamido)-4-bydroxy-2-naphthalene-
  sulfonic acid
 DSC Red No. 19
C.I. Acid Violet 17
Annual Prod.(Thousand
Pounds)/Year/Source
   44/1975/T75
   43/1974/T74
   43/1975/T75
   42/1974/T74
   33/1975/T75
     (sales)
   33/1975/T75
   28/1974/T74
     (sales)
   27/1975/T75
     (sales)
   25/1975/T75
     (sales)
   20/1975/T75
     (sales)
   19/1974/T74
     (sales)
   15/1975/T75
   12.5/1975/T75
   12/1974/T74
   12/1975/T75
   11/1975/T75
     (sales)
-------
                                                                                                           4/77
      Class:  Aromatic Amines

             AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
      CAS No.
 M**
      4368563
 M    3943826

      87296
Chemical Name
C.I. Pigment Green 1  PMA*
C.I. Acid Blue 62
C.I. Basic Blue 5

Cinnamyl anthranilate
Annual Prod.(Thousand
Pounds)/Year/Source
   8/1974/T74
   5/1975/T75
   4/1975/T75
      (sales)
   1/1975/T75
      (sales)
i
NJ
         PMA = phosphomolybdic acid salt
         PTA = phosphotungstic acid salt
        *
         M  indicates methylenebis (dianiline)-related compounds.
         N  indicates naphthylamine-related compounds.
-------
                                                                                                            4/77
I

I-1
CD
 N


 N
 Class:   Aromatic  Amines



                     AROMATIC AMINES  WITH ANNUAL PRODUCTION GREATER THAN  ONE  THOUSAND POUNDS

                                   FOR WHICH  EXACT FIGURES  ARE  NOT  AVAILABLE'1"



 CAS  No.         Chemical  Name



 55550           p-Methylaminophenol sulfate


 57670           Sulfaguanidine


 57681           Sulfamethazine


 59405           Sulfaquinoxaline


 61734           Methylene blue


 63741           Sulfanilamide


 65496           Aminosalicylic acid


 68359           Sulfadiazine


 72140           Sulfathiazole


 80080           3,3'-Sulfonyldianiline


 80115           N-Methy1-N-nitroso-p-toluenesulfonamide


 80740           Acetyl sulfisoxazole


 81061           l-Amino-2-naphthalenesulfonic acid  (o-Naphthionic acid)


 81163           2-Amino-l-naphthalenesulfonic acid  (Tobias  acid)


 81425           1,4-Diamino-2,3-dichloroanthraquinone


 81492           l-Amino-2,4-dibromoanthraquinone


82279           2-Amino-1-chloro anthraquinone


82382           1-(Methylamino)anthraquinone


83078 (base)    4-Aminoantipyrene and hydrochloride


83238           4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid, benzenesulfonate


83556           5-Amino-l-naphthol


85916           Methyl-N-methylanthranilate


86657           7-Amino-l,3-naphthalenedisulfonic acid  (Amino G acid)
-------
                                                                                                             4/77
      Class:   Aromatic Amines
I
to
N*
N
N
CAS No.
87252
87605
88448
88517
88539
88631
88744
89269
89623
89634
90040
90302
91236
91292
91407
91678
91689
91985
92159
92182
93458
93469
     AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
             FOR WHICH EXACT FIGURES ARE NOT AVAILABLE"'"  (continued)
Chemical Name
Ethyl anthranilate
3-Chloro-o-toluidine  (NH2=1)
6-Amino-m-toluenesulfonic acid  (SO,H=1)
6-Amino-4-chloro-m-toluenesulfonic  acid  (3038=!)
2-Amino-5-chloro-p-toluenesulfonic  acid  (SO,H=1)
2,4-Diaminobenzenesulfonic  acid  (30-^=1)
o-Nitroaniline
1-(m-Aminophenyl)-5-oxo-2-pyrazoline-3-carboxylic acid
2-Nitro-p-toluidine  (NH2=1)
4-Chloro-2-nitroaniline  (p-Chloro-o-nitroaniline)
o-Anisidine
N-Phenyl-1-naphthylamine
o-Nitroanisole
2-(p-Aminoanilino)-5-nitrobenzenesulfonic acid
N-Phenylanthranilic acid
N,N-Diethy1-m-toluidine
m-(Diethylamino)phenol  (N,N-Diethvl-3-aminophenol)
a- (N-Ethyl-m-toluidino)-m-toluenesulfonic acid
o-Acetoacetani sidide
N,N-Diethyl-m-anisidine
p-(2-Naphthylamino)phenol  (N-(p-Hydroxyphenyl)-2-naphthylamine)
N,N'-Di~2-naphthyl-p-phenylenediainine
-------
                                                                                                              4/77
        Class:   Aromatic Amines
i
to
NJ
o
                     AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS

                             FOR WHICH EXACT FIGURES ARE NOT AVAILABLE^ (continued)



 CAS  No.         Chemical  Name



 94257           Butyl aminobenzoate


 94688           N-Ethyl-o-toluidine


 94928           N,N'-Di-o-tolylethylenediamine


 95034           5-Chloro-o-anisidine (NH3=1)  (4-Chloro-o-anisidine (OCH3=1))


 95512           o-Chloroaniline


 95534           o-Toluidine


 95545           o-Phenylenediamine


 95556           o-Aminophenol


 95681           2,4-Xylidine  (m-4-Xylidine)


 95692  (base)    4-Chloro-o-toluidine (NH2=l)and  hydrochloride


 95749           3-Chloro-p-toluidine (NH2=1)

 95761           3,4-Dichloroaniline


 95783           2,6-Xylidine  (p-Xylidine)


 95729  (base)    2,5-Dichloroaniline  and hydrochloride (NH2=1)


 95830           4-Chloro-o-phenylenediamine


 95841           2-Amino-p-cresol


 96673           2-Hydroxy-5-nitrometanilic acid


 96753           2-Amino-5-nitrobenzenesulfonic acid  (S03H=1)


 96968           2-Nitro-p-anisidine  (NH2=D


 97529           4-Nitro-o-anisidine  (NH2=1)


98339           4-Amino-m-toluenesulfonic  acid (SO3H=1)


98362           4-Chlorometanilic acid
-------
                                                                                                             4/77
       Class:  Aromatic Amines
I
10
NJ
  M*
CAS No.
98373
98431
98442
99036
99070
99309
99558
99569
99989
100174
101111
101144
101188
101542
101702
101724
101735
102012
102567
103968
104949
106401
106478
     AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
             FOR WHICH EXACT FIGURES ARE NOT AVAILABLE'1"  (continued)
Chemical Name
4-Hydroxymetanilic acid
4-Sulfoanthranilic acid
2-Amino-p-benzenedisulfonic acid
3'-Aminoacetophenone
m-(Dimethylamino)phenol
2,6-Dichloro-4-nitroaniline
5-Nitro-o-toluidine  (NH2=1)
4-Nitro-o-phenylenediamine
N,N-Dimethyl-p-phenylenediamine
p-Nitroanisole
a-(N-Ethylanilino)-m-toluenesulfonic acid
4,4-Mcthylenebis(2-chloroaniline)
m-Anilinophenol
N-Phenyl-p-phenylenediamine
4,4"-Dimethoxydiphenylamine
N-Isopropyl-N'-phenyl-p-phenylenediamine
4-1sopropoxydiphenylamine
Acetoacetanilide
2,5-Dimethoxyaniline
N,N'-Bis (1-methylheptyl)-p-phenylenediamine
p-Anisidine
p-Bromoaniline
p-Chloroaniline
-------
                                                                                                               4/77
        Class:   Aromatic Amines
i
NJ
        CAS  No.


        106490

        106503

        108429

        108441

        108452

    N*   116632

    B*   117613
   N


   N
   B


   B
118332

118445

118923

119153

119404

119700

119755

119904

119937

120218

120354

120376

120718

121302

121573

121879
     AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS

             FOR WHICH EXACT FIGURES ARE NOT AVAILABLEt  (continued)


Chemical Name


p-Toluidine

p-Phenylenediamine

m-Chloroaniline

m-Toluidine

m-Phenylenediamine

4-Amino-3-hydroxy-l-naphthalenesulfonic acid  (1,2,4-acid)

4,4'-Diamino-2,2'-biphenyldisulfonic acid

6-Amino-l,3-naphthalenedisulfonic acid  (Amino I acid)

N-Ethyl-1-naphthylamine

Anthranilic acid

p-(2,4-Dinitroanilino)phenol

7-Anilino-4-hydroxy-2-naphthalenesulfonic acid  (Phenyl J acid)

5'-Amino-2-(p-aminoaniline)benzenesulfonic acid

Nitrodiphenylamine

3,3'-Dimethoxybenzidine  (o-Dianisidine)

3,3'-Dimethylbenzidine (o-Tolidine)

p-(Diethylamino)benzaldehyde

3-Amino-p-anisanilide

3-(Ethylamino)-p-cresol

5-Methyl-o-anisidine  (NH2=1)

4-Amino-6-chloro-m-benzenedisulfonamide

Sulfanilic acid  (p-aminobenzenesulfonic acid)

2-Chloro-4-nitroaniline  (o-Chloro-p-nitroaniline)
-------
                                                                                                             4/77
       Class:  Aromatic Amines
I
NJ
to
   N
CAS No.
122112
122805
122985
123308
127560
127582
127695
127719
127797
128836
128869
128870
129442 (1,5)
129420 (1,8)
130132
130176 (base)
131146
131271
132321
133108
134098
134203
134327
     AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
             FOR WHICH EXACT FIGURES ARE NOT AVAILABLE'1"  (continued)
Chemical Name
Sulfadimethoxine
4'-Aminoacetanilide
2-Anilinoethanol
p-Aminophenol
Sulfacetamide, sodium
Sulfamerazine, sodium
Sulfisoxazole
Sulfabenzamide
Sulfamerazine
l-Amino-2-bromo-4-p-toluidinoanthraquinone
4,8-Diamino-9,10-dihydro-l,5-dihydroxy-9,10-dioxo-2,6-anthracenedisulfonic acid
1,I'-Iminobis(4-aminoanthraquinone)
1,5(and 1,8)-Diaminoanthraquinone

4-Amino-l-naphthalenesulfonic acid, sodium salt
2-(p-Aminophenyl)-6-methyl-7-benzothiazolesulfonic acid and salt
2,6-Diaminoanthraquinone
3-Amino-l,5-naphthalenedisulfonic acid  (C acid)
3-Amino-9-ethylcarbazole
Sodium aminosalicylate
Menthyl anthranilate
Anthranilic acid, methyl ester
1-Naphthylamine  (a-Naphthylamine)
-------
                                                                                                        4/77
     Class:   Aromatic Amines
     CAS  No.
                         AROMATIC  AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
                                FOR WHICH EXACT FIGURES ARE NOT AVAILABLEt  (continued)
                    Chemical  Name
  M*  135911
     136801
     137075
     138396
     139606
     140283
     144741
     144809
     144821
     144832
     145493
     150130
     150618
     156105
     156434
     535875
     536470
    540238
    540249
M** 548629
    577480
    723466
    967806
 4,4'-Methylenebis(N,N-diethylaniline)
 2-o-Toluidinoethanol
 o-Aminobenzenethiol
 a-Amino-p-toluenesulfonamide
 N,N'-Bis(l-ethyl-3-methylpentyl)-p-phenylenediamine
 N,N'-Dibenzylethylenediamine
 Sulfathiazole, sodium
 Sulfacetamide
 Sulfamethizole
 Sulfapyridine
 1,5-Diamino-4,8-dihydroxyanthraquinone
p-Aminobenzoic acid
N,N'-Diphenylethylenediamine
4-Nitrosodiphenylamine
p-Phenetidine
 3,5-Diaminobenzoic acid
N,N-Dimethyl-p-phenylenediamine sulfate
p-Toluidine hydrochloride
p-Phenylenediamine hydrochloride
Gentian Violet
Butamben picrate
Sulfamethoxazole
Sulfaquinoxaline, sodium
-------
                                                                                                          4/77
     Class:  Aromatic  Amines
                        AROMATIC AMINES WITH ANNUAL PRODUCTION  GREATER THAN ONE THOUSAND POUNDS
                                FOR WHICH EXACT FIGURES ARE NOT AVAILABLEt  (continued)
    CAS No.        Chemical Name
    1323064        N-Cyclohexyl-N1-phenyl-p-phenylenediamine
    1752245        p-Hydroxydiphenylamine
    1861401        N-Butyl-N-ethyl-a,a,a-trifluoro-2,6-dinitro-p-toluidine  (Benefin)
    1981584        Sulfamethazine,  sodium
    2052462        N,N-Dimethyl-p-phenylenediamine monohydrochloride
    2465272        Auramine o
    4726141        4-(Methylsulfonyl)-2,6-dinitro-N,N-dipropylaniline  (Nitralin)
N*  5959524        3-Amino-2-naphthoic acid
    6358641        4-Chloro-2,5-dimethoxyaniline
    7149260        3,7-Dimethyl-l,6-octadien-3-yl,anthranilate
    7257445        Sulfabenzamide,  sodium
    12041677       Ethyl aminobenzoate  (Benzocaine)
                   Acetaldehyde-aniline condensate
                   2,2'((3-Acetamido-6-ethoxyphenyl)imino)diethanol
                   2,2'((5-Acetamido-2-ethoxyphenyl)imino)diethanol
      —           a-Acety1amino-p-toluene sulfonamine
                   N-Acetylanthranilic acid
                   3'-Aminoacetanilide
      —           3'-Amino-p-acetphenetidine
                   3'-Amino-p-acetanisidide
                   l-Amino-4-(3-amino-4-sulfoanilino)-9,10-dihydro-9,10-dioxo-2-anthracenesulfonic acid
                   5(and 8)-Amino-8(and 5)-bromo-9,10-dihydro-9,10-dioxo-l,6(and 1,7)-anthracenedisulfonic  acid
                   l-Amino-4-bromo-9,10-dihydro-9,10-dioxo-2-anthracenesulfonic acid and sodium salt
                   2-Aminoanthraquinone and salt
-------
                                                                                                           4/77



        Class:  Aromatic Amines


                            AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS

                                    FOR WHICH EXACT FIGURES ARE NOT AVAILABLE'1"  (continued)



      CAS No.        Chemical Name


                     o-Aminobenzamide


                     p-Aminobenzamide


                     3'-Aminobenzanilide


                     l-Amino-5-chloroanthraquinone


                     4-Amino-6-chloro-m-benzenedisulfonamide hydrochloride


                     2-Amino-5-chloro-4-ethylbenzenesulfonic acid


                     l-Amino-2-chloro-4-hydroxyanthraquinone


                     1-(2-Amino-5-chlorophenyl)-1-phenyl methylenimine


                     l-Amino-2,4-dichloroanthraquinone
it»

M       —           3-Amino-2,5-dichlorobenzoic acid, ammonium salt
NJ

01       —           3-Amino-2,5-dichlorobenzoic acid, methyl ester


        —           2-Amino-4,6-dichloro-5-cresol


        —           l-Amino-9,10-dihydro-9,10-dioxo-4-p-toluenesulfonamido-2-anthracenesulfonic  acid,  sodium salt


                     4-Amino-N,N-dihydroxyanisole


        —           3-Amino-a-ethylhydrocinnamic acid


                     4-Amino-N-ethyl-N-(g-methylsulfonamidoethyl)-m-toluidine phosphate


                     N-(2-(4-Amino-N-ethyl-m-toluidino)ethyl)methanesulfonamide


                     2-(4-Amino-N-ethyl-m-toluidino)ethyl sulfate


  N*    —           4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid  (H acid), monosodium  salt


  N     —           6-Amino-4-hydroxy-2-naphthalenesulfonic acid  (Gamma acid), sodium salt


  N     —           7-Amino-4-hydroxy-2-naphthalenesulfonic acid  (J acid),  sodium salt


        —           3-Amino-2-hydroxy-5-nitroacetanilide


                     3-Amino-2-mercaptobenzoic acid
-------
                                                                                                             4/77
        Class:   Aromatic  Amines

                           AROMATIC  AMINES WITH  ANNUAL PRODUCTION  GREATER THAN  ONE  THOUSAND  POUNDS
                                   FOR WHICH  EXACT  FIGURES  ARE  NOT AVAILABLE"1"  (continued)
        CAS No.        Chemical Name
                      4-Amino-3-(3-methanesulfonamidoethyl)-N,N-diethylaniline  hydrochloride
         —           3-Amino-4-methoxybenzenesulfonic acid
   N*    —           5-Amino-6-methoxy-2-naphthalenesulfonic acid
                      2-Amino-4-methoxytoluene
         —           2-Amino-4'-methyldiphenylsulfone-4-sulfonic  acid
                      2-Amino-4-(methylsulfonyl)phenol
   N     —           2-Amino-l,5-naphthalenedisulfonic acid
   N     —           7-Amino-l,3,5-naphthalenetrisulfonic  acid
   N     —           7-Amino-l,3,6-naphthalenetrisulfonic  acid
>e>
to  N     —           8-Amino-l,3,6-naphthalenetrisulfonic  acid (Koch's  acid)
M
   N     —           8-Amino-2-naphthol
   N     —           5-Amino-2-naphthol
         —           2-Amino-4-nitroacetanilide
                      3-Amino-5-(m-nitrobenzamide)-p-toluenesulfonic acid
                      2-Amino-4-(1,1,3,3-tetramethylbutyl)phenol,  crude
                      2-Amino-4-(l,l,3,3-tetramethylbutyl)phenolhydrochloride
                      3-Amino-p-toluamide
                      Amyl-p-dimethylaminobenzoate
                      2'-Anilino-6-diethylamino-3-methylfluoran
                      l-Anilino-9,10-dihydro-9,10-dioxo-2-anthroic acid
                      p-Anilinophenol
                      Antidegradant  64
                      Antidegradant  66
-------
                                                                                                          4/77
   Class:  Aromatic Amines

                       AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND  POUNDS
                               FOR WHICH EXACT FIGURES ARE NOT AVAILABLE"*"  (continued)
   CAS No.        Chemical Name
                  Antidegradant 67
                  Benzoic acid, 3-(N-(2-hydroxyethyl)anilino)propionitrile ester
B*   —           Benzidine bc.se
B    —           4,4'-Benzylidenedi-o-toluidine
B    —           (1,1-Biphenyl) —4 ,4'-diamine dihydrochloride
                  3 '-(Bis(2-acetoxyethyl)amino)-p-acetoanisidide
                  1,4-Bis(1-anthraquinonylamino)anthraquinone
                  1,4-Bis(1-anthraquinonylamino)anthraquinone and 1,4-Bis-(5-chloro-l-anthraquinonylamino)anthra-
                    quinone (mixed)
                  N,N-Bis(cyanoethyl)aniline
                  N,N-Bis(l,4-dimethylpentyl)-p-phenylenediaioine
                  3'- (Bis(2-hydroxyethyl)amino)acetanilide
                  2,4-Bis(n-octylthio)-6-(41-hydroxy-3',5'-di-tert-butylanilino)-1,3,5-triazine
                  2-Bromo-6-chloro-4-nitroaniline
                  n-Butraldehyde-aniline condensate
                  p-Butylaminobenzoic acid, ethyl ester
                  3-(N-Butylanilino)propionitrile
                  N-sec-Butyl-N'-phenyl-p-phenylenediamine
                  2-(o-chloroanilino)ethanol
                  3-(o-Chloroanilino)propionitrile
                  2-Chloro-N,N-diethyl-4-nitroaniline
                  3-Chlorodiphenylamine
-------
                                                                                                      4/77
Class:  Aromatic Amines

                    AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
                            FOR WHICH EXACT FIGURES ARE NOT AVAILABLE^  (continued)
CAS No.        Chemical Name
               N-(2-Chloroethyl)-N-ethylaniline
               2-Chloro-4-ethylmetanilic acid
               1-(p-Chlorophenyi)-3-methyl-n-ethylaniline
               2-(N-Cyclopropylmethyl-N-phthalimidoacetyl) amino-5-chlorobenzophenone
               3-(Di-(2-acetoxyethyl)amine)-p-acetophenetidide
               2,5-Diaminobenzenesulfonic acid (S03H=1)
               4'4'-Diamino-1,1'-bianthraquinene-3,3'-disulfonic acid, disodium salt
               1,4-Diamino-9,10-dihydro-9,10-dioxo-2,3-anthracenedicarboximide
               3,5-Diamino-2,4,6-triiodobenzoic acid
               Dianisidine diisocyanate (DADI)
               Diaryl-p-phenylenediamine
               N,N'-Dibenzylethylenediamine diacetate
               2,6-Dibromo-4-nitroaniline
               2,6-Di-tert-butyl-a-dimethylamino-p-cresol
               N,N'-Di-sec-butyl-o-phenylenediamine
               3-(2,4-Dichloroanilino)-1-(2,4,6-trichlorophenyl)-2-pyrazolin-5-one
               N,N'-Dicyclohexyl-p-phenylendiamine
               3'-(2-(Diethylamino)ethyl)-4'-hydroxyacetanilide
               7'-Diethylamino-4-methylcoumarin
               4-(Diethylamino)-o-tolualdehyde
               2,6-Diethylaniline
               N,N-Diethyl-4-nitroso-m-anisidine hydrochloride
-------
                                                                                                             4/77



       Class:   Aromatic Amines





                           AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS

                                   FOR WHICH EXACT FIGURES ARE  NOT AVAILABLE^ (continued)




       CAS  No.         Chemical Name




                      N,N-Diethyl-4-nitroso-m-phenetidine


                      N,N-Diethyl-m-phen,etidine


                      N,N-Diethyl-p-phenylenediamine  hydrochloride


                      N,N-Diethyltoluene-2,5-diamine,  monohydrochloride


                      N ,N -Diethyl-a,a,a-trifluoro-3,5-dinitro-toluene-2,4-diamine (Dinitroamine)


   B*    —            3,3'-Dimethoxybenzidine hydrochloride


                      p-Dimethylaminobenzenediazonium chloride


                      m-(Dimethylamino)benzoic  acid



                      6-Dimethylamino-2-(2,5-dimethyl-l-phenyl-3-pyrryl)-vinyl)-1-methyl-l-quinolinium methyl sulfate


M       --            6-Dimethylamino-l-methylquinaldinium methyl sulfate
OJ

        —            6-Dimethylaminoquinaldine


   B    —            3,3'-Dimethylbenzidine  hydrochloride


                      N,N-Dimethyl-p-toluidine


                      N,N-Dimethyl-o-toluidine



                      Diphenylamine-acetone  condensate


        —            p-Diphenylaminodiazonium  sulfate


        —            Diphenylamine,  styrenated


        —            N,N'-Diphenyl-1,3-propanediamine


        —            1,5-Di-p-toluidinoanthraquinone


                      N-(p-Ethoxybenzylidene)-p-butylaniline


                      N-Ethyl-N-(g-aminoethyl)-m-toluidine


                      3-(Ethylamino)-p-toluenesulfonic  acid (SO3H=1)
-------
                                                                                                       4/77
Class:  Aromatic Amines

                    AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND POUNDS
                            FOR WHICH EXACT FIGURES ARE NOT AVAILABLE''"  (continued)
CAS No.        Chemical Name
               (2-(N-Ethylanilino)ethyl)trimethylammonium chloride
  —           1-(2-(Ethylanilino)ethylene)pyridinium chloride
               3-(N-Ethylanilino)propionitrile
               a-(N-Ethylanilino)-p-toluenesulfonic acid
               N-Ethyl-N-(2-chloroethyl)aniline
               2-(N-Ethyl-N-0-cyanoethyl)-4-acetaminoanisole
  —           N-Ethyl-N-glycerol-m-toluidine
  —           2-Ethylhexyl-p-dimethylaminobenzoate
  —           N-Ethyl-N-hydroxyethyl-p-phenylenediamine sulfate
  —           N-Ethyl-N-(g-methylsulfonamidoethyl)-m-toluidine
  —           N-Ethyl-m-toluidine
               2-(N-Ethyl-m-toluidino)ethanol
               Heptaldehyde-aniline condensate
               Hydroxycitronellalmethyl anthranilate
               3-(N-(2-Hydroxyethyl)anilino)propionitrile
  —           3-(N-(2-Hydroxyethyl)anilino)propionitrile, acetate
               3-(N-(2-Hydroxyethyl)anilino)propionitrile, benzoate
  —           P(2-hydroxyethyl)methylamino)benzenediazonium chloride
  —           Isobutyl aminobenzoate
               2-Methoxy-5-acetamino-N,N-bis(acetoxyethyl)aniline
               N-(p-Methoxybenzylidene)-p-butylaniline
               3-(N-Methylanilino)propionitrile
-------
                                                                                                            4/77

     Class:  Aromatic Amines



                         AROMATIC AMINES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS

                                 FOR WHICH EXACT FIGURES ARE NOT AVAILABLE''"  (continued)


     CAS No.        Chemical Name


                    5-Methyl-o-anisidinesulfonic acid

       —           m-Methylanisole

                    N-Methylanthranilic acid

                    N-Methyleneaniline


  M*   —           4,4'-Methylenediamine salt complex

       —           a-Methyl-p-isopropyl hydrocinnamaldehyde methyl anthrariilate  (Orangeol N)

                    4-Methy1-2-nitroanisole

                    N-(1-Methylpentyl)-N'-phenyl-p-phenylenediamine

*•      --           5-Nitroanthranilic acid
M
w      —           p-Nitrodimethylaminoethylbenzoate

                    4-Nitroso-N-ethyl-N(B-methylsulfonamidoethyl)-m-toluidine

                    Nonyldiphenylamine mixture (mono-, di-, and tri-)

       —           Octyldiphenylamine, alkylated

                    Octyldiphenylamine mixture (mono-, di-, and nonyl-)

                    N-Phenyl-N-sec-butyl-o-phenylenediamine

  N*   --           Phenyl-2-naphthylamineacetone condensate

                    N-Phenyl-N'-2-octyl-p-phenylenediamine

                    Sulfabromomethazine, sodium

                    Sulfachloropyrazine, sodium

                    Sulfachloropyridazine, sodium

                    3,3',4,4'-Tetraaminobenzophenone
-------
                                                                                                            4/77

     Class:  Aromatic  Amines


                         AROMATIC AMINES WITH ANNUAL  PRODUCTION  GREATER THAN  ONE  THOUSAND POUNDS
I
to
                                 FOR WHICH EXACT  FIGURES ARE  NOT  AVAILABLE^  (continued)
     CAS No.        Chemical Name
                    4,4',4",4"'-Tetraaminophthalocyaninato(2-))copper
                    N,N,N',N'-Tetramethyl-p-phenylenediamine dihydrochloride
                    p-(p-Toluenesulfonamido)diphenylamine
                    o-Toluidine hydrochloride
                    o-Toluidinomethanesulfonic  acid
                    N, N,N-Tribenzylamine
        Compiled  from Synthetic  Organic Chemicals,  United States  Production and Sales,  1975,  excluding  the  Dyes
        and Pigments  sections.   Because of  the  large  number  of chemicals  listed in  these  sections on  dyes and
        pigments  for  which  exact structures would have  to be determined,  these  have not been  included in this  table.
        Chemicals  from the  section on medicinals were included only  if  an initial examination of the  names  listed
        indicated  that they fit  the category.   CAS  Numbers were included  only if found  in one search  of readily
        available  sources.
       t*
        B  indicates  biphenylarnine-related  compounds.
        M  indicates  methylenebi-7  (dianiline)-related compounds.
        N  indicates  naphthylamine-related  compounds.
-------
                                                                    6/77
     8.   Class VIII:   Azo Compound^




     The chemicals in this class are those with a known or estimated annual





production level of one million pounds or more.  These chemicals can be





divided into two major use categories:  dyes and pigments.  Dyes are





coloring materials in solution.  Pigments are coloring materials in





suspension.




                                 Dyes





     There are six chemicals in this use category:   (1) C.I. Disperse





Yellow 3;  (2) C.I. Disperse Blue 79;  (3) C.I. Direct Black 38;





(4) C.I. Acid Yellow 151;  (5)  FD & C Yellow No. 5; and (6) C.I. Direct





Blue 218.




     Production, use, and growth trends are discussed separately for each





dye.  Possible chemical substitutes for these dyes can only be discussed





in general terms.  Besides economic considerations, choosing a specific





substitute for a particular dye depends on many physical and technical





properties of the dye that affect its usage in specific products, e.g.,





hue, dyeing properties, application methods, substrates, fastness





properties, etc.  Although many possible substitute dyes exist, the





choice of  these substitutes would rest with a technical dye expert.







     C.I.  Disperse Yellow 3





     In 1975, U.S. production of C.I. Disperse Yellow 3 amounted to





3.125 million pounds, an increase of 8.8% over the 1974 production level





of 2.87 million pounds.  However, in 1974, production had declined 23.5%





over the 1973 production high of 3.748 million pounds.  During the period





1970-1973, C.I. Disperse Yellow 3 production had grown at an average annual





rate of 26%.  Imports of C.I. Disperse Yellow 3 through principal U.S.
                                 4-234
-------
customs districts amounted to only 1,517 pounds in 1975.  U.S. exports data




for this chemical are not published separately.




     C.I. Disperse Yellow is used to dye acetate, nylon, triacetate, poly-




ester, acrylic, and polyvinyl chloride fibers.  It is an important component




for hosiery shades, and is also used to dye wool sheepskins and furs, and




in the surface dyeing of cellulose acetate, polymethyl methacrylate, and




other plastics.  Future growth of disperse dyes, including C.I. Disperse




Yellow 3, is tied to growth in the polyester fiber market, and is expected




to bounce back from the recent recession and continue to grow beyond 1985.







     C.I. Disperse Blue 79




     Production of C.I. Disperse Blue 79 was reported as 3.023 million




pounds in 1975, a decrease of 38.5% from a production high of 4.91 million




pounds in 1974.  C.I. Disperse Blue 79 production had grown at an average




annual rate of 36% during the period 1970-1974.  U.S. imports of C.I.




Disperse Blue 79 through principal U.S. customs districts amounted to




45,591 Ibs. in 1975.  U.S. exports data for this chemical are not available.




     C.I. Disperse Blue 79 is used to dye triacetate and polyester fibers.




Future growth of disperse dyes, including C.I. Disperse Blue 79, is tied to




growth in the polyester fiber market, which is expected to bounce back




from the recent recession and continue to grow beyond 1985.







     C.I. Direct Black 38




     In 1975, U.S. production of C.I. Direct Black 38 amounted to 2.168




million pounds, a decrease of more than 200% from the 1973 production level




of 6.743 million pounds.  U.S. imports and exports data are not published




separately for this chemical.
                                 4-235
-------
     C.I. Direct Black 38 is used to dye cellulose, wool, silk, bast fibers,




hog's hair, and leather.  It is used for printing on cellulose, wool, and




silk.  It is also used as a colorant in aqueous inks, plastics, wood stains,




vegetable-ivory buttons, as a biological stain, and to color wood-flour




used as a resin filler.  In general, cellulosic dyestuff consumption is




expected to decline after 1977.







     C.I. Acid Yellow 151




     Production of C.I. Acid Yellow 151 amounted to 1.738 million pounds in




1975, down from a production high of 1.799 million pounds in 1973.  U.S.




imports and exports data are not available for this chemical.




     C.I. Acid Yellow 151 is used to dye wool and silk and for printing on




wool, silk, and nylon.  Growth of acid dyes, including C.I. Acid Yellow 151,




is expected to increase as demand for nylon carpet increases with new




housing  starts.







     FD  & C Yellow No. 5




     Production of FD & C Yellow No. 5 amounted to 1.070 million pounds in




1975, down from a production high of 1.525 million pounds in 1974.  C.I.




Acid Yellow 23 is chemically identical with FD & C Yellow No. 5 and differs




only in  purity specifications or product form.  Production of C.I. Acid




Yellow 23 amounted to 271 thousand pounds in 1975, down from 336 thousand




pounds in 1974, and a production high of 631 thousand pounds in 1973.  U.S.




imports  of FD & C Yellow No. 5 and C.I. Acid Yellow 23 through principal




U.S. customs districts amounted to 281,358 Ibs. and 6,240 Ibs., respectively,




in 1975.  U.S. exports data are not available for these chemicals.
                                 4-236
-------
     Certified FD & C Yellow No. 5 is approved for use as a color additive




in food, drugs, and cosmetics by the U.S. Food and Drug Administration.




Based on U.S. sales data for the first nine months of 1967, FD & C Yellow




No. 5 was used to color food (96%), Pharmaceuticals  (3%) and cosmetics  (1%).




Based on these data, a breakdown for the consumption of FD & C Yellow No.  5




in food during this period was:  pet food (18.8%); beverages (14.6%);




bakery goods  (14.4%); dessert powders (11.1%); candy and confections (11.1%);




cereals  (9.7%); miscellaneous foods  (8.2%);  ice cream, sherbet, and dairy




products (6.5%); snack foods (3.4%); sausage  (1.2%); and maraschino cherries




(1.0%).




     As a drug color additive,  FD & C Yellow No. 5 has been used in aqueous




drug solutions, tablets, and capsules.  As a cosmetics color additive,




FD S C Yellow No. 5 has been used in toothpaste, hair waving fluids, and




bath salts, and its aluminum lake has been used in lipsticks, rouges, face




and talcum powders, and nail lacquers.




     The U.S. Food and Drug Administration is currently proposing that




FD s C Yellow No. 5 be prohibited from use in the following drugs:  pain




relievers, antihistamines, cough-cold medications, anti-asthmatics, orally




administered decongestants, and prescription anti-inflammatory drugs.  It




is also proposing that labels of any food products containing FD & C




Yellow No. 5 should specifically list it as an ingredient.  These restric-




tions and requirements result from the probability that as many as 100,000




Americans have allergic reactions to FD & C Yellow No. 5.




     Possible substitutes for FD S C Yellow No. 5 include the only other




synthetic yellow food color approved by the FDA, FD S C Yellow No. 6,




various natural derivatives, and a new polymeric food dye  (which is not
                                 4-237
-------
absorbed by the bloodstream)  which may be introduced to the marketplace





by 1980.




     C.I. Acid Yellow 23 is used to dye wool, silk, nylon, and leather;




for printing on wool and silk; as a stain and surface color for crepe




tissues; to color soap, casein plastics, anodized aluminum, writing inks,




and woodstains.  Growth of acid dyes, including C.I. Acid Yellow 23, is




expected to increase as demand for nylon carpet increases with new housing




starts.







     C.I. Direct Blue 218




     U.S. production of C.I.  Direct Blue 218 amounted to 1.045 million




pounds  (with sales of 1.309 million pounds) in 1975.  Production of this




dyestuff peaked in 1973, when it reached 1.472 million pounds.  U.S.




imports and exports data for this chemical are not published separately.




     C.I. Direct Blue 218 is used to dye cellulose, stain silk and wool,




and is  suitable for use on goods to be given a urea-formaldehyde finish.




In general, cellulosic dyestuff consumption is expected to decline after 1977.







                               Pigments




     There are nine chemicals in this use category:  (1) C.I. Pigment




Yellow  12;  (2) C.I. Pigment Red 49, barium toner;  (3) C.I. Pigment Red 49,




calcium toner;  (4) C.I. Pigment Red 53, barium toner; (5) C.I. Pigment Red 48;




 (6) C.I. Pigment Red 52;  (7)  C.I. Pigment Yellow 14; (8) C.I. Pigment Red 3;




and  (9) C.I. Pigment Red 57,  calcium toner.




     Production and use descriptions are presented separately for each




pigment.  Possible chemical substitutes for these pigments can only be




discussed in general terms.  Besides economic considerations, choosing a
                                 4-238
-------
specific substitute for a particular pigment depends on many physical and

technical properties of the pigment that affect its usage in specific

products, e.g., hue, tinctorial strength, ease of incorporation into the

medium, transparency or opacity, fastness, solubility in various solvents,

etc.  Although many possible substitute pigments exist, the choice of

these substitutes would rest with a technical pigments expert.

     Pigment sales in 1976 are believed to have reached 1973 levels, re-

covering from the 1974-1975 slump.  The general outlook for the organic

pigment industry is good.  Pressures on lead pigment users stemming from

possible government regulations may result in increased organic pigment

sales.  Estimated annual growth rates are not available.


     C.I. Pigment Yellow 12

     In 1975, C.I. Pigment Yellow 12 production amounted to 6.028 million

pounds, a decrease of 25% over the 1974 production level of 8.019 million

pounds.  A production high for C.I. Pigment Yellow 12 of 8.398 million pounds

was reported in 1973.  Imports of C.I. Pigment Yellow 12 through principal

U.S. customs districts amounted to 62 thousand pounds in 1975.  U.S. exports

data for this chemical are not available.

     C.I. Pigment Yellow 12 is used in:  printing inks and lacquers; rubber;

polyvinyl chloride, urea/formaldehyde, and phenol/formaldehyde resins;

paper; textile printing; and linoleum.


     C.I. Pigment Red 49, barium toner, and
     C.I. Pigment Red 49, calcium toner

     Production of C.I. Pigment Red 49, barium toner, dropped  16%  in  1975

to  4.015 million pounds from a 1974 level of 4.787 million pounds.  During

the 1970-1975 period, annual production of C.I. Pigment Red 49, barium toner,

remained in the range of 4.0-4.8 million pounds per year.  Imports of
                                  4-239
-------
C.I.  Pigment Red 49,  barium toner,  through principal U.S. customs districts




amounted to 17 thousand pounds in 1975.




     C.I. Pigment Red 49,  barium toner, is chemically identical to D & C




Red No. 12.  In 1975, U.S. production of D & C Red No. 12 amounted to only




5,000 pounds.




     In 1975, production of C.I, Pigment Red 49, calcium toner, amounted to




1.297 million pounds.  During the period 1970-1975, annual production of




C.I.  Pigment Red 49,  calcium toner, has remained within a range of 1.25-




1.431 million pounds per year (the peak, 1.431 million pounds, was reported




in 1970).  U.S. imports data for this chemical are not available.




     DSC Red No. 11 is chemically identical to C.I. Pigment Red 49,




calcium toner.  At least 1,000 pounds of D & C Red No. 11 were produced




in the U.S. in 1975 but separate data are not published.




     U.S. exports data for these chemicals are not available.




     C.I. Pigment Red 49, barium toner and calcium toner, have identical




uses.  They are primarily used because they are inexpensive; however,




they cannot be used where the pigmented product is subjected to severe




conditions.  They are used in printing inks and paints having high tinc-




torial strength; in alkyd resin enamels and lacquers when the solvent




fastness is sufficient; in rubber  (although migration may occur); in




linoleum, paper coating, and student-grade artists' coloring materials,-




and in polyvinyl chloride, urea/formaldehyde, phenol/formaldehyde, poly-




styrene, and amino resin and plastics.




     D & C Red No. 12 and DSC Red No. 11 are used in powders,  rouges,




lipsticks, creams, nail lacquers, and  soap.
                                  4-240
-------
     C.I. Pigment Red 53, barium toner




     Production of C.I. Pigment Red 53, barium toner, dropped 25% in 1975




to 2.736 million pounds from a production high of 3.656 million pounds in




1974.  Annual production of C.I. Pigment Red 53, barium toner, increased




at an average rate of 13.9% during the period 1970-1974.  Imports of C.I.




Pigment Red 53, barium toner, through principal U.S. customs districts




amounted to 13 thousand pounds in 1975.  U.S. exports data for this chemi-




cal are not available.




     C.I. Pigment Red 53, barium toner, is chemically identical to D & C




Red No. 9.  In 1975, production of D & C Red No. 9 amounted to 62 thousand




pounds.




     C.I. Pigment Red 53, barium toner, is used in printing inks (sheet-




fed and webb offset heat-set and flexographic), in coated paper, crayons,




rubber, polystyrene, polyvinyl chloride, urea/formaldehyde and phenol/




formaldehyde resins and plastics, and baking enamels.




     D&C Red No. 9 is used in powders, rouges, lipsticks, creams, nail




lacquers, and soap.







     C.I. Pigment Red 48




     Annual production of C.I. Pigment Red 48 has declined from a produc-




tion high of 3.48 million pounds in 1972 to a 1975 production level of 2.167




million pounds.  The largest decline occurred in 1974, when annual produc-




tion dropped 23%.  Imports of C.I. Pigment Red 48 through principal U.S.




customs districts amounted to 171 thousand pounds in 1975.  U.S. exports




data for this chemical are not available.




     C.I. Pigment Red 48 as the barium or calcium salt is used primarily in




printing inks and plastics.  It is used in printing inks of high tinctorial
                                 4-241
-------
strength,  wrapper and tinplate printing inks, and in textile printing.  It




finds use in the following plastics:   polyvinyl chloride, urea/formaldehyde,




and phenol/formaldehyde.   Other applications for C.I. Pigment Red 48,




barium and calcium salts,  are in paints,  alkyd resin enamels and lacquers,




rubber, paper,  linoleum,  book cloth,  leather cloth, and cosmetics.




     C.I.  Pigment Red 48,  manganese salt, is used primarily in paints,




alkyd resin enamels,  lacquers, plastics,  and vinyl products.  It is also




used occasionally in emulsion paints,  printing inks, paper, and textile




printing,  and only occasionally in rubber.







     C.I.  Pigment Red 52




     In 1975, production  of C.I. Pigment Red 52 amounted to 1.93 million




pounds.  During the period 1970-1975,  annual C.I. Pigment Red 52 production




remained in the range of  1.55-1.93 million pounds per year.  Imports of




C.I. Pigment Red 52 through principal  U.S.  customs districts amounted to




only 1,764 pounds in 1975.  U.S. exports data for this chemical are not




available.




     C.I.  Pigment Red 52,  calcium salt, is used in printing inks, plastics,




rubber, enamels, lacquers, floor coverings, and sometimes in emulsion paints




     C.I. Pigment Red 52,  manganese salt, is primarily used in paints, with




additional applications as described for the calcium salt.







     C.I. Pigment Yellow 14




     Production of C.I. Pigment Yellow 14 decreased 49% in 1975, to 1.84




million pounds, from a production high of 3.60 million pounds in 1974.




Annual production of C.I.  Pigment Yellow 14 remained in the range of 1.84-




3.60 million pounds per year, during the period 1970-1975.  Imports of
                                  4-242
-------
C.I. Pigment Yellow 14 through principal U.S. customs districts amounted




to 11 thousand pounds in 1975.  U.S. exports data for this chemical are




not available.




     C.I. Pigment Yellow 14 is used in:  rubber; urea/formaldehyde,




phenol/formaldehyde, polyvinyl chloride, polystyrene, and vinyl plastics;




printing inks; and for textiles.  It is occasionally used in paints




and paper.






     C.I. Pigment Red 3




     Production of C.I. Pigment Red 3 dropped 26% from a production high




in 1974 of 2.24 million pounds to 1.66 million pounds in 1975.  Annual




C.I. Pigment Red 3 production stayed in the range of 1.626-2.24 million




pounds per year during the period 1970-1975.  Imports of C.I. Pigment Red 3




through principal U.S. customs districts amounted to 105 thousand pounds




in 1975.  U.S. exports data for this chemical are not available.




     C.I. Pigment Red 3 is one of the most widely used red pigments due




to its coloring properties and economic considerations.  It is primarily




used in paints (trim paints, bulletin paints, farm machinery finishes,




emulsion paints).   Small amounts are used in printing inks (mainly poster




inks).  Other applications include:  distempers, synthetic resin lacquers




and leather finishes, paper coating and dyeing, wallpaper, linoleum, carbon




paper, typewriter ribbon, student-grade art materials, cement, and textile




printing.  C.I. Pigment Red 3 can also be used in rubber, celluloid, cellu-




lose acetate, phenol/formaldehyde, urea/formaldehyde, styrene, and protein




plastics; however, migration may occur or other physical conditions may




make this usage impractical.
                                 4-243
-------
     C.I.  Pigment Red 57,  calcium toner




     Production of C.I.  Pigment Red 57, calcium toner, has declined




slightly from a 1973 high of 1.578 million pounds (with a 1.6% decline




in 1974 and a further 3.7% decline in 1975) to a 1975 production level




of 1.496 million pounds.  Annual production of C.I.  Pigment Red 57,




calcium toner, has stayed in the range of 1.023-1.578 million pounds per




year during 1970-1975.   Imports of C.I. Pigment Red  57, calcium toner,




through principal U.S.  customs districts amounted to 330 thousand pounds




in 1975.  U.S. exports  data for this chemical are not available.




     C.I.  Pigment Red 57,  calcium toner, is chemically identical to




DSC Red No. 7.  In 1975, U.S. production of D & C  Red No.  7 amounted to




20 thousand pounds.




     C.I.  Pigment Red 57,  calcium toner, is used primarily in printing




inks.  It also has important usage in paints, alkyd  resin enamels, lacquers,




rubber, and vinyl products.  Other uses include:  paper coatings,  wallpaper,




linoleum,  most types of plastics, leather finishes,  and textile printing.




     DSC Red No. 7 is used in powders, rouges, lipsticks,  creams, nail




lacquers,  and soap.
                                 4-244
-------
Class:  Azo Compounds
                                                                                                      4/77
                     AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE MILLION POUNDS
CAS No.
6358856
1103384
2832408
12239348
5160021
1937377
f- 3564214
M
01 5858822
5468757
—
2425856
5281049
1103395
1934210
10401500
*Values
Chemical Name
C.
C.
C.
C.
C.
C.
C.
C.
C.
C.
C.
C.
C.
FD
C.
I.
I.
I.
I.
I.
I.
I.
I.
I.
I.
I.
I.
I.
s
I.
designated
Pigment Yellow
Pigment Red
49,
Disperse Yellow
Annual Prod. (Million
Pounds) /Year/Source
12 6.03/1975/T75
barium toner 4
3 3
Disperse Blue 79 3
Pigment Red
Direct Black
Pigment Red
Pigment Red
53,
38
48
52
Pigment Yellow
Acid Yellow
Pigment Red
Pigment Red
Pigment Red
C Yellow No.
Direct Blue
151
3
57,
49,
5
218
as coming from
barium toner 2
2
2
1
14 1
1
1
calcium toner 1
calcium toner 1
1
1
Synthetic Organic
. 02/197 5/T7 5
.13/1975/T75
-02/1975/T75
. 74/197 5/T75
.17/1975/T75
.17/1975/T75
.93/1975/T75
-84/1975/T75
-74/1975/T75
.66/1975/T75
.5/1975/T75
.3/1975/T75
-07/1975/T75
.05/1975/T75
Chemicals , United
Price*
335
212
198
266
270
—
394
366
349
233
331
405
243
498
Market Value,
, £/lb. Million $ Dossiers
(T75)
(T75)
(T75)
(T75)
(T75)

(T75)
(T75)
(T75)
(T75)
(T75)
(T75)
(T75)
(T75)
230 (T75)
States Production
20.
8.
6.
8.
7.
-
8.
7.
6.
4.
5.
6.
3.
5.
19
51
19
04
39
-
54
06
42
05
49
06
15
33
2.40
and Sales
—
—
I, II
—
I, II
—
—
—
—
—
—
—
—
I
(T74 or T75p,
  p=preliminary),  are unit sales value which is calculated from total quantities sold (the sum of the large
  quantities  sold  on a contractual basis and smaller quantities sold intermittently)  and total sales value
   (the  sum  of the  values of sales at contract prices and list prices).
-------
                                                                                                         4/77
 Class:   Azo Compounds

                     AZO  COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
 CAS  No.         Chemical  Name
 6358312         C.I.  Pigment Yellow 74
                C.I.  Direct Yellow 501
 2783940         FD  S  C  Yellow No. 6
 3734676         C.I.  Acid Red 1
 842079          C.I.  Solvent Yellow 14
 915673          FD  S  C  Red No. 2
 6371842         C.I.  Acid Orange 24
                C.I.  Disperse Brown 1
 5850168         C.I.  Acid Brown 14
 3468631         C.I.  Pigment Orange 5
 2610119         C.I.  Direct Red 81
                C.I.  Direct Yellow 84
 91349           C.I.  Direct Yellow 4
 5610640         C.I.  Acid Black 52

 3121742         C.I.  Acid Black 1
 6406560         C.I.  Acid Red 151
 4531491         C.I.  Pigment Yellow 17
14097031        C.I.  Basic Red 18
12225126        C.I.  Pigment Yellow 73
6250233         C.I.  Disperse Yellow 23
12210029        C.I.  Acid Red 337
                C.I.  Disperse Orange 37
Annual Prod.(Thousand
Pounds)/Year/Source
   947/1975/T75
   942/1975/Tp75
   804/1975/T75
   798/1975/T75
   783/1975/T75
   680/1975/T75
   613/1975/T75
   607/1975/Tp75
   538/1975/T75
   523/1975/T75
   518/1975/T75
   504/1975/T75
   502/1975/T75
   501/1975/Tp75
      (sales)
   427/1975/T75
   418/1975/T75
   415/1975/T75
   391/1975/T75
   389/1975/T75
   388/1975/T75
   380/1975/T75
   379/1974/T74
-------
                                                                                                      4/77
Class:  Azo Compounds

              AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
        CAS No.        Chemical Name
        6505288        C.I.  Pigment Orange 16
                       FD &  C Red No. 40
        10300740       C.I.  Direct Brown 95
        3351051        C.I.  Acid Blue 113
        2512290        C.I.  Pigment Yellow 1
        2610108        C.I.  Direct Red 80
        6420413        C.I.  Direct Orange 102

                       C.I.  Direct Black 22
£       12222003       C.I.  Direct Blue 80
5       12235222       C.I.  Acid Yellow 159
        4438168        C.I.  Basic Orange 1
        12220109       C.I.  Acid Orange 116
        1934210        C.I.  Acid Yellow 23
                       C.I.  Disperse Orange 29
        495545         C.I.  Basic Orange 2
                       C.I.  Direct Yellow 44
        6459945        C.I.  Acid Red 114
        2429734        C.I.  Direct Blue 2

                       C.I.  Azoic Diazo Component 3, salt
        2429745        C.I.  Direct Blue 15
        12223222       C.I.  Disperse Orange 25
        5102830        C.I.  Pigment Yellow 13
                                                                      Annual Prod.(Thousand
                                                                      Pounds)/Year/Source
                                                                         377/1975/T75
                                                                         364/1975/T75
                                                                         346/1975/T75
                                                                         340/1975/T75
                                                                         338/1975/T75
                                                                         335/1975/T75
                                                                         332/1975/T75
                                                                           (sales)
                                                                         329/1975/T75
                                                                         306/1975/T75
                                                                         291/1975/T75
                                                                         290/1974/T74
                                                                         279/1975/T75
                                                                         271/1975/T75
                                                                         271/1975/T75
                                                                         265/1975/T75
                                                                         262/1975/T75
                                                                         258/1975/T75
                                                                         243/1975/T75
                                                                           (sales)
                                                                         241/1975/T75
                                                                         241/1974/T74
                                                                         240/1975/T75
                                                                         240/1975/T75
-------
                                                                                                             4/77
I
NJ
*>
03
        Class:   Azo  Compounds

                      AZO  COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
 CAS No.         Chemical Name
 633965         C.I.  Acid Orange 7
 6471494         C.I.  Pigment Red 23
                C.I.  Acid Orange 60
 4482251         C.I.  Basic Brown 4
 3520727         C.I.  Pigment Orange  13
 1836222         C.I.  Pigment Red 60
 6486233         C.I.  Pigment Yellow  3
   —            C.I.  Azoic Diazo Component  13,  salt
                C.I.  Azoic Diazo Component  14,  salt
 104234          p-((p-Aminophenyl)azo)benzenesulfonic  acid
 12223380        C.I.  Disperse Red 65
 5850862         C.I.  Acid  Orange 8
 1936158         C.I.  Acid  Orange 10
                2,5-Diethoxy-4-morpholinobenzenediazonium chloride
 1787617         C.I.  Mordant Black 11
                C.I.  Disperse Red 177
 3179893         C.I.  Disperse Red 17
 2610051         C.I.  Direct  Blue 1
  —            C.I.  Azoic Diazo Component  9,  salt
3441143         C.I.  Direct  Red  23
6420446         C.I.  Direct  Red  24
2814779         C.I.  Pigment Red 4
4335095         C.I.  Direct  Green 6
Annual Prod.(Thousand
Pounds)/Year/Source
   231/1975/T75
   228/1975/T75
   212/1975/T75
   212/1975/T75
   209/1975/T75
   209/1975/T75
   192/1975/T75
   191/1975/T75
   184/1974/T74
   178/1975/T75
   176/1975/T75
   175/1975/T75
   170/1975/T75
   170/1975/T75
   169/1975/T75
   167/1975/T75
   166/1975/T75
   157/1975/T75
   155/1975/T75
   155/1975/T75
   152/1975/T75
   144/1975/T75
   143/1974/T74
-------
                                                                                                      4/77
Class:  Azo Compounds

              AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
CAS No.
12218961
12217377
3626286
2429847
4477796
2429825
16521349
1325548
6656037
12223200
6370087
(158:1)
3791682
15793734
Chemical Name
C.I. Acid Black 107
C.I. Acid Red 266

C.I. Direct Red 72
C.I. Direct Green 1
C.I. Direct Red 1
C.I. Solvent Red 26

C.I. Azoic Diazo Component 12, salt
C.I. Direct Brown 2
C.I. Pigment Brown 5
p-Diethylaminobenzenediazonium chloride
C.I. Direct Blue 191

C.I. Direct Orange 39
C.I. Direct Blue 98
C.I. Disperse Orange 17
C.I. Acid Blue 158, 158:1, 158:2

C.I. Acid Yellow 17
p-Dimethylaminobenzenediazo sodium sulfonate

C.I. Pigment Orange 34
C.I. Direct Blue 120 and 121A
Annual Prod.(Thousand
Pounds)/Year/Source
   138/1975/T75
   138/1975/T75
     (sales)
   138/1975/T75
   132/1975/T75
   132/1975/T75
   128/1974/T74
     (sales)
   125/1975/T75
   125/1975/T75
   123/1975/T75
   122/1975/T75
   120/1974/T74
     (sales)
   109/1975/T75
   107/1975/T75
   107/1975/T75
   105/1975/T75

   100/1975/T75
   100/1975/SRI
     (use)
   99/1975/T75
   97/1975/T75
-------
                                                                                                           4/77
      Class:  Azo Compounds


                    AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
 I
to
Ul
o
 CAS  No.         Chemical  Name

 6227026         C.I.  Direct  Red  16

 6054484         C.I.  Disperse  Black  1
 2872528         C.I.  Disperse  Red 1
 5413752         C.I.  Acid Red  73
 8003223         C.I.  Solvent Yellow  33
                C.I.  Direct  Red  83
 3761533         Acid  Red  26
 730405          C.I.  Disperse  Orange 3

 6655841         C.I.  Pigment Red 17
 12217640        C.I.  Direct  Orange 72

 6420402         C.I.  Direct  Orange 29

 60093           p-Phenylazoaniline(p-aminoazaobenzene)and
                hydrochloride
 587984          C.I.  Acid Yellow 36
 2429814         C.I.  Direct  Brown 311

 6410102         C.I.  Pigment Red 2
6232560         C.I.  Disperse  Orange 5

3626402         C.I.  Direct  Blue 120

6448959        C.I.  Pigment Red 22
3567655        C.I.  Acid Red  85
3769571        C.I.  Disperse  Red 5
Annual Prod.(Thousand
Pounds)/Year/Source

   91/1974/T74
      (sales)
   89/1974/T74
   89/1975/T75
   87/1975/T75
   87/1975/T75
   86/1975/T75

   84/1975/T75
   81/1975/T75
      (sales)
   81/1975/T75

   79/1975/T75
   76/1975/T75
   75/1975/T75
      (sales)

   74/1975/T75
   73/1975/T75
   73/1975/T75
   72/1975/T75

   70/1975/T75
   68/1975/T75
   67/1975/T75
   67/1975/T75
-------
                                                                                                           4/77
      Class:  Azo Compounds

                    AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
N)
Ln
CAS No.        Chemical Name
12220643       C.I. Acid Yellow 19
3530196        C.I. Direct Red 37
6222635        C.I. Acid Red 137
5160021        D.SC. Red No. 9
6410419        C.I. Pigment Red 5
1937344        C.I. Direct Red 79

6372969        C.I. Acid Yellow 40

6439538        C.I. Disperse Yellow 5
992596         C.I. Direct Red 2
3626366        C.I. Direct Orange 26
2481949        C.I. Solvent Yellow 56
8006051        C.I. Direct Blue 126
3564270        C.I. Mordant Orange 6
12222376       C.I. Direct Orange 34
3687807        C.I. Direct Red 26

3701404        C.I. Acid Red 99

16143796       C.I. Direct Blue 76
6406322        C.I. Acid Blue 118

6358298        C.I. Direct Red 39
21416466       C.I. Pigment Red 63
Annual Prod.(Thousand
Pounds)/Year/Source
   65/1975/T75
   63/1975/T75
   62/1975/T75
   62/1975/T75
   60/1975/T75
   57/1974/T74
     (sales)
   56/1975/T75
     (sales)
   56/1975/T75
   53/1975/T75
   52/1975/T75
   50/1975/T75
   49/1974/T74
   49/1975/T75
   47/1975/T75
   47/1975/T75
     (sales)
   45/197B/T75
     (sales)
   44/1975/T75
   43/1975/Tp75
     (sales)
   43/1975/T75
   43/1975/T75
-------
                                                                                                    4/77
Class:   Azo Compounds
              AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
 I
to
Ln
 CAS No.         Chemical Name

 5858399         C.I.  Acid Red 4
 5850395         C.I.  Acid Green 20
                C.I.  Acid Red 182
 2150541         C.I.  Direct Blue 25

                C.I.  Azoic Diazo Component 8,  salt
 2429790         C.I.  Direct Orange 8

 10343585        C.I.  Acid Yellow 99

 6420413         C.I.  Direct Red 4

 6410135         C.I.  Pigment Red 6
                C.I.  Azoic  Diazo Component 10,  salt

 3618620         C.I.  Mordant Brown 33


 2870328         C.I.  Direct Yellow 12
                C.I.  Azoic  Diazo Component 1,  salt


 2429712         C.I.  Direct Blue 8
 3861732         C.I.  Acid Blue  92


1681603         C.I.  Acid Violet 3

12221873        C.I.  Direct Black 9
                                                                      Annual Prod.(Thousand
                                                                      Pounds)/Year/Source

                                                                         39/1975/T75
                                                                         38/1975/T75
                                                                         38/1975/T75
                                                                         36/1975/T75
                                                                           (sales)
                                                                         35/1975/T75
                                                                         35/1975/T75
                                                                           (sales)
                                                                         34/1975/T75
                                                                           (sales)
                                                                         34/1974/T74

                                                                         34/1975/T75

                                                                         33/1974/T74
                                                                           (sales)
                                                                         33/1974/T74
                                                                           (sales)

                                                                         32/1975/T75
                                                                         30/1975/T75
                                                                           (sales)
                                                                         30/1975/T75

                                                                         29/1975/T75
                                                                           (sales)
                                                                         29/1975/T75
                                                                           (sales)
                                                                         29/1975/Tp75
                                                                           (sales)
-------
                                                                                                          4/77
      Class:  Azo Compounds

                    AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS  (continued)
      CAS No.
      6226808
      6656037
      6375559
i
to
01
u>
6391215

10127272
6408908

1052386
      2611827
      6360072
      13195192
Chemical Name
C.I. Acid Red 115

C.I. Pigment Violet 3

C.I. Direct Yellow 28
C.I. Acid Yellow 42
C.I. Azoic Diazo Component 5,  salt
C.I. Acid Orange 64

C.I. Direct Orange 73
D.SC. Red No. 6
C.I. Acid Orange 74
C.I. Acid Yellow 65

C.I. Basic Brown 1
C.I. Solvent Brown 12
D. &C. Red No. 7
C.I. Acid Red 18

C.I. Azoic Diazo Component 49, salt

C.I. Acid Red 37
C.I. Acid Yellow 38

C.I. Acid Yellow 54
Annual Prod.(Thousand
Pounds)/Year/Source
   28/1974/T74
     (sales)
   28/1975/T75
     (sales)
   27/1975/T75
   26/1975/T75
   25/1975/T75
   24/1975/T75
     (sales)
   23/1975/T75
   22/1975/T75
   20/1975/T75
   20/1975/T75
     (sales)
   20/1975/T75
   20/1974/T74
   20/1975/T75
   19/1975/T75
     (sales)
   19/1975/T75
     (sales)
   18/1975/T75
   18/1975/T75
     (sales)
   17/1975/T75
     (sales)
-------
                                                                                                     4/77
Class:  Azo Compounds
              AZO COMPOUNDS WITH ANNUAL PRODUCTION  GREATER THAN ONE  THOUSAND POUNDS (continued)
CAS No.
               Chemical Name
Annual Prod.(Thousand
Pounds)/Year/Source
3564156
3618631
C.I. Mordant Brown 1
C.I. Mordant Red 7


p- (Ethyl (2-hydroxyethyl) amino) benzenediazonium chloride
12223357
1658566
2503733
£ 97563
Ul
6359826
2429836
60117
6625463
6359906
—
12236736
4321691
C.I. Disperse Red 50
C.I. Acid Red 88
C.I. Direct Blue 78
4- (o-Tolylazo) -o-toluidine
C.I. Acid Yellow 11
C.I. Direct Black 4


( 6- Aminoazo toluene)



C.I. Solvent Yellow 2 (p-Dimethylaminoazobenzene)
C.I. Acid Violet 12
C.I. Acid Yellow 34
D.SC. Red No. 34
C.I. Pigment Yellow 83
C.I. Acid Violet 7





16/1974/T74
(sales)
15/1975/T75
(sales)
15/1975/T75
14/1975/T75
13/1975/T75
(sales)
13/1975/T75
(sales)
12/1975/T75
(sales)
11/1975/T75
11/1974/T74
(sales)
11/1974/T74
(sales)
10/1975/T75
(sales)
10/1975/T75
(sales)
9/1974/T74
9/1974/T74
(sales)
8/1975/T75
(sales)
-------
                                                                                                       4/77
Class:  Azo  Compounds


              AZO COMPOUNDS  WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS (continued)
CAS No.        Chemical Name

1325617        C.I. Direct Orange  37


               C.I. Acid Red  186


6472500        C.I. Acid Red  89


10130297       C.I. Direct Yellow  8


               D.SC. Red No.  12

6441914        C.I. Acid Violet 1


               D.&C. Red No.  36


2829438        C.I. Direct Red 75
Annual Prod.(Thousand
Pounds)/Year/Source

   8/1975/T75
      (sales)

   7/1975/T75
      (sales)

   6/1975/Tp75
      (sales)

   6/1975/T75
      (sales)

   5/1975/T75

   4/1975/T75
      (sales)

   4/1975/T75
      (sales)

   3/1975/T75
      (sales)
   Data includes dyes which are  similar  to,  but  not  chemically  identical with  the  indicated C.I.  name.
-------
                                                                                                           4/77
       Class:  Azo Compounds
       CAS No._
       120683
       133608
       136403
       144752
       599791
       4080313
i
KJ
Ul
Ol
                           AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
                                       FOR WHICH EXACT FIGURES ARE NOT AVAILABLE1
 Chemical  Name
 m-(4-Amino-3-tolylazo)benzenesulfonic  acid
 Azosulfamide
 Phenazopyridine  hydrochloride
 Sodium sulfoxone
 Sulfasalazine  (salicylazosulfapyridine)
 1-(3-Chloroallyl)-3,5,7-triazo-l-azoniaadamantane  chloride
 5-Amino-4,5'-dihydroxy-3,4'-((2-methoxy-5-methyl-p-phenylene)bis(azo))-di-2,7-naphthalene-
  disulfonic acid,5'-benzenesulfonate
 2-(2-Amino-5-hydroxy-7-sulfo-l-naphthylazo)-5-nitrobenzoic  acid
 m-((4-Amino-3-methoxyphenyl)azo)benzenesulfonic  acid
 4-((4-Amino-5-methoxy-o-tolyl)azo)-4-hydroxy-2,7-naphthalenedisulfonic acid,  benzenesulfonate
 3-(4-Amino-5-methoxy-o-tolylazo)-l,  5-naphthalenedisulfonic acid
 7-.((4-Amino-5-methoxy-o-tolyl)azo)-1,3-naphthalenedisulfonic acid
 2-(2-Amino-l-naphthylazo-4-(1,1,3,3-tetramethylbutyl)phenol
m-((p-Aminophenyl)azo}benzenesulfonic  acid
7-((4-Aminophenyl)azo)-1,3-naphthalenedisulfonic acid
5-Amino-8-(phenylazo)-2-naphthol
8-Amino-5-(phenylazo)-2-naphthol
5-((p-Aminophenyl)azo)salicylic acid
3-((4-Amino-o-tolyl)azo)-1,5-naphthalenedisulfonic acid
7-((4-Amino-o-tolyl)azo)-1,3-naphthalenedisulfonic acid
4',4'''-Azobis(4-biphenylcarboxylic  acid)
5-(Bis(2-hydroxyethyl)amino)-2,2'-chloro-4-nitrophenylazobenzanilide
2,4-Bis(xylazo)resorcinol
-------
                                                                                                      4/77
Class:  Azo Compounds

                    AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
                          FOR WHICH EXACT FIGURES ARE NOT AVAILABLE"''  (continued)
CAS No.        Chemical Name
  —           3-Chloro-4-diethylaminobenzenediazonium chloride(p-diazo-2-chloro-N,N-diethylaniline)-zinc  chloride
               N-((5-Chloro-o-tolyl)azo)sarcosine
               1,4-Diazobicyclo(2,2.2)octane
               4-Diazo-2,4-diethoxy-l-thio-p-cresylbenzene zinc salt
               Diazodinitrophenol
  —           4-Diazo-l-morpholine benzene zinc chloride
               a-Diazo-l-naphthol-5-sulfonate
  —           2-Diazo-l-naphthol-5-sulfonic acid, sodium salt
               Dibenzylazodicarboxylate
  —           3-((4'-N,N-Diethylamino)phenylazo)-lH-l,2,4-triazole
  —           N',N'-((3,3'-Dimethoxy-4,4'-biphenylylene)bis(azo))bis  (N-methyltaurine)
               1-(3,5-Dinitro-2-hydroxyphenylazo)-2-hydroxynaphthalene
  —           2-(N-Ethyl-p-((6-methoxy-2-benzothiazolyl)azo)anilino)-ethanol
  —           N-(7-Hydroxy-8-((2-hydroxy-5-nitrophenyl)azo)-1-naphthyl)acetamide
               7-Hydroxy-8-((4'-((p-hydroxyphenyl)azo)-3,3'-dimethyl-4-biphenylyl)azo)-1,3-naphthalene-
                 disulfonic acid
               4'-Nitro-4-amino-3-methoxyazobenzene
  —           2-(o-Nitrophenylazo)-p-cresol  (CH2=1)
               2-o-Nitrophenylazo)-4,l-ditertamylphenol  (OH=1)
               4-(Phenylazo)diphenylamine
               4- (2,5-Xylylazo)-o-toluidine
-------
                                                                                                              4/77

        Class:  Azo Compounds

                            AZO COMPOUNDS WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS
                                  FOR WHICH EXACT FIGURES ARE NOT AVAILABLE"1"  (continued)
           Compiled from Synthetic Organic Chemicals, United States Production and Sales, 1975, excluding  the  Dyes
           and Pigments sections.  Because of the large number of chemicals listed in these sections on dyes and
           pigments for which exact structures would have to be determined, these have not been included in this  table.
           Chemicals from the section on medicinals were included only if an initial examination of the names  listed
           indicated that they fit the category.  CAS Numbers were included only if found in one search of readily
           available sources.
 i
NJ
m
CD
-------
                                                                    5/77
     9.    Class IX:  Nitrofurans





     These compounds are noted for their antimicrobial activity, and




their only uses have been in drug-related applications.  They have been




used as prophylactic additives and growth promoters in feeds for poultry




and swine, in treatment of genitourinary, gastrointestinal, and surface




infections in humans and domestic animals, and in treatment of mammary




gland infections in dairy cattle.  The accompanying tables summarize




the available information on production of nitrofurans.  Of the more




than 2000 nitrofurans reported in the literature, only those nitrofurans




presently in commercial production or those for which there is some indi-




cation of past commercial production are listed.
                                 4-259
-------
       Class:   Nitrofurans
                                                                                                            5/77
                            NITROFURANS WITH ANNUAL PRODUCTION GREATER THAN ONE  THOUSAND  POUNDS
I
tu
01
o
CAS No.



59870




67209



67287



67458



92557



3270711
Chemical Name



5-Nitro-2-furaldehyde semicarbazone

   (Nitrofurazone)


Nitrofurantoin


Nihydrazone


Furazolidone


5-Nitro-2-furanmethanediol, diacetate


Nifuraldezone
Annual Prod./Year/Source



  >1000 lbs./1975/T75




  >1000 lbs./1975/T75



  >1000 lbs./1977/SRI



  >1000 lbs./1975/T75



  >1000 lbs./1975/T75



  >1000 lbs./1977/SRI
-------
                                                                                                            5/77
I
K>
CTi
Class:  Nitrofurans

                       NITROFURANS WITH ANNUAL PRODUCTION LESS THAN ONE  THOUSAND POUNDS

CAS No.        Chemical Name

139913         Furaltadone
531828         N-(4-(5-Nitro-2-furyl)-2-thiazolyl)acetamide
555840         1-((5-Nitrofurfurylidene)amino)-2-imidazolidinone
586845         5-Nitro-2-furfurylmethyl ether
609392         Nitrofuran
712685         2-Amino-5-(5-nitro-2-furyl)-1,3,4-thiadiazole
                  (Triafur)
946485         Guanofuracin
1614206        Nifurprazine
3570750        2-(2-Formylhydrazino)-4-(5-nitro-2-furyl)thiazole
6236051        Nifuroxime
24554265       N-(4-(5-Nitro-2-furyl)-2-thiazolyl)formamide
25962770       trans-2-((Dimethylamino)methylimino)-5-(2-(5-nitro-2-furyl)vinyl)-1,3,4-oxadiazole
-------
                                                                 7/77






     10.  Class X:   Azides





     This small group of compounds has no chemicals with an annual pro-




duction greater than one million pounds.  Most of these compounds are




specialty reagents  or experimental chemicals.   Sodium and potassium




azides have been experimentally tested as herbicides, and sodium azide




has been suggested  as the detonating agent for inflatable air bags in




automobiles.  Lead  azide has been used in commercial blasting caps and




in military ammunition,  but no data were found on the volume of produc-




tion, since it is presumably produced by the military.
                                4-262
-------
                                                                                                           5/77



      Class:  Azides




                              AZIDES WITH ANNUAL PRODUCTION GREATER THAN ONE THOUSAND POUNDS




      CAS  No.         Chemical Name                                          Annual Prod./Year/Source



      1070195         Carbonazidic acid,  1,1-dimethylethyl ester               >1000 Ibs./1977/SRI

                          (tert-butyl carbazate)



      14546442        Hydrazine azide                                          >1000 Ibs./1977/SRI



      18810587        Barium azide                                             >1000 Ibs./1977/SRI



      22750578        Cesium azide                                             >1000 Ibs./1977/SRI



      23325911        2,6-Bis(p-azidobenzylidene)-4-methylcyclohexanone        >1000 Ibs./1975/T75
I
M
cn
-------
                                                                                                       5/77
Class:  Azides
                         AZIDES WITH ANNUAL PRODUCTION LESS THAN ONE THOUSAND POUNDS
CAS No.        Chemical Name





13424469       Lead azide




13838089       Azidoamphenicol  (Leukomycin)




17243388       Azidocillin  (a-azidobenzylpenicillin)




26628228       Sodium azide




               Potassium azide




  —           Silver azide
-------
    V.  STUDY OF POTENTIAL CARCINOGENICITY OF SELECTED CHEMICALS
        BASED ON STRUCTURE-ACTIVITY ANALYSIS
    The purpose of this study was to provide qualitative methods for iden-

tifying those substances within specific chemical classes with the great-

est potential for carcinogenicity on the basis of their structural features.

The Project Officer selected three classes for this initial study: epoxides,

alkyl halides, and vinyl halides.

    For each of these classes, the Project Officer provided a list of

chemicals known to be commercially significant (i.e., found in the

Directory of Chemical Producers-U.S.A.,  1971), and SRI supplemented the

lists with other chemicals judged to have significant human exposure

(e.g., chemicals identified by the EPA in drinking water supplies).

    As a first step in the analysis, published animal carcinogenicity

data on the three classes were compiled and evaluated.  All chemicals

belonging to these classes were considered, not just those on the list

described above (i.e., commercially significant or judged to have human

exposure).   Next,  the data for chemicals in each class were studied.

Structural features common to the carcinogens were identified as well as

those common to the inactive chemicals.   Criteria were then developed

for estimating the potential carcinogenicity of chemicals in each class

on the basis of these significant structural features.  Where possible,

the criteria were supported by reference to publications by carcinogenesis

experts.
                                  5-1
-------
    After the criteria were defined, they were applied to estimating




the potential  carcinogenicity of the commercially significant and




other chemicals known to have human exposure, but for which animal car-




cinogenicity data were not available.  For those chemicals on the lists




of those to be analyzed for which there were animal test data, the




estimate of potential carcinogenicity was based on the results of the




tests rather than on the structural criteria alone.  For each chemical




class studied, a report was prepared consisting of two parts:  (1) a




discussion of the structural criteria used in estimating potential




carcinogenicity, and (2) a table containing the names, CAS numbers, and




structures of the chemicals analyzed, and an estimate of potential




carcinogenicity for each chemical—made either on the basis of the




structural criteria or existing animal test data.  These three reports




are presented on pages 5-3 through 5-86.
                                  5-2
-------
A.  Epoxides









     All aliphatic monoepoxides in which the epoxide is terminal are judged




to be suspect.  Although the carcinogenicity of short chain monoepoxides,




such as ethylene oxide, has not been demonstrated adequately, some of these




chemicals have been shown to alkylate DNA.  On the basis of available




carcinogenicity data, monoepoxides with longer aliphatic chains (i.e.,




those which are more hydrophobic) are considered to be of higher suspicion




than the short chain chemicals.  The presence of a double bond, aldehyde




(as in glycidaldehyde), or other potentially reactive functional groups




near the epoxide also increases the suspicion by raising the possibility




that the chemical can act as a difunctional alkylating agent for DNA.




In addition, chemicals which are readily metabolized to aliphatic monoepoxides




(e.g., by ester hydrolysis) are also considered suspect.




     On the basis of available carcinogenesis data:




     (a)  Cyclic aliphatic monoepoxides and compounds readily metabolized




          to cyclic aliphatic monoepoxides are not considered suspect.




     (b)  Diepoxides are considered to be highly suspect, excepting those




          which are potentially sterically hindered from acting as




          difunctional crosslinking agents for DNA.  Van Duuren




          (Ann. N.Y. Acad. Sci. 163, 633-651, 1969) has suggested that




          the diepoxides may be inactive as carcinogens if the maximal




          atomic distance between the epoxides is <4.0A or >9.9A based




          on Dreiding scale models.
                                    5-3
-------
     (c)   Aliphatic chemicals  which have single epoxides embedded in




          the chain or  in which one of the carbons contained in the




          epoxide ring(s)  is fully substituted are not considered suspect.





     Compounds in which cleavage of the epoxide may lead to resonance




stabilized carbonium ions  (e.g., styrene oxide)  are considered suspect.
                                    5-4
-------
                                  EPOXIDES
ETHYLENE OXIDE
CAS NO.  = 75-21-8
PROPYLENE OXIDE
CAS No. = 75-56-9
    /O.
  *Potentlal Carcinogenicity

                C

(Test data reported, but
inadequate for evaluation;
see Lawley, 19761 and IARC 11,
157, 19762)
                                                 (Positive test results
                                                reported; see Lawley, 1976 )
OXIRANE CARBOXYLIC ACID, 3 METHYL -3 PHENYL-,
CAS No. = 77-83-8          ETHYL ESTER
                      —0-CH
DICYCLOPENTADIENE DIEPOXIDE
CAS No. = 81-21-0
1.  Lawley, P.O., "Carcinogenesis by Alkylating Agents" in Searle, C.E.,
    ed., Chemical Carcinogens, ACS Monograph 173, American Chemical
    Society, Washington, D.C., 1976, pp. 83-244.

2.  IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals
    to Man, Vol. 11, International Agency for Research on Cancer, Lyon,
    1976, pp.125-159.                _
-------
                          EPOXIDES (continued)
9, 10-EPOXYSTEARIC ACID, BUTYL ESTER
CAS No.  = 106-83-2
   ^Potential  Carcinogenicity

                 N

(Negative test results
reported; see Lawley, 1976)
           /Ox
                        O
                        II
EPICHLOROHYDRIN
CAS No. = 106-89-8
     '°\
                                              (Positive test results
                                              reported; see Lawley, 1976)
EPOXYCYCLOPENTANE
CAS No. = 285-67-6
EPOXYCYCLOHEXANE
CAS No. = 286-20-4
                                                              N
                                               (Negative test results
                                              reported; see Lawley, 1976)
                                   5-6
-------
                           EPOXIDES  (continued)
RESORCINOL, DIGLYCIDYL ETHER
CAS No. = 101-90-6
  *Potential Carcinogenicity

                C

(Test data reported,
but inadequate for evaluation;
see Lawley, 1976, and IARC 11,
125, 1976)
9, 10-EPOXYSTEARIC ACID, OCTYL ESTER
CAS No. = 106-84-3
                           O
OXIRANE, ETHYL
CAS No. = 106-88-7
                                               (Positive  test results
                                               reported;  see  Lawley, 1976)
2-PROPENOIC ACID, 2-METHYL-, GLYCIDYL ESTER
CAS No, = 106-91-2
               o
                                    5-7
-------
                           EPOXIDES  (continued)
CYCLOBUTA (1", 2":3, 4; 4", 3":3' 4')

 DICYCLOPENTA (1, 2-b:l', 2'-b')
 BISOXIRENE, DECAHYDRO
CAS No. = 7163-39-5
 O
                                                 *Potential Carcinogenicity
ACRYLIC ACID, GLYCIDYL ESTER
CAS No. = 106-90-1
                     O
                     II
DIELDRIN
CAS No. = 60-57-1
                                        (CLASSIFY AS HALIDE)
               
-------
                           EPOXIDES (continued)
2-PROPENE GLYCIDYL ETHER
CAS No.  = 106-92-3
*Potential Carcinogenicity

            C
        ._C-H;O- (Lh  d,H  =
            •*•       L
OXIRANE CARBOXYLIC ACID, 3-PHENYL-, ETHYL ESTER
CAS No. - 121-39-1
                       O
OXIRANE, PHENOXYMETHYL
CAS No. = 122-60-1
                      ,0,
 3,4-EPOXY-6-METHYL-CYCLOHEXYLMETHYL 3,4-EPOXY-6-METHYL-
CAS No. = 141-37-7              CYCLOHEXANE CARBOXYLATE
          -(LH,
        C-O —
                                                 (Positive test results
                                                 reported; see Lawley, 1976)
                    OH.
                                     5-9
-------
                          EPOXIDES  (continued)
                                                  ^Potential  Carcinogenieity
GLYCIDOL
CAS No. = 556-52-5

                                              (Test results reported but
                                              inadequate for evaluation; see
                                              Lawley, 1976)
BUTYL GLYCIDYL ETHER
CAS No. = 556-52-5
               -AuO  C.K
OLEANDOMYCIN TRIACETATE
CAS No. = 2751-09-9
                                  CH3  CII3
OXIRANE, (2,2,2-TRICHLOROETHYL)
CAS No. = 3083-25-8
  C.
                                    5-10
-------
                          EPOXIDES  (continued)
                                                  *Potential Carcinogenicity
EPIBROMOHYDRIN
CAS No. = 3132-64-7

                                              (Test results reported
                                              but inadequate for evaluation;
                                              see Lawley, 1976)
OXIRANE, 2-(2-(3,3-DIMETHYLOXIRANYL)ETHENYL)-2,3-DIMETHYL      C
CAS No. = 3765-28-4
         \
         CM,
OLEANDOMYCIN
CAS No. = 3922-90-5
N(CH3)2      QCH3

   -°"    r^Y°"

       ,,-^,,^Xr,,.
OXIRANE, (((l,l'-BIPHENYL)-2-YLOXY)METHYL)
CAS No. = 7144-65-2
                               -O
                O
* C = suspect as potential carcinogen
  N = not suspect as potential carcinogen
                                    5-11
-------
B.  Alky! Halides



     Increasing potential to form a stable carbonium ion was used as the

primary criterion of increasing alkylating ability, and, hence, of in-

creasing suspected carcinogenicity for alkyl halides.  The estimate of

potential to form a stable carbonium ion was based on structural and

chemical properties as follows:

      (1)  Strength of the R-X bond.  For example, the electronegativity of

fluorine is so large, and its bond to carbon is so strong, that most alkyl

fluorides would be expected to be inactive.  Among analogous compounds,

chlorides would be expected to be less reactive than bromides, which would

be less reactive than iodides (e.g., Morrison and Boyd, 1973, pp. 479-480).

      (2)  Electronic effects of nearby substituents and bonds  (electron-

donating or electron-withdrawing groups, and resonance bonds).  Among ali-

phatic halides, the electron-donating effect of alkyl groups alone is an

important factor.  Thus tertiary carbonium ions are very stable since the

three groups each donate some electronic charge to the positively charged
                                              ©
carbon  (  C  ) .  Secondary carbonium ions  ( C-*O-C ) are less stable since
          I
        C-O-C
          e

only two groups are donating electrons, and similarly, primary carbonium

ions  COG  ©) are the least stable of the three (Morrison and Boyd,

1973, p. 164).

     Increased chain length would be expected to enhance carbonium ion

stability among analogous compounds.  Inductive effects may be felt through

up to four carbon atoms, so that loss of a bromide ion from 2-bromohexane

would yield a more stable carbonium ion than that of 2-bromopropane
                                   5-12
-------
(Morrison and Boyd, 1973, p. 600).   In chains longer than four carbon

atoms, it is difficult to predict electronic effects of atoms distal to

the halide.

     An additional factor which may be considered in the prediction of

carbonium ion stability is rearrangement, such as a hydride or alkyl

shift.  For example, upon loss of the bromide ion from n-bromopentane,

the primary carbonium ion may rearrange to a secondary one via a hydride

shift (Morrison and Boyd, 1973, pp. 171-172).

     Nearby electron-donating or electron-withdrawing groups may also be

expected to stabilize or destabilize the carbonium ion, respectively.  For

example, in addition to alkyl groups, amine and hydroxyl groups stabilize

positive charge.  Therefore, the secondary cation of n-propyl alcohol would

be more stable than the isopropyl carbonium ion.  In contrast, aldehydes,

ketones, and carboxylic acid groups withdraw electrons, so that the

a-carbonium ion of propionaldehyde  would be less stable than the isopropyl

cation.  The halides are also strong electron-withdrawing groups, the

strength (electronegativity) decreasing in the series from fluoride to

iodide (Morrison and Boyd, 1973, p. 360).

     Compounds which, by their activity, demonstrate an exception to this

concept are gem-substituted halides.  It would be expected that a carbonium

ion formed from such a compound would be destabilized by the electron-

withdrawing halide remaining ( CHjCH'  -*• CH^CH''   ) .  However, several
                                    \          S>
gem-substituted halides have been implicated as carcinogens in animal

tests  (CCl^jCHCl.,, DDT).  A possible mechanism for activation would be

metabolic dehydrohalogenation to yield vinyl halide derivatives, since this

reaction is known to occur in DDT  (IARC, 5, 102):
                                  5-13
-------
These vinyl derivatives may then be activated to potent alkylating agents

via epoxidation (Weisburger and Williams, 1975).

     Alkyl halides would be expected to yield extremely stable carbonium

ions because of the resulting resonance and delocalization of charge over

three carbon atoms:
H H H
                   -x
                               H H H
                              -c=c-i
    H H
7?  -
-------
(Morrison and Boyd, 1973, pp. 397-398).  The degree of stabilization

appears to depend to some extent upon the presence or absence of

electron-withdrawing or donating groups on the ring:
             an.
          destabilized slightly more
          than the benzyl cation
stabilized slightly more
than the benzyl cation
Electron-withdrawing groups usurp a portion of the electronic charge which

would otherwise help delocalize the positive charge, while electron-donating

groups contribute additional electronic charge.

     Polycyclic aromatic alkyl halides similarly contain a high degree of

delocalization of electrons, which greatly stabilizes the carbonium ion.

However, another significant factor in the carcinogenicity of these chemi-

cals may be their ability to intercalate between the DNA strands (Searle,

1976, pp. 280-281).

     In addition to the considerations above, potential activity was pre-

dicted on the basis of structural relationship to known carcinogens or

potent alkylating agents as was described above for gem-halides.  Some

other examples follow:

      (1)  Halogenated ethers could be ranked with the corresponding non-

ether aliphatic halides containing electron-donating groups  (RO-).  However,

these compounds are more highly suspect because of the known carcinogenicity

of several haloethers (bis(chloromethyl)ether and chloromethyl methyl ether;

see IARC, 4, 231, and Nelson,  1973).
                                   5-15
-------
                       /CH2CH2X        /CH2CH2X
     (2)  Mustards ( -N           or  S             ) are believed to
                       NCH CH2X         CH2CH2X


yield stable cations, upon loss of a halogen ion, as a result of the

formation of a cyclic immonium ion:
         X-CH2CH2NCH2CH2-X   	»- X-CH2CH2N	
The immonium or sulfonium ion may then react with the nucleophilic centers

in the bases of DNA (Price, et_ al_., 1969).  It has been suggested that

mustards, which are difunctional, are particularly effective as alkylating

agents because of their ability to form cross-linkages in the DNA or between

DNA and protein (Searle, 1976, p. 206).  Half-mustards (^N-CH2CH2X or

-S-CH2CH2X) can also alkylate DNA, but are not capable of forming the same

types of cross-linkages.

      (3)  Subsitituted methane compounds  (except for fluorinated compounds)

are in general suspect of having carcinogenic activity based on the known

carcinogenicity of chloroform and carbon tetrachloride.

      (4)  Alkyl halide esters of phosphoric acid are considered suspect on

the basis of the recently reported carcinogenicity of Tris-BP.

      It should also be noted that for some classes of halides  (e.g., Freons)

there was neither clearcut experimental evidence nor a compelling structure-

activity analogy to use in estimating potential carcinogenicity.  Such

chemicals were designated as unknown.
                                  5-16
-------
                                  References


Morrison, R. T. and Boyd, R. N., Organic Chemistry, Third Edition, Allyn and
  Bacon, Inc., Boston, Massachusetts, 1973, pp. 479-480

Weisburger, J. H. and Williams, G. M., Metabolism of Chemical Carcinogens.
  In:  Becker, F. F.  (ed.), Cancer, A Comprehensive Treatise, Plenum Press,
  New York and London, 1975, p. 185

Searle, C. E.  (ed.), Chemical Carcinogens, ACS Monograph 173, American
  Chemical Society, Washington, D.C., 1976

Price, et al., Ann. N. Y. Acad. Sci., 163^(2), 1969, 591-598 -

IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man,
  Vols 4 & 5,World Health Organization, International Agency for Research
  on Cancer, Lyon, France, 1974

Nelson, N., New England Journal of Medicine, 288(21), 1123-4, 1973
                                      5-17
-------
                 Key to Interpretation of Alkyl Halides  Tables
Structure Class:
     A    Aliphatic Monosubstituted      (C^-C^
     B    Aliphatic Monosubstituted      (>C^)
     C    Aliphatic Gem substituted      (C^-C^)  when compounds  contains  both gem and
     D    Aliphatic Gem substituted      (>C4)    monosubstitution,  gem takes precedence
     E    Cyclic
     F    Monosubstituted benzyl halides
     G    Gem-substituted benzyl halides
     H    Mustards (sulfur and nitrogen mustards)
     I    Polycyclic aromatic alkyl halides
     Groups A,  C include compounds which can be easily broken down  into C-^-C^ fragments
     (e.g.,  butyl phosphates  which are readily hydrolyzed to yield butyl alcohols).
     Clarification of other structural characteristics in the molecule:
          (1)  Base analog
          (2)  "Symmetrical alkyl halides" which may be di- or tri-functional
          The following are all classifications for difunctional  compounds  in
          which the second group is different and may also be active:
          (3)  halide + epoxide
          (4)  halide + potential intercalating structure
          (5)  halide + vinyl halide
          (6)  halide + acetylating group
          (7)  halide + other potentially active groups  (e.g., nitroso, azo,  nitro)
 (1)  Carcinogenicity
          C  = Substantial human or animal experimental evidence
          C? = Limited evidence
          N  = Negative in a reliable test
          +  = For S/A reasons limited suspicion of Carcinogenicity
          ++ = For S/A reasons strong suspicion of Carcinogenicity,  e.g., possibility
               of forming resonance-stabilized carbonium ion
           C = no adequate experimental evidence and no compelling  S/A analogy
               on which to base evaluation
 (2)  DCP-Darr - cited on list obtained by Darr from search of SRI-DCP  data  base
 (3)  Fishbein - cited on original list of chemicals from Fishbein

                                       5-18
-------
(4)  EPA-H-O - Organic Compounds  Identified  in Drinking Water in the United States,
          ~   Health Effects  Research  Laboratory,  EPA,  Cincinnati,  Ohio,  July 1,  1976

(5)  NCI - cited  in  tabulation of chlorides  prepared for NCI-CSWG by Helmes and
          Poirier

          C = on list of  alkyl halides for  which there is  information  on
              carcinogenicity

          E = on list of  halides with  significant  exposure

(6)  Other

          ACS =  American  Chemical Society Monograph -  Chemical  Carcinogenesis,
                 1976, followed by page number

          IARC = International Agency  for Research on  Cancer Monograph Series,
                 followed by  volume  number  and page number
                                       5-19
-------
                                      ALKYL  HAljIDES
I.   CHLORIDES
Structure
Class
                                    (1)        (2)      (3)        (4)       (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
           (2,2,2-Trichloro-l-hydroxyethyl)-  C ?
             phosphonic acid, dimethyl  ester
           CAS No.;   52-68-6
                                                                         (C)
                                                                                ACS,
                                                                                p. 170
                   O
           Carbon tetrachloride
           CAS No.:   56-23-5
                                                                       / (E/C)   IARC,
                                                                                1, 53;
                                                                                ACS,
                                                                                p. 158
2-Propanol, 1,1,l-trichloro-2      ++
  methy1-
CAS No.:  57-15-8
                                                                                    (E)
               CH
  E  (3,5)  Dieldrin
           CAS No.:   60-57-1
                                                                         (E/C)   IARC,
                                                                                5, 125;
                                                                                AC£,
                                                                                p. 177
                                              5-20
-------
                                 ALKYL HALIDES  (continued)
I.   CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       H)       (5)       (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H2O  NCKE/C)   Other
          Chloroform
          CAS No.:  67-66-3
          Hexachloroethane
          CAS No.;  67-72-1
  G  (2)   2,2-Hexachloroparaxylene
          CAS No.:  68-36-0
                              /     / (E/C)   IARC,
                                              1, 61;
                                              ACS,
                                              p. 158
          Methyl chloroform
          CAS No.:  71-55-6
                                    / (E)
  E  (3,5) Endrin
          CAS No.:  72-20-8
                                      (E)
IARC,
5_, 157;
ACS,
p. 177
                                            5-21
-------
                                 ALKYL  HALIDES (continued)
I.  CHLORIDES  (continued)
Structure
Class
                                              (1)       (2)      (3)       (4)       (5)       (6)
                                            Carcino-  DCP-
                                            genicity  Darr  Fishbein  EPA-H20  NCI(E/C)   Other
  A       Chloromethane
          CAS No. ;   74-87-3
/
                                                     /
                                                                          /
                                                                                / (E)
          Bromochloromethane
          CAS No.:  74-97-5
          Alkylating  agents,
            e.g. , ethyl  chloride
          CAS No. :  75-00-3
                                                                                / (E)
Methylene chloride
CAS No.:  75-09-2
                                               +
                                                                                / (E)
                                                                                         ACS,
                                                                                         p7~158
          2-Chloropropane
          CAS No. :   75-29-6
                di
                                             5-22
-------
                                 ALKYL HALIDES  (continued)

I.   CHLORIDES  (continued)

                                             (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H20  NCI(E/C)   Other

  C       Dichlorofluoromethane               +       /
          CAS  No.:   75-43-4
  C       Chlorodifluoromethane               0       /                        / (E)
            (Freon 22)
          CAS No.;  75-45-6
             F  CHCl
  C       Bromotrichloromethane
          CAS No.;   75-62-7
          l-Chloro-l,l-difluoroethane         0       /                        / (E)
          CAS No.:   75-68-3
          Trichlorofluoromethane              +       /               /        / (E)
          CAS No.:   75-69-4
                                            5-23
-------
                                 ALKYL HALIDES (continued)

I.  CHLORIDES  (continued)

                                              (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H20  NCI(E/C)   Other

  C       Dichlorodifluoromethane              0        /                        / (E)
          CAS No.:  75-71-8
          Aerosol propellants  (e.g.,  Freon)
          CAS No.;   75-72-9
          1,2-Dibromo-l,1-dichloroethane
          CAS No.;   75-81-0
  C  (6)   Chloral  (Trichloroacetaldehyde)     +       /
          CAS No.:   75-87-6
                       u
                       C
  C  (6)   Trichloroacetyl  chloride
          CAS No.:   76-02-8
                   (I
                   O
                                             5-24
-------
                                  ALKYL HALIDES  (continued)

I.  CHLORIDES  (continued)

                                             (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H20   NCKE/C)   Other

 C        l,l,2,2-Tetrachloro-l,2-            +       /                        / (C)      ACS
            difluoroethane (Freon 112)                                                   p.  158
          CAS  No.:   76-12-0
          l,2-Dichloro-l,l,2,2-tetra-         0       /                        / (E)
            fluoroethane (Freon 114)
          CAS No.:   76-14-2
          Chloropentafluoroethane             0       /                        /  (E)
          CAS No.:   76-15-3
          2,2-Dichloro-l,l-difluoro-          +       /                       /  (E)
            ethyl  methyl ether
          CAS  No.:   76-38-0
                      '       3
                      P
          Chlorotriphenyl methane
            CAS No.:   76-83-5
                                            5-25
-------
                                 ALKYL HALIDES  (continued)
I.  CHLORIDES  (continued)
Structure
Class
                                              (1)       (2)       (3)       (4)       (5)       (6)
                                            Carcino-  DCP-
                                            genicity  Darr  Fishbein  EPA-H20   NCI (E/C)  Other
           2 , 3-Dichloro-l-propanol ,
            phosphate
           CAS No. :   78-43-3
          dl 
-------
                                 ALKYL HALIDES (continued)
I.  CHLORIDES  (continued)
Structure
Class
 C (6)
Dichloroacetaldehyde
CAS No.:   79-02-7
                                    (1)       (2)      (3)       (4)       (5)       (6)
                                 Carcino-   DCP-
                                 genicity   Darr   Fishbein  EPA-H20  NCI(E/C)  Other
              
-------
                                 ALKYL HALIDES  (continued)

I.  CHLORIDES  (continued)

                                              (1)       (2)       (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other

  F        Chlorodiphenylmethane               -H-       /
          CAS  No.:   90-99-3
 A        1,2-Dibromo-3-chloropropane        C        J                        / (C)
          CAS No.;   96-12-8

                  3^
                       IH.CI
 A        1,2,3-Trichloropropane              +        /                 /     /  (E)
          CAS  No..   96-18-4
                     Gi
 A  (5)     1,2,3-Trichloropropene              ++       /                       /  (E/C)
           CAS No. ;   96-19-5
                      C.I
 A        l,3-Dichloro-2-propanol
          CAS No.;  96-23-1
                     OH

                   A        >^


                                             5-28
-------
                               ALKYL HALIDES  (continued)
I.   CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)       (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H20   NCI(E/C)   Other
          3-Chloro-l,2-propanediol
          CAS No.:   96-24-2
             d|
          Chloroacetaldehyde, dimethyl
            acetal
          CAS No.:  97-97-2
          alpha,alpha,alpha-Trichloro-
            toluene
          CAS No.:   98-07-7
          alpha,alpha-Pichlorotoluene
          CAS No.:  98-87-3
          alpha-Chlorotoluene
            (benzyl chloride)
          CAS No.:   100-44-7
  c?
/ (C)
                                              IARC,
                                              1^, 217

                                              ACS,
                                              p. 160
                                           5-29
-------
                                  ALKYL HALIDES  (continued)
I.  CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)      (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
           alpha-Chloro-p-xylene
           CAS  No.:   104-82-5
          p,alpha-Dichlorotoluene
          CAS  No.:   104-83-6
           3-Chloropropene
           CAS  No.;   107-05-1
                                      (E)
                       =<1H7
           1,2-Dichloroethane
           CAS  No.:   107-06-2
                                    / (E)
ACS,
p. 158
           2-Chloroethanol
           CAS No..   107-07-3
                                              ACS_,
                                              p.  158
                                              5-30
-------
                                 ALKYL HALIDES  (continued)
I.  CHLORIDES  (continued)

                                             (1)       (2)      (3)       (4)       (5)      (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr   Fishbein  EPA-H20  NCI(E/C)  Other

 A (6)    Chloroacetaldehyde                  +       /
          CAS No.:   107-20-0

            d\ 
-------
                                 ALKYL HALIDES (continued)
I.   CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)      (6)
Carcino-  DCP-
genicity  Darr   Fishbein  EPA-H20  NCI(E/C)   Other
           2-Chloroethyl vinyl ether
           CAS  No.;   110-75-8
                          O
  A (2)     bis(2-Chloroethyl)ether
           CAS  No.;   111-44-4
   C?
/ (C)
IARC,
9,  117
             dl
           2,2,2-Trichloroethanol
           CAS No.:   115-20-8
                  -Cv
           3,3'-Dichloro-a-(trichloromethyl)
             benzhydrol
           CAS No.:   115-32-2
                                    /  (E)
           2-Chloroethanol ,  phosphate
           CAS No. :   115-96-8
                        o
                         II

                                              5-32
-------
                                  ALKYL HALIDES (continued)

I.  CHLORIDES  (continued)

                                             (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H20  NCI(E/C)   Other

 A        1-Chloro—2-propanol                 +        /        /
          CAS  No.:   127-00-4

            C.I CH^CHCH^

                   OH
          Chloro (p-chlorophenyl)phenyl-
            methane
          CAS No.:   134-83-8
                          \\
-------
                                 ALKYL  HALIDES (continued)
I.  CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)      (6)
Carcino-  DCP-
genicity  Darr   Fishbein  EPA-H20  NCI(E/C)  Other
          p-Fluorobenzyl chloride
          'CAS  No.;   352-11-4
          m-Fluorobenzyl chloride
          CAS  No.:   456-42-8
           2-Chloro-2-methylpropane
           CAS  No.:   507-20-0
                    Cl
                     I
   C?
/ (E)  Poirier, L.
      et al.,
      Cancer Res.
      35, 1411,
      1975
           n-Propyl  chloride
           CAS No.;   540-54-5
   (5)     1,3-Dichloropropene
           CAS  No.:   542-75-6
                                             5-34
-------
                                 ALKYL HALIDES (continued)
I.  CHLORIDES  (continued)
Structure
Class
                                            (1)       (2)      (3)       (4)       (5)       (6)
                                          Carcino-  DCP-
                                          genicity  Darr  Fishbein  EPA-H20   NCI(E/C)   Other
 A        3-Chloro-2-methyl-l-propene
          CAS No.:   563-47-3
                                             •H-
(E)
F (2)
F (2)
 F (7)    alpha-Chloro-m-nitrotoluene
         CAS  No.;  619-23-8
          para -Dichloroxylene
          CAS  No. :   623-25-6
          meta -Dichloroxylene
          CAS  No. -.   626-16-4
          1,2-Dichlorohexafluoropropane
          CAS  No.:   661-97-2
                 F
                 i
               GJ
                                            5-35
-------
                                 ALKYL HALIDES  (continued)
I.  CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)      (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
           1,3-Dichlorohexafluoropropane
           CAS No.:   662-01-1
                                               0
                a. £
                P  r
           3,4-Dichlorobutene-l
           CAS  No.:   760-23-6
                  -C.H
                        C-t
           Cyclopentyl chloride
           CAS No.:   930-28-9
   -H-
  F  (2)     para-Chloromethyl diphenyl
             oxide
           CAS No.:   2362-18-7
           1,1-Dichloromethyl methyl
             ether
           CAS  No.:   4885-02-3
   C?
/ (C)
ACS,
p. 204
                (LHOC.H
                                              5-36
-------
                                 ALKYL HALIDES  (continued)

I.   CHLORIDES  (continued)

                                              (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein   EPA-H2O  NCI(E/C)   Other

 G  (2)     alpha,alpha,alpha,alpha-Tetra-      ++       /
            chloroparaxylene
          CAS  No.=   7398-82-5
                                             5-37
-------
                                ALKYL HALIDES (continued)
I.A.   CHLORIDES
                                                               (3)
(4)
(5)
(6)
Structure
Class
B Cyclophosphamide
CAS No. : 50-18-0
O
a-fOCCH/Vi)^
«
D l,l,l-Trichloro-2,2-bis(p-
chlorophenyl) ethane (DDT)
CAS No. : 50-29-3
(LUl
a-^yuQ-e,
H (2) Nitrogen mustard
CAS No. : 51-75-2
-------
                                  ALKYL HALIDES  (continued)
I.A.  CHLORIDES   (continued)
Structure
Class
                                  (1)       (2)      (3)       (4)       (5)       (6)
                               Carcino-  DCP-
                               genicity  Darr   Fishbein  EPA-H20  NCI(E/C)  Other
 E  (5)    Chlordane
         CAS No. :  57-74-9
               C-l

         1,2,3,4,5,6-Hexachloro
            (gamma) -cyclohexane
            (Lindane)
         CAS No. :   58-89-9
                           8"
11
                             (NCI Bioassay)
                                                C?
                                                             /
/ (E)
                                                                    / (E)
          IARC,
          5, 47
         Phenoxybenzamine
         CAS No. :  59-96-1
                                                C?
                                                                              IARC,
                                                                              9,  223
 H (1)    Uracil mustard
         CAS No. :  66-75-1

         Methoxychlor
         CAS No. :  72-43-5
                                   -H-
                                                                    / (C)
/ (E)
          IARC,
          2, 235;
          ACS,
          p. 214
IARC,
5, 193
                                             5-39
-------
                                  ALKYL HALIDES  (continued)
I. A.   CHLORIDES  (continued)
Structure
Class
                                             (1)       (2)      (3)       (4)       (5)      (6)
                                           Carcino-  DCP-
                                           genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
D        l,l-Dichloro-2,2-bis(p-chloro-        C?
           phenyl)ethane
         CAS No.:  72-54-8
                                                                                   (E)     IARC,
                                                                                          5, 83
          Perthane
          CAS No.:  72-56-0
                                                                                  (E)
 C (6)    Dalapon
          CAS No.:   75-99-0
                                                                                / (E)
               Ql C
 C (6)    Trichloroacetic acid
          CAS No.:  76-03-9
                                                                                / (E)
                 o
                  H
              5
          Difluorotetrachloroethane
          CAS No.;   76-11-9
                                                                                / (E)
         Cl
                                              5-40
-------
                                  ALKYL HALIDES  (continued)
I. A.  CHLORIDES   (continued)
                  O
                  II
              C.H,C-OH
(3)
                                                                        (4)
(5)
(6)
Structure
Class
C Freon 113
CAS No. :
Carcino- DCP-
genicity Darr Fishbein EPA-H20 NCI (E/C) Other
0 / (C) ACS,
76-13-1 p. 158
E (5) Heptachlor C / / (E) IARC,
CAS No. :
fcl
JL \ J
76-44-8 (NCI Bioassay) 5, 173
^
C/> ^SNV\, ^
A Chloroacetone C? / (C) ACS,
CAS No. :
78-95-5 p. 160
0
u
dl-L C. ^-H^dl
A Chloroacetic acid + / (C) ACS,
CAS No. :
79-11-8 p. 160
         2,3-Dichloro-1,4-dioxane

         CAS No.:  95-59-0
                                               C?
                   (C)
                                             5-41
-------
                                   ALKYL  HALIDES (continued)
I. A.  CHLORIDES  (continued)
Structure
Class
   (1)       (2)      (3)       (4)       (5)       (6)
Carcino-   DCP-
genicity   Darr   Fishbein  EPA-H20  NCI(E/C)   Other
 A (3)     Epichlorohydrin
          CAS No.:   106-89-8
                                                 C?
                                     /  (E/C)   IARC,
                                               11, 131;
                                               ACS,
                                               p. 174
 E (5)     Endosulfan  (Thiodan)
          CAS No.:  115-29-7
 H (2)
         Cl
Nitrogen Mustard  -oxide
CAS No.:  126-85-2

      O
                                                 C?
                                     /  (E/C)
                                     / (C)
IARC,
9^, 209;
ACS,
p. 210
 D (2)     bis(2,3,3,3-Tetrachloropropyl)
            ether
          CAS No..  127-90-2
                                     / (C)
ACS,
p. 204
          Captan
          CAS No.:   133-06-2
                               3
                                               5-42
                                     / (C)
-------
                                  ALKYL  HALIDES (continued)
I.A.  CHLORIDES   (continued)
Structure
Class
                                     (1)       (2)      (3)       (4)        (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr   Fishbein  EPA-H20  NCI(E/C)  Other
Folpet
CAS No.
                   133-07-3
                                                                                / (C)
 D        Trichlormethiazide
         CAS No.:  133-67-5
                       CH (LI •
                                                                         (E)
         Methyclothiazide
         CAS No.:  135-07-9
       ic!
                                                                         (E)
         3-p-t-Butyl phenoxy-a-methyl
           "g-chlorodiethyl sulfite
         CAS No.:  140-57-8
                                                                         (C)
IARC,
5, 39
 E (3)    Telodrin
         CAS No.:  297-78-9
                                                                         (C)
                                              5-43
-------
                                  ALKYL HALIDES (continued)
I.A.  CHLORIDES  (continued)
Structure
Class
     (1)        (2)      (3)       (4)       (5)       (6)
   Carcino-  DCP-
   genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
 H (2)     N,N-Di- (2-ChloroethyD-p-amino-
            phenyl butyric acid
            (Chloroambucil)
          CAS No. :  305-03-3
                                                 C?
                                        / (C)
                                                  IARC,
                                                  1, 125;
                                                  ACS,
                                                  p. 210
 E (5)     Aldrin
          CAS No.:  309-00-2
(NCI Bioassay)
/ (E/C)    IARC,
          5,  25;
          ACS,
          p.  210
          1,2,3,4,5, 6-Hexachloro ( alpha ) •
            cyclohexane
          CAS No. :  319-84-0
       C?
                      -c.
          Trichlorotrifluoroethane
          CAS No.;   354-58-5
                                        / (E)
                                                  IARC,
                                                  5, 47
                      3
 A (2)     bis(Chloromethyl)ether
          CAS No.:   432-88-1

                                          (C)
          IARC,
          £,  231;
          ACS_,
          p.  202
                                              5-44
-------
                                  ALKYL HALIDES (continued)
I. A.  CHLORIDES  (continued)
Structure
Class
H (2)


N,N-bis (2-Chloroethyl)-2-
naphthylamine
CAS No. : 494-03-1
(1)
Carcino-
genicity
C
(2)
DCP-
Darr

(3) (4) (5)
Fishbein EPA-H20 NCI (E/C)
/ (C)
(6)
Other
IARC,
£, 119;
ACS,
p. 212
H (2)    B,g'-Dichlorodiethyl sulfide
        CAS No.:  505-60-2
                                              C?
                                / (C)
                                                                                         IARC,
                                                                                         %  181;
                                                                                         ACS.
                                                                                         p.  208
H (2)    N,N-Di(2-Chloroethyl) aniline
        CAS No. :  553-27-5
C?
        l,6-bis((2-Ghloroethyl)amino)-
          1,6-dideoxy-d-mannitol dihydro-
          chloride    "
        CAS No.:  576-68-1
                                              c?
              HOH
-------
                                  ALKYL HALIDES  (continued)
I.A.  CHLORIDES  (continued)
Structure
Class
              (1)       (2)      (3)       (4)       (5)       (6)
           Carcino-   DCP-
           genicity   Darr   Fishbein  EPA-H20  NCI(E/C)   Other
          Hexachlorocyclohexane
            (technical BHC)
          CAS  No.:   608-73-1
                      ,-C-l
          Chloroacetaldehyde,
            diethyl acetal
          CAS No.:   621-62-5
                                                C?
                                                  (C)      IARC,
                                                          5,  47
                                                  (C)      ACS,
                                                          p.  204
            
-------
I. A.  CHLORIDES  (continued)
Structure
Class
                                  ALKYL HALIDES  (continued)
                                (1)       (2)      (3)       (4)       (5)       (6)
                              Carcino-  DCP-
                              genicity  Darr  Fishbein  EPA-H20  NCI(E/C)   Other
 H  (2)    Trichlorotriethylamine
           hydrochloride
         CAS No.:  817-09-4
                                  c?
                                                                            IARC,
                                                                            2, 229;
                                                                            ACS,
                                                                            p. 210
 A (5)    l,3-Dichloro-2-butene
         CAS No.:  926-57-8
(Ll 
-------
                                    ALKYL HALIDES  (continued)
I.A.   CHLORIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)      (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
          Chlorotri fluoromethane
          CAS No.:   1330-45-6
                                                0
                                       (E)
          Mirex
          CAS No.;   2385-85-5
                                                c?
                                       (c)
IARC,
5, 203
          2,3-Dichlorotetrahydrofuran
          CAS No..   3511-19-1
                           t-l
                                                C?
                                       (C)
 H (2)     4-(4-(Di-(2-Chloroethyl)amino)
            1-methylbutylamino)-7-chloro
            quinoline
            (Chloroquine mustard)
          CAS No:  3562-71-8
    C?
ACS,
p. 214
          Methane sulfonic acid,
            2-chloroethyl ester
          CAS No.:   3570-58-9
                                       (C)
ACS,
p. 206
                 O
                 M
                                              5-48
-------
                                  ALKYL HALIDES  (continued)
I. A.  CHLORIDES  (continued)
Structure
Class
                                              (1)       (2)      (3)       (4)       (5)       (6)
                                           Carcino-   DCP-
                                           genicity   Darr   Fishbein  EPA-H20  NCI (E/C)  Other
H (2)     2,5-bis(bis(2-Chloroethyl)amino}
           methyl hydroquinone
         CAS  No. :  4420-79-5
                     OH
                                              C?
                                                                                / (C)
                                                                                          ACS,
                                                                                          p.  212
                     OH
 H (7)    N-(2-Chloroethyl)-N-nitroso
           urethane
         CAS No. :  6296-45-3
                                              C?
                                                                                          ACS,
                                                                                          p.  204
                       
-------
                                   ALKYL HALIDES  (continued)
I. A.  CHLORIDES  (continued)
Structure
Class
                  (1)        (2)      (3)       (4)        (5)       (6)
                Carcino-  DCP-
                genicity  Darr  Fishbein  EPA-H20  NCI(E/C)  Other
          Cyclochlorotine
          CAS No.;  12663-46-6
K
                                  C.I
         "Id (Jrt £<	<-
I (4)     7-Chloromethyl-12-methylbenz-
            (a)anthracene
         CAS No.:  13345-62-5
          a-Chloralose
          CAS No.:   15879-93-3
             1+0 
-------
                                 ALKYL HALIDES  (continued)
I.A.  CHLORIDES  (continued)
Structure
Class
                                    (1)       (2)      (3)       (4)       (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein   EPA-H20  NCI(E/C)   Other
 H  (2)  (O)estradiol mustard
         CAS No.:  22966-79-6
                                      C?
         IARC,
         9, 217
 I (4)    6-Chloromethylbenzo(a)pyrene
         CAS No.:  49852-84-8
 H (2)
N,N-bis(2-Chloroethyl)-2,3
  dimethoxyaniline
CAS No.:  -—
                          '3
 H (1,2)  Benzimidazole mustard
         CAS No.:   —
                                               C?
                                               C?
                                      C?
                                                                       / (C)    ACS,
                                                                                p. 258
/ (C)     ACS,
         p. 107
/ (C)    ACS,
         p. 214
                                              5-51
-------
                                   ALKYL HALIDES  (continued)
I.A.  CHLORIDES  (continued)
Structure
Class
                                              (1)       (2)      (3)        (4)       (5)       (6)
                                           Carcino-   DCP-
                                           genicity   Darr   Fishbein  EPA-H20  NCI(E/C)  Other
H (1,2)  Benzalpurine mustard
         CAS No.:  —
                                                -H-
                                                                                          ACS,
                                                                                          p. 216
H (2)    N,N-Dj.-(2-Chloroethyl)-p-toluidine    C?
         CAS No.:  —
                                                                                          ACS,
                                                                                          P. 212
H (2)    N,N-Dl(2-Chloroethyl)-l-naphthyl-
           amine
         CAS No.:  •—
                                                c?
                                                                                          ACS,
                                                                                          p. 212
 H  (2)     4-(4-(Di-(2-Chloroethyl)amino)
            1-methylbutylamino)-5-chloro
            quinoline
            (5-Quinoline mustard)
          CAS  No.=   —
                                                                                         ACS,
                                                                                         p. 216
                                              5-52
-------
                                  ALKYL HALIDES (continued)
I.A.  CHLORIDES   (continued)
Structure
Class
                                             (1)       (2)      (3)       (4)       (5)       (6)
                                           Carcino-  DCP-
                                           genicity  Darr  Fishbein   EPA-H20  NCI(E/C)   Other
H (2)     p-D_L-(2-Chloroethyl)amino-l-
          phenylalanine
         CAS No.:   —
                                               C?
         ACS,
         p. 107
H (7)     N-(.2-Chloroethyl)aminoazo-
           benzene
         CAS  No.:  —
                                               -H-
                                                                                         ACS,
                                                                                         p. 204
H (2,4)   Quinacrine ethyl mustard
         CAS No.:  —
                                               C?
 H  (4)    Quinacrine ethyl half mustard         C?
         CAS No.;	
/ (C)     ACS,
         p. 214
                                                                                / (C)     ACS,
                                                                                         p. 204
                                              5-53
-------
                                 ALKYL HALIDES (continued)
I.A.  CHLORIDES  (continued)
Structure
Class
                                     (1)       (2)      (3)       (4)       (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein  EPA-H20   NCI(E/C)  Other
H  (4)    9-(3-(Ethyl-2-chloroethyl)amino-
           ethylamino)-6-chloro-2-methoxy-
           acridine
         CAS No. :  —'
                                                                                ACS,
                                                                                p. 204
H  (2,4)  Quinacrinepropyl mustard
         CAS No. ;  —
F, B
2-(a,g-Dichloroethyl)pyridine
  hydrochloride
CAS No.;   	
C?
(C)
                                                                                ACS,
                                                                                p. 214
         3-Hydroxy-2,2-dimethyl-4,4,4-
           trichlorobutyric  acid  (3-lactone
         CAS No. :  -
                                                                                ACS,
                                                                                P- 196
                                               5-54
-------
                                 ALKYL  HALIDES (continued)

I. A.  CHLORIDES  (continued)

                                              (1)       (2)      (3)       (4)       (5)        (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein   EPA-H20  NCI(E/C)  Other

H (7)    N-Nitrosomethyl-2-chloroethyl-        C?                                        ACS,
           amine                                                                         p. 522
        CAS  No . ;   _
         Chlorodeoxysceleratine                +                                         ACS,
         CAS  No.:  — - ,                                                                  FT~630
A (7)     2,2'-Dichloroisopropyl-N,N-           0?                               / (C)
           diethyl  carbamate
         CAS  No. :  ——
A (7)     2,2'-Dichloro isopropyl-N -ethyl-      C?                               / (C)
           carbamate
         CAS  No.;  	
                      9
                                             5-55
-------
                                 ALKYL HALIDES  (continued)

II.   BROMIDES

                                              (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                        t               genicity  Darr  Fishbein  EPA-H20   NCI(E/C)  Other

 C         Dibromomethane                       -H-      /
           CAS No.:   74-95-3
          Bromoethane                          +       /                        / (C)
          CAS No.:   74-96-4
           Tribromomethane
           CAS No.;   75-25-2
           2-Bromopropane
           CAS No.;  75-26-3
            Dibromodifluoromethane
            CAS No.:  75-61-6
                                             5-56
-------
                                 ALKYL HALIDES  (continued)
II.  BROMIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)       (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H20  NCKE/C)   Other
          Bromotrifluoromethane
          CAS No.:   75-63-8
    0
          1,2-Dibromopropane
          CAS No.:   78-75-1
                  CH
                   I
         2-Bromobutane
         CAS No. -.  78-76-2
                   CH
                                               C?     /
                                     (C)   Foirier,L.
                                          et al.,
                                          Cancer Res.
                                          35,1114,
                                          1975
         1,1/2,2-Tetrabromoethane
         CAS No.:  79-27-6
         2 , 3-Dibromo-l-propanol
         CAS No.:  96-13-9
                     Br
 F (7)    alpha-Bromo-p-nitrotoluene
         CAS No.:  lOO^ll-S
                                            5-57
-------
                                  ALKYL  HALIDES (continued)
II.   BROMIDES  (continued)
Structure
Class
                                              (1)       (2)      (3)       (4)       (5)       (6)
                                            Carcino-  DCP-
                                            genicity  Darr  Fishbein  EPA-I^O  NCI(E/C)  Other
           alpha-Bromotoluene
           CAS No. ;   100-39-0
                                                       /
          1 , 2-Dibromoethane
          CAS No.:  106-93-4
                                                                                / (C)     ACS,
                                                                                         p. 158
           1-Bromopropane
           CAS  No.:   106-94-5
           3-Bromopropene
           CAS  No.:   106-95-6
           2-Bromopentane
           CAS No. :   107-81-3
               ,
               6 \
                                             5-58
-------
                                 ALKYL HALIDES  (continued)

II.  BROMIDES  (continued)

                                             (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein   EPA-H20  NCI(E/C)   Other

 B        l-Bromo-3-methylbutane             +        *
          CAS  No.:   107-82-4
 A  (2)    1,3-Dibromopropane
          CAS No.:   109-64-8
  A        1-Bromobutane                       +        ^                 /     /  (C)
          CAS No.;   109-65-9
 A (2)     1,4-Dibromobutane
          CAS No.:   110-52-1
                                              5-59
-------
                                 ALKYL HALIDES (continued)

II.   BROMIDES  (continued)

                                              (1)       (2)      (3)      (4)       (5)      (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr   Fishbein  EPA-H20  NCI(E/C)  Other

 B        1-Bromopentane                       4-       /
          CAS  No. -.  110-53-2
 B  (2)     1,5-Dibromopentane
           CAS  No.:  111-24-0
             B
           1,2-Dibromotetrafluoroethane
           CAS  No.;  124-73-2
           2,3-Dibromo-l-propanol, phosphate    C       /
           CAS No.:   126-72-7
                                         (NCI «ioassay)
                             ?      F-
                       Lw^O PO
                                  Br
                                             5-60
-------
                                 ALKYL HALIDES  (continued)

II.  BROMIDES  (continued)

                                              (1)       (2)      (3)       (4)       (5)       (6)
Structure                                  Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H2O  NCI(E/C)   Other
           2-Bromoethanol
           CAS No.:   540-51-2
           Tetrabromomethane
           CAS  No.;   558-13-4
           Benzene,  l-bromo-4-(bromo
            methyl)-
           CAS  No.:  589-15-1
    (6)    Bromoacetyl bromide
          CAS No.:   598-21-0
                      e>*-
                     o
                                              5-61
-------
                                  ALKYL HALIDES  (continued)

II.   BROMIDES  (continued)

                                              (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                        ^               genicity  Darr  Fishbein  EPA-H20   NCI(E/C)  Other

  B  (2)     1,4-Dibromopentane                 +        /
           CAS  No.:   626-87-9
           Bromoacetaldehyde,  diethyl
             acetal
           CAS  No.:   2032-35-1
           Cyclopropyl  bromide
           CAS  No.:   4333-56-6
          mono- (2 ,3-D ibromopropyl)
             Phosphoric  acid
          CAS No.:   5324-12-9

                              xOM
           bis (2 , 3-Dibromopropyl)
             Phosphoric  acid
           CAS No. ;   5412-25-9
                            O

                                              5-62
-------
II.  BROMIDES  (continued)
                                  ALKYL HALIDES  (continued)
Structure
Class
                                            (1)       (2)      (3)       (4)       (5)       (6)
                                          Carcino-  DCP-
                                          genicity  Darr  Fishbein  EPA-H2O  NCI(E/C)   Other
          2-Bromobutane,  (S)-
          CAS NO.:   5787-32-6
                                            C?
(C)
Poirier,L.
et al.,
Cancer Res.
35, 1114,
1975
A        2-Bromobutane,  (R)-
         CAS No.:   5787-33-7
                                                                                 (C)
                         R
          Dimethylbromoacetal
          CAS No. :   7252-83-7
                    (LH-
                     \
                      OdH
                                             5-63
-------
                                    ALKYL HALIDES  (continued)
II.A.  BROMIDES
Structure
Class
  (1)       (2)      (3)        (4)       (5)       (6)
Carcino-  DCP-
genicity  Darr   Fishbein  EPA-H20  NCI(E/C)   Other
 A        Methyl bromide
          CAS No.:   74-83-9
                                                                                    (C)
                                               ACS,
                                               p. 156
          Carbromal
          CAS No..  77-65-6
                                                                                 /  (E/C)
          Acetylcarbromal
          CAS No.:  77-66-7
                                       (E)
                       O
          l-Bromo-2-methylpropane
          CAS No.:  78-77-3
   C?
(C)
     Poirier,L,,
     et alo,
     Cancer Res..
     35, 1114,
     1975
 B (2)    Dibromomannitol
          CAS No.:  488-41-5
   C?
(C)
               HOC.H
                  I
               H oa. H
                  i
                1-ttOH
                h
                   i
                                                5-64
-------
                                  ALKYL HALIDES (continued)
II.A.  BROMIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)       (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H2O  NCI(E/C)   Other
         2-Bromo-2-methylpropane
         CAS No.:  507-19-7

                                      (c)  Poirier,L.
                                           et al.,
                                           Cancer Res.
                                           35, 1114,
                                           1975
 A (5)    2,3-Dibromopropylene
         CAS No.:  513-31-5
 A (6)    3-Bromopropionic acid
         CAS No.;  590-92-1
   C?
(C)
ACS,
p. 160
 A (3)    Epibromohydrin
         CAS No.:  3132-64-7
                                       (C)
        ACS,
        p.  177
 B (2)    Dibromodulcitol
         CAS No.:  10318-26-0
   C?
(C)
             HCCrt
                I
              HC.OI-I
                I
                                               5-65
-------
                                  ALKYL HALIDES  (continued)
II.A.  BROMIDES  (continued)

Structure
Class
I (4)




7-Bromomethyl-12-methylbenz-
(a) anthracene
(1)
Carcino-
genic ity
C

(2)
DCP-
Darr


(3)

Fishbein


(4)

EPA-H20


(5)

NCKE/C)
/ (C)

(6)

Other
ACS,
p. 162
 I (4)
 1 (4)
 I (4)
7-Bromomethylbenz(a)anthracene
CAS No.:  24961-39-5
l-Methyl-7-bromomethylbenz-
  (a)anthracene
CAS No.;   34346-96-8
6-Fluoro-7-bromomethylbenz-
  (a)anthracene
CAS No.:  34346-97-9
                                               C?
C?
                                    (C)      ACS,
                                            p.  162
                                    (C)
          ACS,
          p.  162
/ (C)
                                               5-66
-------
                                  ALKYL  HALIDES (continued)
II.A.  BROMIDES  (continued)
Structure
Class
                                    (1)       (2)      (3)       (4)       (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein  EPA-H20   NCI(E/C)   Other
 I  (4)
 I (4)
 I (4)
 H (2)
4-Bromo-7-bromomethylbenz-
  (a)anthracene
CAS No.:  34346-98-0
4-Chloro-7-bromomethylbenz-
   (a)anthracene
CAS No.:  34346-99-1
6-Bromomethylbenzo(a)pyrene
CAS No.:  49852-85-9
8,3'-Bromodiethylsulfone
CAS No.:
C?
                                              C?
C?
  (C)      ACS,
          p. 162
                                    (C)     ACS,
                                           p.  162
Ac)
                                    (C)
                      O
                      s
                                              5-67
-------
                                  ALKYL HALIDES (continued)

II.A.  BROMIDES  (continued)

                                              (1)       (2)      (3)       (4)       (5)       (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H20   NCI(E/C)   Other


 H (2)     e,g'-Dibromodiethylsulfide          ++                                / (C)
          CAS No.;
 F        a-Bromobenzyl cyanide               +                                 / (C)
          CAS No.:  —
                                              5-68
-------
                                 ALKYL HALIDES (continued)
III.   IODIDES
Structure
Class
  (1)       (2)      (3)       (4)       (5)       (6)
Carcino-  DCP-
genicity  Darr  Fishbein   EPA-H2O  NCI(E/C)  Other
 A (6)     lodoacetic acid
          CAS No.:  64-69-7

           O
            ii     __
         rt-O 2. C.Hj_i-
                                     / CO
         ACS,
         p. 160
          Methyl iodide
          CAS No.:  74-88-4
                                             C?
AC)
                                              ACS,
                                              p. 156
          Ethyl iodide
          CAS No.:  75-03-6
                                       (C)
          Isopropyl iodide
          CAS No.:  75-30-9
                                             C?
                                       (C)
          n-Propyl iodide
          CAS No.:  107-08-4
                                             C?
                                       (C)
                                             5-69
-------
                                  ALKYL HALIDES  (continued)
III.  IODIDES  (continued)
Structure
Class
                                    (1)       (2)      (3)       (4)       (5)      (6)
                                  Carcino-   DCP-
                                  genicity   Darr   Fishbein  EPA-H20  NCI(E/C)  Other
           2-lodo—butane
           CAS No.;   513-48-4

            f'U. f>M_CM  £-H~
                                                                        7 ^   Poirier.L.
                                                                               et al.,
                                                                               Cancer Res
                                                                               35,1114,
                                                                               1975
           n-Butyliodide
           CAS No. -.  542-69-8
                                               c?
                                                                        / (C)  Poirier.L.
                                                                              et al.,
                                                                              Cancer Res.
                                                                              35,
                                                                              1975
           t-Butyliodide
           CAS No.:  558-17-
                                                                        / (C)
  A (6)     3-Iodopropionic  acid
           CAS No. -.  1417-64-3
                                    C?
/ (C)
ACS,
p. 160
               O
1,3-Dioxolane-4-methanol,
   .(1- + 2-iodoethyl)
CAS No.:  5634-39-9
                                                                                     (E)
                                               F-70
-------
                                ALKYL HALIDES (continued)
III.   IODIDES  (continued)
Structure
Class
                                    (1)       (2)      (3)       (4)       (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein  EPA-H2O  NCI(E/C)   Other
 I (4)
7-(lodoroethyl)-12-roethylbenz-
  (a)anthracene
CAS No.;  27018-50-4
                                             C?
(C)
ACS,
p. 164
 A (2)
B,3'-Diiododiethyl sulfone
CAS No . :  —
             O
(c)
                       O
                                             5-71
-------
                                ALKYL HALIDES (continued)

IV.   FLUORIDES

                                              (1)       (2)      (3)       (4)       (5)      (6)
Structure                                   Carcino-  DCP-
Class                                       genicity  Darr  Fishbein  EPA-H2O  NCI(E/C)   Other


  C (6)   Trifluoroacetaldehyde               0          /
          CAS No.;  75-90-1


            F. C C-H
             ^    M
                 O
  C (5)   Hexafluoropropene
          CAS No.:  116-15-4
  C  (5)   Perfluorobutene-2
          CAS No.;  360-89-4
                                             5-72
-------
                                  ALKYL HALIDES (continued)
IV.A.  FLUORIDES
Structure
Class
                                    (1)       (2)      (3)       (4)       (5)       (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein   EPA-H20  NCI(E/C)  Other
 I  (4)
Fluphenazine enanthate
CAS No.:  2746-81-8
 I (4)
 A (7)
                                       'C.SO
7-Methyl-10-trifluoromethyl-
  benz(c)acridine
CAS No.:  5101-37-1
Fluoroethylcarbamate
CAS No.: —
     O
                                     0
                                                                                   (E)
                                                                                   (C)
                                                                         (C)
 G (7)     2'-Trifluoromethyl-4-dimethyl-
            aminoazobenzene
          CAS  No.:
                                                                       / (C)
                                               5-73
-------
                                   ALKYL HALIDES  (continued)
IV.A.  FLUORIDES (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)      (6)
Carcino-  DCP-
genicity  Darr   Fishbein  EPA-H20  NCI(E/C)  Other
 G (7)     3'-Trifluoromethyl-4-dimethyl-       +
            aminoazobenzene
          CAS No.:  	
                                       (C)
 G (7)     4'-Trifluoromethyl-4-dimethyl
            aminoazobenzene
          CAS No..  —
                                       (C)
                                        -J-J.
 I (6)    2,2,2-Trifluoro-n-(fluorenyl)-
            2-acetamide
          CAS No.:  —
                                     / (C)      ACS,
                                               p. 400
                                   o
 I (6)    N,N'-fluorenyl-2,7-bis(tri-
            fluoroacetamide)
          CAS No.;  .	
    C?
/ (C)
                                               5-74
-------
                                   ALKYL HALIDES  (continued)
IV.A.  FLUORIDES   (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)       (6)
Carcino-  DCP-
genicity  Darr  Fishbein   EPA-H2O  NCI(E/C)   Other
 I (6)    N-(2-Fluorenyl)-2-fluoro-
           acetamide
         CAS No.:  —
   C?
                                       (C)
 I (6)    2,2,2-Trifluoro-n-(9-oxo-
           fluorenyl)-2-acetamide
         CAS No. :
                                               C?
                                       (C)
                                O
                                              5-75
-------
C.   Vinyl Halides
      Because the majority of vinyl  halides tested have been reported
 to be carcinogenic,  all vinyl halides are  regarded as suspect.

      Vinyl halides containing only  fluorine may be regarded with
 somewhat less suspicion because  of  the general lack of reactivity of C-F
 compounds.
                                 5-76
-------
             Key to Interpretation of Vinyl Halides Table
     Structure  Class

          A  =  Aliphatic
          C  =  Cyclic

(1)   Carcinogenicity

          C  =  substantial human or animal experimental evidence
          C?  =  limited evidence
          N  =  negative in a reliable test
          +  =  for S/A reasons  limited suspicion of carcinogenicity,
                 e.g., F only
          ++  =  for S/A reasons  strong suspicion of carcinogenicity,
                 e.g., all other halides
          0  =  no adequate experimental evidence and no compelling S/A
                 analogy on which to base  evaluation

(2)   DCP-Darr - cited on list obtained by  Darr from search of  SRI-DCP  data base

(3)   Fishbein - cited on original list of  chemicals from Fishbein

(4)   EPA-H2O  - Organic Compounds Identified in Drinking Water in the
                  United States,  Health Effects Research Laboratory,
                  EPA, Cincinnati,  Ohio, July 1, 1976

(5)   NCI  - cited in tabulation  of chlorides prepared for NCI-CSWG by
             Helmes and Porrier

       C_  - on list of vinyl chlorides for  which there is information
             on carcinogenicity

       E_  - on list of chlorides with significant exposure

(5)   Other

          ACS
               = American Chemical  Society Monograph
                   Chemical Carcinogenesis,  1976
                   article by Lawley "Alkylating Agents"

          IARC  = International  Agency for  Research on Cancer Monograph
                   Series,  followed by Vol.  No. and p.
                                  5-77
-------
                                        VINYL HALIDES
Structure
Class
  (1)       (2)      (3)       (4)       (5)        (6)
Carcino-   DCP-
genicity   Darr   Fishbein  EPA-^O   NCI  (E/C)  Other
          DIELDRIN
          CAS No.:   60-57-1
            Cl
  A       DICHLORVOS
          CAS No.:  62-73-7
          ENDRIN
          CAS No.:   72-20-£
                                         (E)    IflRC
                                               5, 125
                                         (E)    IARC
                                               5, 157
  A       VINYL CHLORIDE
          CAS No.:   75-01-4
                                      /  (E/C)  IARC
                                               8, 291
  A       VINYLIDENE CHLORIDE
          CAS No.:  75-35-4
   C?
/ (E/C)
                                             5-78
-------
                                VINYL HALIDES  (continued)
Structure
Class
  (1)       (2)      (3)       (4)       (5)        (6)
Carcino-  DCP-
genicity  Darr  Fishbein  EPA-H20  NCI  (E/C)   Other
          2,3-DICHLOROPROPENE
          CAS No.:   78-88-6
                                        (E)
                  Cl
          TRICHLOROETHYLENE
          CAS No.:   79-01-6
                                      / (E/C)   IARC
                                               11,  263
  A       TRIFLUOROVINYLCHLORIDE
          CAS No.:   79-38-9
                                      / (E)
          1,2,3-TRICHLOROPROPENE
          CAS No.:  96-19-5
                                        (E/C)
                   Cl
          CHLOROPRENE
          CAS No.:  126-99-8
                                        (E)
                                            5-79
-------
                                VINYL  HALIDES (continued)
Structure
Class
  (1).      (2)      (3)       (4)       (5)        (6)
Carcino-  DCP-
genicity  Darr  Fishbein   EPA-H20  NCI  (E/C)  Other
 A       PERCHLOROETHYLENE
         CAS No.:   127-18-4
                                                                                 / (E)
           
-------
                                VINYL HALIDES  (continued)
Structure
Class
                                    (1).       (2)      (3)       (4)       (5)        (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein  EPA-H20   NCI  (E/C)   Other
         PHOSPHORIC ACID,  2-CHLORO-3
         (DIETHYLAMINO)-1-METHYL-
         3-0X0-1-PROPENYL  DIMETHYL
         ESTER
         CAS No.:  13171-21-6
              o
              II
              OC.H,
                C!
                i
                    ii
                    O
CHLORDANE
CAS No.:   57-74-9
            -Cl
                                                                                   (E)
          1,3-DICHLORO-2-BUTENE
          CAS No.:   76-41-0
                                                                         (E)
         HEPTACHLOR
         CAS No.:   76-44-8
                                                                                 /  (E)
         HEXACHLOROBUTADIENE
         CAS No.:   87-68-3
                                              C?
                                                                         (C)
                  Ci
                                            5-81
-------
                                 VINYL HALIDES  (continued)
Structure
Class
                                                                                            (6)
                                             (1)       (2)      (3)       (4)       (5)
                                           Carcino-  DCP-
                                           genicity  Darr  Fishbein  EPA-I^O   NCI  (E/C)  Other
A       ETHYCHLORVYNOL
        CAS No.:  113-18-8
                                                                                    (E/C)
                    dri ^-(i
                 OH
        THIODAN
        CAS No.;  115-29-7
                                                                                    (E)
                                       (Innes,  et  al.,
                                      J. Nat'l Cancer  Inst.
                                      42_, 1101, 1969)
          CIS-1,2-DICHLOROETHYLENE
          CAS No. :   156-59-2

  also
  mix
  CAS No:
  25323-30-2
          TRANS-1 , 2-DICHLOROETHYLENE
          CAS No. :   156-60-5
            
-------
                                VINYL HALIDES  (continued)
Structure
Class
                                    (1)       (2)     (3)       (4)       (5)        (6)
                                  Carcino-  DCP-
                                  genicity  Darr  Fishbein  EPA-H20  NCI  (E/C)  Other
         HEPTACHLOR EPOXIDE
         CAS No.:  1024-57-3
                                                                         (E)
         DICHLOROBUTADIENE
         CAS No.:  1653-19-6
                                                                       / (E)
               C.I
               I
AVADEX
CAS No.
                   dl
                   2303-16-4
         DICHLOROETHYNE
         CAS No.:  7572-29-4
                                   Cl
                                  =iH
                                a
         HEPTACHLORONORBORNENE, ISOMER
         CAS No.:  28680-45-7
                                                                                  (C)
                                           5-83
-------
                                 VINYL HALIDES  (continued)
Structure
Class
                                                                                            (6)
                                             (1).       (2)      (3)       (4)       (5)
                                           Carcino-  DCP-
                                           genicity  Darr  Fishbein   EPA-H20  NCI (E/C)   Other
         HEPTACHLORONORBORNENE
         CAS No.:   55373-95-0
 A        TRI-p-ANISYLCHLOROETHYLENE
          CAS No.:   569-57-3
                                             C?
  (C)
          DICHLOROMALEALDEHYDIC ACID
          CAS  No.:
                                       (Innes,  et al.,  1969)
                                                                                  (C)
A       DIETHYL 2-CHLOROVINYLPHOSPHATE
        CAS No.:
                                                                                          ACS
                                                                                          L,170
                       P CHn
                        il
                        O
          TELODRIN
          CAS  No.:   297-78-9
        C.I
                                             -H-
/ (C)
                                            5-84
-------
                                VINYL HALIDES  (continued)
Structure
Class
           (1)      (2)      (3)       (4)       (5)        (6)
         Carcino-  DCP-
         genicity  Darr  Fishbein  EPA-H20  NCI  (E/C)   Other
         1,l-DICHLORO-2,2-BIS(p-CHLORO-
         PHENYL)ETHYLENE
         CAS No.:  72-55-9
                     (LdL
           c?
IARC
5, 83
          2-BROMOSTYKENE
          CAS No.:   98-81-7
          ETHYLENEBROMIDE  (Vinyl Bromide)
          CAS  No.:   593-60-2
          PERIODOETHYLENE
          CAS No.:   513-92-8
              /
          IODOBRASSID
          CAS No.:   583-87-9
                       31   -1-
                       i     i
                       C- C
                                                 (E)
o
 ll
                                            5-85
-------
                                VINYL HALIDES  (continued)
Structure
Class
  (1).      (2)      (3)       (4)       (5)        (6)
Carcino-  DCP-
genicity  Darr   Fishbein  EPA-H20  NCI (E/C)   Other
 A        VINYL FLUORIDE
          CAS  No.:   75-02-5
 A        1,1-DIFLUOROETHYLENE
          CAS  No.:   75-38-7
          CHLOROTRIFLUOROETHYLENE
          CAS  No..   79-38-9

                    .xCi
            r
 A        HEXAFLUOROPROPENE
          CAS No.:   116-15-4
             RC.-C-C.F
             <*•      i      3
 A       PERFLUOROBUTENE-2
         CAS No.:   360-89-4
                      f-
                                             5-86
-------
                     APPENDIX A





ADDITIONAL CHEMICALS PROVIDED BY THE PROJECT OFFICER
                               A-l
-------
                 CHEMICALS  IN  ORDER BY  STRUCTURAL CLASS
                              IA.  EPOXIDES
CAS Number

  60571
  72208
  75218
  75569
  77838

  81210
 101906
 106832
 106843
 106887
 106898
 106901
 106912
 106923
 121391
 122601
 141377

 285676
 286204
 556525
2426086
2751099
3083258
3132647
3765284

3922905
7144652
7163395
   Chemical Name

Dieldrin
Endrin
Ethylene oxide
Propylene oxide
a,B-Epoxy-B-methylhydrocinnamic acid,
  ethyl ester
Dicyclopentadiene diepoxide
Diglycidyl resorcinol ether
n-Butyl epoxystearate
Octyl epoxystearates
1,2-Epoxybutane
Epichlorohydrin
Glycidyl acrylate
Glycidyl methacrylate
Allyl glycidyl ether
Ethyl 3-phenyl glycidate
Phenyl glycidyl ether
3,4-Epoxy-6-methylcyclqhexylmethyl
  3,4-epoxy-6-methylcyclohexane carboxylate
6-Oxabicyclo[3.1.03 hexane
Cyclohexene oxide
Glycidol
Butyl glycidyl ether
Oleandomycin triacetate
(2,2,2-trichloroethyl)oxirane
Epibromohydrin
2-(2-(3,3-Dimethyloxirariyl)ethenyl)-2,
  3-dimethyloxirane
Oleandomycin
(((1,1*-Biphenyl)-2-yloxy)methyl)oxirane
Cyclobuta(1",2":3,4;4",3":3',4')dicyclo-
  penta(1,2-b:1',2'-b')bisoxirene,
  decahydro-
  The names of the chemicals in this class were already known, so they were
  not included in the computer-generated lists on the following pages, as
  explained in Section TV.A.
                                   A-3
-------
                                              CHEMICALS IN ORDER BY STRUCTURAL CLASS  (continued)

  1.      IB 1000052017 SPIPONOLACTONE
  2.      IB 1000077065 GIF BERELLIC ACID
  3.      1C 1000057396 TPI S (2 -METHYL-1 -AZI3IDINYL) PHO SPHINE OXIDE
  1.      1C 1PC0092986 POL YETHYLENININE
  5.      1C 100251*9679 2-ETtlYL  ETHYLENEIMINE
  6.      1C 1C01072522 N-2-HYDROXYETHYL ETHYLENEIMINE
  7.      1C 10005U5551 n.jtRi0iNF, /, i', i " - pnoz.ru IN YL i DY/» E TR\S -
  S.      1C 1000151564 fttiHiDiNE
  9.      1D 1000064675 DIETFYL  SULFATE
 10.      1D 1C00077781 DIMETHYL  SULFATE
 11.      1E 100CVl3Tt8 PHENOL,  U,U  - (3H-2, 1 -BENZOXATHIOL-3-YI.IDENE) DI-,  S-S-DTOXIDE
 12.      1E 100112071U l^i-c^/flTH IOL-HNE, },X- OlOXIlMr
 n.      IF 1C00136287 SftR Cctiwe ( N- C(5 UJLORO-O - Toofu) nio]-
 14.      1F 1^00120047 N- ( <5-CHLORO-2-METHOXYPHENYL)-AZO) SAPCOSINE
 15.      1F 1000103219 N- (F-TOLYL AZO) SARCnSINE
 16.      1F 1C00086180 N- (U-BENZ1MIDO-6-METHOXY-M-TOLYL) -N- (HETHYLAZO) GLYCIN1
 17.      1H 1C0011596S 2-CFLOHOETHANOL,  PHOSPHATE
 18.      1H 10001U1662 BIDEIN
 19.      1H  1000512561  PHOSPHORIC ACIO_, T«IMC-THYL FsrEfi.                                                                  ^
 20.      1H  100036063U  PREC- wA - 1,1- OIENE-^ jt> - Dione .9- FLUORO -/(, ;i - O/ftroKox-r- li-'rrit THYL - II-(PH CSPHO A'oo )CT) - j («• 'rfo.^ /fo. b ef«- J -
 21.      1H  1000312936  PREC-^A-i^o^fjg; -3/20 - D10(J r , 1- PLiJfRO-ll.tT - DIHYD^i-'XY "It" me r« r<--2'- (.PHCSPHONOOX rj- ^  (/l.befn.j li>.alfha.)
 22.      1H  1000300765  PHCSPHORIC ACID,  1 , 2-DIBFOKO-2, 2-DICHtORO ETHYL  DIMETHYL  BSTEF
 23.      1H  100029R077  2- E1HYL-1 -HEXANOL, HYDBOGEN PHOSPHATE
 21.      1H  1000131997  5  -INOSINIC  ACID
 25.      1H  1000130«05  RIBOFLAVINE  5  -PHOSPHATE  SODTUH SALT
 26.      1H  10001267-38  TRIBUTYL PHOSPHATE
 27.      1H  1000126727  2, 3-DIBROMO-1-PROPANOL, PHOSPHATE
 28.      1H  10018065U8  PH^STHcRic A-iD,  TRIOCTYL
 ?9.      1H  1C01070037  PHfspnofi ic A^"> , HCM> (.1 -e
 30.      1H  1000961115  r-HosPHfKi<; ftcid _, i-CHLDK
 31.      1H  10051112259  BI S (2, 3-DIBROMOPROPYL) PHOSPHORI ACID
 32.      1H  1005321129  ROKO  2 , 3-DIBPOHOPROPYL PHOSPHORIC ACID
 ?3.      1H  1003991739  OCTYL PHOSPHATE
 3l».      1H  100778fr3«7  00 DIMETHYL  0- 2-C ABBOMETHOXY-1 -METHYVINYI. PHOSPHATE
 35.      1H  1007700176  CIOERIN
 3f.      1H  1007558625  /, i, 3  - fHOPnt* £ 7"^! CL t   / - ( Dnt^(Of,o GEM  Pnoi,f>HA Te) t
 37.      1H  10Q75U6283  PK,oPAH"iC f\<-il)j  2 - LPH oS(JHOW Of~~()-. CALCIUM  SA i_T
 38.      1H  1007057923  DIDODECYL IIYDPOGEN PHOSPHATE
 39.      1H  100€92322t  3-HYDRO XY-N-M ETHYL-CIS-CROTONA BIDE-DIKETHYL-PHOSPHATE
 1*0.      1H  1021937835  S' -f\OL-NlUC  PittD,  HuMCpOLYMEfl
 U1.      1H  10190U5795  OCTYL PHOSPHATE,  D1 POTASSIDH SALT
 "2.      1H  10176031*28  l,i,3' PH.opnnt T«IOL ,  ; - O>lHfO«o6£N  PHui
 U3.      1H  1013270650  E-PHCSPHOHYLIBOS E  1 -PYROPHOSPHATE
 <»!*.      1H  1013171216  PHOSPHcKlC  AciO ,  l-tHi-O(?O -S- (!o/ C 7H Yi-fl"'1 I|VO) ~ ' ~ IneTH YL- ^ - oxo - / - PRoPEN f <-
 H5.      1H  10000781*33  2, 3-DICHLOBO-1 -PPOPANOL,  PHOSPHATE
 46.      1H  10000781*00  TRItTHYL PHOSPHATE
1*7.      1H  100C078513  2-EUTOXYF.THAN1L ,  PHOSPHATE
1*8.      1H  1000063376  5 -CYTIDYLIC ACID
i»9.      1H  1C00058979  5 -UPIDYIIC  ACID
50.      1H  1010062737  PHOSPHOPIC ACID,  2 , 2-DICHLOP.OVIRYL  DIMETHYL ESTEH
•^1.      11  1000075296  2-CHLOROPHOPAN E
52.      11  1000075263  2-PPCMOPEOPAKE
53.      11  1000075003  ALKYLATING AGENTS  EG ETHYL CHLORin-5
54.      1J  100C07l(96«  BECCOETHANE
 55.      11  10^0071556  METHYL  CHLOROFORM
 56.      11  1COC067721  wt» ACH-LoKot TH/\t*£
 51.      11  1000076751  1.2-EIBPOKOPROPAN5
 58.      1T  100007C153  CHLO"0 PENT* ?L(JO? OETHA NE
 59       11  100007611*2  PRECN 11"
 6r.      11  1COC076120  1 , 1 ,2 ,2-TETS.\CHLO"0-1 , 2-DITLUO FOETHANE
 61.      1T  1CC00793U5  1 , 1 , 2 , 2-TETPSCHLOP OF."-HM(E
-------
                                              CHEMICALS IN ORDER BY STRUCTURAL CLASS (continued)

  62.      11 1C00079276 1 , 1 , 2,2-TETRfi3RO!10ETHANE
  63.      II 1000079005 1,1,2-TRTCHLOaOETHANE
  64.      II 1000078875 1,2-DICHLOROPROPANE
  f5.      11 100C07886" 2-CHLOROBUTANE
  66.      11 1000076762 2-ERCHOBUTANE
  67.      11 1COC075810 1,2-CIBROMO-1,1-DICHL08OETHANE
  68.      11 10CC075683 GENCTRON  101
  fiq.      11 10057B7337 BurAME ,
  70.      11 1005767326  BOT7\cvE,  z- 6Kon\o - , (5) -
  71.      1T 1004333566 CYCICPPCPYL BROMIDE
  72.      11 1000930289 CYCLOPENTYL CHLOPIDE
  73.      11 1000662011 1,  3-DICHLOROHEXAFL!JOROP80PANE
  "IH.      11 100P661972 1,2-DICHLOSOHEXA?LUOROPROPANE
  75.      11 1000626879 1,tt-CIBROMOPENTANE
  76.      11 100012U732 1,2-DIBRO10TETRAFLUOROETHANE
  77.      11 1000151677 HALOTHANE
  78.      11 1000507200 RRopANf , l-cHu>Ko- i-«£-rH>fi_
  79.      11 10005a05U5 N-PROPYL  CHLORIDE
  80.      11 10001112UO 1,5-DIBROMOPENTANE
  81.      11 1000110532 1-BROHOPENTANE
  B2.      11 1000110521 1.U-DIBPOMOBUTAHE
  B3.      11 1000109706 1-BPOKO-3-CHLOROPROPANE
  84.      11 1000109693 1-CHLOEOBUTANE
  85.      II 1000109659 1-BROHOBUTANE
  86.      11 1000109648 1,3-DIBROMOPSOPANE
  87.      11 1000107846 1-CHLORO-3-METHYL30TASE
  38.      11 1000107824 1-BRCMO-3-METHYLBDTANE
  >)<).      11 1000107813 2-BHOWOPENTANE
  90.      11 1000107062 1,2-DICHLOROETHASE
  91.      11 1000106945 1-EDCHOPHOPANE
  92.      11 1000106934 ET«AN£, (,1-D|6ROMO-
 93.      11 1000096184 1,  2, 3-TRICHLOP.OPHOPANE
 94.      11 1000096128 1,2-DIBROMO-3-CHLOROPHOPANE
  95.      U 1000096139 2,3-DIBBOMO-1-PROPANOL
  96.      1J 1000096242 3-C :1LOHO-1 ,2-PEOPANEDIOL
 97.      1J-1000096231 1,3-DICHLOSO-2-PROPANOL
 98.      U 1000107073 2-CHLOROETHANOL
 99.      U 100011E322 't,4 -DICHLORO-A-(TRICHLOROHETHYL) BEKZHYDFOL
100.      U 1000115208 2,2,2-TPICHLOROETHANOL
101.      U 1000540512 TTHAweL, J--fl«.fi«lo -
102.      U 1000302170 CHLOFflL HYDRATE
103.      U 1000127004 1-CHLORO-2-PROPANOL
104.      U 1C00057158 2-PROPANOL, 1,1,1-TRICHLOPO-2-HETHYL-
105.      U 1000052686 (2 ,2,2-TRICHLORO-1 -HYDBOXYETHYL) -PHOSPHONIC ACID,  DIMETHYL ESTEP
106.      1K 100011144'4 BIS (2-CRLOPOETHYL)  ETHER
107.      1K 1000107302 CHLOROKETHYL METHYL ETHER
108.      1K 1000110758 2-CHLOROETHYL VINYL ETHER
109.      1K 1004885023 1,1-DICHLOROHETHYL  METHYL ETHER
110.      1K 1002032351 BROHOACETALDEHYDE DIETHYL ACETAL
111.      1K 1007252837 DIKETHYLBHOMOACETAL
112.      1K 1000097972 CHLOFOACETALEEHYDE, DIMETHYL ACETAL
113.      1K 1000076380 2,2 -DICHLO^D-1, 1-DIFLUOROETHYL METHYL  ETHEE
114.      1L 1000075901 T5IFLUOROACETALDEHYDE
115.      1L 1000075876 CHLORAL
116.      1L 1000078842 ISOBUTYRALDEHYDE
117.      1L 1000079027 DICHLOROACETALDEHYDE
11fl.      1L 1000097961 2-ETHYLBUTYPALDEHYDE
119.      1L 1000099729 2-(F-TOLYL)-PROPIONALDZHYDE
120.      1L 1COC093538 2-FHENYLPROPTONALDEHYDE
121.      1L 1000103957 CYCLAMEN  ALDEHYDE
122.      1L 1000104552 CINNAflALDEHYDE
-------
                      CHEMICALS IN ORDER BY STRUCTURAL CLASS (continued)
123.
124.
125.
126.
127.
128.
129.
130.
131.
132.
133.
1 3 «.
135.
136.
137.
1 38.
139.
140.
1 1*1 .
1U2.
1U3.
111*.
145.
146.
147.
148.
11*9.
150.
> 151.
<*> 152.
153.
154.
155.
156.
157.
156.
159.
160.
161.
162.
163.
16U.
165.
166.
167.
168.
169.
170.
171.
172.
173.
171*.
175.
176.
177.
178.
179.
180.
181.
182.
13?.
11 100010U530
1L 1C0010U096
1L 1021866706
1L 1026254922
1L 1001401690
1L 1P01331926
1L 1005392405
1L 1004395923
1L 1004170303
1L 100C947911
1L 1002152081
1L 1002120709
1L 1030110623
1L 1000107891
1L 1000110418
11 1000107755
71. 7000107200
1L 1000107028
1L 1000106230
11 1000111308
1L 1000112549
1L 1000112459
1L 1COC112447
1L 1000112312
11 1000111717
11 1000123057
11 1000122781
11 1000124254
1L 1C00124196
11 U1012U130
1L 1000123739
11 1030123728
11 1000123386
11 1000123159
1L 1000496037
11 1000533675
11 1000143146
11 1000141275
11 1000066842
11 1000066251
11 1000075070
11 1000050COO
2 1000141753
2 1000541413
2 1C00501531
2 K00354325
2 1000122043
2 1000122010
2 1000121904
2 1000112163
~>. 1000112130
2 100C112674
2 1000111648
2 1000111502
2 1030112776
2 1000112765
2 1000108236
2 1000111193
2 1002094726
2 1002528612
2 1000879185
3-E H EN YLPROPIONALDEHYDE
P-T01YL iCETALDEHYDE
ALPHA-KETHYICINN AHALDEHYDE
ALPHA- ETHYLISOIIALFRALDEH YDE
TYi-OSiN
P.HYL  CINNABIC ALDEHYDE
PEPFUHE (SG CITRAL)
P-ISOPHOPYLPHENYLACETA1DEHYDE
2--6UT6WAL
DIFHEN YLACETALDEHYDE
f CR.M ALDEHXPf  sooium  BtSi"-FlT£
PHENOXYACSTALDEHYDE
VALEP4LDEHYDB
3-HYDROXYBUTYR ALDEHYDE
ALDEHYDE  C-12 (HNA)
IIYDROXYCT ISON ELLAL
CHLCPOACETALDSHYDE
4CEC1EIN
CITPCNELLAL
GLDTARALDEHYDB
ALDEHYDE  C-12 (LAUSiLDEHYDE)
AtEZHYDE  C-11 (DNDECYLENIC)
ALDEHYDE  C-11 (UNDECYL)
ALDEHYDE  C-10
HEPT1NAL
2-ETHYLHEXAHAL
PHENYL  ACETALDEHYDB
ALEEFYDE  C-1" (M YRISTALDERYDE)
ALDEHYDE  C-9 (NOMANAL)
ALEIHYDE  C-9 (OCTANAL)
CEOTCNALDEHYDE
BUTYEAL DEHYDE
PROFIO NALDBHYDE
2-H FTHYLVALER ALDEHYDE
HCXANAL, i-c-TH\i.  -3-HYO/JoxY-
D-2   DEOXYPIBOSE
9-UNDECENAL
CITRAL
GLDCOSAMINE HYDROCHLOEIDE
iLEEHYDES C2-C5  PLUS HONOCYCLIC  AROHAIICS HEXANAL
P.CETALDEHYDE (ETHANSL)
FORMALIN
BUTYEYL CHLORIDE
CARficM^ CHi-oKlOic  Ac/D,, C-TH-fL  Csrc-R.
CHLCEOFOPMIC ACID, BENZYL ESTER
TBI FLDOROACETYL  CHLORIDE
P-KITPOBENZOYL CHLORIC!
F-CHLO°OEENZOYL  CHLORIDE
M-KIIROBEHZOYL CHLORIDE
LAUPCYL CHLORIDE
DFCJNOYL  CHLORIDE
PMBITOYL CHLORIDE
OCTSNOYL  CHLORIDE
ADIPOYL CHLOFIDE
OLFCYL  CHLOPIDE
STF.ABOYL  CHLOETDE
CHLOROPOSMIC ACID, ISOPROPYL  ESTKR
3EBACOYL  CHLORIDE
1-iEAB JN7ANECSRBOX1TLIC ACID  CHLOSIDB
MtrTA^Ofi-  £-HLoRib£=
-------
                                              CHEMICALS IN ORDER BY STRUCTURAL CLASS  (continued)

 184.      2   1000678773 PERFlOOR.DGLaTSRIfL CHLORIDE
 1*35.      2   100^60965" BEHyiOfL cMU'Kioe  > 2--CHLOKO-
 196.      2   100C59821Q BROMOACETYL  P^OMIDE
 187.      2   100^462559 3-2  ,6  -DICHLOROPH ENYL-5-METHYL-4-ISOX AZOLE-Cit BO NYL  CHLORIDE
 188.      2   1003282302 PKoPANiOTL  cHLORIor, 2,z- i> >M C-TO YL-
 189.      2   1001885149 t/\R6°^oCHt^KIOIC  t\c,t> ,  fHfcwxL  ESr£«,
 190.      2   1025629509 3-(0-CHLOHOPHENYL)-5-SETHYL-4-ISOXAZOLE CABBONYLCHLORIDE
 191.      2   1018956871 loH - PH&A.-C THlfl*jN£ -10 -CAR&DfJ YL- en /_o«.l Of
 192.      2   1013889921* N-PBGPYL CHLOPOTHIOFORMATE
 193.      2   10071UU083 CHOLt ST- 5-Ib- 3,-tic (j.beU.V-. CAR&PNC < ^/(-OR I D/l rC
 19H.      2   1000103800 PHENYLACETYL CHLORIDE
 195.      2   1000102921 CINSAHOYL  CHLORIDE
 196.      2   1000089758 2,4-DICHLOSOBEHZOYL CHLORIDE
 197.      2   1P00088959 PHTHiLOYL  CHLOPIDE
 198.      2   1000100209 TEREPHTH&LOYL  CHLORIDE
 199.      2   1000100072 P-JNISOYL  CHLORIDE
 200.      2   1000099638 ISOPHTHALOYL CHLOEIDE
 201.      2   1000099332 3,5-DINITROBENZOYL CHLORIDE
 202.      2   1000098684 BEK20YL CHLORIDE
 203.      2   1000088108 DIETHYLCARBASOYL  CHLORIDE
 204.      2   1000083012 DIPHENYLCiRBAMOYL CHLOHIDE
 205.      2   1000079221 CHLOSO?OSMIC ACID, METHYL ESTEE
 206.      2   10C00790U9 CHLOEOACETYL CHLORIDE
 207.      2   1000079038 PROPIONYL  CHLORIDE
.208.      2   1000079378 OXALYL  CHLORIDE
 209.      2   100C079301 ISOEUTYSYL CHLORIDE
 210.      2   1000075445 PHOSGENE
 211.      2   1C00075365 ACEIYL  CHLORIDE
 212.      2   100007e028 TRICHLOSOACETYL CHLORIDE
 213.      2   1000079447 DIPETHYLCARBAMOYL CHLORIDE
 214.      3   100008C433 BIS (ALPHA,ALPHA-DIMETHYLBEHZYL)PEROXIDE
 215.      3   1000080159 ALFHi,ALPHA-DIMETHYLBENZYL HYDROPEROXIDE
 216.      3   1000080477 F-MENTH-S-YL HYDROPEROXIDE
 217.      3   10C0075912 TERT-BUTYL HYDHOPEROXIDE
 218.      3   100C078637 (1,1,4,4-TETRAMETHYLTETEAMETHYLENE)BIS(TERT-BUTYL PEROXIDE)
 219.      3   1000078132 1-HYDROPEHOXYCYCIOHEXYL 1-HYDROXYCYCLOHEXYL PEROXIDE
 220.      3   1006731368 1,l-TgRT-BOTYLPEROXY-3,3,5-TSIHETHYLCYCLOHEXOME
 221.      3   1007722641 HYDROGEN PEROXIDE
 222.      3   1013020069 H^DRD f c-/e  OXIDE ,   l-AierHYi-P^PYl-
 223.      3   1001068275 2,5-DIHETHYL-2,5-(TEST-BUTYLPEEOXY)  HEXYNE-3
 224.      3   1005809C85 1, 1 ,3, 3-TETRAMETHYLBuTYL HYDROPEROXIDE
 225.      3   1003025885 2,5-DIHETHYLHEXANE-2,5-DIHYDPOPEPOXIDE
 226.      3   1002212819 1,3-BIS-TERT-BUTYLPEROXY IEOPROPYL  BENZENE
 227.      3   1002407945 BIS  (1-HYDROXYCYCLOHEXYL)  PEROXIDE
 228.      3   1002372216 
-------
                                              CHEMICALS IN ORDER BY STRUCTURAL CLASS (continued)

 245.     UA  1COC07938J CHLCPO^RIFLIJOROETHYLENE
 21)6.     UA  1010079016 ?EICHLO?0£THYIENE
 247.     (*/•':  1010176686 2, 3-DICHLOaOPROPENE
 248.     4J.  10000961^5 1, 2,3-?-UCHLO=fOrPOPENE
 2U5.     UA  1000075C25 FLUC'OETHYLEKE
 250.     UA  1COC075014 rHLOPOETHYLFSE
 251.     4B  1000067663 CHLOROFORM
 232.     UE,  1COC074975 BSCHOCHLOHOMETnANE
 253.     UE  1C0007U953 DIBFOHC1ETHAHE
 254.     IiB  100007UB7? CHIOHOMETHANE
 255.     4B  1000075252 TRIBFOMOMETHANE
 256.     4B  1000075092 METHYLENE CHLORIDE
 257.     4E  10C0056235 CAEECN TJSTRACHLOSIDF
 258.     UB  1000075134 DICHLOHO?LUOSOMETHANE
 259.     US  1000075627 FRCMCTRICHLOEOMETHANE
 260.     ab  100007561C DTEFOHODIPLUOBOMETHANE
 251.     4B  1000075456 FBEON 22
 262.     IB  1000075729 AEROSOL PROPELLENTS  (E.G.  FFEON)
 263.     '4B  1000075718 DI CHLOHODIFLUOPOKET HANE
 264.     4B  1000075694 TBICHL08OFLUOROMETHANE
 ?65.     4E  1000075638 BF.OriOTRIFLUOBOHETHANE
 2fi6.     IB  1000558134 iviernftW-j TCT"1rtfico/«o-
 267.      4C 1000569573 CHLCPOT'BIANirENE
 266.      4C 1000156128 M-FLUOROBENZYLCHLORIDE
 269.      «C 1000352111 P-FLUOROBENZYLCHLORIDE
 270.      4C 1000134838  CHLORO(P-CHLOROPHENYL)PHENYLMETHANE
 271.      1C 1007398825 ALPHA,ALPHA,ALPHA .ALPHA  -TETRACHLOROPABAXYLENE
 272.      1C 1000589151  6EWiE-N;£/ \-Gi.ov\o - 4-C6 RotnomtTHXL.)"
 273.      1C 1000626164  ME1A  DICHLOROXYLENE
 274.      4C 1000623256 PAEA  DICHLOPOXYLENE
 275.      4C  1000619238  &LFHA-CHLOSO-M-NITHOTOIUENE
 276.      1C 1002362187  PARA-CHL3FOHETKYL DIPHENYL  OXIDE
 277.      4C 1000104836  P,ALEHA-DICHLOROTOLOENE
 278.      4C 100010U825  ALPHA-CHL1HO-P-XYLENE
 279.      4C  ICOOO^eSSS  CHLOPOTHIP HF>!YLMETHANE
 280.      4C  1000081196  «LPHA,ALPHA,2,6-TETPACHLOROTOLUENE
 281.      4C  100006B360  2,2 -HEXACHLOROPARAXYLENE
 282.      UC  100C090993  CHICiEODIPHENYL^ETHANE
 283.      1C  1000086522  1-(CHLOFCflE^HYL) N APHTHALENE
 2P4.      4C  100009P873  ALPHA,ALPHA-DICHLOROTOLUENE
 285.      1C  1C0010C118  ALPHA-BRCHO-P-NITRDTOLUENE
 286.      1C  1000098817  ALPHA-BHOWOSTYBSMB
 287.      4C  1000098077  AL FHA , HLPHA, ALPHA-TRTCHLORCTOLUENE
 288.      "r  1000100447  ALPPA-CHLOROTOLOEHE
 2R9.      4C  1000100390  AL I HJ> -3flOMOTOLOENE
 290.      "D  1000092046  2-CHLOPO-4-PHENYLPHENOL
 291.      4D  1002974927  FOLYCHI.OHOBIPHENYL
292.      4D  1002051243  POLyCHLORINA^ED BIPHENYLS
 293.      4D  1002050682  POLYCHLOEDBIPHENYL
29U.      4D 1002050671  POLYCHLOEOBIPHENYL
295.      4E  1000081315  5, 1 3-DIBHOPIO-q , 1 S-P YRANTHRENEDTONE
2S6.      HP  10001S1287  5, 1 U-DICHLO^OISOVIOLANTHP,ONE
297.      UE 1000081981  3,9-BIBROMO-7H-BENZ (CE)ANTHRACEN-7-ONE
 298.      4E 1000081969  3-BECMO-7H-BEN7. (DE)  ANTHRArEHE-7-ONE
 ?gq.      5A  100COP0659  3-H"INC-2-OXAZOLIDINONE
 300.      5A 1001743131  G,3-,H,sJ TflKn 2 iiuo O ,x- "JO, tfr £} TertfAlLlfvE,  OCT^H\D>;O-
 3^1.      5A 1001156190 TiifZAKIDE
 302.      5A 1000120774 N-(2,6-DIKETHYLKORPHOLINO)-2-BENZOTHIAZOLESOLFENASIDE
 303!      5A 1000109842 2-HYCFA2INOETH»')OL
 irin,      5&  1005906354 fMINO HEXA (1ETHYLES EIHINE
 105.     5R  1000302012 HXoKAli^E
-------
                                              CHEMICALS IN ORDER BY STRUCTURAL CLASS (continued)
 306.      5A 1GOC284651  17, W-t
 307.      5A 1000129204  K-BliTYL-1 - (P-H YDKOXYPHENYL) -2-PHENYL-3 ,5-PYBAZOLI DINEDIOfcE
 308.      5R 1000093170  it- (EENZYLIDSNEA1INC) ANTIPYBINE
 109.      5? 1000083078  U-A."!TNOANT IPYRINE
 311.      5A 1000057147  1 , 1 -DT1ETHYLKYDRSZINE
 311.      5:\ 1000057965  SULFINPYRAZONB
 312.      5» 1000060344  WE-T"im HYPtfAZIWF
 313.      5» 1000050339  PHENYLBOTAZONE
 314.      5B 10005^3566  HYI>*0*Yt AM INP,  <"> -^&TH YL - ,  HfDKo CHLOK ID?
 315.      5E 1010CB954C  H*< DKOXYL/\MI/ve ,  SUt-FATC-  L^-'-l)
 316.      5B 1001121308  2(jlt) - PrRl Owe THIO/vE;  I -HYDAOX.Y -
 317.      5B 1001117S71  N.O-DIMSTHYLHYDROXYLAHIKE
 ?18.      5B 10051(70111  HYDEOXYLAMINE CHLORIDE
 319.      53 1C037109U7  N N-EIETHYLHYDBOXYLAMINE
 320.      5C 1016357598  I (ZH) -QOiNoLINf? 6flRflO/,Yl-lc.  AMC-Tl-\YLWino) tTHO* 1000091952  3,3  ,4,4 -BIPHEHTLTET5APIME
 357.      7A 1000090948  4,4  -BIS (DIMETHYLA BIND) BENZOPHENONE
 35fi.      7J 1000090937  4,4  -BIS (DIETHYLAMI NO) BENZOPHENONE
 359.      7A 1000090415  2- EIFHEHYL ABINE
 360.      7B 1COC097563  C.I.  SOLVENT YELLOW  3
 361.      7B 1000102636  4- (2 , 4 -XYL YLAZO) -0-TOLDIDINE
 362.      7B 1000102238  B- ( (P-AMINOPHENYL) AZO) BENZENESULFONIC  ACID
 363.      7B 1000101757  4- (FHENYLJ ZO) DIPHENYL A.1IKE
 364.      7B 1000101520  4- ( (F-NITSOPHENYL) AZO) -0-ANTSIDINE
 3fr5.      7B 1000101519  5- ( (P-?.1IHOPHESYL) AZO) SALICYLIC ACID
 366.      7B 1P00104234  P- ( (t-AMINOPHENYL) AZO) BENZENESOLFONIC  ACID
-------
                                             CHEMICALS IN ORDER BV STRUCTURAL CLASS (continued)

 ^7.      7p 1000085836 C.I.  SOLVENT FED  ?«
36p.      7B 10COOB6635 1- ( (U-AflINO- c>- (•"TIIOXY-O-TOLYL) AZO) -1 , 3-N.H PHTHALEN EDISULFG NIC ACID
369.      7c 10031"71H6  | - |\J ftPHT
370.      7s 1C01972287 DIF.THYL AZODICABBOXYLATE
371.      7p 10C2050148  fMt "PL  , 4,2'- ftZfSiS -
372.      73 1002313873 ETHOXAZEUE HYDROCHLOPIDE
373.      7p 1000117B8U 3-( (2-ACETiMIDO-4-RHINOPHENYL) -AZO)-1,5-NAPHTHALENEDISDLFONIC ACID
S^U.      7B 1000120683 14-( (H-AH1NO-W-TOLYL) AZO)-B-TOLOENESULFOIIIC  ACID                         ,
175.      7B 100031'CI3fi ^3-WflfHTH'lLtwEDiSoi.FtiNic ft<-iP^ fc>'-C(.3, 3'- ^imfTrt TL C^ l'-fili°«fr"n/ vy'^v'- t>lYi.}BtS(A ZoUBl
?76.      7ft 1000132387 6- ACiTAM IDO-U-HYDPOXY-3- ( (P-SDLFAHCYLPHENYL) AZO) - 2, 7-NAPHTHALENE-DISULPONTC ACID
377.      7c 1000136283 H-( (tt-AMINO-3-HETHOXYPHENYL)AZO)BENZENESDLFONIC ACID
378.      7B 10n013Ct03 2,6-DIASINO-3-(PHENYLAZO)-PYBIDIHE HYDEOCHLORIDE
379.      78 100G1U8856 H  ,U    -AZOBTS (H-BIPHENYLCARBOXYLIC ACID)
3BO.      7B 10C0118390 6  -HYDBOXY-5 - ( (2-HYDKOXY-5-NITBOPHEJJYL) AZO) -B-ACEIOTOLUIDIDE
381.      7B 1000123773 AZODICABBONAMIDE
382.      7e 1000078671 2,2 -AZCBIS(2-METHYLPEOPIONI1RILE)
383.      7B 10C0060117 C.I.  SOLVENT YELLOW 2
384.      7B 1000060093 C.T.  SOLVENT YELLOW 1
385.      9   1001070195 c.A?eoN/*2iD*c ftoo^  l^l - DlMETH\LErHYL
386.      9   1018610587 BA5TC!1  AZIDE
3P7.      9   1027750578 CESIUM  ft
-------
                                                    CHEMICALS IN CAS NUMBER ORDER

 1i  1CCC050000 fOSKALIV
 5A  1CC0050331 PHENYLBUTAZONE
 5C  ICOOOSISOS A (K-HYDROXYPHENYL) T3 I HET!!YI-Ar [1O NIUJ1 METHYL SULFATE DIMETHYLCARBAM ATE
 13  1000052017 SPTF.CNOLACTCNE
 1J  1000052636 (2,2,2-TRICHLOPC-1-HYDPOXYETHYL)-PHOSPHONIC ACID,  DIMETHYL  ESTER
 UB  1000056235 C£?,BON TETRACHLORIDE
 5A  1000057147 1,1-DIMETHYLHIDPAZINE
 1J  1000057178 2-PP.OPANOL, 1 , 1,1 -TRICHL030-2-METHYL-
 1C  1000057396 TPIS(2-NETHYL-1-AZIRIDINYL)PHOSPHINE OXIDE
 5A  1C00057965 SULFINPY8AZONF
 1H  1000058979 5 -UBIDYLIC ACIC
 7B  1000060093 C.I. SOLVENT YELLOW 1
 7B  1000060117 C.I. SOLVENT YELLOW 2
 5A  1CC00603UU H&HO. HXURAWN6
 1H  1C00062737 PHOSPHORIC 3CIC,  2,2-DICHLOBOVINYL DIMETHYL ESTEB
 1H  1CGC063376 5 -CYTIDYLIC ACID
 1D  1C0006UG75 DIETHYL SULFATE
 1L  10C0066251 ALDEHYDES C2-C5 PLUS MONOCYCLIC ABOMATICS HEXAHiL
 1L  1C000668«2 GLDCOSAMINE HYLPCCHLORIDE
 MB  1000067653 CHLOROFORM
 11  1000067721 HMAOALOfcoETHAWE
 l»C  1000068360 2,2  -HEXACHL03CFAPAXYLENE
 11  1COC071556 METHYL CHLOEOFCEM
 l»B  1C0007H873 CHLOROMETHiNE
 «B  1C0007H953 DIRROMOKETHANI
 11  100007U96U BKOMOETHAKE
 UB  1000071*975 Bf0»OCHLORO«£THANE
 11  1C00075003 ALKYLATING AGENTS EG ETHYL  CHLORIDE
 «A  1000075014 CHLOBOETHYLENE
 4A  1000075025 FLUOPOETHYLENE
 1L  1000075070 ACETALDEHYCE (I1HANAL)
 «B  1000075092 METHYLENE CHLORIDE
UB  1000075252 THIBBOKOMETHANI
 11  1000075263 2-BROHOPROPANE
 11  1000075296 2-CHLOPOPBOPANE
UA  1000075354 1,1-DICHLOROETHYLENE
2   K00075365 ACETYL CHLORIDE
4A  1CC0075387 1,1-DIFLUOEOEIHYLENE
 ^B  1000075U3U DICHLOPOFIUOROKF.THANE
 2   1C00075445 PHTSGENE
 HE  10n0075U5fa FEEON  22
4B  1C00075616 DIBPOHODIFLOORCMETHAHE
4B  1000075627 BPOMOTBICHLCBCBBTHANE
48  1000075638 B£0«OTEIFIOOROMETHSNE
 11  10^0075683 GENCTEON 101
4E  10C007569H TPICHLOPOFLUORCMETHANE
UB  1CC007571B DICHLOFODIFLUCPCMETHAilE
 UB  1000075729 AEROSOL PROPELLANTS  (E.G.  FREOH)
 11  10C0075810 1.2-DIBROMO-1,1-DICHLOROETHANE
 1L  1CP0075876 CHLORAL
 11  1C00075901 TPJFLUOPOACETSLDIHYDE
 3   1C00075912 TE^T-BUTYL HYCECPEPCXIDE
 1   1000076028 TPICHLOFOACETYL CHLORIDE
 11  1000076120 1,1,2,2-TETRACHLOEO-1,2-DIFLUOROETHANE
 11  1^00076142 FEEON  114
 II  1000076153 CHLOROPENTf.FLUCROETHANE
 1K  1000076380 2,2-DICHLORO-1,1-DIFLUOROETHYL  HETHYL ETHEP
 4C  10C0076835 CHLCR07SIPHEHYI1ETHANE
 1B  1C00077065 GIEBtREILIC ACID
 1D  10C0077781 DIMETHYL SULFATE
 3   10C0078182 1-HYDfiCPEEOXYC YCLOHEXifL  1-HYDROXYCYCLOHEXYL PEROXIDE
-------
                                                  CHEMICALS IN CAS NUMBER ORDER (continued)

 1H 1C00078100 TFIETHYL  PHCSFHATE
 1H 10r\0078H33 2 ,3-DICHLOEO-1-P80Pi\NOL, PHOSPHATE
 1H 1C10078513 2-BUTOXYETHANOI,  PHOSPHATE
 3   1000078637 (1 ,1 , « , H-TETF.Ar ETHYLTETRAHETH YLENE) BIS (TERT-BOTYL  PEROXIDE)
 7B 1C00078671 2,2  -AZOBIS(2-METHYLPBOPIOKITRILE)
 11 1000078751 1 ,2-DIBROMOFRCF. ANE
 11 1000078762 2-BROKOBUTANE
 11 100007881J2 ISOBUTYRALDEHYLE
 11 1000078861) 2-CHLOPOBUTANF
 1T 100007P875 1,2-DICHLOFCPRCPANE
 «A 1000078886 2,3-DICHLOBCPRCEENE
 11 1C00079005 1,1,2-TRICKLORCITHANE
 «A 1COC079016 TEICHLOEOETHYLENE
 1L 100C079027 DTCHLOROACETALEIHYDE
 2   1C1007903P PROPIONYI. CHLOPIDE
 2   10000790U9 CHLOPOACETYL CF10PIDE
 2   1000079221 CHLO^OFOFMIC JiCIC,  METHYL ESTER
 11 1000079276 1,1,2,2-TE1RABRCMOETHANE
 2   1000079301 ISOBUTYRYL CHICPIDE
 11 10ro0793U5 1,1,2,2-TETRACHLOROETHANE
 2   1CC0079378 OXALYL CHLORIDE
 HA 10C0079389 CHLOROTEIFLUOFOITHYLESE
 2   1CC0079UH7 DIMETHYLCARBAKOYL  CHLORIDE
 6   1000080115 N-METHYL-N-NIT6CSO-P-TOLUliNE-SDLFOSAHIDE
 3   1000080159 ALPHA,ALPHA-DIdETHYLBENZYL HYDROPEROXIDE
 3   1000080H33 BIS(ALPHA,ALPHA-DIMETHYLBENZYL)PEROXIDE
 3   1000080177 P-WENTH-8-YL HYTROPEROXTDE
 5A  1CC0080659 3-APINO-2-OXAZCLIDINONE
 7A  1000081061 1-AKING-2-NAPHTHALENESUI.F01JIC ACID
 7A  1C00081163 2-AMINO-1-NAPHTHALENESULFONIC ACID
 lir  1CC0081196 ALPHA,SLPHA,2,6-TETRACHLOROTOLDENE
 IE  1C00081287 5, Tj-DICHLO^OISCVIOIANTHRONE
 HE  10C00813«5 5,13-DIBROBC-8,16-PYRANTHRENEDICNE
 7A  1000081710 a," -(C-CHLORCBENZYLIDENE)-DI-2,5-XYLIDINE
 7A  10^0081801 9,10-DJHYDRO-1-(2-NAPHTHYLA1INO)-9,1O-DIOXO-2-ANTHHOIC  ACID
 tiE  1000081969 3-B80MO-7H-BENZ (DE) AKTHRACEME-7-ONE
 '4E  1000081981 3,9-DIBPOMO-7H-BENZ (DE) ANTHRACEN-7-ONE
 7A  1C00082473 U-AMINO-5-HYDHCXY-1,3-NAPHTH1LENEDISULFONIC ACID
 7A  10C0082757 8-AMINO-1-NAPHTHALENESULFONIC ACID
 7A  1CC0082768 8-ANILIKO-1-NAFHTHALENESULFONIC ACID
 7A  1CCOOB2871 l»,a -BENZ YLIDENIDI-0-TOLUIDINE
 2   1C00083012 DIPHENYLCAREAKCYL CHLORIDE
 5A  1000083078 «-A«INOANTIPYPINE
 5A  10C0083170 H-(BENZYLIDENEAMINO)ANTIPYRINS
7A  1C0008355h 5-f. J1INO-1 -NAPH^HOI
 7A  1C000836a7 l»-AMINO-5-HYDEOXY-1-NAPHTHALENESULFONIC ACID
 7A  1C00083830 4,1 -DIAMINO-5,5 -DIMETHYL-2,2 -BIPHENYLDISULFONIC  ACID
 7A  1C0008U866 ii-AHINO-1-NAPH1HALENESULFONIC ACID
7B  1C00085836 C.I.  SOLVENT  FED 2H
 1F  1C00086180 N-(«-BENZAMIDC-6-METHOXY-M-TOLYL)-N-(METHYLiZO)GLYCINE
6   1CCC086306 V-SITPCSODIPHENYLAMINE
l*C  1000086522 1-(CHLOPOKETHYI) NAPHTHALENE
73  1C00086635 7-((H-AKIHO-5-METHOXY-0-TOLYL)AZO)-1,3-NAPHTHALENEDISDLFONIC ACID
 2   1000088108 DISTHYLCiRBAMCYL CHLOBIDE
 2   1C00088959 PHTHALOYL CHLOPIDE
 2   1C00089758 2,4-DICRLO?OBENZOYL  CHLOPIDE
 7A  1CC00901»15 2-BIPHENYLAtHNE
 71  1CC0090937 H,U -BISfDIETHYLAWINO)PENZOPHENONE
 7A  1C000909U8 U,U -BI?(DIMETHYLAMINO)BENZOPHENDNE
 yC 10P0090993 CHLOPCDIPHENYLMETHftNE
 7A 1000091952 3,3 ,U,U -BIPHSNYLTETBAMINE
-------
                                                  CHEMICALS IN CAS NUMBER ORDER (continued)
 ID  1000092006 2-CHLOFO-H-PHINYLPHENOL
 It  100C093538 2-PHENYLPROPIONALDEHYDE
 11  1000096128 1.2-DIBROBC-3-CHLOPOPROPANE
 1J  10C0096139 2,3-DIBROflO-1-PKCPANOL
 11  1CC009618U 1,2,3-TP.ICHLOROPROPANE
 i»A  1000096195 1,2,3-TRICHLORCFBOPENE
 1J  10C00962J1 1.3-DICHLOBO-2-PROPAHOL
 U  10000962«2 3-CHLORO-1,2-PROPANEDIOL
 7B  1C00097563 C.I.  EOI.VEKT YELLOW  3
 1L  1000097961 2-ETHYLBUTYEALCSHYDE
 1K  10C0097972 CHLOROACETALDIHYDE,  DIMETHYL ACETAL
 1C  1000098077 ALPHA,ALPHA,ALPHl-TRICHLOROTOLOENE
 UC  1000098817 ALPHA-BRONOSTYRENE
 UC  1000098873 ALPHA,ALPHA-DICHLOROTOLUENE
 2   1000098881 BENZOYL CHLORIDE
 2   1000099332 3,5-UINITBOBENZOYL CHLORIDE
 2   1000099638 IEOPHTHALOYL CHLORIDE
 1L  1C00099729 2-(P-TOLYL)-PRCPIOBALDEHYDE
 2   1000100072 P-ANISCYL CHLORIDE
 «C  1C001C0118 ALPHi-BRO«0-P-NITEOTOLnENE
 2   1000100209 TEREPHTHALCYL CHLORIDE
 KC  1C00100390 ALPHA-BROMCT01UENE
 «C  10C01001U7 ALPHA-CHLORCTOLDENE
 7A  1C00101im» U,«  -METHXLENEBIS (2-CHLOROANILINE)
 6   10C0101257 3,7-DINITROSO-1,3,5,7-TETR*AZABICYCLO(3.3.1)NONANE
 5C  1000101268 3-HYDFOXY-1-KETHYLPYRIDINIDM BPCHIOE DIMETHYLCARBAHATE
 7E  1C00101519 5-((P-AMINCPHEKYL)AZO)SALICYLIC ACID
 7B  1C00101520 lt-((P-NITEOPHZNYL) AZO)-0-ANISIDINE
 7A  1C00101611 U,l»  -HFTHYLENEEIS{N,N-DiaETHYLANILINE)
 7B  UC0101757 4-(PHENYLAZO)DIPHENYLAMIHE
 7A  1C00101779 0,1»  -METHYI ENHLIANILINE
7B  1C00102238 M-( (P-AMINOPHEN'YL) AZO) BENZENESOLPONIC ACID
7B  1C00102636 «-(2,U-XYLYLAZC)-0-TOLOIDIHE
2   1CC0102921 CINNAMCYL CHLORIDE
 1F  1C00103219 N-(P-TOLYLAZO) SAP.COSINE
2   1000103800 PHENYLACETYL CHLORIDE
1L  1C00103957 CYCLAMEN ALIEHYDE
11  10C0104096 P-TOLYL ACETALDEHYDE
7B  1CC010«23I» P-( (P-AHINOPHENYL) AZO) BENZENESULPONIC ACID
1L  1C00104530 3-PHENYLPROPIONALEEHYDE
1L  1CC010«552 CINNA1«ALDEHYDE
!»C  1CC010«825 ALPHA-CHLOBO-P-XYLENE
«C  100010U836 P.ALPHA-DICHLOROTOLUEKE
3   1C001056U6 PEROXYDICARBONIC ACID, DIISOPROPYL ESTEE
1L  1CT0106230 CITRONELLAL
 11  1CC010693U tTWANGj 1,1- DI6R.flmo-
 11  1C001069U5 1-BROHOPROFtNE
t|»  1000106956 3-BROMOPHOPENE
1L  1CC0107026 ACROLEIK
«A  1C00107051 3-CHLCFOPROPENE
 11  1CC0107062 1,2-DICHLOFCETbf.NE
 1J  1C00107073 2-CHLOEOETHANCI
1L  1CC0117200 CHLOROACETALDIHYDE
 1K  1C00107302 CHLOROMETHYL METHYL  ETHER
1L  10C0107755 HYDPOXYCITEONELLAL
 11  1000107813 2-BaOMOPEHTANE
 11  1Cn010782« 1-BFOMO-3-KETHYLBUTANE
 II  1CC01C78U6 1-CHLOEO-3-KITHYLBn?ANE
 1L  1CC0107891 3-HYDPOXYBUTYPf.LDEHYDE
2   1CC0108236 CHLOROFORKIC ACID, ISOPPOPYL ESTER
 11  1C001096H8 1 ,3-DIBF.OHOFECFANE
-------
                                                   CHEMICALS IN CAS NUMBER ORDER (continued)

 II 1000109659 1-BROKOBUTANE
 II 1C00109693 1-CHLCHOBUTANE
 II 1CC0109706 1-BEOPC-3-CHLOICF30PANE
 5A 1CC010984? 2-HYDFAZINOETHAKCL
 3   1CCP11T054 TFR^-BUTYL  FEFCXIDE
 1L 10C0110418 ALDEHYDE  C-12  (UNA)
 II 10^0110521 1,4-DIBROBOEUTAtiE
 11 1C00110532 1-BPOMOPEN^BNE
 1L 1000110623 VALEEALDRHYDE
 IK 1000110758 2-CHLOFOETHYL  VINYL  ETHE"
 2   1000111193 SEBiCOYL  CHLORIDE
 11 1C00111240 1,5-DTBBONOPENTANE
 11 10r0111308 GIUTARALDEHYDE
 1K 1CC0111U44 BIS (2-CHLOFOETIIYL)  ETHER
 2   10^0111502 ADIFOYI CHLOPIEI
 2   10001116U8 OCTANOYL  ChLOBIDE
 1L 1CC0111717 HFPTANAL
 2   1000112130 DECANOYL  CHLOPIDE
 2   1C00112163 L10EOYI CHLOBIDE
 11 10C0112312 ALDEHYDE  C-10
 11 10f0112l»lt7 ALDEHYDE  C-11  (ONDECYL)
 11 1000112158 ALDEHYDE  C-11  (UNDECYLENIC)
 1L  10001125«9 ALDEHYDE  C-12  (LAUEALDEHYDE)
 2   100011267U PALMITOYL CHLOBIDE
 2   10C0112765 STEJ.ROYL  CHLORIDE
 2   K00112776 OLEOYL CHLORIDE
 5C  1C00111807 (n-HYDIOXYPHENYL)  THInRTHYL-AMMONIOB BEOBIDE DIPIETHYLCABBABRTE
 1J  1C00115208 2,2, 2-TRICI!LOPOf THANOL
 1J  1CC0115322 U,U -DICHLOKO-A-(TEICHLOEOKETHYL)  B£NZHYDEOL
 1H  1000115968 2-CHLOEOETHANCL,  PHOSPHATE
 MA  100011615U KEXAFLUOROPKOFINE
 7A  1000117613 «,« -DIAHINC-2,2  -BIPHENYLDISULFONIC ACID
 7B  1P00117881 3- ( (2-ACETJBIDO-«-AKINOPH"SNYl) -AZO) -1, 5-NAPHTHS1ENEDISU1FONIC ACID
 7A  1C0011990U 3,3 -DIHETHCXYEENZIDINE
 7A  1T00119937 3,3 -DlflETHYlEINZIDINE
 1F  1C00120047 N-((5-CHLOEO-2-METHOXIPHENY1)-PZO)SARCOSINE
 5C  1000120U3U 1-PIPERAZINECAREOXYLIC  ACID,  ETHYL ESTER
 76  1C00120683 t- ( («-A«IKO-B-TOLYL) AZO) -M-TOLOENESULFONIC ACID
 5A  10001207711 N-(2,6-DIMEIHYlMOEPH01INO) -2-BENZOTHIAZ01ESU1FBNA HIDE
 2   100012190" M-NITPOBENZOYI CHLORIDE
 2   1000122010 P-CHLCROBENZOYL CHLORIDE
 2   1C001220a3 P-NITEOBENZOYL CH10RIDE
 II  1000122781 PHENYL ACETALDEHYDE
 1L  1000123057 2-ETHYLHEXANAL
 11  1000123159 2-METHYLVALERALEEHYDE
 1L  1C00123386 PEOPIOKALDEHYDE
11  1000123728 BUTYRALDEHYDE
11  1000123739 CPOTONA1DEHYDE
7B  1C00123773 AZODICAPBONAMIDE
 11  1000124130 A1DEHYDE C-8 (CCTANAL)
 11  100012U196 AIDEHYDE C-9 (NCNANAL)
11  10C012U25U ALDEHYDE C-1«  (KYRISTALDEHYDE)
 11  100012M732 1,2-DIBFOHOTETPAFLUOP.OETHANE
 1H  1000126727 2,3-DIBPOKO-1-PROPAN01,  PHOSPHATE
 1H  1C00126738 TFIBUTYL  PHOSPHATE
 U  1000127004 1-CH10RO-2-PRCEANOL
'4A  1^001271SU PEPCHIOEOETHYLENE
 5A  10^0129204 4-BUTYL-1-(P-HYCPOXYPHENYL)-2-PHENYL-3,5-PYEAZOLIDINEDIONE
 1H  1000130405 RIBOFLAVINE  5  -PHOSPHATE SODIUM SALT
 1H  1C00131997 5  -TNOSINIC  ACIC
 7B  1CC01 32387 6-ACET*MIDO-«-HTDROXY-3-((P-SULP4MOYLPHEN7I)AZO)-2,7-JfiPI!THAJ,EBE-DISDLFONIC  ACID
-------
                                                    CHEMICALS IN CAS NUMBER ORDER (continued)

 6  1C00133551  N,N -DIMETHYL-N , II -DI NITHOSOTEREFHTH ALAKIDE
 UC 100013*838  CHLORO(P-CHLOROPHENYL)PHENYLMETHANE
 7S 1C00134918  4,4 -BIS (DIETHYLAMINO) BENZHYDPOL
 6  1C00135206  N-NITP.CSO-N-PH*NYLHYDROXYLAMINE AMHONIUM SALT
 1F 1000136287  SAfccosiMFj N-%.S-Ct4LORO-o- TatY«.) rtraQ-
 7B 1C00136403  2,6-DI*MINO-3-(PHENYLAZO)-PYBIDINE HYDBOCHLOBIDE
 7B 1C00138283  M-((4-AHINO-3-METHOXYPHENYL)AZO)BENZENESOL?ONIC ACID
 1L 1000141275  CITRAL
 1H 1000141662  BIDBIN
 2  1000141753  BUTYEYI CHLORIDE
 1L 1000143146  9-UNDECENAL
 IE 1000143748  PHENOL, 4.4 -(3H-2,1-BENZOXATHIOL-3-YLIDEKE)DI-,  S-S-DIOXIDE
 7B 10C0148390  6  -HYDROXY-5  - | (2-HYD30XY-5-NITROPHENYL)iZO)-«-ACETOTOLUIDIDE
 7B 1C00148856  4  ,4    -AZOBIS (4-BIPHENYLC&RBOXILIC ACID)
 1C 1000151561*  A*l*«>lUe
 II 1000151677  HALOTHANE
 58 1000284651  n,;?-OlTH(«- ij^l^ll-TETHAAtATRlCYcCo [ji. i. i. li,"QocniOecAME
 1H 1000298077  2-ETHYL-1-HEXANOL,  HYDBOGES  PHOSPHATE
 1H 10r0300765  PHOSPHORIC ACID,  1,2-DIBROBO-2,2-DICHLOROETHYL DIHETHYL ESTEB
 5A 1C00302012  HTPRftiiiOe
 U 1C00302170  CHLORSL HYDBATE                                              ,             .
 1H" 1000312936  pRE6wfl-l,4-DiENe -T.,i°- Diowe _, 1-f-LOO «o-11^17-DlMTOSexV-ft -fHErwrL-2;- (PwoS PHON°°I.I)- f (n. bet* ,f
 7B
 7A
 iiC 10003521 1«  P-FLUOBOBENZYICHLOBIDE
 2  100035U325  TEIFLUOEOACETYL CHLORIDE
 1H 10T036063U  fReswft -(,«i-OlEUe-i io- Oiorte^ •!-FLUO
 1A 10C0360891*  PERPLUOBOBDTEKE-2
 «C 1000H56428  PI-FLOOBOBENZYLCHLORIDE
 1L 10COU96037  HevANM_J 7-eTHYL-3-HY/WoxY-
 2  1CT0501531  CHL050FOPHIC  ACID,  BENZYL ESTEB
 11 1C005072PO  Wop«M£, i-CHLDZo
 1H 1000512561  PHOSPHORIC  AHe«riO-'/,¥ -
 1L 1000533675  D-2  DEOXYRIBOSE
 1J 1000540512  £THAWOL/ 2-e«omo-
 11 1CC05U0545  N-PPOPYL CHLORIDE
 2  10005«1413  c«/J.ficMoc/n.o/5ioic
 US 1C00542756  DICHLOBOPROPEh'E
:5B 10005^3566  HtPHojcfLrtMiMe -(c
he 10005<»5551  M-I«IOINE ,, v", i"-
 7A 1000548629  GENTIAK VIOLET
'4B 1CP055813U  (>VE rhAiJE, Tf T/e/1 BRomo -
'flA 10C0563473  i-PRcptwe, 3-cMa>Ro-2.-MtrnYL-
 i»C 1000569573  CHJ.OBOTKIANISENE
 (1C 1000589151  eeNZEME^ i-a«omci-'/
  A 1000593602  erutHE, eK°rt>-
    1000598210  BFOHOACETYL ERCHIDE
    1CC0609654  StUioxL <.nLoKiD6 ^ 2.-cMu>rCo-
 7A 1000612828  3,3 -DIMETHYLBENZIDINE HYDHOCHLORIDE
 4C 1000619238  ALPHA-CHLOEO-M-KITROTOLDENE
 4C 1C00623256  PARA  DICHLOROXYLENE
 DC 10C0626164  META.DICHLCPOXYLENE
 11 1000626879  1,4-DIEKOMOPENTANE
 11 1000661972  1,2-DICHLOPOHEXAFLUOROPROPANE
 11 1000662011  1,3-DICHLOEOHEXAFLUOROPROPANE
 2  1000678773  PEEFLUmOGLOTARYL  CHLOEIDE
 4A 1C007602.1fi  3.4-DICHLOROBOTINE-1
 2  1C00879185  I-NAP riTHftLENt
-------
                                                     CHEMICALS IN CAS NUMBER ORDER (continued)

 II  1CC093Q2B9  CYrLOPFNTYL  CHLCEIDE
 1L  1fP09B.BI-.JAS ioic  HLID,  i, i -oiftifc r«f i-i-r
 1C  1C01072522  N -2- HYDROX YETHYL 5THYLENEIMINE
 5B  1001117971  N,0-DI£ETHYLHYDFOXYLANI"E
 IE  1C01120711  I, i- OW\ THioLftiOE ^ Z.i-Dio^iofr
 5E  1001121306  ZCIHJ- PT«ii^iMC Ttnoufj / -
 ^A  1001156190  TOLAZA^IDE
 1L  1C0133192fr  APITL CINHABIC  ALtEHYDE
 1L  1C01H01690  TXLOSIN
 5 A  10017U3131  l^i, ^sQTETA!.,i2irOo£^ 2-«0
 1H  1001806SUB  PHOSPHORIC  ncio y  rRiocrxL  ESFEP.
 2   1C018S51U9  '«£<••>• ™..i._ti LC'K 10 it  rttio,  Pi-lfWyL  i_srt^
 7B  1001972287  DIETHYL 4ZODIC AFBOXYLATE
 1K  1002032351  BSOKOACETALDEHYDE DIETHYL ACETAL
 7B  1C02050T*8  PH[N,_-i_, ^z'-flzodis-
 4D  1C02050671  POLYCHLOHOEIPHINYL
 I4D  1002050682  POLYCHLOBOBIPHENYL
 ME  10020512M3  POLYCHLOBINATEE  BIPHENYLS
 2   100209M726  1-ADi HJ NTANKABBOXYLIC ACID CHLORIDE
 1L  1002120709  PHENOXYACETALC1HYDE
 1L  1002152091  fN,c  ACID,  1 - HYPKoXf - 4 - CC 2 -HtOiCoxr -5 - Mr r w(LPHC-Ai>fO
2   1003282302  P«oP«t^O{L  c H <-C./J. [ d £ y i, 2 - DiMf 7"H TL-
5B  1C037108M7  N N-DIETHYLHYCHOXYLAMINE
 1H  1003991739 OCTYL  PHOSPHATE
 1L  1C01170303 i-6oTeiVAL
 11  10CM333566 CYCLOPEOPYL  BRCCIDE
 1L  100M395920 P-ISOFFOPYLPHEN YLACETALDEHYDE
 2   1COHM62559 3-2  ,6  -DICHLOEOPHEN YL-5-METHYL-M-ISOXAZOLE-CARBONYL CHLOBIDE.
IK  1004885023 1 , 1-DICHLORGHETHYL  METHYL ETHER
1H  100532U129 MONO 2 , 3-DI B5C KOPROPYL PHOSPHORIC ACID
1L  1005392M05 PERFUME (EG CITRAL)
 1H  1C05412259 BIS ( 2 , 3-DIBROKOFROPYL)  PHOSPHORI ACID
SB  10051*70111 HYD"OXYLAftINE CRLORIDE
II 100578732H       ^   -m- _,
II 1005787337 G^-TMNt, 2.-eH:omc-  , (R)-
3  1C05809085 1 , 1 , 3 , 3-TETRAH ETH YLBUTYL HYDFOPEPOXI DE
5A 100590635M AMINO  H EXAHETH YL EHEI1IH f,
3  1C06731368 1 , 1 -TEE,T-B0TYLF£ROX Y-3 , 3 , 5-TRI HETHYLCYCLOHEXONE
1H 100692 32 2M 3 -H YDROXY-H-BITHYL-CIS-CROTON A MI EE- DIMETHYL -PHOSPHATE
1H 1007057923 DIDODECYL HYDBCGEN PHOSPHATE
2  100711M083 tHoLESr-s-t-w-i-cL.  (3
1K 1007252837 DIMETH YLBFOHO SCETAL
<»C 100739862J AITHA , ALPHA , A LPHA  ,ALPiI^ -TETRPCHLOROPAFAXYLENE
1H 10075M6283 P«fP«wcic  Ac |t> ,  i- O'Ht'-ii'HoNPXY) -, r AL^ iu(vi ->/.\i. r
1H 1007558625 l-'-,J  'A'cr/iNC -#/I-L >                '          '
1H 1C0770017C CIODRIN
3  1C077228tl HYDBOGEN  PEFOXIEE
-------
                                                      CHEMICALS IN CAS NUMBER ORDER  (continued)

1H  10077863U7 00  DT1ETHYI 0-2-CAF30.1BTHOXY-1 -METHYVINYL PHOSPHATE
1A  1C09002839 KTHYLEFE CHLORCTRTFLUORO  POLYMERS
!4f.  1C09002862 VINYL CHLORIDE-VINYL SCETUTE  COPOt.YMER  (EG PVC)
1C  1CC9002986 POLYE^HYLENIMINE
6   1010021972 NIIBOUS OXIDF
5B  1010039510 HtDRfKYLfi/wiluL" , SO t_ f ft J t   (i:i)
3   1013020069 h-i t>^oPc* CXIDF ;  i - MCTKYL^OPYL.
1H  1013171216 PHOSPHORIC.  Atie^ L-CHLOK.O - 3- LOlE 7rtYLflMWc9 " ' - METHYL-} - c*o - / - P£tK~tifL   D|/virr«YL
1H  1^13270650 5-PHOSPHOPYLIECSE 1-PYROPIIOSPHATE
2   1013889921 N-PFOPYL CHLOFOTHIOFORMATE
SC  1016357598 i (.mV cj\JINPI. I WEtrtftftrxXLiC rtCiO^  i-tTHntv- . fr«YL  LrSTf.t^
1H  1017603128 /,2,i - PifCP/IMFTR 101.  / - 0)|HYOA!ofrc Ai  C H<-'-rHATe).,   ScDium   ^A c r
9   1018810587 Bi'IDn  AZIDE
2   1018956871 /oH  - Pi/eWc TH Ifl i INE -/o -cftRRot^ YL  CHt-OK\f>£-
1H  1019015795 OC7YL IHOSPHATE,  D1  POTP.ESTUH SALT
7A  1020325100 3,3  -DIMETHOXYEENZIDINE HYD50CHLORIDE
1L  1021366706 ALPHA-KETHYLCIMiAMALDEHYDE
9   1022750578 cesium  AilOlT
1H  1021937835 S'-rtOtMYLIC  Mli>.>  W«o POLY ME/?.
2   1025629509 3-(0-CHtOROPHENYL)-5-METHYL-1-ISOXAZOLE  C1RBONYLCHLOEIDE
11  102625K922 MPHA-ETHYITSCDALERALDEHYDE
-------
            APPENDIX B





ECONOMIC DATA ON ADDITIONAL CLASSES
                     B-l
-------
       Class:   Aromatic  Hydrocarbons
       CAS  No.
       71432
Chemical Name
                   Benzene
Price*, C/lb.

   10.48
 Annual
 Prod./Year/Source

7000xl06 lbs/1975/T75
Market
Value,
Million $

  730
                                                                                                                4/77
                                                                                                               Dossiers
                                                                                                                 I,  II
w
ui
         Taken from Chemical Marketing Reporter, April 11, 1977.  Spot price, Houston, Texas, district for barge
         quantities based on 7.35 pounds per gallon.
-------
                                                                                                       4/77
Class:  Cyclic Ethers

CAS No.      Chemical Name
123911
             1,4-Dioxane
Price*, C/lb.

    73.5
Annual
Prod./Year/Source

ISxlO6 lbs/1975/T75
Market
Value,
Million $

   13.2
                                                              Dossiers
                    I, II
   Taken  from Chemical  Marketing Reporter,  April  11,  1977,  reflecting the list price prevailing for large lots,
   f.o.b.  New York.
-------
Class:  Heterocyclic Amines


CAS No.      Chemical Name

148243       8-Hydroxyquinoline

91225        Quinoline
Price*, C/lb.

620 (frt. allwd.)

 49 (frt. eqzd.)
 Annual
 Prod./Year/Source

>1000 lbs/1975/T75

>1000 lbs/1975/T75
Market
Value,
Million $
                                                                                                           4/77
Dossiers
  "Taken from Chemical Marketing Reporter,  April 11,  1977,  reflecting  the  list prices prevailing for large lots.
-------
      Class:  Phosphoramides
      CAS No.       Chemical Name
      680319       Hexamethylphosphoramide
Price, C/lb.
 Annual
 Prod./Year/Source

>1000 lbs/1975/T75
Market
Value,
Million $
                                                                                                                 4/77
                                                                                                            Dossiers
cr*
-------
                                  TECHNICAL REPORT DATA
                           (Please read Instructions on the reverse before completing)
 . REPORT NO.
 IPA 560/5-77-006
           3. RECIPIENT'S ACCESSION-NO.
 . TITLE AND SUBTITLE
 A Study of Industrial  Data on Candidate Chemicals for
 Testing
           5. REPORT DATE
                August  1977
           6. PERFORMING ORGANIZATION CODE
 . AUTHOR(S)
                                                          8. PERFORMING ORGANIZATION REPORT NO.
9. PERFORMING ORGANIZATION NAME AND ADDRESS

 SRI International
 333 Ravenswood Avenue
 Menlo Park, CA   94025
           10. PROGRAM ELEMENT NO.

                 MEU-5722
           11. CONTRACT/GRANT NO.
              68-01-4109
              Research  Request No.  1
12. SPONSORING AGENCY NAME AND ADDRESS
 Office of Toxic  Substances
 Environmental Protection  Agency
 Washington, D.C. 20460
           13. TYPE OF REPORT AND PERIOD COVERED
             Final Report
           14. SPONSORING AGENCY CODE
15. SUPPLEMENTARY NOTES
16. ABSTRACT
 This report summarizes  the work done under Research Request No.  1  and includes three
 major parts:
 (1) Data previously  collected on an NSF study was supplemented  to  provide the followim
     information where available on 667 industrial chemicals:  (a) U.S. production;
     (b) estimates of quantities released annually to the environment; (c) major uses;
     and  (d) references  on mutagenicity tests.  Mutagenicity data on 25 chemicals were
     evaluated after  developing a list of assays and criteria  for classifying the
     results as either positive or negative/inadequate.
 (2) Tables were prepared  which contain economic information on  1791 chemicals belongim
     to 26 structural classes considered to represent potential  industrial carcinogens
     and mutagens.  For  those chemicals with annual production greater than one million
     pounds, market forecasts were prepared which present a brief summary of production
     consumption patterns, major uses, possible substitutes, and growth trends.
 (3) Carcinogenicity  data  for all chemicals belonging to three classes (epoxides, alkyl
     halides, and vinyl  halides) were used to correlate structural  features with carcin
     ogenic activity.  Criteria were developed for estimating  the potential carcinogeni
     city of chemicals in  each class.  These criteria were applied  to those chemicals
     in each class known to be produced commercially or for which there was evidence of
     significant human exposure.  The results of the study were  summarized in three
     separate reports.
                                KEY WORDS AND DOCUMENT ANALYSIS
                  DESCRIPTORS
                                              b.lDENTIkFIERS/OPEN ENDED TERMS  C.  COSATI Field/Group
     Carcinogens
     Mutagens
     Chemical Industry
     Organic Compounds
     Production
     Consumption
     Trends
Structure-Activity
Environmental Release
Market Forecasts
Industrial Chemicals
Chemical Economics
06/03  07/03
06/05  05/03
06/06
06/20
 IS. DISTRIBUTION STATEMENT

     Release unlimited
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                         21. NO. OF PAGES
                            598
                                              20. SECURITY CLASS (This page)
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EPA Form 2220-1 (9-73)
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