United States
         Environmental Protection
         Agency
FINAL DRAFT
ECAO-CIN-G049
August, 1989
         Research and
         Development
         HEALTH AND  ENVIRONMENTAL EFFECTS DOCUMENT
         FOR METHYLCHLOROCARBONATE
        Prepared for
         OFFICE OF SOLID WASTE AND
         EMERGENCY RESPONSE
        Prepared  by
        (Environmental Criteria and  Assessment  Office
        Office of Health and  Environmental Assessment
        U.S. Environmental  Protection  Agency
        Cincinnati, OH  45268
                     DRAFT: 00 NOT CITE OR QUOTE   HEWXJUWrttltfLIBRARY    __
                                           ENVIRONMENTAL PROTECTION AGENCY
                                           WASHINGTON, D.C. 20460
                            NOTICE

     This document Is a preliminary draft.  It has not been formally released
IB by the U S. Environmental Protection Agency and should  not at this stage be
^construed  to represent Agency policy.  It Is being circulated  for comments
*» on Us technical accuracy and policy Implications.
e*

1

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         UNITED STATES ENVIRONMENTAL PROTECTION AGENCY
                        WASHINGTON. D.C. 20460
                                 9 IOQQ
                                                      OFFICE OF
                                                RESEARCH AND DEVELOPMENT
SUBJECT:  Health and Environmental Effects Document for
FROM:
TO:
             Farlawd,  Ph.D.
^^Director
  Office of Health and Environmental
    Assessment (RD-689)

  Matthew Straus
  Chief,  Waste Characterization Branch
  Office of Solid Waste (OS-330)
     I air forwarding copies of the Health and Environmental
Effects Document  (HEED) for Methylchlorocarbonata.

     The HEEDs support listings under RCRA, as well as provide
health-related limits and goals for emergency and remedial
actions under CERCLA.  These documents represent scientific
summaries of the pertinent available data on the environmental
fate and mammalian and aquatic toxicity of each chemical at an
extramural effort of about $10K.  The attached document has been
reviewed within OHEA, by staff in OPP and OTS, and by two
external scientists.

     Should you wish to see any of the files related to the
development of the HEEDs, please call Chris DeRosa at
FTS:  684-7531.

Attachment

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                                  DISCLAIMER

    This report  1s  an external draft  for  review purposes only and  does  not
constitute  Agency  policy.   Mention of  trade names  or commercial  products
does not c institute endorsement or recommendation for use.
                                      11

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                                    PREFACE
    HealU  and  Environmental  Effects Documents (HEEOs) are  prepared  for  the
Office  of  Solid  Waste and Emergency Response  (OSHER).  This  document series
Is  Intended  to support  listings  under  the  Resource  Conservation and Recovery
Act  (RCRA<  as well as  to provide health-related limits and  goals  for  emer-
gency  and  remedial actions  under the Comprehensive  Environmental  Response,
Compensation  and  Liability  Act  (CERCLA).   Both  published  literature  and
informatkn  obtained  for  Agency  Program Office  files are evaluated  as  they
pertain  tc  potential  human health,  aquatic  life  and environmental  effects of
hazardous waste  constituents.   The  literature searched for  1n  this document
and  the 
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                               EXECUTIVE  SUMMARY

    Methylchlorocarbonate  Is  a  colorless,  flammable and  corrosive  liquid
(Hawley,  1981).   It  decomposes  1n water  at  25°C  (U.S.  EPA,  1985), but  Is
soluble  1r  methanol,  ethyl  ether and benzene  {Hawley, 1981).   As  of January
1988,  onh  two companies produced  this  chemical  In  the  United  States  (SRI,
1988).   Recent  data on U.S.  production  and Import volume  for  methylchloro-
carbonate are  not available,  but  at  least 1-10 million  pounds  was  produced
In  1977  (U.S.  EPA,  1977).    It  1s produced  by  the  reaction  of  anhydrous
methanol  
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characteristic  latency  period  In  the  development  of  the  toxic  syndrome,
which Inc'udes amblyopla that may degenerate Into amaurosls (U.S. EPA, 1987;
R6e, 1982 . Laboratory nonpMmates exhibit signs that reflect the anesthetic
effects o: methanol  (Roe,  198?).  The syndrome  1n  humans was attributed to
metabolic addosls  from the  accumulation  of  formic  add, a  metabolite of
methanol  (U.S.  EPA,  1987;  Roe,  1982).   Nonprlmate   laboratory  animals
metabolize   formic   add  at  a  sufficiently  rapid  rate  that  It  does  not
accumulate.
    Pertinent  data  regarding the carclnogenlclty,  mutagenlclty  or  develop-
mental  toxlclty  of  methylchlorocarbonate were not  located In the available
literature cited 1n  Appendix A.
    Becair.e of a lack of data, methylchlorocarbonate 1s assigned to U.S. EPA
Group D,  not  classifiable  as to  human  cardnogenldty.   Data were Insuffi-
cient to  derive RfDs for  Inhalation  exposure.   RfDs  for  oral exposure have
been attenpted  to be derived by  analogy to methanol because of  Insufficient
data  available  for  methylchlorocarbonate.    The   NOAEL   for  methylchloro-
carbonate was  calculated from the subchronlc  toxldty  data for methanol and
adjusted  for  the molecular  weight  of  methylchlorocarbonate.   However,  the
confldenc;  1n  the  calculated RfD  1s very  low due  to  the  wide disparity
between  Lhe  calculated  NOAEL   and  the  observed   LD5Q   for  methylchloro-
carbonate.   It 1s  recommended   that  further   research  be conducted  on  the
metabollsn  and  toxldty   of   methylchlorocarbonate   before   an   RfD  Is
established.
    Data were Insufficient for  derivation  of  RQs  based  either  on systemic
toxldty 3r cardnogenldty.

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                             TABLE OF CONTENTS
1.  INTRCOUCTION	     1

    1.1.   STRUCTURE AND CAS NUMBER	     1
    1.2.   PHYSICAL AND CHEMICAL PROPERTIES 	     1
    1.3.   PRODUCTION DATA	     2
    1.4.   USE DATA	     2
    1.5.   SUMMARY	     2

2.  ENVIRONMENTAL FATE AND TRANSPORT	     4

    2.1.   SUMMARY	     5

3.  EXPOSURE	     6

4.  ENVIFONMENTAL TOXICOLOGY	     7

    4.1.   AQUATIC TOXICOLOGY	     7

           4.1.1.   Acute Toxic  Effects  on Fauna	     7
           4.1.2.   Chronic Effects on Fauna	     7
           4.1.3.   Effects on Flora	     7
           4.1.4.   Effects on Bacteria	     7

    4.2.   TERRESTRIAL TOXICOLOGY 	     7
    4.3.   FIELD STUDIES	     7
    4.4.   AQUATIC RISK ASSESSMENT	     8
    4.5.   SUMMARY	     8

5.  PHARHACOKINETCS 	     9

    5.1.   ABSORPTION	     9
    5.2.   DISTRIBUTION 	     9
    5.3.   METABOLISM	     9
    5.4.   EXCRETION	     9
    5.5.   SUMMARY	     9

6.  EFFECTS	    10

    6.1.   SYSTEMIC TOXICITY	    10

           6.1.1.   Inhalation Exposure  	    10
           6.1.2.   Oral Exposure	    11
           6.1.3.   Other Relevant Information	    11

    6.2.   CARCINOGENICITY	    16
    6.3.   MUTAGENICITY	    16
    6.4.   TERATOGENICITY	    17
    6.5.   OTHER REPRODUCTIVE EFFECTS 	    18
    6.6.   SUMMARY	    18
                                     vll

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                           TABLE  OF  CONTENTS  (cont.)

                                                                        Page

 7.  EXIST :NG GUIDELINES AND STANDARDS	    20

     7.1.   HUMAN	    20
     7.2.   AQUATIC. .	    20

 8.  RISK ASSESSMENT	    21

     8.1.   CARCINOGENICITY	    21

            8.1.1.    Inhalation	    21
            8.1.2.    Oral	    21
            8.1.3.    Other Routes	    21
            8.1.4.    Weight of Evidence	    21
            8.1.5.    Quantitative Risk Estimates 	    21

     8.2.   SYSTEMIC TOXICITY	    22

            8.2.1.    Inhalation Exposure 	  	    22
            8.2.2.    Oral Exposure	    23

 9.  REPOR1A8LE QUANTITIES 	    26

     9.1.   BASED ON SYSTEMIC TOXICITY 	    26
     9.2.   BASED ON CARCINOGENICITY	    26

10.  REFERENCES	    27

APPENDIX A:  LITERATURE  SEARCHED	    34
APPENDIX B:  SUMMARY TABLE FOR METHYLCHLOROCARBONATE	    37
                                     vlll

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CAS
CS
GI
Kobs
LD50
NAD
NOAEL
ppm
RfD
RQ
SGPT
     LIST  OF ABBREVIATIONS

Chemical Abstract Service
Composite score
Gastrointestinal
Observed hydrolysis rate constant
Concentration lethal to 50% of recipients
(and all other subscripted dose levels)
Dose lethal to 50% of recipients
Nicotine adenlne-dlnucleotlde
No-observed-adverse-effect level
Parts per million
Reference Dose
Reportable quantity
Serum glutamU pyruvlc transamlnase
                                      1x

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                               1.   INTRODUCTION
1.1.   STRUCTURE AND CAS NUMBER
    Methylchlorocarbonate  1s   also  known  as  methylchloroformate;   methoxy-
carbonyl chloride; and carbonochlorldlc add, methyl ester  (U.S.  EPA,  1988).
The struc;ure,  molecular  formula, molecular weight  and CAS Registry  number
for this chemical are as follows:
                                      0
                                      (I
                                  CH3-C-0-C1
Molecular formula:  C-H-CIQ.
Molecular weight:  94.50
CAS Regis ;ry number:  79-22-1
1.2.   PHfSICAL AND CHEMICAL PROPERTIES
    Methylchlorocarbonate  Is   a  colorless,  flammable  and  corrosive  liquid
(Hawley, 1981),  which  decomposes  1n water at  25°C (U.S.  EPA, 1985).  It  1s
soluble In methanol, ethyl ether  and benzene (Hawley,  1981).   A  few  physical
properties of this compound are listed below:
Melting paint:
Boiling point at 1 atm:
Specific gravity at 20/4°C:
Flash point:

Vapor pressure at 25°C:
not available
71°C
1.250
(tag open cup):  24.4°C
(tag closed cup):  17.8°C
113 mm Hg
Abrams, 1978
Abrams, 1978
Abrams, 1978
Abrams, 1978

U.S. EPA, 1985
    Methylchlorocarbonate   undergoes   many   reactions   similar   to   acid
chlorides,  but  at  a  slower  rate.   It reacts  with water  particularly  at
higher  temperatures,  with  the  formation  of  methanol,  carbon  dioxide  and
hydrochlcrlc  add.   This  compound  Is  moderately  stable   toward   thermal
                                                                     no/ii/no

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decomposition,  but  Us  rate  Increases  In  the  presence of  Iron, zinc  and
aluminum  :hlor1de  catalysts  (Abrams,  1978).    Hethylchlorocarbonate  will
react with water or steam  to produce  toxic  and  corrosive fumes.   When heated
to decomposition, toxic fumes of phosgene are produced (Sax,  1984).
1.3.   PRODUCTION DATA
    According  to  SRI   (1988),  Essex  Chemical Corp.,  Baltimore,  HD,  and  PPG
Industries, Inc., La Porte,  TX, are  the  only companies  that  manufacture this
chemical  *n  the  United  States as  of January  1, 1988.   USITC   (1987)  also
listed  PPf  Industries, Inc.,  as  a  manufacturer  of  methylchlorocarbonate  1n
the  United States.   Recent  data on  United  States production  and  Import
volume  arc  not available;  however,  according to U.S.  EPA (1977), at  least
1-10  million   pounds  of  methylchlorocarbonate  was  produced  In   the  United
States  In 1977.   This chemical  1s  prepared  by  the  reaction of  anhydrous
methanol faith  a  molar  excess of dry,  chlorine-free  phosgene  at  low tempera-
tures and  distilled to obtain methylchlorocarbonate. The specifications for
commercial methylchlorocarbonate  are  as  follows: purity, 95-98%;  phosgene,
<1X; acidity as HC1, <1X; methanol,  <2X;  and Iron, <10 ppm (Abrams, 1978).
1.4.   USE DATA
    Methylchlorocarbonate   1s  used  1n organic synthesis  and  In  the manufac-
ture of  Insecticides  (Hawley, 1981).   It was used as a  warfare  agent during
World War I (Clayton,  1981).
1.5.   SUMMARY
    Methylchlorocarbonate  Is  a  colorless,  flammable and  corrosive  liquid
(Hawley,  1981).   It  1s  slightly  soluble  1n  water  and  decomposes  at  25°C
(U.S. EPA,  1985).   It Is  also soluble 1n methanol, ethyl ether  and  benzene
(Hawley,  1981).   As   of   January  1988,   only  two  companies  produced  this
chemical  'n  the United States  (SRI,  1988).   Recent data on  U.S. production
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 and  Import  volume for methylchlorocarbonate are  not  available,  but at  least
 1-10  mlTl'on pounds was  produced  1n 1977  (U.S.  EPA,  1977).   It Is produced
 by  the reaction  of  anhydrous methanol  with  dry,  chlorine-free  phosgene at
 low  temperatures  (Abrams,  1978).   Methychlorocarbonate  Is  used  In organic
 synthesis and  In the  manufacture of certain Insecticides (Hawley, 1981).  It
 has also been used as a poisonous gas for military  purposes (Clayton, 1981).
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                     2.  ENVIRONMENTAL FATE  AND TRANSPORT

    Data  regarding  the  fate  of methylchlorocarbonate  1n any  environmental
medium are  limited.   Since  the vapor pressure of this compound Is  113 mm  Hg
at 25°C,  Us principal environmental  sink 1s  expected  to be  air.   Generally,
reaction  ^Ith  HO"  radical  Is  the  primary  process  by  which most  environ-
mental pollutants are  removed  from  the atmosphere; however,  kinetic  data  for
this  reacilon  for  methylchlorocarbonate are  not available.   Based on  the
method of Atkinson  (1987),  the rate constant  for this  reaction  Is estimated
as  2. 16x1 )"13  cm3/molecule-sec.   If the  average dally  concetratlon of  HO
radical  In  the  troposphere  Is assumed  to  be  5x10' radicals/cm3  (Atkinson
et a!.,  1984),  the  half-life  of  this reaction  Is  -74 days.  Therefore,  In
the absence of more  rapid reaction,  methylchlorocarbonate may persist In  the
air  for   long  periods  of time.  Hydrolysis  of this  compound In  moist  air,
however, may be  a major  removal process,  since It Is expected to  be the  most
Important fate process  1n  water.   The  rate  constant  for the hydrolysis  of
this  compiund  In water  Is 5.64x!0~Vsec  (Queen, 1967;  Castro and  Hoodie,
1974), wh ch corresponds to a half-life of ~20 minutes.   The hydrolysis  may
become  se:ond-order, however,  1n  addle or  basic  solutions.  The  blomole-
cular  aqueous  hydrolysis of methylchlorocarbonate can be represented by  the
following  equation   {Castro   and  Hoodie,   1974):    CH3-C02-C1
                                                                       H20   =
CHgOH  *  :02  *  H*  *  Cl";  therefore, an  Increase  or  decrease  In  the  pH
of the so'utlon may enhance the hydrolysis rate.
    The  fate of  this  compound  with  respect  to  blodegradatlon  either  in
natural  surface  water   or  soil  1s  unknown;  however,  hydrolysis  of  this
compound  In  water and wet  soil  may be more  Important  than blodegradatlon.
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The  relative  volatility  of  this  compound from wet and dry soil was estimated
by  U.S.  IPA  (1985).   Compared  with  CS2,  the  evaporation  rate  of  methyl-
chlorocarbonate  from  wet  and  dry  soil Is  ~3.5 times  slower.   Since  the
evaporation  rate  of  CS2  from soil  1s  known  to be  fast,  the evaporation
rate of methylchlorocarbonate may still  be considered a significant process.
2.1.   SUMMARY
    Sufficient  data  are not  available for assessing  the  environmental fate
of  methylchlorocarbonate.   Because  of  Its  high  volatility,  air  Is expected
to  be  th<> primary  environmental  sink  for  this  chemical.   Based  on  the
estimated  reaction  rate  constant,  the  half-life  for the  reaction of  methyl-
chlorocarbonate  with  H0~ radical 1s  -7* days.    Hydrolysis  In  moist  air  may
also be  an Important  process.   The  hydrolysis  half-life  of  the compound In
water  at  neutral pH  Is  -20  minutes  (Queen,  1967; Castro  and Hoodie,  1974).
The  rate   >f  hydrolysis  1s  expected  to be faster at  higher pH  (Castro  and
Noodle, 1<74).   Both  rapid  hydrolysis  and evaporation  may account  for  the
loss of significant amounts of this chemical  from soil.
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                                  3.   EXPOSURE

    No  monitoring data  on  this  chemical  1n  any environmental  medium were
 located  1r  the available  literature  cited In Appendix  A.   Since almost all
 of  the  mrthylchlorocarbonate  produced   Is  used  captlvely  (other  than  Us
 military use)  (Abrams, 1978),  this lack of  data  Is to be expected.
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                          4.  ENVIRONMENTAL TOXICOLOGY
4.1.   AQWJIC TOXICOLOGY
4.1.1.   A«:ute  Toxic   Effects   on   Fauna.    Pertinent   data  regarding  the
effects of acute  exposure  of  aquatic fauna  to methylchlorocarbonate were not
located In the available literature  cited 1n Appendix A.
4.1.2.   Chronic Effects on Fauna.
    4.1.2. .   TOXICITY — Pertinent  data regarding  the effects  of  chronic
exposure of  aquatic fauna to  methylchlorocarbonate  were not  located  In the
available  literature cited In Appendix A.
    4.1.2.?.   BIOACCUMULATION/BIOCONCENTRATION — No  measured  steady-state
BCF  value  for  methylchlorocarbonate was  found  In  the  literature.   Hethyl-
chlorocarbjnate decomposes  In water at  25°C  (see Section 1.2.)  and,  there-
fore, 1s rot expected to accumulate  In aquatic organisms.
4.1.3.   EFfects  on Flora.   Pertinent  data  regarding  the  toxic  effects  or
bloconcent'atlon  1n aquatic  flora of methylchlorocarbonate  were not located
In the available literature cited In Appendix A.
4.1.4.   EFfects  on  Bacteria.    Pertinent  data  regarding  the  effects  of
exposure  cf  aquatic  bacteria to methylchlorocarbonate  were not  located  In
the available literature dted 1n Appendix A.
4.2.   TERRESTRIAL TOXICOLOGY
    Pertinent data  regarding  the  effects  of  exposure of terrestrial fauna or
flora to  Methylchlorocarbonate  were not  located  1n  the available literature
cited In Appendix A.
4.3.   FIELD STUDIES
    Pertinent data  regarding the effects of methylchlorocarbonate  on  flora
and fauna  In the  field  were  not  located In the available literature dted in
Appendix A.
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 4.4.    AQIMTIC  RISK  ASSESSMENT
     There  were  no  data  available  regarding   the  effects  of  exposure  of
 aquatic  fauna and flora  to methylchlorocarbonate preventing the  development
 of  either  a  freshwater or saltwater criterion by  the method  of  U.S.  EPA/OWRS
 (1986).
 4.5.    SUM1ARY
     Pertinent   data   regarding  the  toxlclty   of  methylchlorocarbonate   to
 aquatic  oiganlsms were  not  located  1n  the available literature  dted  In
 Appendix A.
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                             5.  PHARHACOKINETICS
 5.1.   ABSCRPTION
    Two  English  abstracts  of  a  Russian  study  (Gurova  et  al.,  1977a,b)
 Indicate  that  methylchlorocarbonate  easily  penetrates  the skin of mice, rats
 and guinea pigs and manifests  a  "skln-resorptlve action"  (not described).
 5.2.   DISTRIBUTION
    Pertinent  data   regarding  the   tissue  distribution  of  methylchloro-
 carbonate were not located  In  the available literature dted 1n Appendix A.
 5.3.   METABOLISM
    Data  regarding   the  metabolism  of  methylchlorocarbonate  1n  biologic
 systems we-e not  located.   As  discussed In  Chapter 2,  however, methylchloro-
 carbonate  readily undergoes  hydrolysis In  the  presence  of  water or  moist
 air.   Queen  (1967) experimentally  determined rate  constants  for  hydrolysis
 of  methylchlorocarbonate  In  pure  water  of  3.323x10"*  sec'1  at  19.569°C
 and   14.05<10~«   sec'1   at   35.042°C.    The  rate  constants   correspond  to
 half-lives  of  35  and  8  minutes,  respectively.   These  data suggest  that
 methylchlo-ocarbonate  absorbed  Into  biologic  systems  may  undergo  rapid
 hydrolysis to form methanol and hydrochloric add.
 5.4.   EXCIETION
    Pertinent  data regarding  excretion  of  methylchlorocarbonate were  not
 located In the literature cited 1n Appendix A.
 5.5.   SUK1ARY
    Methyl:hlorocarbonate  readily penetrates the  skin  of mice,  rats  and
 guinea  plijs  (Gurova  et  al.,  1977a,b).   In  biological  systems  It  may  be
 expected  1o  undergo  rapid  hydrolysis  to form methanol,  carbon dioxide  and
 hydrochloric acid (Queen, 1967).
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                                  6.  EFFECTS
6.1.   SYSTEMIC TOXICITY
6.1.1.    inhalation Exposure.
    6.1.1.1.   SUBCHRONIC — Gage  (1970)   studied  the  subchronlc  Inhalation
toxldty  )f  methylchlorocarbonate  In Alderly  Park  SPF rats with  an average
body weight  of 0.200  kg.   In acute range-finding studies, a concentration of
an  aerosol  of methylchlorocarbonate  In petroleum  ether  (supposedly toxlco-
logically  Inert   solvent)  that  produced   overt  signs  was  adjusted  downward
until  the rats  could  withstand 6-hour  exposures.   In  the subchronlc experi-
ments, grcups of  four  male  and four female rats were exposed In a chamber to
methylchlcrocarbonate  at  1,  5 or  20  ppnv (4,  20 or 80  mg/m3)  6 hours/day, 5
days/week  for 3  weeks.   Variables  evaluated were  general appearance  and
behavior, body weight, limited urlnalysls, hematology  and  blood blochemlsty
test  resu ts,  gross appearance  at necropsy,  and  hlstopathologlc  appearance
limited  t3  lungs,  liver,   kidneys,  spleen  and  adrenals   and  occasionally
Including heart, Jejunum, lleum and thymus.
    Methylchlorocarbonate was  1  of  109 chemicals  tested In this  laboratory
over  a period of -20  years.   Gage  (1970)  stated  that  batches  of  control
animals were  Included  In the experiments  about every  2 months  to "check the
characteristics  of  the  colony,"   but   results  of  examination  of  control
animals were not  reported.   Control values  for  the  blood tests were  pre-
treatment values from the test animals.
    Rats  exposed  to  20 ppm  exhibited  nasal   Irritation, dyspnea,  lethargy,
poor  condition  and loss  of  body  weight.   The lungs  appeared  to  be grossly
distended  and hemorrhaglc;  hlstopathologlc  examination revealed areas  of
lung consolidation, collapse and edema,  and  congestion  of the kidneys.   At 5
ppm, rats  exhibited nasal Irritation and  lethargy,  but  the organs  appeared
to be  "nornal."  At 1  ppm, no adverse effects were reported.
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    6.1.1.2.   CHRONIC — Data  regarding the  effects  of  "chronic"  exposure
to methylchlorocarbonate  vapors  are limited to abstracts  of  a Russian study
by  Gurova  et al.  (1977a,c).   Effects  reported  In  rats and  mice  exposed to
0.64-0.72   mg/m3   were   changes   1n   neuromuscular   excitability,   body
temperature,   respiratory   frequency,   erythrocyte   content  and   osmotic
stability,  liver  antitoxic  function, kidney,  heart, and  spleen  weights,  and
adrenal  v tamln C  content.   The highest  Ineffective  concentrations  for  a
chronic  1ihalat1on  study  were   reported  to  be  0.185  mg/m3  for  mice  and
0.197  mg/m3  for rats  (Gurova, 1977a).   It  1s not  clear  how the  study  was
undertaken since further  Information was not available.
6.1.2.   Oral  Exposure.   Pertinent  data  regarding  the  toxldty  of oral
exposure  1o  methylchlorocarbonate were not  located  In  the available litera-
ture cited In Appendix A.
6.1.3.   Other   Relevant   Information.    Methylchlorocarbonate   Is   highly
Irritating and  corrosive by  Ingestlon, Inhalation, or  eye  or  skin  contact
(Sandmeyer  and  Klrwln,  1981).   ID,.,   values  for  oral,  Intraperltoneal  and
dermal  adn1n1strat!on  of methylchlorocarbonate  are presented In  Table 6-1.
There  appear  to be no marked  species  differences  1n the acute oral  toxldty
of  methylrhlorocarbonate.  Oral  and Intraperltoneal  LD,0s  for mice  appear
to be  similar.   Nice may be  more sensitive than rabbits  to  dermal  applica-
tions  of  nethylchlorocarbonate.   Dermal application caused  skin resorptlon,
hyperemla and pigmentation  In  mice  (Gurova  et  al.,  1977a) and skin damage In
guinea pics (Sandmeyer and Klrwln, 1981).
    Vernol  et  al.  (1977)   reported  1-hour  LC5Q   values  of  88  ppm  (340
mg/m3}  fo*  male rats  and 103 ppm  (398 mg/m3)  for female rats.  Gurova et
al.  (1977i,c)  reported  a 4-hour LC5Q for  rats  of 450  mg/m' and  a  2-hour
LC.Q  for  mice  of  185  mg/m3.   Effects  associated with  acute  Inhalation
exposure  In  humans  Include an  odor threshold of  1 mg/m'  (Gurova et  al..
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                                  TABLE 6-1
                    Acute  ToxlcHy of Methylchlorocarbonate
Rout?
Oral
Oral
Oral
Oral
Oral
Intraperl :oneal
Dermal
Dermal
Species/Sex
rat/NR
rat/M
rat/F
mouse/NR
guinea p1g/NR
mouse/NR
rabbU/NR
mouse/NR
LD50
(mg/kg)
60
190
110
67
140
40
7120
1750
Reference
Gurova et al..
Vernot et al..
Vernot et al.,
Gurova et al.,
Gurova et al..
NIOSH, 1988
Vernot et al.,
Gurova et al.,

1977a,C
1977
1977
1977a,c
1977a,c

1977
1977a
NR = Not -eported
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1977a),  Iicr1mat1on  resulting  from  10  minutes  at 10  ppm  (40  mg/m3)  and
death  resjltlng  from  10  minutes  at  190 ppm  (730 mg/m3)  (Vedder,  1925).
Employees exposed to methylchlorocarbonate 1n  a chemical plant had  no  asso-
ciated he<1th effects or abnormal results In liver  and  kidney  function  tests
(Sandmeyei  and  Klrwln,  1981).  Skin  sensltlzatlon  may  occur  (Sandmeyer  and
K1rw1n, 1J81).  One worker accidentally exposed  to  2-3  Inhalations  recovered
within 6  hours  from the  Initial  Irritation,  but  suffered several  bouts  of
severe synptoms (heavy  cough,  dyspnea and light cyanosis of the  Ups)  after
a  latency  period  of  36   hours   (Schuckmann,   1972).    These   recurrences
continued for 9 days until recovery was complete.   Methylchlorocarbonate  has
been used as a war  gas  (Sandmeyer  and  K1rw1n,  1981}.
    In sdvolysls  studies  In water.  Queen  (1967)  showed  that methylchloro-
carbonate  Is   hydrolyzed   In a  blmolecular  reaction  to  methanol, carbon
dioxide end HC1  (see Chapter 2).   The reaction  rate constant  was  positively
correlated with  water  temperature between 0.57  and 45.H°C.  Half-lives  of
35  and  3  minutes  were  estimated  from  rate  constants  of  3.323x10~«  and
14.05x10"*  sec"1,   respectively.    These   data  suggest  that  methylchloro-
carbonate may persist sufficiently long to cause  toxic  effects.   Hethanol  Is
probably  the  most   toxic  degradation  product   of   methylchlorocarbonate
followlnu  1ngest1on.    Oral  ID™  values  for  methanol   In rats  range  from
5628-13.DOO  mg/kg  (Sax,  1984),   substantially  higher   than ID5Q  values
(60-190 mg/kg) for  methylchlorocarbonate.
    In the  critical  study,  groups  of 30 male and  30  female  Sprague-Dawley
rats  were  given dally  doses of  methanol  1n  water of  0,  100,  500 or  2500
mg/kg/day for 90 consecutive days  (TRL,  1986).  Analysis  confirmed  that  the
concentrations  of  methanol   In  solution  were  consistently   within  10%  of
target levels.  Indicators of toxlclty evaluated  were general  appearance  and
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 behavior,  food consumption,  body weight  and an  ophthalmologlc examination
 pretreatment  and  at  termination.   In addition,  extensive hematology, serum
 chemistry  and urlnalysls  determinations  were performed  pretreatment,  at an
 Interim  sacrifice  after  6  weeks  of  treatment   and  at  termination.   Major
 organs  were  weighed  and  a  comprehensive  hlstopathologlc  examination  was
 performed  at  termination  on  all  rats  In  the   control  and  2500  mg/kg/day
 groups;    n   the   other  treated  groups,   hlstopathologlc  examination  was
 restrlctec  to  liver,  kidney,   heart  and  gross  lesions.   The appropriate
 statistical analyses  were performed.
    There  were no compound-related effects on food  consumption, body weight
 or  the results of ophthalmologlc examination. A transient ataxla and slowed
 righting  "eflex  were observed   1n both  sexes,  but  only  during  the  first  3
 days  of   treatment,   at  2500 mg/kg/day.   These  signs  appeared soon  after
 treatment  and  abated  within  3  hours.    Compound-related cllnlcopathologlc
 changes  w?re   limited  to  elevated SGPT and  alkaline phosphatase In  rats at
 2500  mg/kg/day at  termination.   Absolute  brain  weights  In  both  sexes  and
 relative I>ra1n weights In males were  decreased  at  2500 mg/kg/day.   The only
 hlstopathologlc observation ascribed  to methanol was a  higher  Incidence of
 colloid  In the hypophyseal cleft  of  the  pituitary of  both sexes  at  2500
 mg/kg/day
    A les; comprehensive  study  was performed In  Swiss  Webster  mice by Apaja
 (1980).   Groups of 25 male and  25 female mice were  provided drinking water
 containing 0.22,  0.444 or  Q.889X methanol for  120 weeks.   U.S. EPA (1987}
 estimated  dosages of  800,  1400  and 2800  mg/kg/day,  respectively.   Compared
with  Mstjrlc  controls,  all groups of female rats  had  significantly reduced
 survival,  although the  effect   appeared to  be  Inversely related  to dosage
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 (U.S.  EPA,  1987).   Other  effects  attributed  to  treatment  Included hepato-
 cellular  necrosis  In high-dose females and amyloldosls  In  both sexes In all
 exposed groups.
    U.S.  EPA  (1987)  and  Roe  (1982)  noted  striking  differences  1n  the
 response  cf  humans and laboratory nonprlmates when  exposed  orally to lethal
 or  near-lfthal  doses of methanol.  The  human  syndrome  has  been divided Into
 three  pha:es:  (1)  slight  Intoxication  followed  by  a latent  period  of 1-72
 (typically 12-24)  hours;  (2)  Increased toxlclty  manifested  by nausea, vomit-
 Ing,  Inteise  GI   pain,  dizziness,  headache,  lethargy,  amnesia,  confusion.
 Impaired  '1s1on,   dyspnea  and cyanosis;  (3)  coma and  semi coma,  convulsions
 and  death resulting  from  respiratory or cardiac  failure  (Kolvusalo, 1970).
 Survivors who  regain  full  visual acuity within  a week of  treatment retain
 1t.  Thosr survivors who regain partial  vision  experience  a gradual  decline
 Iri visual acuity over  several months  (Roe, 1982).
    NonpHmate  laboratory  species   exhibit  symptoms  attributable  to  the
 general anesthetic  effects  of methanol (R6e,  1982);  fatalities occur without
 a  transleit  recovery  period  (U.S.  EPA,  1987).   Permanently Impaired vision
 has  not  b;en  demonstrated  In  these  species (Roe, 1982).   Monkeys,  however,
 may  exhibit  a  syndrome  similar  to   that  1n humans:   a  period of  little
 reaction  followed  by  a  latency  period,  followed by  nausea, sickness  and
 semlcoma  preceding  death  (Gllger  and  Potts,  1955).  Although the  results are
 not alway; consistent between studies  (U.S.  EPA, 1987; Roe,  1982).  acutely
 Intoxicated monkeys  have exhibited ocular changes similar  to those  observed
 1n humans (Gllger and Potts, 1955; Roe, 1982).
    The metabolism  of  methanol  In all species  appears to Involve  progressive
 oxidation  to   formaldehyde,   formic  acid and  eventually  to  carbon  dioxide
 (Kolvusalo,  1970;  U.S.  EPA, 1987).  Oxidation  of methanol  to formaldehyde 1n
 nonprlmates Involves  a catalase-peroxldatlve enzyme  system  (U.S.  EPA,  1987)
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and  In monkeys  and  humans  Involves  an NAD-dependent  alcohol  dehydrogenase
system  (Gcodman  and  Tephly,  1970).   In all  species,  formaldehyde  appears  to
be  oxidized rapidly  to  formic acid  (U.S.  EPA, 1987),  probably  by an  NAD-
dependent  formaldehyde  dehydrogenase  system  (R5e,  1982).   Formic  acid  then
enters  the  one-carbon pool,  folate-dependent  pathway  for oxidation to  carbon
dioxide  (3a1ese  and  Tephly,   1975).   This  pathway   Is  considerably  less
efficient  In  the  monkey  than 1n  the rat  (Black et  al.,  1985),  so  that
monkeys  treated with  large doses  of  methanol  accumulate  formic add and
suffer fron metabolic acldosls.
    Acute  Intoxication  of humans Is  typically  accompanied by  severe  acldo-
sls,  attrbuted to  the  accumulation  of  formic acid  (Smith  et al.,  1981).
Acldosls has also been reported 1n  several  studies  with monkeys,  but has not
been  reported  In experiments  with  nonpMmates  (Roe,  1982).    Rats provided
with folate-defldent diets exhibit a marked  reduction  In  rate  of  conversion
of  formic  acid  to   carbon  dioxide   (Palese  and  Tephly,  1975).  Folate-
deflclent  rats  Intoxicated  with  methanol  accumulate   formic  acid,   suffer
metabolic  acldosls,  and  exhibit  ocular  lesions similar  to those  seen  In
primates {tekar and Tephly, 1977;  Lee  et al., 1987).
6.2.   CAR:INOGENICITY
    Pertinent  data   regarding  the  carclnogenldty  of  methylchlorocarbonate
were  not  located  1n the  available  literature  cited  In  Appendix A.    Data
regarding the carclnogenldty of methanol  are unclear  (U.S.  EPA, 1987).
6.3.   NUnGENICITY
    Pertinent data regarding  the  mutagenlclty of methylchlorocarbonate  were
not located  In the available  literature  cited  In  Appendix A.  Methanol has
tested  consistently  negative  1n  prokaryotes,   eukaryotes  and   mammalian
systems (U.S. EPA,  1987).
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6.4.   TEfATOGENICITY
    The developmental  effects  of methylchlorocarbonate are unknown,  although
there   Is   evidence   that   methanol    Is   associated   with   morphologic
teratogen'clty  (Nelson et  a!.,  1985) and  behavioral  toxldty  (Infurna  and
Weiss, 19(6) In rats.
    Nelsor  et  al.  (1985)  Investigated  the potential  teratogenlc  effects  of
methanol  In  pregnant  Sprague-Dawley  rats.   Methanol was  administered  by
Inhalatlor  for  7  hours/day during  days  1-19 of gestation  at  concentrations
of  5000,  10,000 and  20,000 ppm  {6530,  13,070 and  26,900  mg/m3).   Following
exposure, the  dams  were sacrificed on day 20,  the  entire  uterus removed  and
the numbers of  corpea lutea resorptlons and  live fetuses  counted.   Methanol,
even  at  20,000 ppm,  was  not  very  toxic  to  the dams  although  some  Initial
unsteadiness  of  gait observations  were  made.   There were  no effects  on
corpea  lutea.   Fetal  teratogenlc  effects  were observed  1n  a  dose-related
manner.   Congenital  malformations  such  as   extra  or  rudimentary ribs  and
urinary  or  cardiovascular  defects  were  observed  In  the  treatment  groups
receiving 10,000  and  20,000 ppm  methanol.  However, the effects observed  at
10,000  ppm  were   not  significantly  different  from  control.   No  adverse
effects were noted  1n the 5000 ppm treated group.
    In   tie latter  study  (Infurna and  Weiss,   1986),  Long-Evans dams were
offered  2K  (v/v)  methanol  In  distilled water  on  days  15-17  or 17-19  of
gestation.  Maternal  toxldty  was not detected  as  measured by  weight  gain,
gestation;1  duration  or  dally fluid  Intake.  Litter  size,  birth  weight  and
Infant moitalHy did  not differ  from  controls.   Postnatal  growth and  date of
eye  opening were   unaffected  although  methanol-treated  pups  required  more
time  to  begin  suckling on  postnatal  day  1.   On postnatal  day 10,  methanol-
treated pips  required more time  to locate nesting material from  their  home
cages.  Tie behavioral changes were unaccompanied by overt toxldty.
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6.5.   OTHER REPRODUCTIVE EFFECTS
    The reproductive  effects  of methylchlorocarbonate are  unknown,  although
there  1s  evidence  that methanol   1s  associated  with  reduced  testlcular
testosterone production 1n rats (Cameron et al.,  1984).
    Mature, male Sprague-Dawley rats were  subjected  to methanol  vapor  for  up
to  6  weeks  at  doses  ranging  from  ?00-10,000  ppm  (260-13,070  mg/m3).
Critical effects were  observed at the 200 ppm dose  level.   By  6 weeks,  this
treatment  group  had  serum  testosterone  concentrations  at levels  32%  of
control.   The  effect was  postulated  to  be due   to  decreased  testlcular
formation of testosterone.
6.6.   SUMMARY
    Methylchlorocarbonate  Is  highly  Irritating  and  corrosive  by  Ingestlon,
Inhalatlor, or eye or  skin contact  and  has been  used as  a war gas (Sandmeyer
and  Klrwli,  1981).   Oral  LD5Q  values  for  laboratory   rodents range  from
60-190 mg/kg  (Gurova et  al.,  1977a,c; Vernot et  al.,  1977), with no gender-
or  specie;-related differences  apparent.  Inhalation  LC5Q  values have  been
reported .it 88 ppm  (340 mg/m3)  for  male rats  and  103  ppm  (387  mg/m3)  for
female  ra;s exposed  for  1  hour (Vernot et  al.,  1977),  117  ppm (450  mg/m3)
for  rats exposed  for 4 hours  and 48 ppm (185 mg/m3)  for mice  exposed  for 2
hours  (Gurova  et  al.,  1977a,c).   In rats exposed Intermittently for 3 weeks,
IrrHatlor   and lung  and  kidney lesions were observed at 20 ppm  (80  mg/m3)
and  lethargy  and  nasal  Irritation  were  observed at 5 ppm  (20  mg/m3)  (Gage,
1970).  Nc   effects were observed at 1 ppm  (4 mg/m3).
    Upon  exposure  to moisture,  methylchlorocarbonate  degrades rapidly  to
methanol   Queen,  1967),  which Is probably the most  toxic metabolite follow-
ing  hydrolysis of methylchlorocarbonate.   Secondary  Inhalation effects  may
result  from exposure to  HC1  vapor  1f threshold  levels  are reached (Flnkel,
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1983).   Ii  the  critical   study  with  methanol,  no  adverse  effects  were
reported  :n  rats treated  by gavage  with 500  tng/kg/day for  90 days  (TRL,
1986).  Elevated SGPT and alkaline phosphatase  levels,  reduced  brain  weights
and mild lesions of  the pituitary were observed  at 2500 mg/kg/day.
    Humans and  nonprlmate  laboratory  species appear  to respond quite  dif-
ferently 1o large lethal or  near  lethal doses of  methanol.   Humans  exhibit  a
characteristic  latency  period  In  the  development  of  the  toxic  syndrome,
which  Includes   ocular  lesions  (U.S.  EPA,   1987;  Roe,  1982).  Laboratory
nonprlmatts exhibit  signs  that  reflect  the  anesthetic  effects of methanol
(Roe,  198?).   The syndrome  1n  humans was attributed  to metabolic acldosls
from  the  accumulation of  formic  add,  a  metabolite  of methanol (U.S.  EPA,
1987; Roe, 1982).  Nonprlmate laboratory  animals  metabolize  formic  acid  at  a
sufficiently rapid rate that It  does not accumulate.
    Pertinent  data   regarding  the  carclnogenlclty,  mutagenlclty,  develop-
mental or  reproductive toxldty of methylchlorocarbonate were  not located  In
the available literature cited 1n Appendix A.
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                     7.   EXISTING  GUIDELINES  AND  STANDARDS
7.1.   HUMAN
    The or.ly  guideline  located for methylchlorocarbonate  has  been withdrawn
pending firther consideration by the RfD Workgroup (U.S. EPA, 1989).
7.2.   AQIATIC
    Guidelines  and  standards  for  the  protection  of  aquatic  life  from
exposure  ;o  methylchlorocarbonate were not  located  In  the available litera-
ture c1te( In Appendix A.
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                              8.   RISK ASSESSMENT
    Statements  concerning  available  literature  1n  this  document  refer  to
published,  quotable  sources  and  are   In   no  way  meant  to  Imply  that
confldent'al  business  Information  (CBI),   which  this  document  could  not
address,  ire  not  In  existence.   From examination  of  the  bibliographies  of
the CBI  dita,  however,  It was determined that  CBI  data  that  would alter the
approach  :o  risk assessment or  the  risk assessment values presented  herein
do not exist.
8.1.   CAFCINOGENICITY
8.1.1.   Inhalation.   Pertinent   data   regarding   the  carclnogenlclty   of
Inhalatlor  exposure  to   methylchlorocarbonate  were   not   located  In  the
available literature cited In Appendix A.
8.1.2.   Cral.   Pertinent   data   regarding   the  carclnogenlclty   of   oral
exposure  to   methylchlorocarbonate   were   not   located   In   the  available
literature cited In Appendix A.
8.1.3.   Cther  Routes.    Pertinent  data  regarding  the  carclnogenlclty  of
exposure  :o  methylchlorocarbonate by  other  routes  were  not  located  In  the
available literature cited In Appendix A.
8.1.4.   height  of Evidence.   There  were   neither  human  nor  animal  data
regarding  the  carclnogenlclty  of  methylchlorocarbonate   by  any   route  of
exposure; therefore,  by  applying the U.S.  EPA (1986) guidelines  for  cancer
risk  assessment,  methylchlorocarbonate   Is  assigned  to  EPA Group D:  not
classifiable as to human carclnogenlclty.
8.1.5.   Quantitative Risk  Assessments.   The  lack of  Inhalation  or  oral
data   regarding   the   carclnogenlclty   of   methylchlorocarbonate  precludes
estimation of carcinogenic potencies for  the chemical.
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8.2.   SYSTEMIC TOXICITY
8.2.1.   Inhalation Exposure.
    8.2.1.1.   LESS   THAN   LIFETIME   EXPOSURES  (SU8CHRONIC) — Gage  (1970)
Intermittently exposed  rats to  1,  5 or 20  ppm (4, 20  or  80 mg/ma) methyl-
chlorocartonate  for  3 weeks.   Adverse effects  were  not reported  at  1  ppm,
nasal  Irr  tatlon  and lethargy  were reported  at  5  ppm, and  severe signs  of
irritation  and  toxldty  accompanied by hlstopathologlc  lesions  of the lungs
and  kidneys were  reported  at   20  ppm.   The  experimental  protocol  did  not
Include  ccncurrent  controls and  used  a  very  small number  of animals  and  an
experimental period  of   Insufficient  duration; therefore,  this  study should
not be usej In risk assessment.
    Upon contact with moisture,  methylchlorocarbonate  Is expected to undergo
rapid  hydrolysis  to  methanol  and  hydrochloric  acid.    Although  methanol  1s
likely to  be  the  more toxic product  of degradation In  the  GI tract (Section
8.2.2.), It Is likely  that hydrochloric acid may be  at  least  as  toxic  as
methanol \»hen  formed In  the respiratory tract.   Therefore, It  1s Inappro-
priate to  derive  an  Inhalation  RfD  for methylchlorocarbonate by  analogy  to
either hydrochloric add or  methanol.   Data  are Inadequate  for  derivation  of
an RfD for   subchronlc exposure to methylchlorocarbonate.
    The  ct.rrent   methodology  for generating  dose/duration-response  graphs
(Crockett  et  al.,  1985}  using  the  computer  program  by  Durkln  and  Meylan
(1988)  1s   not  appropriate  for  Inhalation  exposure,   because  exposure  Is
expressed 
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8.2.2.   (ral Exposure.
    8.2.2.1.   LESS THAN  LIFETIME  EXPOSURES  (SUBCHRONIC)  —  Subchronlc  oral
exposure  Jata  for methylchlorocarbonate  were not  located 1n  the  available
literature.  U.S. EPA  (1989)  derived an RfD  for  subchronlc oral  exposure to
methylchlcrocarbonate  by  analogy  to methanol,  based upon  a  90-day  gavage
study 1n  -ats  (TRL,  1986).   In this study,  no adverse effects  were reported
with meth
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may  occur  U  suggested by  oral  L05Q data.   Oral  LQ^Q values  for  methanol
In rats  ringe  from 5628-13000 mg/kg (Sax,  1984), about 2 orders of magnitude
higher  than for  methylchlorocarbonate.   The acute oral toxldty  of  methyl-
chlorocart'onate  In rats,  therefore, appears not  to be  due  to Us conversion
to  metharol.   This   Inference  supports  the  disparity  between  the  oral
reported  ID5Q and  calculated NOAEL  for methylchlorocarbonate.
    The  metabolism of  methanol  appears  to  be  species-dependent.  At  least
for  acute  exposure  to  large  dosages,   nonprlmates  apparently  metabolize
methanol  :o carbon dioxide  more rapidly  than do primates  (U.S.  EPA,  1987;
Roe,  1982 .  These differences 1n  metabolism  appear  to  play a major  role 1n
the  type  of  toxic  syndrome  displayed.   Primates  accumulate  formic  add,
develop  metabolic  addosls and  exhibit  a  latency period In  the development
of  the  tcxlc  sydrome.   Nonprlmates  simply  display  anesthesia  followed  by
recovery  or death.   It Is  not  known  If  the metabolic differences  between
primates  
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    Data were  not sufficient  to  generate dose/duration-response  graphs  for
methylchlcrocarbonate.
    8.2.2.2.   CHRONIC EXPOSURES -- U.S.  EPA (1989) attempted  to derive  an
RfD  for  chronic  oral  exposure  to  methylchlorocarbonate  by  analogy   to
methanol  see  Section 8.2.2.1.).   For  the  reasons  outlined therein,  H  was
withdrawn pending  further  experimental toxldty evaluation  of  methylchloro-
carbonate.
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                          9.  REPORTABLE QUANTITIES
9.1.   BASED ON SYSTEMIC TOXICITY
    The tuxldty  of methylchlorocarbonate was  discussed  1n Chapter  6.   The
only  longer-term  study located  was  a 3-week  Inhalation  experiment  by  Gage
(1970)  1n  which   rats  Intermittently  exposed  to  20  ppm  (80  mg/m3)  had
severe Irritation and lung and kidney  lesions,  and rats exposed  to 5 ppm (20
mg/m3)  had  nasal   Irritation  and lethargy.   Concurrent   controls  were  not
malntalnec,  small  numbers of  rats were used and  the  experimental  period was
too short for this  study to be used In derivation of  an  RQ.
    U.S.  EPA  (1989) was unable to derive an  RfD for  methylchlorocarbonate by
analogy   to  methanol,  on  the  basis  that   Ingested  methylchlorocarbonate
degrades  -apldly   to  methanol (and  hydrochloric add)  In  the  presence  of
water and that  methanol  1s  likely to be the more  toxic metabolite  In the GI
tract.   Additionally  It  Is  Inappropriate  to  derive  a   CS by  analogy  to
methanol  >ecause   CSs  are not  route-specific,  and  It  Is  likely  that  both
methanol  ;.nd hydrochloric  add would contribute  to  toxlclty associated with
Inhalatlor  of methylchlorocarbonate.  Therefore,  no RQ  1s  derived  for  the
chronic tcxlclty of methylchlorocarbonate.
9.2.   BASED ON CARCINOGENICITY
    There are neither human nor  animal data  regarding the carclnogenldty of
methylchlorocarbonate, which  has  therefore  been assigned to U.S.  EPA Group
D,  not classifiable as  to human  carclnogenldty.  U.S.  EPA Group D compounds
are not given a hazard ranking and no RQ for  carclnogenldty can be derived.
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                                10.   REFERENCES

Abrams,  E.   1978.   Carbonic  and  chloroformlc  esters.    In:   Klrk-Othmer
Encyclopedia of  Chemical  Technology,  3rd  ed.,  H.  Grayson,  Ed.   John Wiley
and Sons, New York, NY.  Vol. 4, p. 758-771.

Apaja, M.   1980.   Evaluation of  toxIcHy  and cardnogenlclty of malonalde-
hyde.  Acti Univ.  Ouluensls Ser. D 55.   (Cited In U.S.  EPA,  1987)

Atkinson, R.  1987.  A  structure-activity  relationship for  the estimation  of
rate  consiants  for  the  gas-phase  reactions  of  OH  radicals  with  organic
compounds.  Int. J. Chem.  Kinetics.  19:  799-828.

Atkinson,  R.,  S.R.  Aschmann and  J.N. Pitts.  Jr.  1984.   Kinetics  of the
reactions  of  naphthalene  and  blphenyl  with OH  radicals  and Q~ at  294°K.
Environ.  Scl.  Techno!.   18: 110-113.

Black, K.A.,  J.T.  Eells.  P.E.  Noker et al.  1985.   Role  of hepatic  tetra-
hydrofolat<  In  the  species   difference  In methanol  toxlclty.   Proc. Natl.
Acad. Scl. U.S.A.   82:  3854-3858.   (Cited In  U.S. EPA,  1967)

Cameron,   A.M..  O.G.  Nllsen,  E.  Haug and  K.8.  Elk-Nes.   1984.   Circulating
concentrations of  testosterone, lutelnlzlng  hormone and  follicle  stimulating
hormone  In  male rats  after  Inhalation of methanol.   Arch. Toxlcol.  Suppl.
7: 441-443.  (Cited 1n  U.S. EPA, 1987)
0130d                               -27-                             08/28/89

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 Castro,  E.A.  and R.B. Hoodie.  1974.  Kinetics  of  hydrolysis  and amlnolysls
 of  methyl  chloroformate 1n aqueous  solution.   J. Chem. Soc.,  Perkln  Trans.
 2(6); 658 661.

 Clayton,  i.O.  and F.E.  Clayton,  Ed.   1981.  Patty's  Industrial  Hygiene  and
 Toxicology, 3rd  ed.   John Wiley & Sons, New York.  p. 2384-2390.

 Crockett,  P.M.,  B.  KlUan,  K.S.  Crump  and  R.B.  Howe.   1985.   Descriptive
 methods  for  using data  from  dissimilar  experiments to  locate  a  no-adverse-
 toxlc-effect region  1n the dose-duration plane.  Prepared by  K.S.  Crump  and
 Company,  :nc.,   under  Contract  No. 6807-007  for Environmental Criteria  and
 Assessment Office, U.S. EPA, Cincinnati,  OH.

 Durkln,  P   and  M.  Meylan.  1988.   User's  guide for  D2PLOT:  A  program  for
 dose/duration  graphs.   Prepared  by   Chemical   Hazard  Assessment  Division,
 Syracuse Fesearch  Corporation under  Contract  No.  68-0004  for  Environmental
 Criteria aid Assessment Office. U.S. EPA, Cincinnati, OH.

 Eells,  J.I.,  K.A.  Black,  C.E.  Tedford  and  T.R.  Tephly.   1983.   Hethanol
 toxlclty   n  the  monkey:   Effects  of   nitrous  oxide  and  methlonlne.   J.
 Pharmacol.  Exp.  Ther.  227: 349-353.  (Cited In U.S. EPA, 1987)

 Flnkel,  A.J.,  Ed.   1983.   Hamilton and  Hardy's Industrial Toxicology,  4th
 ed.  John IIMght, Boston, MA.   p. 179.

 Gage, J.C.  1970.  Subacute Inhalation toxIcUy  of  109 Industrial chemicals.
 Br. J. Ind.  Hed.  27(1): 1-18.

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GUger,  A.P.  and  A.M.  Potts.   1955.   Studies  on  the  visual  toxldty  of
methanol: V.  The  role of addosls  \n  experimental  methanol  poisoning.   Am.
J. Ophthaniol.   39: 63-86.  (Cited  In U.S.  EPA,  1987)

Goodman, ;.I.  and T.R. Tephly.  1970.  Peroxldatlve oxidation of methanol  In
human  I1v?r:  The  role  of  hepatic  mlcrobody  and  soluble  oxldases.   Res.
Commun. Chem.  Pathol.  Pharmacol.   1:  441-450.   (Cited In U.S. EPA, 1987)

Gurova, A.I.,  N.P. Alekseeva and O.E. Gorlova.   1977a.   Data for the assess-
ment of the toxldty of methylchloroformate.  Gig.  SanH.   5: 97-99.  (Taken
from PESTA3 77:2417)

Gurova, A.I.,  N.P. Alekseeva  and  O.E.  Gorlova.   1977b.   Data on the assess-
ment of  mfthylchloroformate toxldty.   Gig.  SanH.  5: 97-99.   (Taken  from
HEEP 78:59U5)

Gurova, A.I., N.P.  Alekseeva and  O.E.  Gorlova.   1977c.    Data  on  assessing
the toxlclvy of  methylchloroformate.   G1g. SanH.  5: 97-99.  (CA 87:0168787)

Hawley,  G.G.    1981.   The  Condensed  Chemical  Dictionary.  10th  ed.   Van
Nostrand Rdnhold  Co.,  New York, NY.   p.  673-674.

Infurna,  R.  and  B.   Weiss.   1986.   Neonatal  behavioral  toxldty   1n  rats
following prenatal exposure  to  methanol.  Teratology.   33: 259-265.  (Cited
1n U.S. EPJ, 1987)
0130d                               -29-                             08/28/89

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Kolvusalo.  H.   1970.  Hethanol.   In:  International  Encyclopedia of  Pharma-
cology  anJ  Therapeutics:  Vol. 2, Alcohols and  Derivatives.   Pergamon  Press,
New York.   p. 465-505.  (CHed 1n U.S.  EPA, 1987)

Lee,  E.W.,  C.D.  Garner and W.M.  Dereskl.   1987.   A  rat model for the  study
of  methane! visual  neurotoxlclty.   lexicologist,   7:  97.   (Cited  1n U.S.
EPA,  1987]

Makar,  A.E.  and  T.R. Tephly.   1977.  Methanol poisoning.  VI: Role of  follc
add  In  :he production  of  methanol  poisoning  1n   the  rat.   J.  Toxlcol.
Environ. Health.  2: 1201-1209.  (Cited In U.S.  EPA,  1987)

Nelson,  B.K., U.S.  BMghtwell. M.S. Mackenzie,  et al.  1985.  Teratologlcal
assessment  of methanol and ethanol  at  high  Inhalation levels  In  rats.   Fund.
Appl. Tox1:ol.   5(4): 727-736.  (CHed  1n U.S. EPA, 1987)

NIOSH (National  Institute for  Occupational Safety and Health).   1988.   RTECS
(Registry Df Toxic  Effects  of Chemical  Substances).  Hethylchlorocarbonate,
CAS Registry No. 79-22-1.   Online.

Palese,  H.  and  T.R.  Tephly.   1975.  Metabolism of  formate  1n  the  rat.  J.
Toxlcol. Ervtron. Health.   1:  13-24.  (CHed In  U.S.  EPA, 1987)

Queen,  A.    1967.   Kinetics  of   the hydrolysis of  acyl  chlorides  In pure
water.  Car. 0.  Chem.  45(14): 1619-1629.

R5e,  0.   1)82.   Species  differences 1n  methanol  poisoning.   CRC Crlt. Rev.
Toxlcol.  10(4): 275-286.

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Sandmeyer,  E.E. and C.J. Klrwln,  Jr.   1981.   Esters.   IJK. Patty's  Industrial
Hygiene  and  Toxicology,  IIA,  3rd  ed, 6.D.  Clayton and  F.E.  Clayton,  Ed.
John W1lej  and Sons, Inc.,  New York.  p.  2384-2390, 2400-2412.

Sax, N.I.,  Ed.  1984.   Dangerous  Properties of  Industrial  Materials,  6th  ed.
Van Nostrand Relnhold Co.,  New York.  p.  1764-1765.

Schuckmann,  P.   1972.   Symptomatic*  of  methylchloroformate  Intoxication.
Zentralbl  Arbeltsmed   Arbeltsschutz.    22(3):   74-76.     (Taken   from  HEEP
73:00365)

Smith,  S.I.,  S.J.M. Smith  and B.M.  Buckley.  1981.   Combined formate  and
lactate acldosls  In methanol  poisoning (letter).  Lancet.  8258:  1295-1296.
(Cited In  J.S. EPA, 1967)

SRI  (Starrord  Research  Institute).    1988.    1988   Directory   of  Chemical
Producers.   United  States   of  America.  SRI  International,  Menlo  Park,  CA.
p. 777.

TRL  (ToxUlty Research  Laboratory).   1986.   Rat Oral  Subchronlc  ToxicHy
Study with  Methanol.  Office of Solid  Waste,  U.S.  EPA,  Washington,  DC.

U.S. EPA.  1977.  TSCAPP (TSCA Plant and Production)  Database.   On-line:  Hay
13, 1988.

U.S.  EPA.   1980.   Guidelines  and  Methodology Used  In  the  Preparation  of
Health  Effect Assessment   Chapters  of  the   Consent  Decree  Water  Criteria
Documents.   Federal Register.   45(231): 79347-79357.

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U.S. EPA.  1984.  Methodology  and Guidelines for Ranking  Chemicals  Based on
Chronic Toxlclty  Data.   Prepared by  the  Office of Health  and  Environmental
Assessment, Environmental Criteria and  Assessment  Office,  Cincinnati,  OH for
the Off1c< of Emergency and Remedial  Response, Washington,  DC.

U.S.  EPA.   1985.   Physical-chemical  properties and  categorization of  RCRA
wastes  ac:ord1ng  to volatility.   U.S.  EPA,  Office  of A1r  Quality  Planning
and Standards RTP, NC.  EPA 450/3-85-007.  NTIS, PB85-204527, p. 35,  43.

U.S.  EPA.   1986.   Guidelines  for   Carcinogen  Risk  Assessment.   Federal
Register.  51(185): 33992-34003.

U.S. EPA.  1987.  Summary Review of  Health  Effects  Associated with Methanol:
Health  Issue Assessment.  Prepared by  the Office of  Health and Environmental
Assessment,  Environmental  Criteria and Assessment Office,  Research Triangle
Park,  NC  =or the Office  of Air  Quality  Planning  and Standards, Washington,
DC.

U.S.  EPA.  1988.   SANSS (Structure  and  Nomenclature Search  System).   Data
base.   On-Hne: May 13, 1988.

U.S.   EPA.   1989.   Integrated   Risk   Information  System   (IRIS).   Online.
Office  of Health  and Environmental  Assessment, Environmental  Criteria and
Assessment Office,  Cincinnati, OH.
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U.S.  EPA/3WRS  (Environmental Protection  Agency/Office  of Nater  Regulations
and  Standards}.   1985.   Guidelines  for  Deriving  Numerical  National  Water
Quality  Criteria  for  the Protection  of Aquatic  Organsms and  Their  Uses.
EnvUonmer tal Protection Agency, Washington,  DC.   106 p.

USITC  (U.S.  International  Trade  Commission).    1987.    Synthetic   Organic
Chemicals.   United  States  Production and  Sales,   1986.   USITC  Publ.  2009,
Washlngtor, DC.  p.  229.

Vedder,  E.B.   1925.   Medical  Aspects  of  Chemical  Warfare.   Hill lams  and
W1lk1ns, Balltmore,  MD.  (Cited 1n Sandmeyer  and  Klrwln,  1981)

Vernot,  E.H.,   J.D.  HacEwen,  C.C.  Haun and E.R.  Klnkead.   1977.   Acute
toxlclty  i nd  skin corrosion  data for some  organic and  Inorganic compounds
and aqueous solutions.  Toxlcol. Appl. Pharmacol.  42(2): 417-424.
0130d                               -33-                             08/31/89

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                                  APPENDIX A

                              LITERATURE  SEARCHED



    This  HEED  Is  based  on  data  Identified  by  computerized  literature

searches cf the following:

              CHEMLINE
              TSCATS
              CASR online (U.S. EPA Chemical Activities Status Report)
              TOXLINE
              TOXLIT
              TOXLIT 65
              RTECS
              OHM TADS
              STORET
              SRC Environmental Fate Data Bases
              SANSS
              AQUIRE
              TSCAPP
              NTIS
              Federal Register
              CAS ONLINE (Chemistry and Aquatic)
              HSDB
              SCISEARCH
              Federal Research In Progress


These sear:hes were  conducted In October, 1987, and  the  following secondary

sources we*e reviewed:
    ACGIH  (American  Conference of Governmental  Industrial  Hyglenlsts).
    1986.  Documentation  of the  Threshold  Limit Values  and  Biological
    Exposure Indices, 5th ed.  Cincinnati. OH.

    ACGIH  (American  Conference of Governmental  Industrial  Hyglenlsts).
    1987.  TLVs:  Threshold  Limit Values for  Chemical  Substances  In the
    Work   invlronment  adopted   by   ACGIH   with  Intended  Changes  for
    1987-l
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    Clayton,  6.0.  and  F.E.  Clayton,  Ed.   1982.    Patty's  Industrial
    Hygiene  and  Toxicology,  3rd  rev.  ed.t  Vol.  2C.   John Wiley  and
    Sons, NY.  p. 3817-5112.

    Grays<
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     In  adiltlon,  approximately  30  compendia  of aquatic  toxiclty data  were

 reviewed,  Including  the following:


     Battelle's  Columbus  Laboratories.   1971.   Water  Quality Criteria
     Data   Book.    Volume  3.   Effects   of   Chemicals  on  Aquatic  Life.
     Selected  Data from the Literature through  1968.   Prepared for  the
     U.S. EPA  under Contract No.  68-01-0007.  Washington, DC.

     Johnscn.  W.W. and  M.T.  Flnley.   1980.  Handbook  of  Acute Toxiclty
     of  Chemicals  to   Fish  and  Aquatic   Invertebrates.    Summaries  of
     Toxiclty  Tests  Conducted  at  Columbia  National  Fisheries Research
     Laboratory.   1965-1978.   U.S.  Dept.   Interior,  Fish  and Wildlife
     Serv.  Res. Publ. 137,  Washington,  DC.
    HcKee,  J.E.  and H.W. Wolf.   1963.   Water
    Prepared   for   the   Resources  Agency  of
    Quality Control  Board.  Publ. No. 3-A.
           Quality  Criteria,  2nd ed.
           California,  State  Water
     Plmental,  0.   1971.   Ecological Effects of Pesticides on Non-Target
     Species.   Prepared for  the U.S. EPA, Washington, DC.  PB-269605.

     SchneUer,  B.A.   1979.   Toxicology Handbook.  Mammalian and Aquatic
     Data.   Book 1:  Toxicology Data.  Office of Pesticide Programs, U.S.
     EPA, WiShlngton, DC.  EPA 540/9-79-003.  NTIS PB 80-196876.
0130d
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08/28/89

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