x>EPA
               United StatM
               Environmental Protection
               Agency
               Off lot of
               Pesticides and Toxic Substances
               Washington DC 20460
September 1981
               Paiticide*
Naphthalene
               Pesticide Registration
               Standard

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              Naphthalene
         REGISTRATION STANDARD
Office of Pesticides and Toxic Substances
    Environmental Protection Agency
          401 M Street, S.W.
       Washington, D.C.  20460
                1981

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                                   NAPHTHALENE
                                Ackaowledgemen ts

I.  Special Pesticide Review Division  (SPRD)
Stephanie Roan
Benjamin lemlich
Paul Parsons
Lynda Priddy

II. Technical Support Team

A.  Hazard Evaluation Division   (HED)

George Beusch
John Jordan
Charles Lewis
Arthur Schlosser
Robert Storherr
Ellen Sullivan
Allen Vaughan
Elizabeth Zucker
lead Project Manager
     Project Manager
     Project Manager
     Project Manager
Douglas Chambers
Hoyt Jamerscn
Russell Scarato
E. David Thomas
     Chemist
     Microbiologist
     Agronomist
     Environmental Chemist
     Chemist
     Pharmacologist
     Entomologist
     Wildlife Biologist
B.  Benefits and Field Studies Division   (BFSD)
     \fertebrate Biologist
     Entomologist
     Ffconomist
     Supervisory Entomologist
       Section Head
C.  Registration Division   (RD)

Lachman Bhatia
William Miller

III.  Special Acknowledgement

A.  Special Pesticide Review Division  (SPRD)

Paul Lapsley
Joan Warshawsky
Barbara Moore
Tonda Hicks
     Biologist
     Product Manager
     Branch  Chief
     Section Head
     Secretary
     Clerk Typist

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                        TABLE OF CONTENTS

                                                           Pages

I.  How to Register Under a Registration Standard	  1

       A.  Organization of the Standard	  1
       B.  Purpose of the Standard	  1
       C.  Requirements to Reregister Under the Standard....  2
       D.  "Product-Specific" Data and "Generic" Data	  3
       E.  Data Compensation Requirements Under
           FIFRA 3(c)(l)(D)	  4
       F.  Obtaining Data to Fill Data Gaps;
           FIFRA 3(c)(2)(B)	  5
       G.  Amendments to the Standard	  6

II.  Regulatory Position	  8

       A.  Introduction	  8
       B.  Description of Chemical	  8
       C.  Regulatory Position	  8
       D.  Regulatory Rationale	  9
       E.  Criteria for Registration Under the Standard	 10
       F.  Tolerance Reassessment	 14

III.  Summary of Data Requirements and Data Gaps	 15

        A.  Table III .A   Generic Data Requirements	 18
        B.  Table III.B   Product-Specific Data
            Requirements for Manufacturing-Use Products	 26
        C.  Table III.C   Product-Specific Data
            Requirements for End-Use Products	 30

IV.  Product Chemistry	 35

       A.  Introduction	 35
       B.  Chemical Identity	 35
       C.  Manufacturing Process	 35
       D.  Product Analytical Methods and Data	 36
       E.  Physical/Chemical Properties	 36
       F.  Summary of Data Gaps	 38

V.  Environmental Fate	 39

       A.  Use Summary	 39
       B.  Environmental Fate Profile	 39
       C.  Exposure Profile	 40
       D.  Summary of Data Gaps	 41

VI.  Toxicology	 42

       A.  Toxicology Profile: Technical Naphthalene	42
       B.  Toxicology Profile: End-Use Naphthalene	43
       C.  Human Hazard Assessment	 44
       D.'  Summary of Data Gaps	 44

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VII.  Residue Chemistry	 45

VIII.  Ecological Effects	 46

       A.  Ecological Effects Profile	 46
       B.  Hazard Assessment	 47
       C.  Summary of Data Gaps	 47

IX.  Efficacy	 48

       A.  Efficacy Profile	 48
       B.  Factors Influencing Efficacy	48
       C.  Use Sites	 48
       D.  Summary of Data Gaps	 49

X.  Confidential Annex	 50

XI.  Bibliography	 51
     Guide to Use of Bibliography

     Section 1:  Studies Reviewed and Judged Appropriate
                  for the Standard
     Section 2:  Studies Reviewed and Judged Inappropriate
                  for the Standard
     Section 3:  References

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I.  How to Register Under  a Registration Standard

A.  Organization of the Standard

This first chapter explains the purpose of a Registration Standard and
summarizes the legal principles involved in registering or reregistering under
a Standard.  The second chapter sets forth the requirements that must be met  to
obtain or retain registration  for  products covered by this particular
Registration Standard.  In the remaining chapters the Agency reviews the
available data by scientific discipline, discusses the Agency's concerns with
the identified potential hazards,  and logically develops the conditions and
requirements that would reduce those hazards to acceptable levels.

B.  Purpose of the Standard

Section 3 of the Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA)
provides that "no person in any State may distribute, sell, offer for sale,
hold for sale, ship, deliver for shipment, or receive (and having so received)
deliver or offer to deliver, to any  person any pesticide which is not
registered with the Administrator  [of EPA]."  To approve the registration of  a
pesticide, the Administrator must  find,  pursuant to Section 3(c)(5) that:

    "(A)  its composition  is such  as to warrant the proposed claims for it;
     (B)  its labeling and  other material required to be submitted comply
          with the requirements of this Act;
     (C)  it will perform  its  intended  function without unreasonable adverse
          effects on the environment; and
     (D)  when used in accordance  with  widespread and commonly recognized
          practice it will  not generally cause unreasonable adverse effects
          on the environment."

In making these findings,  the  Agency reviews a wide range of data which
registrants are required to submit,  and assesses the risks and benefits
associated with the use of the proposed pesticide.  But the established
approach to making these findings  has been found to be defective on two counts:

First, EPA and its predecessor agency,  the United States Department of
Agriculture (USDA), routinely  reviewed  registration applications on a "product
by product" basis, evaluating  each product-specific application somewhat
independently.  In the review  of products containing similar components, there
was little opportunity for retrospective review of the full range of pertinent
data available in Agency files and in the public literature.  Thus the "product
by product" approach was often inefficient and sometimes resulted in
inconsistent or incomplete  regulatory judgments.

Second, over the years, as  a result  of  inevitable and continuing advances in
scientific knowledge, methodology, and  policy, the data base for many
pesticides came to be considered inadequate by current scientific and
regulatory standards.  Given the long history of pesticide regulation in
several agencies, it is even likely  that materials may have been lost from the
data files.  When EPA issued new requirements for registration in 1975 (40 CFR
162) and proposed new guidelines for hazard testing in 1978 (43 FR 29686, July
10, 1978 and 43 FR 37336, August 22,  1978), many products that had already been
registered for years were  being sold  and used without the same assurances of
human and environmental safety as  was being required for new products.  Because

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of this inconsistency, Congress directed EPA to reregister all previously
registered products, so as  to  bring  their registrations and their data bases
into compliance with current requirements.  (See FIFRA Section 3(g)].

Facing the enormous job of  re-reviewing  and calling-in new data for the
approximately 35,000 current registrations, and realizing the inefficiencies of
the "product by product"  approach, the Agency decided that a new, more
effective method of review  was needed.

A new review procedure has  been developed.  Under it, EPA publishes documents
called Registration Standards, each  of which discusses a particular pesticide
active ingredient.  Each  Registration Standard summarizes all the data
available to the Agency on  a particular  active ingredient and its current uses,
and sets forth the Agency's comprehensive position on the conditions and
requirements for registration  of  all existing and future products which contain
that active  ingredient.   These conditions and requirements, all of which must
be met to obtain or retain  full registration or reregistration under Section
3(c)(5) of FIFRA,  include the  submission of needed scientific data which the
Agency does  not now have, compliance with standards of toxicity, composition,
labeling, and packaging,  and satisfaction of the data compensation provisions
of FIFRA Section  3(c)(l)(D).

The £  andard will  also serve as  a tool for product classification.  As part of
the registration of a  pesticide product, EPA may classify each product for
"general use" or  "restricted use" [FIFRA Section 3(d)].  A pesticide is
classified for  "restricted use" when sane special regulatory restriction is
needed to ensure  against unreasonable adverse effects to man or the
environment.  Many such risks of  unreasonable adverse effects can be lessened
if expressly-designed  label precautions are strictly followed.  Thus the
special regulatory restriction for a "restricted use" pesticide is usually a
requirement  that  it  be applied only by,  or under the supervision of, an
applicator who  has been certified by the State or Federal government as being
competent to use  pesticides safely,  responsibly, and in accordance with label
directions.  A  restricted-use pesticide can have other regulatory restrictions
 [40 CFR 162.11(c)(5)]  instead of, or in addition to, the certified applicator
requirement.  These other regulatory restrictions may include such actions as
seasonal or  regional  limitations  on use, or a requirement for the monitoring of
residue levels after  use.  A pesticide classified for "general use," or not
classified at all,  is  available  for use  by any individual who is in compliance
with State or local regulations.   The Registration Standard review compares
information  about  potential adverse  effects of specific uses of the pesticide
with risk criteria listed in 40 CFR 162.11(c), and thereby determines whether a
product needs to be classified for "restricted use."  If the Standard does
classify a pesticide for "restricted use," this determination is stated in the
second chapter.

C.  Requirement to Reregister Under the  Standard

FIFRA Section 3(g), as amended in 1978,  directs EPA to reregister all currently
registered products as' expeditously as possible.  Congress also agreed that
reregistration should  be accomplished by the use of Registration Standards.

Each registrant of a currently registered product to which this Standard
applies, and who wishes to continue  to sell or distribute his product in
commerce, must  apply  for reregistration.  His application must contain proposed
labeling that complies with this  Standard.

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EPA will issue a notice of  intent  to  cancel  the registration of any currently
registered product to which this Standard  applies if the registrant fails to
comply with the procedures  for reregistration set forth in the Guidance Package
which accompanies this Standard.

D.  "Product-Specific" Data and "Generic"  Data

In the course of developing this Standard, EPA has determined the types of data
needed for evaluation of the properties  and  effects of products to which the
Standard applies, in the disciplinary areas  of Product Chemistry, Environmental
Fate, Toxicology, Residue Chemistry,  and Ecological Effects.  These
determinations are based primarily on the  data Guidelines proposed in 1978 (43
FR 29696, July 10, 1978, and 43 FR 37336,  August 22, 1978),  as applied to the
use patterns of the products to which this Standard applies.  Where it appeared
that data frcm a normally applicable  Guidelines requirement  was actually
unnecessary to evaluate these products,  the  Standard indicates that the
requirement has been waived.  Cn the  other hand,  in some cases studies not
required by the Guidelines  may be  needed because of the particular composition
or use pattern of products  the Standard  covers; if so, the Standard explains
the Agency's reasoning.  Data guidelines have not yet been proposed for the
Residue Chemistry discipline, but  the requirements for such  data have been in
effect for some time and are, the  Agency believes, relatively familiar to
registrants.  Data which we have found are needed to evaluate the
registrability of some products covered  by the Standard may  not be needed for
the evaluation of other products,  depending  upon the composition, formulation
type, and intended uses of  the product in  question.  The Standard states which
data requirements apply to  which product categories.  (See the third chapter.)

The various kinds of data normally required  for registration of a pesticide
product can be divided into two basic groups:

    1)   data that are "product specific," i.e.,  data that relate only to
         the properties or  effects of a  product with a particular composition
         (or a group of products with closely similar composition); and

    2)   "generic" data that pertain  to  the  properties or effects of a
         particular ingredient, and thus is  relevant to an evaluation of the
         risks and benefits of all products  containing that  ingredient (or all
         such products having a certain  use  pattern),  regardless of any such
         product's unique composition.

The Agency requires certain "product  specific" data for each product to
characterize the product's  particular composition and physical/chemical
properties (Product Chemistry), and to characterize the product's acute
toxicity (which is a function of its  total composition).  The applicant for
registration or reregistration of  any product,  whether it is a manufacturing-
use or end-use product, and  without regard to its intended use pattern, must
submit or cite enough of this kind of data to allow EPA to evaluate the
product.  For such purposes, "product specific" data on any  product other than
the applicant's is irrelevant, unless the  other product is closely similar in
composition to the applicant's.  (Where  it has been found practicable to group
similar products for purposes of evaluating,  with a single set of tests, all
products in the group, the  Standard so indicates.)  "Product specific" data on

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the efficacy of particular end-use products is also required where the exact
formulation nay affect efficacy  and  where  failure of efficacy could cause
public health problems.

All other data needed to evaluate pesticide products concerns the properties or
effects of a particular ingredient of products (normally a pasticidally active
ingredient, but in sane cases a  pesticidally inactive, or "inert",
ingredient).  Some data in this  "generic"  category are required to evaluate the
properties and effects of all products containing that ingredient [e.g., the
acute LD-50 of the active ingredient in its technical or purer grade; see
proposed 40 CFR 163.81-1(a), 43  FR 37355].

Other "generic" data are required to evaluate all products which both contain a
particular ingredient and are  intended for certain uses (see, e.g., proposed
40 CFR 163.82-1, 43 FR 37363, which  requires subchronic oral testing of the
active ingredient with -respect to certain  use patterns only).  Jfaere a
particular data requirement  is use-pattern dependent, it will apply to each end-
use product which is to be labeled for that use pattern (except where such end-
use product is formulated from a registered manufacturing-use product
permitting such formulations)  and to each  manufacturing-use product with
labeling that allows it to be  used to make end-use products with that use
pattern,  thus, for example, a subchronic  oral dosing study is needed to
evaluate the safety of any manufacturing-use product that legally could be used
to make an end-use, food-crop  pesticide.  But if an end-use product's label
specified it was for use only  in ways that involved no food/feed exposure and
no repeated human exposure,  the  subchronic oral dosing study would not be
required to evaluate the product's safety? and if a manufacturing-use product's
label states that the product  is for use only in making end-use products not
involving food/feed use or repeated  human  exposure, that subchronic oral study
would not be relevant to the evaluation of the manufacturing-use product either.

If a registrant of a currently registered  manufacturing-use or end-use product
wishes to avoid the costs of data compensation [under FIFRA Section 3(c)(l)(D)]
or data generation  [under Section 3(c)(2)(B)] for "generic" data that is
required only with respect to  some use patterns, he may elect to delete those
use patterns from his labeling at the time he reregisters his product.  An
applicant for registration of  a  new  product under this Standard may similarly
request approval for only certain use patterns.

E.  Data Compensation Requirements under FIFRA 3(c)(l)(D)

Under FIFRA Section 3(c)(l)(D),  an applicant for registration, reregistration,
or amended registration must offer to pay  compensation for certain existing
data the Agency has used in  developing the Registration Standard.  The data for
which compensation must be offered are all data which are described by all of
the following criteria:

    1) the data were first submitted to EPA (or to its predecessor agencies,
       USDA or FDA), on or after January 1, 1970?

    2) the data were submitted to EPA (or  USDA or FDA) by some other
       applicant or registrant in support  of an application for an
       experimental use permit,  an amendment adding a new use to a
       registration, or for  reregistration, or to support or maintain an
       existing registration;

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    3) the data are relevant to  the Agency's decision to register or reregister
       the applicant's product under  the Registration Standard, taking into
       account the applicant's product's composition and intended use
       pattern(s);

    4) the data are determined by EPA to be valid and usable in reaching
       regulatory conclusions; and

    5) the data are not those for which  the applicant has been exempted by
       FIFRA Section 3(c)(2)(D)  from  the duty to offer to pay compensation.
       (This exemption applies to the "generic" data concerning the safety
       of an active ingredient of the applicant's product, not to "product
       specific" data.  The exemption is available only to applicants whose
       product is labeled for end-uses for which the active ingredient in
       question is present in the applicant's product because of his use
       of another registered product  containing that active ingredient
       which he purchases from another producer).

An applicant for reregistration  of an already registered product under this
Standard, or for registration of a new product under this Standard, accordingly
must determine which of the data used by EPA in developing the Standard must be
the subject of an offer to pay compensation, and must submit with his
application the appropriate statements evidencing his compliance with FIFPA
Section 3(c)(l)(D).

An applicant would never be required  to  offer to pay for "product specific"
data submitted by another firm!TrTinany, if not in most cases, data which are
specific to another firm's product will  not suffice to allow EPA to evaluate
the applicant's product; that is, will not be useful to the Agency in
determining whether the applicant's product is registrable.  There may be
cases, however, where because of close similarities between the composition of
two or more products, another firm's  data may suffice to allow EPA to evaluate
some or all of the "product specific" aspects of the applicant's product.  In
such a case, the applicant may choose to cite that data instead of submitting
data from tests on his own product, and  if he chooses that option, he would
have to comply with the Section  3(C)(1)(D) requirements with respect to each
item of "generic" data that relates to his product's intended uses.

Each applicant for registration  or reregistration of a manufacturing-use
product, and each applicant for  registration or reregistration of an end-use
product, who is not exempted by  FIFRA Section 3(c)(2)(D), must comply with the
Section 3(c)(l)(D) requirements  with  respect to each item of "generic" data
that relates to his product's intended uses.

A detailed description of the procedures an applicant must follow in applying
for reregistration  (or new registration) under this Standard is found in the
Guidance Package for this Standard.

F.  Obtaining Data to Fill "Data Gaps";  FIFRA 3(c)(2)(B)

Some of the kinds of .data EPA needs for  its evaluation of the properties and
effects of products to which this Standard applies have never been submitted to
the Agency (or, if submitted, have been  found to have deficiencies rendering
them inadequate for making registration  decisions) and have not been located in

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the published literature search  that EPA conducted as part of preparing this
Standard.  Such instances of missing but required data are referred to in the
Standard as "data gaps."

FIFRA Section 3(c)(2)(B), added  to FIFRA by the Congress in 1978, authorizes
EPA to require registrants  to whan a data requirement applies to generate (or
otherwise produce) data to  fill  such  "gaps" and submit those data to EPA.  EPA
must allow a reasonably sufficient period for this to be accomplished.  If a
registrant fails to  take appropriate and timely steps to fill the data gaps
identified by a Section 3(c)(2)(B) order, his product's registration may be
suspended until the  data are submitted.   A mechanism is provided whereby two or
more registrants may agree  to share in  the costs of producing data for which
they are both responsible.

The Standard lists,  in the  third chapter, the "generic" data gaps and notes the
classes of products  to which these data gaps pertain.  The Standard also points
out that to be registrable  under the  Standard, a product must be supported by
certain required "product specific11 data.  In some cases, the Agency may
possess sufficient  "product specific" data on one currently registered product,
but may lack such data on another. Only those Standards which apply to ' ^-ery
small number of currently registered  products will attempt to state           .
definitively the "product specific" data gaps on a "product-by-product" basis.
(Although the Standard will in  some cases note which data that EPA does possess
would suffice to satisfy certain "product specific" data requirements for a
category of products with closely similar composition characteristics.)

As part of the process of reregistering currently registered products, EPA will
issue Section 3(c)(2)(B) directives requiring the registrants to take
appropriate steps to fill all identified data gaps — whether the data in
question are "product specific"  or "generic" — in accordance with a schedule.

Persons who wish to  obtain  registrations for new products under this Standard
will be required to  submit  (or  cite)  sufficient "product specific" data before
their applications are approved.  Upon  registration, they will be required
under Section 3(c)(2)(B) to take appropriate steps to submit data needed to
fill "generic" data  gaps.   (We  expect they will respond to this requirement by
entering into cost-sharing  agreements with other registrants who previously
have been told they  must furnish the  data.)  The Guidance Package for this
Standard details the steps  that must  be taken by registrants to comply with
Section 3(c)(2)(B).

In addition, FIFRA Section  6(a)(2) requires the registrant to submit factual
information raising  concerns of  possible unreasonable adverse effects of a
pesticide.  The registrant  should notify the Agency of interim results of
studies in progess if those results show possible adverse effects.

G.  Amendments to the Standard

Applications for registration which propose uses or formulations that are not
presently covered by the Standard, or which present product compositions,
product chemistry data, hazard  data,  toxicity levels, or labeling that do not
meet the requirements of the Standard,  will automatically be considered by the
Agency to be requests for amendments  to the Standard.  In response to such
applications, the Agency may request  additional data to support the proposed
amendment to the Standard,  or may deny  the application for registration on the
grounds that the proposed product would cause unreasonable adverse effects to

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the environment.   In  the  former  case,  when additional data have been
satisfactorily supplied,  and  providing that the data do not indicate the
potential for unreasonable adverse  effects, the Agency will then amend the
Standard to cover  the new registration.

Each Registration  Standard is based upon all data and information available to
the Agency's reviewers on a particular date prior to the publication date.
This "cut-off" date is stated at the beginning of the second chapter.  Any
subsequent data submissions and  any approved amendments will be incorporated
into the Registration Standard by means  of addenda, which are available for
inspection at EPA  in  Washington,  D.C., or copies of which may be requested from
the Agency.  When  all the present "data  gaps" have been filled and the
submitted data have been  reviewed,  the Agency will revise the Registration
Standard.  Thereafter, when the  Agency determines that the internally
maintained addenda have significantly  altered the conditions for registration
under the Standard, the document will  be updated and reissued for publication.

While the Registration Standard  discusses only the uses and hazards of products
containing the designated active ingredient(s), the Agency is also concerned
with the potential hazards of some  inert ingredients and impurities.
Independent of the development of any  one Standard, the Agency has initiated
the evaluation of  some inert  pesticide ingredients.  Where the Agency has
identified inert ingredients  of  concern  in a specific product to which the
Standard applies,  these ingredients will be pointed out in the Guidance Package.

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II.  Regulatory Position

A.  Introduction

This chapter presents  the  Agency's regulatory position and rationale based on
an evaluation of all registered products containing naphthalene as the sole
active ingredient with the same use patterns described in this Standard.  After
briefly describing  the chemical, this chapter presents the regulatory position
and rationale, the  criteria by which applications for registration of
naphthalene products will  be approved and the labeling considerations.  A
summary of the data requirements is contained in Chapter III.  Discussions of
the data upon which this regulatory position is based are presented in each of
the disciplinary chapters, Chapters IV through IX.

B.  Description of  Chemical

Naphthalene is a crystalline solid which is packaged as balls, flakes or
pellets.  Because naphthalene is used to repel certain public hea.lth pests
(bats), proof of  its efficacy is a registration requirement (44 FR 27932:  May
11, 1979), and is discussed in Chapter IX of this standard.

The accepted chemical  name for this compound is naphthalene.  The Chemical
Abstracts Registry  (CAS) number 91-20-3 and the EPA Shaughnessy number is
055801.  The chemical  formula is C10"8-

C.  Regulatory Position

Naphthalene, as described  in this Standard, may be registered for sale,
distribution, reformulation and use in the United States.  The Agency has
considered the limited amount of scientific data obtained from the open
literature as of June  1981, and the data submitted to the Agency by the
registrants through the time of publication of this Standard.  Based on review
of these limited data, the Agency finds that none of the risk criteria found in
Section 162.11(a) of Title 40 of the U.S. Code of Federal Regulations (CFR)
was met or exceeded for naphthalene and that naphthalene does not appear to
cause unreasonable  adverse effects when applied in accordance with proper
label directions and precautions.  Naphthalene products currently registered
may be reregistered subject to the conditions imposed for data requirements.
New products may be registered under this Standard and are subject to the same
requirements.  Rsvised label requirements will be addressed in the Guidance
Package which accompanies  this Standard and in Chapter II.E of this standard
(see 40 CFR 162.10  for a detailed description of standard labeling
requirements).

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D.  Regulatory Rationale

A review of the available data  regarding the manufacturing-use and end-use
products of naphthalene shows that much  information that could be used to
support registration .and reregistration  is not available.  No data were
available to assess possible acute or  subchronic dermal and/or inhalation
effects, primary eye and/or dermal  irritation, primary dermal sensitization,
teratogenic, reproductive, mutagenic,  or onccgenic effects, of naphthalene,
and no data were available to determine  the ecological effects or the
environmental fate of naphthalene.

Hie Agency has the prerogative  to not  only request information to satisfy the
data Guidelines proposed in 1978 and 1980,  but also to require additional
testing under 3(c)(2)(B) of FIFRA).  These additional tests may be requested by
the Agency if it believes that  particular concerns regarding the health or
environmental effects of a pesticide must be evaluated.  In some cases, this
additional testing may be deferred pending the Agency's development of specific
test protocols or the completion of other related tests (e.g., tiered testing).

It is the policy of the Agency  not to  request automatically guideline
information simply because a particular  guideline exists.  Each element of the
guideline is considered individually with regard to the pesticide's uses,
exposure and risk.  If the Agency concludes that specific elements of the data
guidelines are required to prepare a comprehensive Registration Standard, the
data will be requested.

Although the data base for naphthalene is incomplete, the Agency has concluded
that it should continue registration for this product for the following reasons:

1)  No significant adverse effects have  been uncovered in the review of studies
    pertinent to naphthalene when used in accordance with current label
    instructions.  These studies include some which meet guideline data
    requirements and some which, while failing to meet guideline requirements,
    provide a level of qualitative information.   As a result of examining these
    studies, the Agency has concluded  that  there is no immediate cause for
    regulatory concern.

2)  The Pesticide Incident Monitoring  System's (PIMS) report #155 of February,
    1979,reports 191 accidents  involving naphthalene.  One hundred and sixty-
    four of these incidents involved human  exposure to naphthalene as a single
    active ingredient.  Forty-nine percent  of the accidents resulted from
    ingestion or suspected ihgestion.  In fewer  than 1% of the cases, the
    exposure was reported to be via inhalation.   In the remaining
    (approximately 50%) of the  incidents,  the route of exposure was
    unspecified.  Ninety-four percent  of the 164 incidents were accidents which
    involved children under five years of age.   Case histories reported in the
    literature also report 48% of the  exposures  to naphthalene were through
    ingestion  with the other half being through dermal or inhalation routes
* The amount of naphthalene ingested ranged from a  small portion of one moth
ball to ingestion of one or more moth balls.

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    via clothing or blankets.   In  these incidents the human health effects
    range from death or  henolytic  anemia to no reported effects.  Kbwever, the
    incidents where death occured  resulted from misuses of the pesticide.  If
    naphthalene is used  in  accordance with the labeling statements described in
    Chapter II.E of this standard,  risk to the general population from
    naphthalene is considered  to be minimal.

3)  The chemical is judged  by  EPA  to be efficacious in repelling bats from
    attics and wall spaces.

4)  In accordance with FIFRA,  the  Agency's policy is not to cancel routinely
    the registration of  products or to withhold registration merely for the
    lack of data  (see Sections 3(c)(2)(B) and 3(c)(7) of FIFRA).  Rather, the
    publication of this  Standard provides a mechanism for identifying data
    needs, and registration of naphthalene under this Standard allows for the
    upgrading of labels  during the period in which the required data are being
    generated.  When these  data are received, they will be reviewed by the
    Agency and the registerability of the chemical will be reassessed.

E.  Criteria for Registration  Under the Standard

To be subject to this Standard, naphthalene products must meet the following
conditions:

         contain naphthalene as the sole active ingredient and have the same
         use patterns described in this Standard;

         bear required labeling; and

         conform to the  acute  toxicity limits, product composition, and use
         pattern requirements  stated below.

The applicant for registration or  reregistration of naphthalene products
subject to this Standard must  comply with all terms and conditions described in
this Standard, including a  commitment to fill data gaps on a time schedule
specified by the Agency  as  indicated in Chapter III and, when applicable, offer
to pay compensation to the  extent  required by Sections 3(c)(l)(D) and 3(c)(D)
of the Federal Insecticide, Fungicide and Rodenticide Act (FIFRA), as amended,
7 U.S.C. 136(c)(l)(D) and 136(c) (2) (D).  As discussed in Chapter I and in the
Guidance Package, applicants for registration of naphthalene products under
this Standard must contact  the Agency for specific instructions, including
updated information on data requirements, and companies whose data must be
cited and to whom compensation must be offered.

1.  Manufacturing-Use Naphthalene

a.   Acceptable Ranges and  Limits

    i.   Product Composition Standard

Tb be covered under this Standard,  manufacturing-use naphthalene product must
conform to the requirements stated  below:

    Active Ingredient:   Any percentage acceptable.
                                        10

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    ii.  Acute Toxicity Limits

The Agency will consider  registration of manufacturing-use naphthalene
products in the following toxicity categories indicated by a "yes":

                                     I      II     III    IV

    Acute oral toxicity              Yes    Yes    Yes    Yes

    Acute dermal toxicity           Yes    Yes    Yes    Yes

    Acute inhalation                 Yes    Yes    Yes    Yes
      toxicity

    Primary eye                      Yes    Yes    Yes    Yes
      irritation

    Primary dermal                   Yes    Yes    Yes    Yes

    iii.  Use Patterns

Tto be covered under this  Standard, manufacturing-use naphthalene products must
be labeled to allow for formulation into end-use insecticides and repellents
which are intended only for  the  following uses:

     1) domestic outdoor  nonfood (bulb protection);

     2) domestic outdoor  nonfood (rabbit repellent).

     3) domestic indoor nonfood  (fumigation);

     4) non-domestic indoor  (museum specimens);

     5) domestic indoor nonfood  (bat,  bird and rodent repellent)

    iv.  Required labeling

All manufacturing-use naphthalene  products must  bear appropriate labeling as
specified in 40 CFR 162.10.  The Agency may,  after review of data to be
submitted under this Standard, impose additional label requirements.

 Use Pattern Statements

All technical and manufacturing-use naphthalene  products must list on the label
the intended end-uses of  formulated products  produced from the manufacturing-
use products.  In accordance with  data to be  submitted or cited, all
naphthalene product labels must  bear one or a combination of the following
statements:

1)  "For Formulation Into Ehd-Use  Fumigant Products Intended Only as a Fumigant
    for Protection of Ornamental Bulbs (nonfood) During Storage and at Time of
    Planting";

2)  "For Formulation Into Bx3 Use  Repellent Products for Control of Rabbits".
                                        11

-------
3)  "For Formulation Into End-Use  Indoor Nonfood Fumigant Products Intended for
    Control of Clothes Moths and Carpet  beetles";

4)  "For Formulation Into End-Use  Fumigant Products Intended for Fumigation of
    Museum Specimens";

5)  "For Formulation Into End-Use  Repellent Products for Control of Bats, Birds
    and other Rodents"

Ecological Effects Statements

The following statement must appear  on the label of the manufacturing-use
products of naphthalene:

    "Do not discharge "directly into  lakes, streams, ponds or public waters
    unless in accordance with  NPDES  permit.  For guidance contact your Regional
    Office of the Environmental Protection Agency."

2.  End-Use Naphthalene

    a.   Acceptable Ranges  and Limits

    i.   Product Composition Standard

To be covered under this Standard  naphthalene products must conform to the
requirements stated below:

    Active ingredient:  Any percentage acceptable.

    Inert ingredient:  There are no  restrictions on inert
                       ingredients when  used for nonfood
                       purposes.

     ii.  Acute Toxicity Limits

The Agency will consider registration of naphthalene products in the following
toxicity categories indicated  by a "yes":

The Agency will consider registration of products in toxicity categories I and
II when all of the acute toxicity  data and other required data appropriate for
an amended registration are satisfied.   Until the acute data are submitted to
the Agency, PIMS data will  be  used to support warning and use label
statements.  After receipt  and review of the requested data, the Agency may
require other appropriate data (e.g., exposure studies, impose additional
labeling restrictions, special packaging or deny registration).
                                      12

-------
                                          II
                                                   III
          IV
yes
yes
yes
yes
yes
yes
yes
yes
yes
yes
yes
yes
                               yes
                               yes
                                         yes
                                         yes
yes
yes
yes
yes
Acute oral toxicity*

Acute eternal toxicity**

Acute inhalation**
 toxicity

Primary eye**
 irritation

Primary dermal**
 irritation

    iii.  Use Patterns

To be registered under this Standard, naphthalene products must  he  labeled as
an insecticide, fumiqant or repellent for one or more  of  the  following nonfood
uses:   indoor fumigants, museum specimens,  bulb protection, rabbits,  and,  birds
bats and tree squirrels.

    iv.  Required Labeling

All naphthalene products must  bear appropriate  labeling as specified  in 40
CFR 16.1.10.  The Agency may, after review of data  ho be submitted under this
Standard,  require additional label requirements.

 Ecological  Effects Statements

The following statement must appear on  all  naphthalene products  used  as
repellents and  for  outdoor  domestic uses of naphthalene products under the
heading "Environmental Hazards":

    "Do not  contaminate water  by  cleaning of equipment or disposal  of wastes".

 Efficacy Statements

To include statements on  naphthalene repellent (birds, bats,  and tree squirrels
product labels  relating  to how rapidly the  pesticide acts after its application
or relating  to the  duration of its effectiveness,  the registrant will be
 required to  submit  data  supporting those claims.   Tf claims of rapid
manifestation of efficacy and duration of effectiveness are not included on, or
 are removed  from the labels,  then no data will be required (see Table TII.C-3
 in Chapter III  of this  Standard).
*  If the acute oral
                       cn
                          for naphthalene is determined to be 1.5 gAg or
less, special packaging may be required.

** If data for naphthalene indicates a toxicity category of I or II,  special
packaging may be required.
                                         13

-------
Usage Statements

The following statements must  appear en  all naphthalene household  fumiqmt
products under "Directions for Use"

"Items to be stored should be  placed in  air-tight  containers  such  as  garment
bags, trunks, or chests."

"Keep storage space tightly  closed."

 Precautionary Statements

The following statement must appear on  all naphthalene household  fumiqant
products under the heading "Hazard to Humans  and Domestic Animals"-

     Caution May be fatal  if swallownd.

     Keep out of the  reach of  children.

     Avoid  breathing  vapors.

     When removing  articles  from storage,  clean  and air  thorouqhly before using.

The following statements must  appear on  all naphthalene  outdoor repellent and
bulb fumigant products under "Directions for  Use":

"Do not  use in or around vegetable gardens or food crops."

F.  Tolerance Reassessment

The current uses of naphthalene  are not subject  to a tolerance required under
the provisions of the Federal  Food. Drug,  and Cosmetic Act.  Therefore, no
tolerance reassessment is necessary for this  Standard.
                                         14

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III.  Summary of Data Requirements and Data Gaps

Applicants for registration of naphthalene products must cite or  suomit the
information identified as required in the tables  in this chapter.  The tables
applicable to end-use products indicate whether the product to  be  tested is the
technical grade or the formulation.  Data generated on one formulation may be
used to satisfy the data requirement for a substantially similar  formulation
based on the chemical composition as indicated by the Confidential Statement of
Formula (CSF).  Information on which product-specific data requirements are
already met is available in the Guidance Package.
                                                                     *
Preceediijg each requirement, with the exception of Residue Chemistry  and
Efficacy , is listed the Proposed Guideline which describes the data
to be submitted.  The tables also list when tho data are required  to be
submitted.  Justification for why the test is required is provided in the
Guidelines (see 43 FR 29696 of July 10, 1978; 43  FR 37336 of August  22, 1978;
and 45 FR 72948 of November 3, 1980).  A discussion of why data additional to
that already submitted are necessary, or why data normally required  are not
necessary for this chemical, is given in 'footnotes to the tables.  The
specified data requirements are the minimum that  will be required.   Areas where
additional data may be required as the result of  tiered testing are  indicated
(see tables for Toxicology, Residue Chemistry, Environmental Fato  and
Ecological Effects in this Chapter).

Bibliographic citations in the following tables indicate that the listed study
accomplishes ono of tho following:

    1)   provides all the information required by the guideline requirement;

    2)   provides partial information required by tho guideline requirement;

    3)   provides specific information that is elaborated on by an accompanying
         footnote; and

    4)   a  (-) is used to indicate guideline information which  is not required
         because there is no guideline established or because this specific
         standard does not require the information.
 *  There  are  currently  no Proposed .Guidelines  for Efficacy.   Refer to Chapter
 I.D  for discussion on tho data  requirements  for Rosidue Chomistry.
                                        15

-------
Bibliographic citations noted  in Chapters  IV through  IX which  are  not  listed  in
this Chapter are provided as reference and background material to  the  reader;
they do not relate directly to or  satisfy  the guideline requirements.

The word  "yes" under the heading "Does EPA have data  to partially  or totally
satisfy this requirement?" means that the  requirement has been satisfied,
unless otherwise noted.

Table A,  Generic Data  Requirements,  includes those data that pertain to the
properties or effects  of technical naphthalene  as an  active ingredient.  Thus,
these data are relevant to an  evaluation of  the risks of  all products
containing naphthalene.  Providing data  to fill indicated gaps in  the  data base
is the primary responsibility  of the registrant(s) of manufacturing-use
naphthalene.  Registrants  of end-use products which are not exempted by FIFRA
Section 3(c)(2)(D) are also responsible  for  the submission of  these data.

However,  applicants  for  the registration of  end-use products containing
naphthalene  are  advised  that  if the  Agency does not receive commitments, within
the  specified time  as  indicated in the  tables,  from manufacturing-use
naphthalene  registrant(s)  to fill  data  gaps  identified  for the manufacturing-
use  product  (Table  A), manufacturing-use product registrations will be
suspended.   Formulators  must then bear the burden of  supplying these data  if
continued registration of their product is desired.

Applicants for the registration or reregistration of  manufacturing-use
naphthalene  products must acknowledge reliance on existing data which  fill
indicated data  requirements under FIFRA Section 3(c)(l)(D). These data are
 listed under the column  "Bibliographic Citation" in this table.

Table B,  Product-Specific Data Requirements for Manufacturing-Use Products,
 include those data that  relate only to the properties or effects of a  product
with a specific composition (or substantially similar composition).  Thus,
these data are required of each product (or substantially similar product) to
characterize the product's particular composition and physical/chemical
properties,  and to characterize the product's acute toxicity.
                                     16

-------
Product composition data, physical/chemical properties and acute  toxicity are
required for each manufacturing-use product.  Providing data to fulfill  these
requirements is the responsibility of each applicant for the registration or
reregistration of a manufacturing-use naphthalene product.  If the Agency has
data which fulfills this requirement for a particular product(s), then this  is
indicated in the table and in the Guidance Package accompanying this Standard.

Product-specific data need not be acknowledged under FIFRA Section 3(c)(l)(D)
unless the Agency has established that one product is substantially similar  to
another product for which the Agency has received acceptable data.

Table C, Product-Specific Data Requirements for End-Use Products, include  those
data that relate only to the properties or effects of a product with a specific
composition (or substantially similar composition).  Thus, these data are
required of each end use product (or substantially similar product) to
characterize the product's particular composition and physical/chemical
properties, and to characterize the product's acute toxicity.

Product composition data, physical/chemical properties and acute toxicity  data
are required for each end-use product. Providing data to fulfill these
requirements is the responsibility of each applicant for the registration  or
reregistration of a manufacturing-use naphthalene product.  If the Agency  has
data which fulfills this requirement for a particular product(s), then this  is
indicated in the table and in the Guidance Package accompanying this Standard.

Product-specific data need not be acknowledged under FIFRA Section 3(c)(l)(D)
unless the Agency or a registrant has established that one product is
substantially similar to another product for which the Agency has received
acceptable data.
                                      17

-------
Table III.A-1  Generic Data Requirements  for  Naphthalene,  Product Chemistry =*- (see Chapter IV)
Guideline
Citation
163.61-7

163.61-8(1)

163.61-8(2)

163.61-8(3)

163.61-8(4)

163.61-8(5)
Name of Test
Product Analytical
Methods and Data
Galor

Odor

Melting Point

Solubility

Stability
Are Data Required Composition
for this Standard?
Yes Technical
Grade 2^
Yes Technical
Grade^
Yes Technical
Grade^/
Yes Technical
Grade^
Yes Technical
Grade^
Yes Technical
Grade 2/
Does EPA Have Data Bibliographic
To Partially Or Citation
•totally Satisfy (MRIDf )
This Requirement?
No

Yes 3^

Yes 3^

Yes 3^

Yes 3£

Yes *l_
Must Additional Data
be Submitted Under
FIPRA 3(c)2(B)7 If SO,
months allowed for
submission from published
date of standard.
Yes, 12 months

No

No

No

No

No
October, 1981
                                                         18

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                    Table III.A-1  Generic Data Requirements for Naphthalene, Product Chemistry ^- (See Chapter IV)  (Cont'd)
Guideline
Citation
163.61-8(7)

163.61-8(8)

163.61-8(9)
163.61-8(10)

Name of Test Are Data Required
for this Standard?
Physical Yes
State
Density or Yes
Specific
Gravity
Boiling Point Yes
Vapor Yes
Pressure
Composition
Technical
Grade 2£
Technical
Grade 2£
Technical
Technical
Grade y_
Does EPA Have Data
To Partially Cr
Totally Satisfy
This Requirement?
Yesl£

Yes *l_

Yes 3/
Yes 3£

Bibliographic
Citation
(MRIDt )
-

00004900

00004900
_

                                                                                                                                Must Additional Data
                                                                                                                                be Submitted Under
                                                                                                                                FIFRA 3(C)2(B)7 If so,
                                                                                                                                months allowed for
                                                                                                                                submission from published
                                                                                                                                date of standard.	

                                                                                                                                         No
                                                                                                                                         No
                                                                                                                                         No
                                                                                                                                         No
U.
                                                                                                       (SctoEer, T9~8l

Based on data for technical naphthalene at 99.9% purity or more.  Registrants of  technical  naphthalene with purity of less than 99.9% must
submit all data in Table A.  All registrants and all applicants for registration  or reregistration must submit their
supplier's specification sheet for naphthalene.

Nominally 100%, refined grade.  Crude grades of naphthalene  (< 99.9%) require supplier's specifications.

Pesticide Manual of the British Crop Protection Council (1974) and/or the Merck Index,  9th  ed.  (1976)
                                                                             19

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                     Table III. A-2.   Generic Data Requirements for Naphthalene, Environmental Fate  (see Chapter V)
Guideline
Citation
  Name of Test
163.62-7(b)   Hydrolysis
163.62-8(b)
Aerobic Soil
Metabolism
163.62-8(£)   Miorobial Metabolism:

              (2) Effects of Microbes
                  on Pesticides

              (3) Effects of Pesticide
                  on Microbes

163.62-8(g)   Activated Sludge
              Metabolism
Are Data Required
for this Standard?
Composition
                    Technical or
                    Radiolabeled
                    Analytical Grade
                                Reserved^


                                Reserved-2^-^


                                Reserved^
Does EPA Have Data
Ob Partially Cc
•totally Satisfy
this Requirement?
Bibliographic
Citation
(MRIDf   )
                      No
Must Additional Data
be Submitted Under
FIFRA 3(C)2(B)7 If SO,
months allowed for
submission from published
date of standard.
                                           Yes, 48 months
                                                                                                              October, 1981
                                                                            20

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                     Toddle III. A-2.   Generic Data Requirements  for Napthalene, Environmental Fate  (see Chapter V)   (Cont'd)


Guideline       Hame of Test               Are~Data Required         CoSpoeition      Does EPA~Have  Data     BibliographicMusr~AdHiFionar~Dati
Citation                                   for this Standard?                         Do Partially Or        Citation          be  Submitted Under
                                                                                      Totally Satisfy         (MRIDf    )         FIFRA 3(c)2(B)? If so,
                                                                                      This Requirement?                        months allowed for
                                                                                                                                submission from published
	f	date of standard.

163.62-9(d)     Adsorption/                   reserved
                Desorption

163.62-10(b)    Terrestrial
                Field Dissipation:
                (4) Domestic outdoor,         reserved
                parks, ornamental
                and turf uses
                                                                                                               October,  1981
                                                                             21

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                     Table III. A-2    Generic Data Requirements for Naphthalene, Environmental  Fate  (see Chapter V)   (Cont'd)
Guideline
Citation
163.62-13
Name of Test
Storage and
Disposal
Are Data Required
for this Standard?
Reserved ^
Composition Does EPA Have Data
Ho Partially Or
•totally Satisfy
This Requirement?
-
Bibliographic
Citation
(HRID* )
—
Must Additional Data
be Submitted Under
FIFRA 3(c)2(B)? If so,
months allowed for
submission from published
date of standard.

=£-  Significant hydrolysis is not expected under guideline test conditions.



2/
—  The data are needed to support the outdoor domestic use.




—  The requirement for the submission of these data  is currently being reserved pending the Agency's review and modification

    of the testing protocols.



4/
—  The requirement for the submission of these data  is currently being reserved pending the results and review of the

    aerobic soil metabolismm testing.




—  Specific data requirements and testing protocols  needed to generate these data are being developed.
                                                                            22

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Table III. A-3    Generic Data Requirements for Naphthalene, Toxicology (see Chapter VI)
Guideline
Citation
163.81-1
163.81-2
163.81-3
163.81-4
163.81-5
163.81-6
163.82-3
163.82-4
163.83-1
Name of Test
Acute Oral Toxicity
Acute Dermal Toxicity
Acute Inhalation Toxicity
Primary Eye
Irritation
Primary Dermal
Irritation
Dermal
Sensitization
Subchronic 90-Day Dermal
Toxicity
Subchronic Inhalation
Toxicity
Chronic Feeding
Are Data
for this
Yes
Yes
Yes
Yes
Yes
Yes
Yes
Yes
Yes
Required Composition
Standard?
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Does EPA Have Data Bibliographic
To Partially Or Citation
Totally Satisfy (MRIDt )
This Requirement?
No
No
No
No
No
No
No
No
No
Wast
be Si
FIFRI
montl
subm:
date









                                                                                                          Wast Additional Data
                                                                                                          be Submitted Under
                                                                                                          FIFRA 3(c)2(B)7 If so,
                                                                                                          months allowed foe
                                                                                                          submission from published
                                                                                                                Yes, 12 months
                                                                                                                               IL
                                                                                                                Yes, 12 months


                                                                                                                Yes, 12 months


                                                                                                                Yes, 12 months


                                                                                                                Yes, 12 months


                                                                                                                Yes, 12 mmonths


                                                                                                                Yes, 24 months


                                                                                                                Reserved -^
                                                                                          October, 1981
                                                       23

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                     •Cable III. A-3   Generic Data Requirements  for  Naphthalene, Toxicology (see Chapter VI)  (Cont'd),
Guideline
Citation
163.83-2
163.83-3
163.83-3
163.84-2,3,4
163.85-1
Name of Test
Oncogenicity
Teratogenicity
Reproduction
Mutagenicity
Metabolism
Are Data Required
for this Standard?
Yes
Ye
Reserved -L-
Yes
Yes
Composition
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Technical
Grade
Does EPA 'Have Data
To Partially Or
Totally Satisfy
This Requirement?
No
No
No
No
Yes
Bibliographic Must Additional Data
Citation be Submitted Under
(MRIDf ) FIFRA 3(c)2(B)7 If SO,
months allowed for
submission from published
date of standard.
».*
Yes, 24 months
Reserved -/
Yes^
05020080 No
-*-
                                                                                                             October,  1981

Acute oral toxicity data are being generated by the National Cancer Institute.  Vtien  these data have  been reviewed and
found acceptable, this data requirement may be waived.

The need for this data requirement will be assessed when acute  inhalation toxicity data  are available.

Naphthalene is currently undergoing chronic onoogenicity and mutagenicity testing by  the National Toxicology Program,
(NTP).  The EPA and the NTP are coordinating their efforts bo ensure  that guideline requirements will be satisfied as
a result of these tests.  However, if data requirements are not satisfied, the registrants will be required  to submit
additional data.

The reproductive studies are reserved pending the completion of the National Toxicology  Program Testing. Upon
oonpletion of the National Toxicology Program testing, the Agency will reevaluate the need for  reproductive  studies on
naphthalene (see rationale in Chapter VI.D).

-------
                     Table III. A-4   Generic Data Requirements for Naphthalene, Ecological Effects (see Chapter VIII)
Guideline
Citation
163.71-1
163.71-2
163.72-1
163.72-2
Name of Test
Avian Single
Dose Oral U)-.
Avian Dietary
Fish Acute UgQ
Acute Toxicity to
Aquatic Invertebrates
Are Data Required Composition
for this Standard?
Yes Technical
Grade
z£- Technical
Grade
=*- Technical
Grade
Yes Technical
Grade
Does EPA Have Data
To Partially Or
Totally Satisfy
This Requirement?
No
No
NO
No
Bibliographic Must Additional Data
Citation be Submitted Under
(MRIDf ) F1FRA 3(c)2(B)7 If so,
months allowed for
submission from published
date of standard.
- Yes, 24 months
Yes, 24 months
Yes, 24 months
Yes, 24 months
                                                                                                     October, 1981
 -  Given the extremely snail naphthalene exposure to fish and wildlife, upland game species IC^ study is waived.  One !£-- study will be
    required however on a mallard duck.

=L  Given the extremely small naphthalene exposure to fish and wildlife, the bluegill trout 96 hour UC^ study is waived.
    Che LC-Q study will be required however on a coldwater fish species (rainbow trout).
                                                                            25

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Table III.B-1
Product-specific Requirements foe Manufacturing-Use Products, Product Chemistry =*- (see Chapter IV).-
Guideline
Citation
163.61-3
163.61-4
163.61-5
163.61-6
163.61-7
Name of Test
Product Identity
and Disclosure
of Ingredients
Description of
Manufacturing
Process
Discussion on
Formation of
unintentional
Ingredients
Declaration and
Certification
of Ingredient
Limits
Product Analytical
Methods and Data
Are Data Required Composition
for this Standard?
Yes Each
Manufacturing-
Use Product
Yes Each
Manuf actur ing-
Use Product
Yes Each
Manufacturing-
Use Product
Yes Each
Manufacturing-
Use Product
Yes -t- Each
Manufacturing-
Use Product
Does EPA Have Data
To Partially Qc
Totally Satisfy
This Requirement?
Yes^
Yes^
Partial^
No
No
Bibliographic Must Additional Data
Citation be Submitted Under
(MRIDt ) FIFRA 3(c)2(B)7 If SO.
months allowed for
submission from published
date of standard.
No
005010379 No
050008684
Yes, 12 months
Yes, 8 months
Yes, 12 months
                                                                                                             October,  1981
                                                                        26

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Table III.B-1  Product-Specific Requirements for Manufacturing-Use Products, Product Chemistry =*- (see Chapter IV)  (Cont'd)
Guideline
Citation
163.61-8(7)
163.61-8(8)
163.61-8(12)
Name of Test
Physical
State
Density or
Specific
Gravity
Storage
Stability
Are Data Rec
for this Stc
Yes
Yes
Yes
                                                 Composition
163.61-8(13)    Flammability
163.61-8(14)    Oxidizing/
                Reducing
                Action	
                           Yes
                           Yes
Each
Manufacturing-
Use Product

Each
Manufacturing-
Use Product

Each
Manufacturing-
Use Product

Each
Manufacturing-
Use Product

Each
Manufacturing-
Use Product
                                                                                      Does EPA Have Data
                                                                                      To Partially Or
                                                                                      Totally Satisfy
                                                                                      This Requirement?
                                                                                                             Bibliographic
                                                                                                             Citation
                                                                                                             (MRIDt    )
                                                                        No
                                                                                            No
Must Additional Data
be Submitted Under
FIFRA 3(c)2(B)7 If so,
months allowed for
submission from published
date of standard.	

    No
                                                                                                               NO
                                                                                           October," 195T
                                                         27

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                    Table  III.B-1   Product-Specific Requirements for  Manufacturing-Use Products, Product Chemistry ^ (see Chapter IV) (Cont'd)
Guideline
Citation


164.61-8(15)


163.61-8(18)


Name of Test



Explosiveness


Corrosion
Characteristics

Are Data Required
for this Standard?


Yes


Yes


Composition



Each
Manufacturing-
Use Product
Each
Manufacturing-
Use Product
Does EPA Have Data
To Partially Cr
Totally Satisfy
This Requirement?
No


No


Bibliographic
Citation
(MRIDt )

_


_


                                                                                                                                Must Additional Data
                                                                                                                                be Submitted Under
                                                                                                                                FIFRA 3(C)2(B)7 If so,
                                                                                                                                months allowed for
                                                                                                                                submission from published
                                                                                                                                date of standard.
                                                                                                        October,  1981"

-£-  Registrants of new manufacturing use products are not required  to submit data if the new product is identical or
    substantially similar to currently registered manufacturing  use products.

-£•  The Agency has information  to  fulfill this requirement for currently registered  manufacturing-use products;  EPA Reg.  No.
    1475-20 and EPA Reg. No. 9121-3  (information  was provided in. the Confidential Statement of Formula (CSF)].

-*-  This data requirement is fulfilled for  currently registered  manufacturing-use products, EPA Reg. No.  1475-20 and EPA
    Reg. No. 9121-3.

-£•  For manufacturing use products which contain  99.0% or more naphthalene,  this data requirement is considererd
    to be satisfied (manufacturing use products with 99%  active  ingredient are  considered substantially similar  to 99.9%
    active ingredient naphthalene) All applicants for registration  or reregistration are required to submit their supplier's
    specification sheet for naphthalene.

-*-  The information required on the technical and manufacturing  use products need only be submitted for
    one product where they are  identical.

-^  The Agency has information  for manufacturing  use products containing, at a  minimum,  99.9% naphthalene;  manufacturing  use
    products with 99.0% active  ingredient are considered  substantially similar  to 99.9%  active ingredient naphthalene.

-*-  Merck Index, 9th edition (1976).  Because the manufacturing  use naphthalene proucts  contain 99.0% or  more naphthalene,
    these data requirements are waived as the information is available in the open literature (See Chapter  IV.E).

-*-  Based upon the physical-chemical characteristics of naphthalene, this requirement is being waived for 99.0%  or greater
    active Ingredient in naphthalene.


                                                                             28

-------
                   Table III B-2    Product-Specific Requirements for Manufacturing-Use Products, Toxicology -*- (see Chapter VI)
Guideline
Citation
163.81-1
163.81-2
163.81-3
163.81-4
163.81-5
163.81-6


Name of Test Are Data Required Composition Does EPA Have Data Bibliographic Must Additional Data
for this Standard? To Partially Or Citation be Submitted Under
Totally Satisfy (MRIDf ) FIFRA 3(c)2(B)7 If so.
This Requirement? months allowed for
submission from published
date of standard.
Acute Oral Toxicity Yes
Acute Dermal Toxicity Yes
Acute Inhalation Toxicity Yes
Primary Eye Yes
Irritation
Primary Dermal Yes
Irritation
Dermal Yes
Sensitization
Bach No - Yes, 12 months ^
Manufacturing-
Use Product
Each No - Yes, 12 months
Manufacturing-
Use Product
Each No - Yes, 12 months
Manufacturing-
Use Product
Each No - Yes, 12 months
Manufacturing-
Use Product
Each No - Yes, 12 months
Manufacturing-
Use Product
Each No - Yes, 12 months
Manufacturing-
Use Product
                                                                                              October, 1981


• The chemical composition of technical naphthalene and manufacturing use naphthalene are identical.  Therefore data submitted
 in response to the "A Tables" will also satisfy the data requirements on the "B Table*.

t
• Acute oral toxicity data are being generated by the National Cancer Institute.  Vtoen these data nave been reviewed and  found
 acceptable this data requirement may be waived.
                                                                           29

-------
Table III.C-1  Product-Specific Requirements for End-Use Products,  Product Chemistry =*- (See Chapter IV)
Guideline
Citation
163.61-3


163.61-4


163.61-5



163.61-6



163.61-7

Name of Test Are Data Required
for this Standard?
Product Identity Yes
and Disclosure
of Ingredients
Description of Yes
Manufacturing
Process
Discussion of Yes ^~
Formation of
Unintentional
Ingredients
Declaration and Yes
Certification of
ingredient
Limits
Product Analytical Yes
Methods and Data
Composition
Each
Product

Each
Product

Each
Product


Each
Product


Each
Product
Does EPA Have Data
To Partially Or
Totally Satisfy
This Requirement?
Yes^


Partial^


Partial



No



No

Bibliographic Must Additional Data
Citation be Submitted Under
(MRIDI ) FIFRA 3(c)2(B)? If so,
months allowed for
submission from published
date of standard.
No


Yes, 8 months


Yes^



Yes, 8 months



Yes, 12 months

                                                                                    October,  1981
                                                        30

-------
•Table III.C-1  Product-Specific Requirements for End-Use  Products,  Product Chemistry ^- (see Chapter IV)  (Cont'd)
Guideline
Citation
163.61-8(1)
163.61-8(2)
163.61-8(7)
163.61-8(8)
163.61-8(12)
163.61-8(13)
Name of Test
Color
Odor
Physical
State
Density or
Specific Gravity
Storage
Stability
Flanroability
Are Data Required
for this Standard?
Yes
Yes
Xes
Yes
Yes
Yes
Composition
Each
Product
Each
Product
Each
Product
Each
Product
Each
Product
Each
Product
Does EPA Have Data
Ho Partially Or
Totally Satisfy
This Requirement?
Yes
Yea
Yes
Yes
No
Yes
Bibliographic Must Additional Data
Citation be Submitted Under
(MRIDf ) FIFRA 3(c)2(B)7 If SO,
months allowed for
submission from published
date of standard.
No*
No*
No*
K>*
NO^
*to*
                                                                                              October, 1981
                                                         31

-------
                    Table 1II.C-1  Product-Specific Requirements  for End-Use Products, Product Chemistry =*- (see Chapter IV)   (Cont'd)
Guideline
Citation
163.61-8(14)
163.61-8(15)
163.61-8(18)
Name of Vest
Oxidizing or
Reducing
Action
Explosiveness
Corrosion
Characteristics
Are Data Required
for this Standard?
Yes
Yes
Yes
Composition
Each
Product
Each
Product
Each
Product
Does EPA Have Data
To Partially Or
Totally Satisfy
This Requirement?
No
No
No
Blbliogi
Citatior
(MRID*
-
-

                                                                                                                                Must Additional Data
                                                                                                                                be Submitted Under
                                                                                                                                FIFRA 3(c)2(B)7 If SO,
                                                                                                                                months allowed for
                                                                                                                                submission from published
                                                                                                                                date of standard.
                                                                                                                                      No
                                                                                                                                         1L
                                                                                                      October, 1981


--  The chemical composition of technical and manufacturing use naphthalene are substantially similar.  Data submitted  in
    response to the A or B Tables will satisfy the data requirements on  the C Table unless the active ingredient  is  less  than 99.0%
    (99.0% naphthalene is considered substantially similar to 99.9% naphthalene).


-*-  The Agency has information to support all currently registered end-use products containing 99.9% or more active  ingredient
    naphthalene (information is provided in the Confidential Statement of Formula  (CSF)].  All naphthalene products  containing
    less than 99.9% naphthalene active ingredient will require an updated Confidential Statement of Formula (CSF).


-£-  The Agency does not have c^ta describing the formulation process.  Data which  are available describe  the manufacturing process
    for 99.9% naphthalene.  Therefore, this requirement is fulfilled for those end-use products containing 99.9%  naphthalene.


-^  All applicants for registration or reregistration are required to submit their suppliers specification sheet  for naphthalene.


-^  For those end-use products which contain 99.9% or more naphthalene,  this data  requirement is considered as satisfied.


-^  Because the end-use naphthalene products contain 99.0% or more naphthalene and are considered substantially similar to 99.9% naphthalene,
    these data requirements are waived as they are available in the open literature (See Merck Index, 9th edition (1976)).


-^  Based upon the physical/chemical characteristics of naphthalene, this requirement is being waived for products containing
    99.0% naphthalene (for these data, 99.0% naphthalene end use products are considered substantially similar to 99.9% naphthalene).



                                                                            32

-------
                      Table III C-2    Product-Specific Requirements  for End-Use Products, Toxicology =*- (see Chapter VI)
Guideline
Citation
163.81-1
163.81-2
163.81-3
163.81-4
163.81-5
163.81-6
Name of Test Are Data Required Composition Does EPA 'Have Data Bibliographic
for this Standard? To Partially Or Citation
Totally Satisfy (MRIDf )
This Requirement?
Acute Oral Toxicity Yes
Acute Dermal Toxicity Yes
Acute Inhalation Toxicity Yes
Primary Eye Yes
Irritation
Primary Dermal Yes
Irritation
Dermal Yes
• Sensitization
Each No
Product
Each No
Product
Each No
Product
Each No
Product
Each No
Product
Each No
Product
Must Additional Data
be Submitted Under
FIFRA 3(c)2(B)7 If so,
months allowed for
submission from published
date of standard.
Yes, 12 months =f-
Yes, 12 months
Yes, 12 months
Yes, 12 months
Yes, 12 months
Yes, 12 months
                                                                                                 October,  1981


-*- The chemical composition of technical and manufacturing use naphthalene are substantially similar.   Therefore data
   submitted in response to the A or B Tables will satisfy the data requirements on  the C Table unless the active ingredient
   is less than 99.0% (99.0% naphthalene is considered substantially  similar  to 99.9% naphthalene).

-^ Acute oral toxicity data are being generated by the National Cancer  Institute.  Vhen these data have been reviewed and
   found acceptable this data requirement may be waived.
                                                                             33

-------
                    Table III C-3  Product-Specific Requirements for End-Use Products, Efficacy (see Chapter  IX)
Site
Name of Pest
Are Data Required"
for this Standard?
Composition
Does EPA Have Data
"R> Partially Cr
Totally Satisfy
This Requirement?
Bibliographic
Citation
(MRIDt   )
" Must Additional Data
 be Submitted Under
 FIFRA 3(c)2(B)7 If SO,
 months allowed for
 submission from published
 date of standard.
Attics Bats Yes Each
Between Product







Attics Birds, including Yes Each
Between Pigeons, Starlings, Product
Walls Sparrows






Yes GS0022025, No -^
GS0022026,
GS0022028,
GS0022029,
GS0022030,
GS0022031,
GS0022032,
GS0022033,
GS0022034,
Yes GS0022025, No -^
GS0022026,
GS0022028
GS0022029,
GS0022030,
GS0022031,
GS0022032,
G50022033,
GS0022034,
                                                                                                                 October, 1981
    Registrants will be required to supply supporting data to include claims on a product label relating to the
    period between application of the pesticide and manifestation of its efficacy or relating to the duration of
    effectiveness.
                                                                            34

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 IV.   Product  Chemistry

A.   Introduction

The  Agency published  "Proposed  Guidelines for Registering Pesticides" which
explains  the  minimum  product  chemistry requirements for registering pesticide
products  in the  United States (see 43 FR 29696, July 10, 1978).  The Agency
requires  information  on chemical identity, manufacturing process, active
ingredient limits  in  pesticides products, product analytical method and data,
and  physical/chemical properties,  in order to assess a pesticide's product
chemistry.  In the case of  naphthalene, the information required on the
technical  and manufacturing use products need only be submitted for one
product.   This is  because the chemical composition of technical naphthalene and
the  manufacturing  use product are  considered identical (99.9 - 100% active
ingredient (a.i.)).   Further, most of the end-use products also have the same
chemical composition  as the manufacturing-use products.  When this is the case,
or where the  99.0% a.i. is  considered substantially similar to the 99.9% a.i.
The  data submitted for the  technical material may also be used to support
the  registration of the end-use products.  With regard to product chemistry,
there are  a few  end use products which vary slightly in chemical composition
from the manufacturing-use  product.  For these end-use products separate data
requirements  may be required.   These data requirements are identified in Tables
III.A-1,  III.B-1,  and III.C-1.

B.   Chemical  Identity

The  Agency requires identifying information including chemical names, product
names, and numerical  codes  of all  substances known or assumed to be present in
pesticide  products.

As discussed  in  Chapter II.B, naphthalene is the chemical name, and is the
name by which this chemical substance is generally known.  The empirical
formula for naphthalene is  C10Hg (Martin and Miles, 1953, MRID #005010941);
it has a molecular weight of  128.16 and its chemical structure is shown below:
The Chemical Abstracts Registry  (CAS) number  for naphthalene is 91-20-3, and
the EPA Shaughnessy number  is 055801.   Thus,  the nomenclature of naphthalene
has been adequately defined.

C.  Manufacturing Process

Because the process by which the pesticide  is produced  influences the nature
and amount of potentially toxic impurities, a detailed  description of the
manufacturing process is required.

Prior to 1961 naphthalene was derived from  coal  tar,  and  from 1961 to the
present it has been derived from crude  petroleum (Ballard,  1965, MRID#
005010379; Liepins, et al.,1977, MRIDf  005008684).   It  is obtained from
                                      35

-------
petroleum distillates by a  hydrodealkylation process (removal of an attached
alkyl group by saturation of the fragments with hydrogen using a catalyst and
high temperatures as in the Hydeal and Unidak Process).  Hie resulting product
may be further fractionated and/or cooled to induce crystallization.
Filtration or centrifugation yields the crude naphthalene.  Purification may be
achieved by pressing, or washing with sulfuric acid, formaldehyde, alkali, and
water with redistillation or sublimation (for high purity), (Ballard,
1965, MRID# 005010379; Liepins,  et al.,1977, 0050008684).

Naphthalene is commercially available as an industrial chemical and is
purchased by registrants for use in their pesticide products.  IJhder these
conditions, the  requirements regarding a description of the manufacturing
process have been adequately defined.  However, the requirement of the
Proposed Guidelines as to the description of impurities that exceed 0.1%
may or may not be fulfilled depending on the purity of the naphthalene.  For
any degree of purity less than 99.9%, the description of impurities data
requirements are not fulfilled and a data gap exists.  All
applicants/registrants must furnish the Agency with a copy of their supplier's
specifications on the composition of naphthalene.

In addition, the Guidelines require upper and lower limits be established for
each active ingredient  in a pesticide product and require registrants to
certify that the limits will be maintained for all quantities of the product
sold or distributed  in commerce (40 CFR Section [163.61-6).

Upper and lower  limits have not been established and certified for any product
containing naphthalene.  Refined grades at nominally 100% purity are usually
used in fumigants and single active ingredient repellents.  For purpose of this
Standard, only products containing naphthalene as the sole active ingredient
are considered.  The Confidential Annex lists the available products which
have naphthalene as  the sole active ingredient.

D.  Product Analytical Methods and Data

No analytical methods have  been submitted to the Agency to determine
naphthalene in any pesticide product.  Many methods are described in
the literature and some of  them may be adopted to satisfy this guideline
requirement.  However, the  lack of data submitted for this purpose constitutes
a data gap.  The Agency needs analytical methods for naphthalene analysis in
the manufacturing-use product and in the end-use formulations because these
products may contain  inert  ingredients which affect the chemical analytical
results; the available  literature describes the analytical analysis of
naphthalene in the pure state.  If the percentage of active ingredient is the
same for both the manufacturing use and end use products, only one analytical
method need be submitted.

E.  Physical/Chemical Properties

Naphthalene may  be repackaged or reformulated.  Thus, for* the purposes of
this Standard, naphthalene  may be considered,a technical material, a
manufacturing-use product,  an end-use product, or an active ingredient of an
end-use product. As discussed in Chapter IV.A, technical grade and
manufacturing-use naphthalene products are identical in composition and the end-
use or formulated products  of naphthalene may also be identical to the
manufacturing-use products.  For the purpose of the standard,, this is
considered the case  if the  end use product's active ingredient is 99.9%
                                      36

-------
or greater naphthalene.   Formulated  products whose active ingredients range
from 99.0 to 99.9% naphthalene  are considered substantially similar and some
of the data used to support  the technical  naphthalene will also be used to
support the end-use products see Tables  III.A-1,  III.B-1 and III.C-1.

Because naphthalene used  in  pesticide  products is in a high state of purity,
the usual requirements for physical  chemical properties are waived when these
are available  in the  literature.
Color:

Odor;

Melting Point;

Solubility;
Stability;

Physical state;
                   Colorless (white)*

                   Aromatic*

                   80.0°C (Nowak, 1975, MRID #000004900), 80.2C°*

                   Solubility in water is 30 ppm at room temperature.   One gram

                   dissolves in 13 ml methanol or ethanol, and  in  3.5 ml

                   benzene or toluene.*

                   Inflammable, and stable.*

                   Crystals, flakes, powder, balls or cakes.*
Density or specific gravity;
                                       1.162*
Boiling point;

Vapor Pressure;



Flash Point:
                   217.9 C at 760 mm Hg.*

                   4.92 x 10   mm Hg at 20 C (Volatilizes at room

                   temperature; sublimes above melting temperature)*,

                   Open cup, 174°F (79°C)*

                   Closed cup, 190°F (88°C)*
* "Pesticide Manual of the British Crop Protection Council," H. Martin  and
C.B. Worthing, ed.r 9th edition, London, England  (1974); and "Merck  Index",  9th
ed., Merck and Co., Rahway, N.J. (1976).
\
                                      37

-------
F.  Summary of Data Gaps

The possible formulation of  unintentional  ingredients is a data gap for
manufacturing-use and end-use  naphthalene.   All applicants for registration or
reregistration are required  to submit their suppliers'  specification sheet for
naphthalene.  The upper and  lower limits for naphthalene have not been
established and  certified  for  manufacturing- and end-use products containing
naphthalene.  In addition, a description of the formulation process of the end-
use products has not been  submitted to the Agency.

Analytical methods for naphthalene in the  technical material and naphthalene in
end-use  formulations have  not  been submitted to the Agency.

The storage stability, oxidizing or reducing action, explosiveness, and
corrosion characteristics  data requirements on the manufacturing- and end-use
products which contain 99.0% or more naphthalene are waived based on the
Agency's knowledge of the  physical-chemical characteristics of naphthalene.
                                      38

-------
 7.  Bw iron mental  Fate

 A.  Use Summary

 Naphthalene  is a general household  insecticidal  fumigant for use against
 clothes moths and  carpet beetles.   Minor use  patterns of naphthalene are:
 protection of bulbs during  storage  and  planting;  fumigation  of museum specimens
 (dried insects and stuffed  animals);  and a  repellent of bats, pigeons,
 sparrows, squirrels and starlings in  dormers  and  eaves, and  rabbits in nardens.
 Naphthalene  has no registered  food  uses.

 The percentages of naphthalene in tine various formulations are as follows:
 crystalline naphthalene: 99.99,  99.75,  99.50, and 99.0%; Pellet/tableted
naphthalene: 99.50%.  The remaining 0.01 to 1.0%  are essential oils and
 perfumes.

 Crystalline naphthalene is  used  in  tine  form of flakes, balls and cakes
 predominantly for  control of clothes  mothes and carpet beetles.  Irss than 1%
 of tine pesticidal  use of naphthalene  is used  as a repellent  or to protect bulbs
 during storage and planting or to repel rabbits from gardens.  Th0 household'
 fumigant rates of  application  range from 1.0  Ibs  naphthalene/100 cu. ft. to A.O
 lbs/100 cu ft.  The recommended  frequency of  application is  6 months or is
 unspecified.  The  rates of  application  to protect stored bulbs range from 3.75
 Ibs naphthalene per 100 cu. ft.  to  4.0  lbs/100 cu.  ft.  The  frequency of
 application  is once before  storing.   The rate of  application for treatment of
 bulbs at planting  is unspecified.   The  recommended  frequency of application is
 a single application par planting.

 The rate of  application for repellents  in eaves and dormers  is 5.0 Ibs
naphthalene/2000 cu ft.  The frequency  of application  is unspecified.

 The Agency estimates that the  total pesticidal usage of naphthalene as a single
 active ingredient  is between 6 to 10  million  Ibs/year*.  The quantity of
naphthalene  used for protection  of  bulbs during storage and  planting** and
 the single active  ingredient repellent  uses are minor use patterns.  At one
 time naphthalene was used more widely in  noth control; however commercial
 competition  from p-dichlorobenzene, moth proofing material,  and the increasina
 substitution of synthetic fibers for  wool have resulted in a steady decline in
 the demand for naphthalene  as  a  pesticide.

 B.   Bwircnmental Fate Profile

The available data are insufficient to  assess tine environmental fate of
naphthalene.

 Preliminary studies showed  bioaccumulaticn  factors  for Hytilus edulis  (blue
mussel), Daphnia pulex, and Grassestrea  virginica (oyster) of 25-40,  130,
*
  Scarato, R., "Preliminary Quantitative Usage Analysis of Naphthalene",  EAB,
BFSD, EPA 1980
**
   Personal communication with registrants.
                                        39

-------
6,000, respectively, after exposure  to £ 1 ppm naphthalene  (Southworth et
al.; 1978, MRID #005018634; Hansen et aT., 1978,  MRTD #005019904;  lee .et
aT., 1978, MRin #005006779).  SeveraT species  of  marine/estuarine  copepods,
including  Calanus helgolandicus and Eurytemora affinis,  were  also shovn to
readily accumulate naphthalene  (Comer et al  , 1976,  MRID #005007545, Harris
e^ad., 1977, MRID  #005009021,  and Harris" et al_., 1977, MRID
#005006550).  Jn all these species,  depuration was rapid.

Available volatility data  indicate that  crystalline naphthalene (99.9% active
inqredient) volatilizes  at a  rate of 1.86 q/surface m /h  when  air  temperature
and speed are 15-19 C  aid  0-2 m/s, respectively  (Bramscn , 1960, MRID
#005017183).  Naphthalene  dissolved  in water volatilizes  with  a half-life of 3
and 8 hours at 25   and 19  C, respectively  (Mackay and Wblkoff, 1973, MRID
#005005660 and Soto et al.,  1977, MRID  #005006598).

The use patterns and  low volume usaqe for the  outdoor domestic uses of
naphthalene en ornamental  plants  and as  a rabbit  repellent indicate that larqe
quantities of this  chemical will not be  introduced into or on  the  soil.
In  addition , loss of naphthalene  via volatilization and microbial  metabolism
would  tend to limit the persistence  of naphthalene in or  on soil.   (Mackay and
Wblkoff,  1973, MRID #005005660; Shtein,et al.,  1976, MRTD  #005012039; Soto,
et  aJ_., 1977, MRID  #005006598;  CemiglTa and  Gibscn ,  1977,  MRID #005005354;
Cemiglia and Gibson  1978, MRID # 005005353;  Gemiglia, et al.,1978, MRID
#005005937; Cm dell and Traxler,  J973,  MRID #005007776; CTh3ell and Traxler,
1973,  MRID  #005012107; Cundell  and Traxler,  1976, MRID #005008688; Kaneko, et
al.,  .1969, MRID  #005014797;  Kvasnikov,  et al., 1Q70,  MRID *005016326;
Eosane, et_ a_l_. ,  1974,  MRID #005006197,  TJssaTe, et al., 1976, MRTD
#005006198;  Lopatick,  197/1,  MRID #005015494;  SkrydbTh and Starovoitov. 1975,
MRTD  #005015998;  Slavnina, 1970,  MRTD #005017304; Starovoitov, et a_U, 1974-
1975,  MRID  #005009267; Traxler, 1973,  MRID #005017184; and Walker and Colwell,
1976,  MRID  #005005371).

C.  Exposure  Profile

A human exposure  profile cannot be generated at the present time  (September,
1981)  because of  the  scarcity of data.

The principal population at risk is expected to be the homeowner, as  the major
use of naphthalene  is for clothes moth  control.   The Agency estimates that 26 x
10 persons  use  fumigants to protect household articles and one third of
these products  contain naphthalene.-

The volatility  of naphthalene enhances the potential for respiratory exposure.
Respiratory exposure  to naphthalene is expected  to be the highest when the
compound  is used indoors.  However, no data are  available to assess  the level
of such  exposure (Branson , 1960, MRID #005017183).   Dermal exposure  while
handling  naphthalene  also cannot be assessed due  to  lack of data.

Although  data on  the  exposure of humans via contamination of groundwater from
pesticide use is not  available, the potential appears to be low, due to the
 limited  outdoor use of naphthalene.

 In summary,  no data are available to quantify the magnitude of dermal and
 respiratory naphthalene exposure to persons handling and applying naphthalene,
 and to persons  living or working in treated areas  (museums).
                                       40

-------
D.  Sunmary of Data Gaps

The environmental fate data gaps for the outdoor domestic  use  of naphthalene
are:  hydrolysis, aerobic soil metabolism,  terrestrial  field dissipation,  and
adsorption/desorption.  Hydrolysis data will not be  required as naphthalene is
not expected to hydrolyze sifhificantly under test conditions.  Further, due to
the limited outdoor use of naphthalene, only aerobic soil  metabolism data  are
required at this time, (see Tab.le III.A-2).  The terrestrial field  dissipation
and adsorption/desorption data requirements are reserved pending the results of
the aerobic soil metabolism testing.

Vhile there are no data available to assess human exposure to naphthalene,  the
Agency is not requesting human exposure data at this time.

There are data gaps for disposal and storage, microbial metabolism  and
activated sludge.  However, pending the Agencys1 review and possible
modification and development of the testing protocols,  it  is currently not
necessary to satisfy  these data gaps.  Further testing details are  in Table
III. A-2.
                                        41

-------
VI.   Toxicology

A.  Toxicology Profile: Technical Naphthalene

No data were available to assess the acute dermal  and acute  inhalation
toxicities of naphthalene.

]h a supplementary study* by Mams  (1930, MRID  #005015698),  4 rats were given
2.5-3g naphthalene (in paraffin) orally and  1 death was observed.  These data
suggest that the acute oral toxicity of naphthalene is low;  however  the study
is insufficient to fulfill the acute oral toxicity testing requirement for
naphthalene

No data were available to assess the primary dermal irritation  and the dermal
sensitization potential of naphthalene.

Insufficient data were available with respect to the eye  irritation  potential
of naphthalene,  fri a study by D'Asaro Bicndo  (1973, MRID #005019746), rabbits
with partially removed nictitating  membranes exhibited severe eye irritation
whan exposed to the vapors of naphthalene for 3 or 10 minutes.   However, the
inadequacies in the methodology used in this study precludes the use of the
study to assess the primary eye irritation potential for naphthalene.

The subchronic toxicity of naphthalene could not be adequately  assessed.
In a subchronic oral toxicity study in rats, the maximum  tolerated dose
was estimated to be 200 mgAg/day,  (Battelle Columbus laboratories,  1980, MRID
*GS0022023 and GS0022024).  However, subchronic oral toxicity testing is not
required for naphthalene since repeated human exposure through  the oral route
is unlikely with this pesticide.

No subchronic dermal toxicity data  were available  for naphthalene, and no data
were available to assess the subchronic inhalation toxicity  of  naphthalene.  An
assessment of the subchronic inhalation data requirement  will be made once data
for acute inhalation toxicity are available.
 *  "Supplementary"  studies  and/or "supplementary"  data  provide  some valid
 information, but do not  satisfy a Guideline  requirement.

 ** Acute  oral  toxicity data may be available from the  NCI  and  these  data may
 satisfy the acute  toxicity testing requirement.
                                        42

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Insufficient data were available  to assess  the  chronic  effects  of naphthalene.
H a study by Schmaehl (1955, MRID #005015285), rats  fed  10 to  20 mg of
naphthalene in the diet, 6 tiroes  per week,  for  approximately 700 days, or 20
mg of naphthalene given to rats by intraperitcneal or subcutaneous  injection
once a week for 40 weeks, did not produce toxicity, tumors, or  affect the life
span.  While this study was inadequate to permit an assessment  of the chronic
toxicity of naphthalene due to deficiencies  in  reporting  and methodology, the
data suggested that chronic low dose exposure to naphthalene is we] 1-tolerated
in rats.

Naphthalene is scheduled to be tested by the National Toxicology Program for
oncogenicity, chronic feeding, and mutagenicity.As of publication of this
standard, (September 1981) no data were available to  assess the mutagenic
potential of naphthalene.  When the NTP testing is completed, the Agency will
evaluate it to determine if the results satisfy the FIFRA guideline  testing
requirements for oncogen icity, chronic feeding  and mutagen icity.

No data were available to assess  the teratological potential or the
reproductive toxicity potential of naphthalene.  Teratology testing  in  two
mammalian species is required.  The reproductive toxicity data  requirement is
being held in reserve until all of the acute and chronic  toxicity data
mentioned above as well as teratology data  requested  from the registrants are
available.  At that time, a toxicological assessment  can  be made  of  the need
for a reproductive test.

A number of investigators have provided supplementary information about the
metabolism of naphthalene in rats, rabbits, mice, hamsters,  guinea pigs,  and
humans.  Table VI. 1 lists naphthalene metabolites that have been identified in
the urine of naphthalene-dosed animals.  Adequate data were available to  assess
the metabolism of radiolabeled naphthalene  in rats.   ]h a study by Chen and
Dorough (1979, MRID #005020080) it was demonstrated that  the metabolism of
naphthalene occurs by (at least)  a two phase elimination  process.  In the
initial rapid phase, approximately 74% of the naphthalene is eliminated;
urinary exretion accounts for approximately fiO% of this elimination  while fecal
excretion accounts for approximately 14%.  The major  urinary metabolite is N-
acetyl-S-(l,2-dihydro-2-hydroxyl-l-naphthyl) cysteine, a  premercapturic acid.
Tissue accumulation (greater than 20%) accounts for the s]ow elimination  of
naphthalene in the second phase.  While these and additional in  vitro studies
indicate the presence of metabolic intermediates of naphthalene which may be of
toxicological concern, the full significance of these materials  cannot  be
evaluated until the chronic testing data are available for  review.

B.  Toxicology Profile:  Bid-Use  Naphthalene

The Confidential Statements of Formula do not indicate an anticipated change in
toxicity due to inert ingredients; see Chapter  IV, Introduction,  for
rationale.  Separate discussions  or profiles of naphthalene  end-use  products,
therefore, will not be included in this standard.
                                       43

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                                                                    TABIE VI.1
                                                          NMWTHAI£NE URINARY METABOLITES
Metabalites
Babbit     Guinea Pig     Mice
Rat
Hamster
Han
Citation
1-Kaphtol
2-Waphthol
l,2-dihydro-l,2-dihydroxy naphthalene
1-naphthyl sulfate
1-naphthylmercapturic acid
1-naphthylgluooeiduronic acid
1 , 2-dihydrt>-2-hydroxy-l-naphthyl-
glucosiduronic acid
1 , 2-dihydro-l , 2-dihydroxy-l-naphthal
sulfate
H-acetyl-S-( 1 , 2-dihydro-2-nydroxy-
1-naphthyl )-L-cysteine
2-hydroxy-l-naphthyl sulfate
l-hydroxy-2-naphthyl sulfate
1 , 2-dihydroxynaphthalene
1 , 2-naphthaquinone
1 , 4-naphthaquinone
nethylthionaphthalene
1,3,5 1
1,5 1
1 1
1,3,4 1
4 1
1,3
2

5 5
5
4




1 1,3,7,
8,10
1 1,7,8
1 1,7,8
1 1,3
1 6
1 1,3
1,10
10
5 5,10 5


3,8


7,8
1 - HRID: 005005367
9 2 - MRID: 005005368
9fll 3 « MRID: 005006213
4 « HRID: 005006208
5 - HRID: 005006209
6 • HRID: 005007954
7 - HRID: 005005671
8 - HRID: 005005672
9 - HRID: 005005949
10 - HRID: 00502080
11 - MRID: 005012927
5



9
9


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C.  Human Hazard Assessment:  Naphthalene

The use of naphthalene may  result  in human exposure  through  the dermal and
inhalation routes.  However,  at present, no  adequate exposure  or toxicology
data are available to perform a human hazard assessment on naphthalene.
Supplementary data describing the  cataractogenic and hemolytic effects of
naphthalene were available.   Naphthalene-induced cataracts have been  produced
experimantally  in rats and  rabbits; rabbits  appear to be tine more sensitive
species.  Single high oral  doses of naphthalene  (l-3g) have  been shown to cause
eye damage and/or opacities in rabbits  as early as 6 hours  to  one week
following treatment.   (Adams, 1930, MRTD t005015698  and Pirie,-1968,  MRTD
#0050005197).

In humans, the  hemolytic properties of naphthalene have been well
documented.  Case histories report incidents of  acute hemolytic anemia in
humans following naphthalene poisoning.   Ifersons with glucose-6-phosphate
dehydroganase deficiencies  appear  to be  more susceptable to this type of
toxicity.   In addition, naphthalene induced  acute hemolytic anemia has been
observed experimentally  in  dogs  (Zuelzer and Apt, 1949, MRID #005005235'; and
Mackell et al., 1951,  MRID * 005005949).   It should  be noted that this effect
has generally been observed, following  high  dose exposure or misuses of the
pesticide.

D.  Summary  of  Data Gaps

The data gaps for  technical grade  and end-use naphthalene are  acute oral
toxicity, acute dermal toxicity, acute  inhalation toxicity,  primary eye
irritation,  primary dermal  irritation ,  and dermal sensitization.  The data gaps
for technical naphthalene  are teratogenicity, and subchronic dermal toxicity.

Chcogenicity (in  the  rat  and mouse), chronic feeding, mutagenicity and
reproduction data  are  also insufficient to meet the  guidelines requirements
and would normally be  required.  Naphthalene, however, is scheduled to be
tested  under the National Toxicology  Program.  This  testing will most likely
encompass the required oncogen icity, mutagen icity and chronic feeding studies.

Therefore,  at this time the Agency will not  require  oncogen icity, chronic
feeding,  and mutagen icity studies.*


In addition , the Agency has decided  to reserve its decision to require
reproductive testing  with naphthalene -until  the results of all the above cited
studies are  available, and a toxicological assessment of the need for a
reproductive test can  be made.
 *   If naphthalene is not tested under the NTP, the registrants may be required
 to submit the outstanding chronic studies.
                                        44

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VII.   Residue Chemistry

An allowable residue level  (tolerance)  for  specific chemicals is determined by
the Agency for the commodities on which they may occur.   Since no naphthalene
product is currently registered for use on  food or  feed  crops, its use should
not result in such residues.  Therefore, there are  no residue chemistry data
requirements for this chemical.
                                    45

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VIII.   Ecological Effects

A.  Ecological Effects Profile

No acceptable data were available for the evaluation of manufacturing-use* and
end-use products of naphthalone with respect  to effects en non-target  fish and
wildlife species.

Several studies did provide supplementary information on  the potential effects
of crystalline naphthalene on non-target plants.   Forty-three plait  types
showed no effect in the greenhouse when exposed to air saturated  to  13% with
naphthalene vapors.  These plants included vegetables, grassesr and
ornamentals.  However, slight to severe injury was observed on soybeans,
buckwheat, aid tabasco pepper  (Hartzell 1930, MRID #005007239).

In another study, one variety of chrysanthemum showed no  adverse  effects when
sprayed with  a 50% solution of naphthalene.   A second variety was not  adversely
affected when a 100% solution was used  (Kofranek,  1967. MRID *005015700).

In a third study, naphthalene mixed with maize seed and stored for several
months caused no adverse effects on germination  (Moutia,  1943, MRID
#005009023).
 * Technical naphthalene and manufacturing-use naphthalene are considered to be
 substantially similar.
                                        46

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B.  Hazard Assessment

There are two outdoor uses of naphthalene  in a single active  ingredient
formulation.  Crystalline naphthalene is used to protect bulbs during storage
and at the time of planting, and to repel  rabbits  from gardens.   It  is possible
that exposure to non-target terrestrial, wildlife could result from crystals
being ingested directly or alonq with typical dietary matter.  Hawever, because
of its repellency characteristics and its  localized  use, it  is highly unlikely
that these outdoor end-uses of naphthalene would have any  unreasonable effects
on populations of non-target terrestrial wildlife.   Also,  end-use  naphthalene
products would not be expected to reach the aquatic  environment  in significant
amounts; thus fish and other aquatic organisms will  most probably  not be
seriously affected under the current fumigation and  repellent use  patterns.  It
should be noted that naphthalene is also used as a repellent of  pigeons,
sparrows, squirrels and bats within dormers and eaves of buildinqs, however,
this is not considered on outdoor use.

There is some information on the effects of naphthalene vapors on  ornamental
plants.  Species such as Calendula officinal is, Centaurea  imperialis, Cyclamen
indicum, Fuchsia speciosa, Callistephus chinensis  (China aster), Hnysalis
fracnheti , rose seedlings and geranium were not adversely affected when
exposed to naphthalene vapors at 13% saturation in a greenhouse.   Based on  the
current minor outdoor use patterns, it is  unlikely that non-target plants would
be exposed to hazardous concentrations of naphthalene vapors  in  the field.

Due to the limited acceptable information  available, a detailed  hazard
assessment for technical (manufacturing-use) or end-use products of naphthalene
cannot be made for non-target animal and plant species.

C.  Summary of Data Gaps

Six basic studies are generally required when a pesticide  has outdoor uses.
Given the extremely small exposure expected to fish  and wildlife resulting  from
the use patterns of naphthalene, the bluegill Qfi IC^ and  the upland  game
species LCcn requirements can be waived.   The following four  studies  will
still be required:

1)  The Avian Single Dose Oral LD_n . This studv should he performed  on
either an upland avian species (preferably bobwhite  quail  or  ring-necked
pheasant) or a wild waterfowl species  (preferably  the mallard duck);

2)  The Avian Dietary I£5Q  .  Che eight-day dietary  LC^g study is
required.  The study should be performed on a mallard duck.

3)  Fish Acute Toxicity  .  Che 96-hour LC5Q study  should be performed.
The study should use a coldwater fish species  (preferably  rainbow  trout) and;

4)  Acute Toxicity to Aquatic Invertebrates. Che 48-hour LCen study
should be performed.  The preferred species for  this study is Daphnia magna.
                                       47

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IX.  Efficacy

A.   Efficacy Profile

The review of naphthalene data  and the identification of data qaps are limited
to efficacy data only as it  relates to public health applications.  The Agency
has provided for the waiver  of  efficacy data submission as a part of the
registration process in all  other instances (44 FR 27932? May 11, 1979).

Supportive efficacy information will be required for products intended for use
inside premises to  repel pests  of public health significance such as bats and
birds.

According to Marsh  and Howard  (1977, MRID *GS0022030), there are no known
studies or "good information" as of the date of this Registration Standard
(September 1981) which addresses the topic of naphthalene's efficacy as a bat
or bird repellent in public  health uses.  Due to the lack of experimental data
on the subject, the" efficacy of naphthalene could not be determined.  However,
all information reported regarding the efficacy of naphthalene has been
assessed, based primarily on statements made by authors in published articles.

B.   Factors Influencing Efficacy

Several factors can affect the  efficacy of naphthalene as a repellent.  'The
concentration of naphthalene fumes in a treatment area seems to be the pivotal
factor.  A relatively  confined  treatment area, such as a fairly tight attic or
a space between walls, greatly  improves the chance of repelling birds and bats
from these areas.   The reduced  ventilation of the repellent fumes allows the
concentration of the fumes to build up in these areas, (Constantine, 1.97P,
GS0022028; Marsh and Howard, 1977, GS0022030; Clark 1975, GS0022026.  Also, the
amount of naphthalene  actually  applied to a treatment area directly affects the
concentration of tine repellent  fumes in the area.


C.   Use Sites

1.   Attics; Wall Voids

The articles reviewed  by the Agency on the efficacy of naphthalene agree on one
point.  The efficacy of n phthalene to control bats whidn are considered
public health problems is contingent upon the repellent being applied in
enclosed spaces such as  attics  and wall voids.

2.   Target Pests

Pests currently on  federally-registered naphthalene labels are often listed
in general  terms.   The terms "birds" and "bats" are used along with some
specific bird names (i.e., pigeons, starlings, and sparrows).  Since
naphthalene  is  used as a repellent, which implies lack of toxicity to target
pests,  and  since  articles  reviewed by the Agency seem to indicate that tine
repellency of naphthalene  for public health uses does not vary significantly
between species of  birds or  bats, the Agency believes that the general terms
 "bats"  and  "birds"  are acceptable for these products.
                                        48

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a.  Bats   (Chiroptera)

Because bats leave their roosts at night, they are  less resistant  to be in g
repelled by naphthalene as night time nears.  Conversely,  it  is harder to  repel
bats from a roost during the day and, therefore, this oould require  a higher
canceltration of naphthalene fumes to do so.  Bats' olfactory senses are
developed sufficiently to enable them to smell naphthalene, although the
primary mode of repellent action appears to be its  irritation of the bats'
mucous membranes.  Dosage recommendations in the literature range  from 2 to 5
poinds of naphthalene for the "average" bat roost in dwellings  (Ccnstantine,
1979, GS0022028; Marsh and  Howard, 1977, GS0022030; Silver,  1935, GS0022034),
to 5 pounds of naphthalene per 2000 cubic feet of enclosed space (Clark 1975,
GS0022026).

b.  Birds, including Pigeon (Cplumba livia), Starling f Stum us vulgaris),
    and Sparrow (Passer domesticus)

Although no specific dosage information was found in the literature, current
label instruction recommend using 8 oz.  of naphthalene for every  200 cu.  ft.
to repel birds.

Due to the scarcity of pertinent information, claims of efficacy for the bird
repellent  uses are not unequivocally supported by the currently available
literature.

D.  Summary of Data Gaps

The reviewed literature supports general claims of  repellency for public health
related uses of naphthalene.  The existing information does not support
claims relating to the length of the initiatory period (the period
between application of the pesticide and manifestation of  its efficacy) or
claims relating to the duration of effectiveness of naphthalene products.

If these claims are not currently on the product labels then  registrants will
not be required to submit data supporting the claims.  Tn order to keep the
aforementioned claims on an existing label or to add such claims to  a label,
these data will he required, (see table IIT.C-2).
                                        49

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X.  Confidential Mnex

Persons wishing to read the on tents of this annex,  which  contains Confidential
Business Information .  are requested to contact the thited  States  Environmental
Protection Agency for further details.
                                          50

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XI.  Bibliography

A.  Guide to Use of This Biblioqraphy

1.  Cm tent of Biblioqraphy

This bibliography contains citations of all the studies  reviewed  by EPA in
arriving at the positions and conclusions stated elsewhere  in  this  standard.
The bibliography is divided into 3 sections:   1) citations  that contributed
information useful to the review of the chemical and considered to  be  part  of
the data base supporting registrations under the standard;  2)  citations
examined and judged to be inappropriate for use in developing  the standard;
and 3) standard reference material.  Primary sources for studies  in  this
bibliography have been the body of data submitted to EPA and its  predecessor
agencies in support of past regulatory decisions, and  the published technical
literature.

2.  Units of Entry

The unit of entry in this bibliography is called a "study".  In the case of
published materials, this corresponds closely  to an article.   In  the case of
unpublished materials submitted to the Agency, the Agency has  sought to
identify documents at a level parallel to a published  article  from  within the
typically larger volumes in which they were submitted.   The resulting  "studies"
generally have a distinct title (or at least a single  subject), can  stand alone
for purposes of review, and can be described with a conventional  bibliographic
citation.  The Agency has attempted also to unite basic  documents and
commentaries upon them, treating them as a single study.

3.  Identification of Entries

The entries in this bibliography are sorted by author, date of the  document,
and title.  Each entry bears, to the left of the citation proper, an nine-digit
identifier.  This number is unique to the citation, and  should be used at any
time specific reference is required.  This number is called the "Master Record
Identifier", or "MRID".  It is not related to  the six-digit "Accession Number"
which has been used to identify volumes of submitted data; see paragraph 4(d(4)
below for a further explanation.

4.  Form of the Entry

In addition to the Master Record Identifier (MRID), each entry consists of  a
bibliographic citation containing standard elements followed,  in  the case of
materials submitted to EPA, by a description of the earliest toiown
submission.  The bibliographic conventions used reflect  the standards  for the
American National Standards Institute (ANSI), expanded to provide for  certain
special needs.  Some explanatory notes of specific elements follow:

    a.   Author

Vhenever the Agency could confidently identify one, the  Agency has  chosen to
show a personal author.  Whm no individual was identified, the Agency has
shown an identifiable laboratory or testing facility as  author.   As a  last
resort, the Agency has shown the first known submitter as author.
                                        51

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    b.  Document Date

When tiie date appears  as  four digits  with no question  marks, the Ago-icy took it
directly from the document.   When  a four-digit date is followed by a questicn
mark, tiie bibliographer deduced  the date from evidence i"i the document.  When
the date appears as  (19??),  the  Agency was  unable to determine or estimate the
date of the document.

    c.   Title

This  is the third element in the citation.   Jn some cases it has been necessary
for the Agency  bibliographers to create or  enhance a document title.  Any such
editorial insertions are  contained between  square brackets.

    d.   Trailing Parenthesis

For studies submitted to us .in the past, the trailing parenthesis include (in
addition to any self-explanatory known submission.

          1)    Submission  Date .   Immediately following the word  'received1
               appears the date of the earliest knowi submission.

          2)    Administrative Number  .  The next element, immediately
               following the word  'under', is the registration number.
               experimental permit number, petition number, or other
               administrative number associated with the earliest known
               submission.

          3)    Submitter .  The third element is the submitter, following the
               phrase  'submitted by1.   When  authorship is defaulted to the
               submitter, this element is omitted.

          4)    Volume Identification  .  The final element in the  trailing
               parenthesis identifies the EPA accession number of the volume  in
               which the original submission of the study appears.  The six-
               digit accession number follows the symbol  'CDL1, standing for
               "Company Data Library".  This accession number is  in turn
               followed by an alphabetic suffix which shows  the relative
               position of the study within the volume.  For example, within
               accession number 123456, the first study would be  123456-A; the
               second, 123456-B; the  2fith, 123455-Z; and the 27th 123456-AA.
                                         52

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                         OFFICE OF PESTICIDE PROGRAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                            Case GS0022 Naphthalene
                                   Section 1
          Citations Considered to be Part of the Data Base Supporting
                       Registrations Under the Standard
                               Product Chemistry
005010379


005008684
005010941
000004900
Ballard, H.D., Jr. (1965) Naphthalene from petroleum.
   Petroleum Chemistry and Refining 10:219-273.
Advances in
Liepins, R.; Mixcn, P.? Hudak, C.; Parsons, T.B. (1977) Industrial
   Process Profiles for environmental Use: Chapter 6.  The
   Industrial Organic Chemicals Industry.  Cincinnati, Ohio:  U.S.
   Environmental Protection Agency, Industrial Environmental
   Research Laboratory. (Environmental protection technology
   series no. EPA-600/2-77-023f; available from: NTIS,
   Springfield, VA; PB-281 478)

Martin, H.; MMes, J.R.W. (1953) Guide to the Chemicals Used in
   Crop Protection.  2nd ed.  Ottawa, Ontario, Canada:  Canada
   Department of Agriculture.

Nowak, L.M. (1975) Interim Material Safety Data Sheet for Naphtha-
   lene.  (Unpublished study received May 6, 1977 under unknown
   admin, no.; prepared by Ashland Oil, Inc., submitted by Renova
   Chemical Co., St. Louis, Mo.; CDL:229765-A)

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                         OFFICE OF PESTICIDE PROGRAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                          Case GS0022 Naphthalene
                                 Section 1
          Citations Considered to be Part of the Data Base Supporting
                        Registrations thder the Standard
                             Bivircnmantal Fate
005017183
005005354
005005353
005005937
005007776
005012107
005008688
005019904
005014797
Bramson, L.M. (1960) K voprosam ob isparyaemosti naphtalina i eqo
   predelno dopustimoi ccncentracii.   [The volatility of
   naphthalene and its maximum permissible concentration in the
   atmosphere of industrial premises.1  Gigiena Truda i
   Professional "n ye Zabolevan iya.   [Labor Hygiene and Occupational
   Diseases.] 4(6):50-52.

Cemiglia, C.E.; Gibson, D.T. (1977) Metabolism of naphthalene
   by Curtn inghamella elegans.  Applied and Environmental
   Microbiology 34(4):363-370.

Cemiglia, C.E.; Gibson, D.T. (1978) Metabolism of naphthalene by
   cell extracts of Cum inghamella elegans   .  Archives of
   Biochemistry and Biophysics 186(1):121-127.

Cemiglia, C.E.; Hebert, R.L.; Szaniszlo, P.J.; Gibson, D.T.
   (1978) Fingal transformation of naphthalene.  Archives of
   Microbiology 117(2):135-143.

Cindell, A.M.; Traxler, R.W. (1973) Microbial degradation of
   petroleum at low temperature.  Marine Pollution Bulletin
   4(8)-.125-127.

Cindell, A.M.; Traxler, R.W. (1973) The isolation aid
   characterization of hydrocarbon-utilizing bacteria from
   Chedabucto Bay, Nova Scotia.  Pages 421-426, "Sn Proceedings of
   Joint Conference on Prevention and Control ofTH.1 Spills; Mar
   13-15, Washington, D.C.  Washington, D.C.:  American Petroleum
   Institute.
Cindell, A.M.; Traxler, R.W. (1976) Psychrophilic
   hydrocarbon-degrading bacteria from Narragansett Bay,
   Island, U.S.A.  Material und Organismen 11(1):1-17.
                                                                     Rhode
Hansen, N.; Jensen, V.B.; Appelquist, H.; Morch, E.  (1978) Ihe
   uptake and release of petroleum hydrocarbons by the marine
   mussel Mytilus edulis.  Progress in Water Technology
   10(5/6):351-359.

Kaneko, Y.; Saino, Y.; Hoi, S. (1969) Biseibutsu ni yoru takan
   hokozoku tankasuiso no taisha ni kansuru kenkyu (Dainippo)
   S-210, 592 kin no fuenansuren taisha.  [Studies on the
   metabolism of polynuclear aromatic hydrocarbons by
   microorganisms: II.  Ehenanthrene metabolism of strain S-210
   and 592.]  Nippon Nogei Kagaku Kaishi.   [Journal of the
   Agricultural Chemical Society of Japan.] 43(1):21-27.

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                         OFFICE OF PESTICIDE PROGRAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                          Case GS0022 Naphthalene
                                 Section 1
          Citations Considered to be Part of the Data Base Supporting
                        Registrations Older the Standard
                         Eh vi ran mental Fate Continued
005016326   Kvasnikov, E.I.; Tin'yanova, N.Z.; Krivitskii, I.P. (1970)
               Naftalinokyslyuyuchi bakteriyi zakhidnoukrayins'kykh
               naftorodovyshch.  [Naphthalene-oxidizing bacteria of the
               western Ukrainian oil-bearing deposits.]  Mikrobiologichnii
               Zhumal (Kiev),  fJournal of Microbiology. 1 32(3):294-297.

005006779   lee, R.F.; Gardner, W.S.; Anderson, J.W.; Blaylock, J.W.;
               Barwell-Clarke, J. (1978) Fate of polycyclic aromatic
               hydrocarbons in controlled ecosystem enclosures.  Environmental
               Science and Technology 12(7):832-838.

005006197   Innsane, B.K.; Barua, P.K.; Singh, H.D.; Mathur, R.K.; Baruah,
               J.N.; lyengar, M.S.  (1974) Formation of salicylic acid from
               naphthalene by microorganisms: Part I—Studies on isolation,
               characterization and growth of bacterial isolates utilizing
               naphthalene.  Indian Journal of Experimental Biology
               12(2):158-161.

005006198   Lcnsane, B.K.; Vadalkar, K.; Singh, H.D.; Baruah, J.N. (1976)
               Hydrocarbon utilization by Brevibacterium, Azotomonas,
               Protaminobacter ium,  Mycococcus and Aeromonas spp.  Indian
               Journal of Experimental Biology 14(6):734-736.

005015494   Lopatik, M.D. (1964) Izuchenie sposobnosti mikobakterii okislyaf
               uglevodorody.  [Hydrocarbon-oxidizing capacity of
               mycobacteria. 1  Mikrobiologiya.  [Microbiology. 1
               XXXIIK 2): 236-238.

005005660   Mackay, D.; Wblkoff, A.W. (1973) Rate of evaporation of
               low-solubility contaminants from water bodies to atmosphere.
               Bivironmantal Science and Technology 7(7):611-614.

005012039   Shtein, A.L.; Dumova,  M.S.; Trcndina, G.I. (1976) Issledovanie
               ravnovesiya naftalina, ammiaka i piridina pri malykh
               kontsentratsiyach mezhdu rodoi i rozduchom.  [Equilibrium
               distribution of naphthalene, ammonia, and pyridine in low
               concentrations between water and air.]   Zhumal Prikladnoi
               Khimii.  [Journal of Applied Chemistry.] 49(3):650-651.

005015998   Skryabin, G.K.j Starovoitov, I.I. (1975) ft\ alternative pathway of
               naphthalene catabolism in Pseudomonas fluorescens.  Doklady
               Biochemistry (Biglish Translation.) 221 (1/6): 141-143.

-------
                         OFFICE OF PESTICIDE PROGRAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                          Case GS0022 Naphthalene
                                 Section 1
          Citations Considered to be Part of the Data Base Supporting
                        Registrations Under the Standard
                         Environmental Fate Continued
005017304   Slavnina, G.P. (1970) Bakterii, ispol'zuyushchiye aromaticheskiye
               uglevodorodi.   [Bacteria which utilize aromatic hydrocarbons.1
               Trudy, Vsesoyuznyi Nauchno-Issledovatel'skii Institut Yadernoi
               Geofiziki i Geokhimii.   [Transactions, All-Union Scientific
               Research Institute of Nuclear Geophysics and Geochemistry.1
               (8):247-254.

005006598   Soto, C.; Hellebust, J.A.; Hutchinson, T.C. (1977) Effect of
               naphthalene and aqueous crude oil extracts on the green
               flagellate Chlamydomonas angulosa.  III.  Changes in cellular
               composition.  Canadian Journal of Botany 55(22):2765-2777.

005018634   Southworth, G.R.; Beauchamp, J.J.; Schmieder, P.K. (1978)
               Bioaccumulation potential of polycyclic aromatic hydrocarbons
               in Daphnia pulex.  Water Research 12(11):973-977.

005009267   Starovoitov, I.I.; Nefedova, M.Y.; Yakovlev, G.I.; Zyakun, A.M.;
               Adanin, V.M.  (1975) Gentisic acid as a microbiological
               oxidation product of naphthalene.  Bulletin of the Academy of
               Sciences of the USSR, Division of Chemical Science.  A
               translation of: Izvestiya Akademii Nauk SSSR, Seriya
               Khimicheskaya 24(9):1974-1975.

005017184   Traxler, R.W.  (1973) Bacteria] degradation of petroleum materials
               in low temperature marine environments.  Pages 163-170, In The
               Microbial Degradation of Oil Pollutants, Proceedings of a
               Workshop; Dec 4-6,  1972, Georgia State University, Atlanta,
               Georgia.  Edited by D.G. Ahearn and S.P. Meyers.  Baton Rouge,
               La.:  Louisiana State University, Center for Wetland Resources.
                (Sea  Grant publication no.  LSU-SG-73-01; available from: NTIS,
               Springfield, VA; COM-74-11013)

005005371   Walker,  J.D.; Colwell, R.R.  (1976) Measuring the potential
               activity of hydrocarbon-degrading bacteria.  Applied and
               Environmental Microbiology  31(2):189-197.

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                          OFFICE OF PESTICIDE PRDGAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                            Case GS0022 Naphthalene
          Citations Considered to be Part of the Data Base Supporting
                       Registrations Under the Standard
                                  Toxicology
005015698   Adams, D.R. (1930) A study of the correlation between the
               biochemical and intra-ocular changes induced in rabbits by the
               administration of naphthalene.  British Journal of
               Ophthalmology 14 (11): 545-576.

GS0022024   Battelle's Columbus Laboratories, Subcontract No. 76-34-106002,
               March 4, 1980.  Subchrcnic Toxicity Studyzt  Naphthalene
               (C52904) in Fischer 344 Rats.

GS0022023   Battelle's Columbus laboratories, Subcontact No. 76-34-106002,
               March 4, 1980. Subchrcnic Toxicity Study?  Naphthalene (C52904)
               in B6C3F1 Mice.

005006208   Boyland, E.; Sims, P. (1957) Metabolism of polycyclic compounds:
               11.  The omversion of naphthalene into 2-hydroxy-l-naphthyl
               sulphate in the rabbit.  Biochemical Journal 66(1):38-40.

005006209   Boyland, E.; Sims, P. (1958) Metabolism of polycyclic compounds:
               12.  An acid-labile precursor of 1-naphthylmercapturic acid and
               naphthol: an
               N-acetyl-S- (1:2-dihydrchydroxjnaphthy 1) -L-cysteine.
               Biochemical Journal 68(3):440-447.

005006213   Boyland, E.; Wiltshire, G.H. (1953) Metabolism of polycyclic
               compounds: 7.  The metabolism of naphthalene, 1-naphthol and
               l:2-dihydroxy-l:2-dihydrcnaphthalene by animals.  Biochemical
               Journal 53(4):636-641.

005020080   Chen, K.C.; Borough, H.W. (1979) Glutathicne and mercapturic acid
               ccn jugations in the metabolism of naphthalene and 1-naphtyl
               N-fflethylcarbamate (carbaryl).  Drug and Chemical Toxicology
               2(4):331-354.

005005368   Comer, E.D.S.i Billett, F.S.j Young, L. (1954) Biochemical
               studies of toxic agents: 6.  The conversion of naphthalene into
               l:2-dihydro-2-hydroxy-lHnaphthyl glucosidurcnic acid in the
               rabbit.  Biochemical Journal 56(2):270-274.

005005367   Comer, E.D.S.; Young, L. (1954) Biochemical studies of toxic
               agents: 7.  The metabolism of naphthalene in animals of
               different species.  Biochemical Journal 58:647-655.

005019746   D'Asaro Biondo, M. (1933) L'azione dei vapori di naftalina
               sull'occhio (richerche sperimentali).  [The action of
               naphthalene vapors on the eyes (experimental research).]
               Rassegna Italian a d'Ottalmologia.  [Italian Review of
               Ophthalmology.] 2:762-773.

-------
                          OFFICE OF PESTICIDE PROGAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                            Case GS0022 Naphthalene
          Citations Considered to be Part of the Data Base Supporting
                       Registrations Ihder the Standard
                             Toxicology Continued
005005949   Mackell, J.V.; Rieders, F.; Brieger, H.; Bauer, E.L. (1951) Acute
               hemolytic anemia due to ingesticn of naphthalene noth balls.
               Pediatrics 7:722-728.

005007954   Marsden, C.M.; Yoing, L. (1958) Biochemical studies of toxic
               agents: 10.  Observations on the metabolism of 355 labelled
               mercapturic acids.  Biochemical Journal 69(2)?257-265.

005005197   Pirie,  A.  (1968) Pathology in the eye of the naphthalene-fed
               rabbit.  Experimental Eye Research 7(3):354-357.

005012927   Prochorow, M.; Nowotarska, T. (1965) Cztery przypadki zatrucia
               naftalina niemowlat.  [Four cases of naphthalene poisoning in
               infants.!  Pediatria Pol ska.   [Polish Pediatrics.!
               XL(9):999-1000.

005015285   Schmaehl,  D.  (1955) Pruefing von Naphthalin end Anthracen  auf
               cancerogene Wirkung an Ratten.   (Testing of naphthalene and
               anthracene for  carcinogenic effect in rats.]  Zeitschrift fuer
               Krebsforsching  60(6):697-710.

005005672   Stillwell, W.G.; Bouwsma, O.J.;  Homing, M.G.  (1978) Formation  in
               vivo of deuterated methylthio metabolites of naphthalene from
               L-methicnine  (methyl-d-).  Research  Gormanications in
               Chemical Pathology  and Biarmacology  22(2):329-343.

005005671   Stillwell, W.G.; Bouwsma, O.J.;  Thenot, J.P.; Homing, M.G.;
               Griffin, G.W.;  Ishikawa, K.;  Takaku, M.  (1978) Methylthio
               metabolites of  naphthalene excreted by the rat.  Research
               Comminications  in Chemical Pathology and Eharmacology
                20(3):509-530.

005005235    Zuelzer,  W.W.; Apt,  L. (1949) Acute hemolytic  anemia due to
               naphthalene poisoning: a clinical  and experimental study.
               Journal of the  American Medical Association  141(3):185-190.

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                          OFFICE OF  PESTCIDE  PROGAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                            Case GS0022 Naphthalene
                                   Section  1
       Citations Considered to be Part of the Data Base  Supporting
                        Registrations Under the Standard
                              Ecological Effects
005007545   Corner, E.D.S.; Harris, R.P.; Kilvington, C.C.; O'Hara,  S.C.M.
               (1976) Petroleum compounds in the marine  food web:  short-term
               experiments on the fate of naphthalene in Calanus.  Journal
               of the Marine Biological Association of the United  Kingdom
               56(1):121-133.

005009021   Harris, R.P.; Berdugo, V.; Corner, E.D.S.; Kilvington, C.C.;
               O'Hara, S.C.M. (1977) Factors affecting the retention of a
               petroleum hydrocarbon by marine planktonic copepcds.  P&ges
               286-304, Jh Fate and Effects of Petroleum Hydrocarbons  in
               Marine Organisms and Ecosystems.  Edited  by D.A. Wolfe.
               Elmsford, N.Y.:  Pergammon Press.

005006550   Harris, R.P.; Berdugo  V.; O'Hara, S.C.M.; Corner, E.D.S.  (1977)
               Accumulation of 14C-l-naphthalene by an oceanic and an
               estuarine copepod during long-term exposure to low-level
               concentrations.  Marine Biology 42(3):187-195.

005007239   Hartzell, A.; Wilcoxon, F. (1930) Naphthalene fumigation at
               controlled concentrations.  Journal of Economic Entomology
               23:608-618.

005015700   Kofranek, A.M.; Markiewicz, L. (1967) Selected naphthalenes as
               disbudding agents for chrysanthemums: part 2 of a 2-part
               discussion.  Florists' Review 140(3617):20-21,54-57.

005009023   Moutia, L.A.; Mamet, R. (1943) Experiments on the storage of maize
               seeds.  Revue Agricole et Sucriere de 1'Ile Maurice

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 NRID
                         OFFICE OF PESTICIDE PROGRAMS
                      REGISTRATION STANDARD BIBLIOGRAPHY
                            Case GS0022 Naphthalene
                                  Section 1
          Citations Considered To Be Part Of The Data Base Supporting
                        Registration thder The Standard
                                   Efficacy
Citation
GS0022025     Anon. (1949).  Bird Repellents.  Pest Control  17(12):20.

GS0022026     Clark, D. O.  (1975).  Vertebrate Pest Control  Handbook.  Cal.
                 Bept. of Food and Agri.,  Div. of Plant  Industry; pp.  508-1.

GS0022028     Cbnstantine,  D. G.  (1979).   Rabies and Bat Management.   Bull.
                 Soc.    Vector Ecol. 4:1-9.

GS0022029     Ebeling, W. (1975).  Urben_Entomology.  thiv.  of  Cal.  Div. of
                 Agri. Sci. pp. 603.

GS0022030     Marsh, R. E.  Howard, W.E.  (1977).  Vertebrate  Control
                 Manual.  Pest Control 45(10):34.

GS0022031     Murphy, K.T.  (1975).  Bat  Problem Abated Temprarily.   The
                 Patriot Ledger. Wed., July 9, pp.  16.

GS0022032     Scott, H. G.  (1961).  Bats:   Public Health Importance,
                 Identification,  and Control.  Pest Control  29(8):  23-29.

GS0022033     Scott, H. G.  (1961).  Pigeons:   Public Health  Importance and
                 Control.   Pest Control  29(9):9 & 60-61.

GS0022034     Silver, J.  (1935).   Eliminate Bats from Buildings.   USDA leaflet
                 109:4-5.

005000993     British Crop  Protection Council  (1974) Pesticide  Manual:  Basic
                 Information on the Chemicals Used  as Active Components  of
                 Pesticides.   Edited by H. Martin and C. R.  Worthing.  4th ed.
                 London,  England:  British Crop Protection Council.

GS0018006     Farm Chemicals Handbook  (1979).   Meister  Publishing  Co.,
                 Willoughly, OH.  44094

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                          OFFICE OF PESTICIDE PROGRAMS
                       REGISTRATION STANDARD BIBLIOGRAPHY
                            Case GS0022 Naphthalene
                                    Section  2
            Citations Examined and  Judged to be Inappropriate For
                         Use  in Developing  the standard
                        Registrations Under the Standard
005006685   Abbott, B.J.; Gerhardt, P.  (1970) Dialysis  fermentation.   I.
               Enhanced production of salicylic  acid  from naphthalene
               by Pseudomonas fluorescens.  Biotechnology and  Bioengineering
               XII(4):577-589.

005015489   Abelson, S.M.; Henderson, A.T.  (1951) Moth  ball poisoning.   U.S.
               Armed Forces Medical Journal 2(3):491-493.

005007969   Abraham, M.H.; Marks, R.E.  (1964) Gas-liquid  chromatography of
               seme condensed-ring aromatic hydrocarbons  on lightly-loaded
               columns.  Journal of Chromatography 13(2):344-349.

005006870   Allen, J.G.; Malmberg, E.W., inventors; Sun Oil Co., assignee
               (1966) Preparation of naphthalene and certain
               dimethylnaphthalenes.  U.S. patent 3,235,615.   Feb  15.   5 p.
               Cl. 260-668.

005009966   Ambrose, D.; Lawrenson, I.J.; Sprake, C.H.S.  (1975) The vapour
               pressure of naphthalene.  Journal of Chemical Thermodynamics
               7(12):1173-1176.

005007369   American Cyanamid Co., assignee (1961) Method  of purifying
               naphthalene.  British patent specification 883,042.  Nov 22.   4
               p. Int. Cl. C 07c.

005006119   Anderson, J.A., Jr. (1948) Determination of naphthalene, methyl
               naphthalenes, and total naphthalenes in admixture with other
               hydrocarbons by ultraviolet absorption.  Proceedings of  the
               American Petroleum Institute, Section III:  Refining 28:81-84.

005006871   Anderson, J.A., Jr.; Hoffmann, E.J., inventors; Esso Research  and
               Engineering Co., assignee (1956) Production of  naphthalene.
               U.S.  patent 2,729,688.  Jan 3.  3 p. Cl. 260-668.

005007447   Andrews, D.H.; Lynn, G.; Johnston, J. (1926) The heat capacities
               and heat of crystallization of some isomeric aromatic
               compounds.  Journal of the American Chemical Society
               48:1274-1287.

005008559   Angus, J.G.; Christ, B.J.; Morris, G.C. (1968) Absorption spectra
               in the vacuum ultraviolet and the ionization potentials  of
               naphthalene and naphthalene-d   ???     molecules.  Australian
               Journal of Chemistry 21(9):2153-2159.

005006964   Anon. (1918) The solubility of naphthaline in  ammonia.  Gas Aqe
               41:28-30.

-------
005015352   Anon. (1960) Now: naphthalene  from petroleum.   Oil  in Canada
               13(3):31-34.

005008034   Anon. (1961) New thermal process makes  cheaper benzene.   Oil and
               Gas Journal 59:80-81.

005011495   Antheaume, J.; Guiochon, G.  (1965) Application de la
               chromatographie en phase  gazeuse  a  I1etude  de la composition
               des fractions moyennes d'un brut  petrolier.  [Application of
               gas chromatography to the investigation  of  the composition of
               medium fractions of a crude petroleum.]   Bulletin de  la Societe
               Chimique de France (2):298-307.

005007551   Anthes, J.F. (1930) An investigation of the Walters Method for the
               determination of naphthalene.  Pages 1148-1162,* In Proceeding-
               American Gas Association.  \fol. 12.  New  York:  American Gas
               Association.

005005953   Anziulewicz, J.A.; Dick, H.J.; Chiarulli, E.E. (1959)
               Transplacental naphthalene  poisoning.  American Journal of
               Obstetrics and Gynecology 78(3):519-521.

005006873   Apgar, F.A., inventor; Sinclair Refining Co.,  assignee (1955)
               Naphthalene purification  by washing  with a  surface active
               agent.  U.S. patent 2,704,779.  Mar  22.   4  p. Cl. 260-674.

005009183   Armstrong, W.E.; Densham, A.B.; Griffith, R.H.,  inventors; Gas
               Light and Coke Co., assignee (1951)  Improvements in or relating
               to the purification of naphthalene.  British patent
               specification 651,154.  Mar 14.   3 p.

005012274   Ashland Oil and Refining Co.,  assignee  (1962)  Improvements in or
               relating to the recovery  of naphthalene  from petroleum
               fractions.  British patent  specification 889,789.  Feb 21.  9
               p. Int. Cl. C 07c.

005006697   Asselin, G.F.; Erickson, R.A.  (1962) Benzene and naphthalene from
               petroleum by the Hydeal process.  Chemical  Engineering Progress
               58(4):47-52.

005006864   Asselin, G.F.; Erickson, R.A.  (1962) Dealkylation puts petroleum
               industry into the benzene-naphthalene business.   Oil  and Gas
               Journal 60:127-129.

000009181   Atkins, E.L., Jr.; Anderson, L.D.; Greywood, E.A. (1969) Effect of
               Pesticides on Apiculture: Project No. 1499.  (Unpublished study
               received Jul 29, 1976 under 352-342; prepared by Univ. of Cali-
               fornia—Riverside, Dept.  of Entomology,  submitted by  E.I. du
               Pont de Nemours & Co., Wilmington, Del.; GEL:224800-C)

005008027   Ayyangar, G.N.R.; Vijayaraghavarr, C. (1927) Germination  tests on
               millet seeds.  Pages 14-20, Jn Madras Agriculture Department
               Yearbook 1926.

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005015761
005006059
005006061
005009259
005013252
005016013
005006676


005015362



005006240
005006674
005008098
005010618
Azoulay, E.  (1966) Regulation de la biosynthese et de 1'activite
   des catechol-oxygenases  chez Pseudomonas.   [Regulation of the
   biosynthesis and  activity of catechol oxygenases
   in Pseudomonas.]  Bulletin de la Societe Francaise de
   Physiolcgie \fegetale  12(2):111-121.

Backlund, P.S., inventor; Union Oil Co.  of California, assignee
   (1964) Separation of  naphthalenic from non-naphthalenic
   hydrocarbons.  U.S. patent 3,132,078.   May 5.   7 p. Cl. 202-42

Backlund, P.S., inventor; Union Oil Co.  of California, assignee
   (1965) Recovery of petroleum naphthalene.   U.S. patent
   3,197,524.  JUly  27.  5  p. Cl.  260-674.

Badger, G.M.; Donnelly,  J.K.; Spotswocd,  T.M.  (1963) The formation
   of aromatic hydrocarbons at  high temperatures:  XVII.   The
   pyrolysis of a petrol.   Australian Journal  of Chemistry
   16:392-400.

Badger, G.M.; Kimber, R.W.L.  (1960) ine  formation  of aromatic
   hydrocarbons at high  temperatures.  Part VII.   The pyrolysis of
   indene.  Journal  of the  Chemical Society 1960:2746-2749.

Bandow, F. (1951) Untersuchungen ueber die Spektren einiger
   polycyclischer Rohlenwasserstoffe.   [Studies on the spectra  of
   some polycyclic hydrocarbons.]   Zeitschrift fuer Physikalische
   Chemie (Leipzig)  196(5/6):329-341.
Barbor, R.P.  (1962) Naphthalene from catalytic gas oil.
   Gas Journal 60(21):123-125.
Oil and
Barca-Galateanu, D. (1936) Das ultrarote Absorptionsspektrum des
   Naphtalindampfes.   [Infrared absorption spectrum of naphthalene
   vapor.]  Bulletin de la Societe Roumaine de Physique 37:19-34.

Barnsley, E.A. (1976) Naphthalene metabolism by pseudomonads:  the
   oxidation of 1,2-dihydroxynaphthalene to 2-hydroxychromene-2-
   carboxylic acid and the formation of 2'-hydroxybenzalpyuvate.
   Biochemical and Biophysical Research Communication 72(3):1116-
   1121.

Barnsley, E.A. (1976) Role and regulation of the ortho and meta
   pathways of catechol metabolism in pseudomonads metabolizing
   naphthalene and salicylate.  Journal of Bacteriology 125(2):404-
   408.

Barskii, V.D.; Bednov, V.M.; Aksenina, A.A. (1968) Optimising  the
   formaldehyde refining of naphthalene under commercial
   conditions.  Coke and Chemistry USSR.  A translation of: Roks
   i Khimiya. (12):38-42.

Bazhulin, P.A.; Rakhimov, A.A. (1967) Investigation of the
   long-wavelength infrared absorption spectra of naphthalene,
   diphenyl, and p-dichlorobenzene.  Soviet Physics—Solid State.
   A translation of: Fizika Tverdogo Tela 8(7):1719-1722.

-------
005006109   Beale, R.N.; Roe, E.M.F.  (1951) Ultra-violet  absorption spectra of
               some metabolites of naphthalene, anthracene,  and  phenanthrene.
               Journal of the Chemical Society 1951(11):2884-2888.

005009061   Bernat, R.; Bombicki, K.  (1968) Changes  in the concentration of
               glutathione, ascorbic  acid  and  amino  acids with sulfhydryl
               groups  in experimental cataract.  Acta  Physiologica  Polonica
               XIX(2):197-204.

005008897   Bernstein, H.J.; Schneider, W.G.  (1956)  Nuclear  magnetic resonance
               spectra of conjugated  aromatic  hydrocarbons  [letter].  Journal
               of Chemical Physics 24(2):468-469.

005009967   Best, G.R.; Nabholz, J.V.; Ojasti, J.; Crossley, D.A.,  Jr. (1978)
               Response of microarthropod  populations  to  naphthalene in three
               contrasting habitats.  Pedobiologia 18(3):189-201.

005013259   Bhattacharyya, K.K.; Etesikan,  P.  (1966)  Production of basic
               aromatics by dealkylation of alkylaromatics.   Petroleum and
               Hydrocarbons 1(3):369-377.

005013260   Binnington, D.S.; Geddes, W.F. (1934) Determination  of  naphthalene
               in poultry lice powders.  Industrial  and Engineering Chemistry,
               Analytical Edition 6(6):461-463.

005007371   Blacet, F.E.; Leighton, P.A.;  Bartlett,  E.P.  (1931)  The specific
               heats of five pure organic  liquids and  of  ethyl alcohol-water
               mixtures.  Journal of  Physical  Chemistry 35:1935-1943.

005007485   Bohon, R.L.; Claussen, W.F.  (1951) The solubility of aromatic
               hydrocarbons in water.  Journal of the  American Chemical
               Society 73:1571-1578.

005016002   Bonino, G.B.  (1937) Sulla costituzione nolecolare della naftalina
               (comnenti ad una nota  del Prof. Giuseppe Oddo).  [The molecular
               constitution of naphthalene (comments on a report by Professor
               Giuseppe Oddo).]  Gazzetta  Chimica Italiana LXVII:343-346.

005010852   Bornmann,  J.A. (1962) Semiconductivity of  naphthalene  (letter].
               Journal of Chemical Physics 36:1691-1692.

005012925   Boronin, A.M.; Borisoglebskaya, A.N.; Starovoitov, I.I. (1977)
               Mutanty plazmidy NPL-1, kontroliruynshchei okislenie naftalina.

005007549   Boronin, A.M.; Starovoitov,  I.I.;  Borisoglebskaya, A.N.; Skryabin,
               G.K. (1976) Plasmid of Pseudomonas putida which controls
               initial stages of naphthalene oxidation.  Doklady Biological
               Sciences 228(4):226-228.

005005658   Bosmajian, G., Jr.; Ballard, H.D., Jr.,  inventors; Sinclair
               Refining Co., assignee (1958) Process for  making  naphthalene.
               U.S. patent 2,858,348.  Oct 28. 5 p. Cl.  260-668. -

-------
005006649   Boyd, J.H., Jr..  inventor; Atlantic Refining Go.,  assignee (1939)
               Ratification of crystal!izable  derivatives of coal *tar.  U.S.
               patent 2,163,581.  Jun 27.   9 p.  Cl.  196-1.

005006062   Bozich, S.j Lewis, E.W.; Smith, B.D.,  inventors; Esso Research and
               Engineering Co., assignee  (1959)  Process  for recovery of
               crystallizable-hydrocarbons  from  crystalline slurries in
               stages.  U.S. patent 2,913,503.  Nov  17.   6 p.  Cl. 260-666.

005006204   Braude, E.A. (1950) Studies in  light absorption.  Part IX.  The
               relation between absorption  intensities and molecular
               dimensions, and its application to  the electronic  spectra of
               polyenes and polycyclic benzenoid hydrocarbons.  Journal of the
               Chemical Society 1950:379-384.

005006104   Br«e, A.; tydd, R.A. (1970) Vibrational  spectra and assignment of
               naphthalene-d.  Spectrochimica Acta,  Fart A 26(8):1791-1803.

005006662   Briggs, D.K.H.; Waddington, W.; McNeil,  D. (1960) Batch
               fractionation of coal tar naphthalene oils.   Industrial and
               Engineering Chemistry 52(2):145-146.

005007453   Brolin, S.E. (1950) Spectrophotonetric investigations  on the
               fluorescence of the eye lens in rats  given  naphthalin.   Acta
               Ophthalmologica 28(II):163-177.

GS0022020   Brooks, P. and lawley, P.D.  Evidence for the  binding  of
               polynuclear aromatic hydrocarbons to  nucleic acids  of mouse
               skin: relation between carcinogen power of  hydrocarbons and
               their binding to deoxyribonucleic acid; Nature, Vol.  202,  781-
               784, May 23, 1964.

-------
005011487   Broude, V.L.; Unarov, L.M.  (1975)  Interpretatsiya IK spektra
               kristalla naftalina v cblasti valentnykh  kolevanii C-H-svyazei
               3000-3100 cm-1*.   [Interpretation of  the  ir  spectrum of
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005006828   Brown, R.L.; Berger, H.G.  (1924) Effects of  indene on naphthalene
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005005612   Bullard, R.W.; Holguin, G.  (1977)  Volatile components of
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005006202   Burdett, R.A.; Gordon, B.E. (1947) Bolarographic determination of
               naphthalenes in petroleum fractions.  Analytical Chemistry
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005014811   Cahnmann, H.J.; Ruratsune,  M. (1956) Polynuclear aromatic
               hydrocarbons in oysters  collected  in  polluted water [abstract1.
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               Cancer ResarchT  Vol. 2.  New York:   Memorial Sloan-Kettering
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005007573   Calcott, W.S.; English, F.L.; Downing, F.B.  (1924) Analysis  of
               naphthalenesulfonic acids and naphthalene.   Industrial  and
               Engineering Chemistry 16(1):27-30.

005005362   Calder, J.A.; Lader, J.H.  (1976) Effect  of dissolved aromatic
               hydrocarbons on the growth of marine  bacteria in batch  culture.
               Applied and Environmental Microbiology  32(1):95-101.

005009022   Caldwell, R.S.; Caldarone,  E.M.; Mallon, M.H.  (1977) Effects of a
               seawater-soluble fraction of Cook  Inlet crude oil and  its major
               aromatic components on  larval stages  of the  Dungeness crab,
               Cancer magister Dana.   Pages 210-220, In  Fate and Effects
               of  Petroleum Hydrocarbons in Marine Organisms and Ecosystems.
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005012280   Calkins, J.R., inventor; Sun Oil Co., assignee  (1964) Improvements
               in  or relating to  the hydrogenation of  hydrocarbons. British
               patent specification 974,282.   Nov 4.  6  p.  Int. Cl. C  07c.

005012281   Calkins, J.R., inventor; Sun Oil Co., assignee  (1964) Preparation
               of  naphthalene.  British patent specification 965,872.  Aug 6.
               5 p. Int. Cl. C 07c; C  lOg.

005012636   Camin, D.L.; Rossini, F.D.  (1955)  Physical properties of  14
               American Petroleum Institute Research hydrocarbons, C to
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005006131   Cannon, C.G.; Sutherland,  G.B.B.M. (1951) The  infra-red absorption
               spectra of some aromatic compounds.   Spectrochimica Acta
               4:373-395.

-------
005007663   Catterall, F.A.; Murray, K.; Williams,  P.A.  (1971)  The
               configuration of the l,2-dihydroxy-l,2-dihydronaphthalene
               formed in the bacterial metabolism of  naphthalene.   Biochimica
               et Biophysica Acta  237(2):361-364.

005009269   Catterall, F.A.; Williams, P.A.  (1971)  Properties of the
               naphthalene oxygenase from*Pseudomonas sp. NCIB  9816.   Journal
               of General Microbiology 67(1):117-124.

005005355   Catterall, F.A.; Williams, P.A.  (1972) A  comparison of some
               properties of the 1,2-dihydroxynaphthalene oxygenase and
               catechol 2,3-oxygenase activities in naphthalene-grown
               Pseudomonas sp. N.C.I.B. 9816.  Biochemical Journal
               128(3):88-89.

005010984   Cerniglia, C.E.; Gibson, D.T.; Van Baalen, C. (1979) Algal
               oxidation of aromatic hydrocarbons: formation of 1-naphthol
               from naphthalene by Agmenellum quadruplicatum, strain PR-6.
               Biochemical and Biophysical Research Communications
               88(l):50-58.

005008820   Cetorelli, J.J.; McCarthy, W.J.; Winefordner, J.D.  (1968) The
               selection of optimum conditions for spectrochemical methods:
               IV.  Sensitivity of absorption, fluorescence, and
               phosphorescence spectrometry in the condensed phase.  Journal
               of Chemical Education 45(2):98-102.

005007566   Ch'in, N.C.H.; Baral,  W.J., inventors; Union Oil Co. of
               California, assignee (1966) Manufacture of naphthalene.  U.S.
               patent 3,227,769.  Jan 4.  6 p. Cl. 260-672.

005006714   Chambers, J.M.; Robinson, H.D., Jr., inventors; Stone  & Webster
               Engineering Corp.,  assignee (1963) Purification of naphthalene
               by distillation.  U.S. patent 3,075,890.  Jan 29.  6 p. Cl.
               202-39.5.

005010774   Chang, W. (1969) Solubilities of biphenyl, naphthalene,
               perfluorobiphenyl,  perfluoronaphthalene and hexachloroethane in
               nonelectrolytes.  Dissertation Abstracts International B
               32(11):6321.

005007263   Chopey, N.P. (1961) First petrochemical naphthalene.  Chemical
               Engineering 68(9):70-73.

005009077   Chortyk, O.T.; Schlotzhauer, W.S.; Stedman, R.L. (1965) Lithium
               chloride as a gas chromatographic substrate for polynuclear
               aromatic hydrocarbons.  Journal of Gas Chromatography
               3(11):394-395.

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005017431   Chusid, E.; Fried, C.T.  (1955) Acute hemolytic anemia due  to
               naphthalene ingestion.  MIA American Journal of  Diseases  of
               Children 89:612-614.

005010519   Coffey, J.C.; Ward, C.H.; King, J.M. (1976) Effects of petroleums
               on the growth of freshwater algae.  Pages 885-893, In Industrie.,
               Waste Conference, 31st; May 4-6, Purdue University ,~Iafayette,
               Indiana.  Lafayette,  Ind.:  Purdue University.
005005360   Coggeshall, N.D.; Glessner, A.S., Jr.  (1949) Ultraviolet
               absorption analysis for naphthalenes.  Analytical Chemistry
               21(5):550-553.

005016966   Cook, J.W.; Loudon, J.D.; Williamson, W.F.  (1950) Stereochemistry
               of metabolic diols from naphthalene and  anthracene.  Journal of
               the Chemical Society  (3):911-914.

005009255   Cook, J.W.; Schoental, R.; Scott, E.J.Y.  (1950) Relation between
               bond structure and the longest ultra-violet absorption band of
               polycyclic aromatic hydrocarbons.  Proceedings of the Physical
               Society, London 63A:592-598.

005007442   Daglish, C. (1950) The ultraviolet absorption spectra of seme
               hydroxynaphthalenes.  Journal of the American Chemical Society
               72:4859-4864.

005005404   Davies, J.I.9 Evans, W.C. (1964) Oxidative  metabolism of
               naphthalene by soil pseudomonads: the  ring-fission mechanism.
               Biochemical Journal 91<2):251-261.

005020249   Davies, J.S.; Westlake,  D.W.S.  (1979) Crude oil utilization by
               fungi.  Canadian Journal of  Microbiology 25(2):146-156.

005009037   Dawson, J.P.; Thayer, W.W.; Desforges, J.F. (1958) Acute hemolytic
               anemia  in the newborn infant due to naphthalene poisoning:
               report of two cases,  with investigation  into the mechanism  of
               the disease.  Blood XIII(12):1113-1125.

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005005745   Day, A.D.; Thompson,  R.K.  (1965)  Some effects of paradichloro-
               benzene, naphthalene, DDT and  Ceresan on the germination of
               field crop seeds.   Agronomy Journal 57(4):321-322.
005008044   Dean-Raymond, D.; Bartha,  R.  (1975) Biodegradation of Some
               Polynuclear Aromatic  Petroleum Components by Marine Bacteria.
               Arlington, Va.:  Office of Naval Research. (Available from;
               NTIS, Springfield, VA:  AD/A-006 346;  Office of Naval Research
               technical report no.  5)

005008079   Densham, A.B.; Qough, G.;  Griffith, R.H.,  inventors;  North Thames
               Gas Board, assignee (1955) Improvements in or relating to the
               purification of aromatic hydrocarbons.   British patent
               specification 735,706.  Aug  24.  6 p.

005008132   Derby, I.H.; Davis, K.R.,  inventors; Peter C.  Reilly,  assignee
               (1929) Method of purification of hydrocarbons.   U.S.  patent
               1,727,052.  Sep 3.  3 p.

005011116   Dewar, M.J.S.; Longuet-Higgins, H.C. (1954)  The electronic spectra
               of aromatic molecules.  I: Benzenoid  hydrocarbons.   Proceedings
               of the Physical Society, London, Section  A 67:795-804.

005014802   Dimitrov, D.; M'lchanov, D. (1960) Ostro naftalinovo otravyane.

005008817   Dodge, B.F. (1922) Calculation of vapor  pressures  of naphthalene,
               anthracene, phenanthrene, and anthraquinone  by  Duehring's
               relation [letter!.  Journal of  Industrial  and Engineering
               Chemistry 14(6):569-570.

005005674   Duckett, J.A.; Smithson, T.L.; Wieser, H.  (1978) The vapour phase
               far-infrared spectra of naphthalene- h  and-* d
               Journal of Molecular Structure 44(l):"9~7-99.

005005673   Dunn, N.W.; Gunsalus, I.C. (1973) Transmissible plasmid  coding
               early enzymes of naphthalene oxidation  in Pseudomonas  putida.
               Journal of Bacteriology 114(3):974-979.

005011498   Bckhardt, P.; Heinze, H.O. (1961) Vergleich konventioneller
               Untersuchungsverfahren fuer Kohlenwertstoffe mit der
               gaschromatographischen und spektroskopischen Analyse.

005007448   Edwards, R.E.; Jr.; Pflasterer, J.L.; Smeaton,  R.M., inventors;
               United States Steel Corp., assignee (1961) Method of  recovering
               high-purity naphthalene.  U.S. patent 2,990,435.  Jun  27.   2 p.
               Cl. 260-674.

005008569   Eganhouse, R.P.; Calder,  J.A. (1976) The solubility of medium
               molecular weight aromatic hydrocarbons and the effects of
               hydrocarbon co-solutes and salinity.  Geochimica et
               Cosmochimica Acta 40(5):555-561.

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005011323   Eisenbrand, J.  (1971) Ueber die Wasserloeslichkeit des
               3,4-Benzpyrens und anderer aromatischer Kohlenwassersto£fe und
               ihre Erhoehung durch Loesungsvermittler.  [Water solubility of
               3,4-benzopyrene and other aromatic  hydrocarbons and its
               increase by  solubilizers.1  Deutsche  Lebensmittel-Rundschau
               67(12):435-444.

005015364   Ekkert, L.  (1931) Beitrag  zu den  Farbenreaktionen des Benzols,
               Naphthalins, Anthrazens, Phenanthrens,  Chinons, Anthrachinons
               und Chinolins.   [Contribution  to the  color reactions of
               benzene, naphthalene, anthracene, phenanthrene, quinone,
               anthraquinone and quinoline.l   Eharmazeutische Zentralhalle
               fuer Deutschland 72(7):51-53.

005009188   Eley, D.D.; Fawcett, A.S.; Willis,  M.R.  (1968) Semiconductivity of
               organic substances: Part 12.—Electrode injection of charge
               carriers into crystals  of small  aromatic molecules.
               Transactions of the Faraday Society 64(6):1513-1527.

005006696   Briery, B.M.; Gasser, G.M.,  inventors;  Monsanto Co., assignee
               (1971) Naphthalene analysis method.  U.S. patent 3,559,376.
               Feb 2.   10 p. Int. a.  B Old 15/08; Cl. 55-67.

005007375   Enroerson, H.R.; Lafferty,  J.L.; Stiles,  V.E.; Backlund, P.S.;
               DDumani, T.F. (1963) Unidak—an  improved naphthalene process.
               Oil and Gas  Journal 61(22):123-126,129.

005006121   Emmerson, H.R., inventor;  Union Oil Go.  of California, assignee
               (1965) Manufacture of naphthalene.  U.S. patent 3,193,594.  Jul
               6.  8 p. a. 260-672.

005006699   Eppley, M.  (1928) A formula for calculating the boiling-points of
               naphthalene  corresponding to pressures  between 824 millimeters
               and 704 millimeters of  mercury:  and the boiling-point of
               naphthalene  at normal pressure.   Journal of the Franklin
               Institute 205:383-394.

005005280   Epstein, A.K.;  Harris, B.R. (1926)  Detection of minute amounts of
               naphthalene  in flour.   Cereal  Chemistry 111:60-62.

005011486   Etat Francais  represente par le Ministre de la Defense Nationale
               et de la Guerre, assignee  (1963) Perfectionneroents aux precedes
               pour la  synthese du benzene et de ses necrologues.  [Improved
               procedures  for the synthesis of  benzene and of its homologues.]
               French brevet d'invention 1,329,521.  Jun 12.  2 p. Int. Cl. C
               07c.

005006874   Eubank, O.C.,  inventor; Union Oil Co.  of California, assignee
               (1965) Manufacture of petroleum naphthalene.  U.S. patent
               3,193,592.   Jul 6.  6 p. a. 260-672.

005008283   Fanburg, S.J.  (1940) Exfoliative  dermatitis due to naphthalene:
               report of an eruption resembling mycosis fungoides.  Archives
               of Dermatology and Syphilology 42:53-58.

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005008818   Ferguson, J.; Reeves, L.W.; Schneider, W.G.  (1957)  Vapor
               absorption spectra and oscillator  strengths  of naphthalene,
               anthracene, and pyrene.  Canadian  Journal of Chemistry'
               35:1117-1123.

005010167   Fernley, H.N.; Evans, W.C.  (1958) Oxidative metabolism of
               polycyclic hydrocarbons by soil Pseudomonads  .   Nature
               182(4632):373-375.

005006707   Findlay, R.A., inventor; Phillips Petroleum Co.,  assignee (1959)
               Crystal purification apparatus.  U.S. patent 2,898,271.  Aug 4.
               6 p. Cl. 196-14.5.

005007557   Fishbein, L. (1976) Potential hazards of fumigant residues.
               Environmental Health Perspectives  14:39-45.

005007556   Fisher, G.S.; Legendre, M.G.; Lovgren, N.V.; Schuller, W.H.;
               Wells, J.A. (1979) volatile constituents of  southernpea seed

005005646   Flanders, R.L., inventor; California  Research Corp., assignee
               (1964) Production of naphthalene.  U.S. patent 3,151,176.   Sep
               29.  3 p. Cl. 260-673.5.

005010156   Fleming, W.E.; Baker, F.E. (1934) The Use of Naphthalene  Against
               the Japanese Beetle.  Washington, D.C.:  U.S. Department of
               Agriculture. (USDA technical bulletin no. 427)

005005945   Flood, J.M. (1956) Contact dermatitis from naphthalene.   Bulletin
               of the Guthrie Clinic 26(2):63-65.

005007541   Fowler, L.; Trump, W.N.; Vogler, C.E. (1968) Vapor pressure of
               naphthalene: new measurements between 40 degrees and 180
               degrees C.  Journal of Chemical and Engineering Data
               13(2):209-210.

005006849   Fox, J.J.; Martin, A.E. (1939) Infra-red spectra in the 3 mu
               region of naphthalene, alpha- and beta-methylnaphthalenes,
               quinoline, and isoquinoline: an aid to analysis.  Journal of
               the Chemical Society 1939:318-322.

005017944   Franck-Newmann, M.; Jossang, P. (1964) Emploi des complexes pi  en
               chrcmatographie sur couche mince: derives polynitres
               aromatiques et hydrocarbures aromatiques a noyaux condenses.

005016576   Francois, M.; Seguin, L. (1928) Analyse des insecticides.
               Produits sees: naphtaline; naphtaline et camphre; poudres
               bleues a la strychnine; ble rouge.  [Analysis of insecticides.
               Dry products:  naphthalene; naphthalene and camphor;
               strychnine-base blue powders; red wheat.1   Annales des
               Falsifications et des Fraudes 7:204-209.

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005017948   Francois, M.; Seguin, L.  (1929) Analyse des  insecticides.
               Insecticides liquides  non miscibles a  1'eau:  carbures melanges;
               tetrachlorure de carbone; nitrobenzine; naphtaline;  salicyeate
               de methyle.  [Analysis of insecticides.   Liquid  insecticides
               non-miscible with water: mixed hydrocarbons,  carbon
               tetrachloride, nitrobenzene, naphthalene, methyl salicylate.1
               Annales des Falsifications et des  Fraudes 22:226-232.

005010162   Freeman, D.E. (1961) The  ultraviolet  emission  spectrum  .of
               naphthalene vapor.  Journal of Molecular  Spectroscopy
               6:305-311.

005006851   Friedenberg, R.; Jannke,  P.J.  (1965)  Proof of  ultrapurity  in
               zone-refined naphthalene.  Analytica Chimica  Acta
               33(6):655-669.

005011107   Friedman, B.S.; Kovach, S.M. (1960) Two-stage  process for
               production of naphthalene and high octane gasoline from cycle
               stock.  Pages 17-27, In Proceedings of the  Fifth World
               Petroleum Congress; Jun 1-5, 1959, New York.   New York:  Fifth
               World Petroleum Congress.

005016335   Fugassi, P.; Masciantonio, P.; Traranell,  R.  (1958)  Photo-oxidation
               of polycyclic hydrocarbons  [abstract no.  11]. Preprints,
               Division of Gas and Fuel Chemistry, American  Chemical Society
               1958(Sep):4.

005005229   George, G.A.; Morris, G.C.  (1968) The intensity  of  absorption of
               naphthalene from 30 000 cm.  Molecular Spectroscopy  26(1):67-71,
005010502   Gesellschaft  fuer  Teerverwertung m.b.H.,  assignee (1962)  Process
               for recovering  naphthalene with a solidification point above 78
               degrees C.  from tar  oil  fractions.  British patent
               specification 913,850.   Dae  28.  4 p.  Int.  Cl. C 07c.

005006715   Gifford,  H.,  Jr. (1932) Determination of  the oxidation-reduction
               mechanism  in  the lens of rabbits with  naphthalene cataract.
               Archives of Ophthalmology 7(5):763-768.

005007680   Gilbert,  G.; Weil, R.C.; Hunter, R.H. (1961) Hydrorefining
               coal-tar naphthalene.  Industrial and  Engineering Chemistry
               53(12):993-996.

005011616   Ginet, G.A.;  Sechkarev, A.V. (1974) Proyavlenie defektnosti
               struktury  v infrakrasnom spektre kristallicheskogo naftalina.

005014860   Golczyk,  A.  (1960) Dwa  przypadki niedokrwistosci hemolitycznej  po
               zatruciu naftalina.   [Two cases df hemolytic anemia after
               naphthalene poisoning.]   Polski Tygodnik Lekarski.  [Polish
               Medical Weekly.]  15(22):837-839.

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005007550
005009475
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005011334
005012041   Graham,  E.L.;  Zacharias,  W.C.,  inventors; Daw Chemical Co.,
               assignee  (1958) Verfahren  zur Herstellung von
               Kohlenwasserstoffen, einschliesslich Aethylen, Aoetylen und
               Benzol, aus Oelschiefer.   [Process for the production of
               hydrocarbons,  including ethylene,  acetylene, and benzene, from
               oil shale.]  German  (Fed.  Hep.)  auslegeschrift 1,047,352.  Dec
               24.   6 p.

            Grazhulene, S.S.; Telegin, G.F.;  Musikhin,  L.A. (1977) Preparation
               of high-purity naphthalene.   Journal of  Applied Chemistry of
               the USSR 50(4):840-843.

            Griffiths, E.; Evans, W.C. (1965) A cell-free perhydroxylase
               system from soil pseudcmonads, with activity on aromatic
               hydrocarbons.  Biochemical Journal 95(3):51-52.

            Grob, K.; Grob, G. (1974) Organic substances  in potable water and
               in its precursor: Part II.  Applications in the area of Zurich.
               Journal of  Chromatography  90(2):303-313.

            Grunwald, E.;  Butler, A.F. (1960) Salt-induced medium effects.  I.
               Salt  effects on the activity  coefficients  of naphthalene  and
               1-naphthoic acid in 50 wt.% dioxane-water.  Journal of the
               American Chemical Society 82:5647-5654.

005013422   Guberska, J.;  Draniak, B.; Szostak, A.  (1976) Mozliwosci
               zastosowania chromatografii gazowej  do oznaczania produktow
               utleniania  o-ksylenu i naftalenu.   [The  possibility of using
               gas Chromatography for determining o-xylene and naphthalene
               oxidation products.]  Chemia Analityczna (Warsaw).   [Analytical
               Chemistry.] 21(5):1161-1169.

005009491   Guseva, A.N.;  Parnov, E.I. (1963) Rastvorimost•  uglevodorodov
               naftalinovovo ryada v vode.   [Solubility of hydrocarbons  of the
               naphthalene series in water.]  \festnik Moskovskogo
               Universiteta, Khimiya.  [Journal of  Moscow University,
               Chemistry.] 18(4):80-82.

005006826   Guvernator, G.C., III; Gager, F.L., Jr.;  Hobb,  E.W.;  Bavley,  A.
               (1965) Electron capture detection  of gas-chromatographed
               polycyclic hydrocarbons.  Journal  of Gas Chromatography
               3(11):363-367.

005018675   Halbwachs, G.; Hlawatsch, H. (1968) Photooxydation als Ursache von
               Pflanzenschaedigungen durch Teerdaempfe.   [Photooxidation  as
               the cause of plant damage by tar vapors.]  Naturwissenschaften
               55(2):90.

005006809   Haldeman, R.G.; Castellion, G., inventors;  American Cyanamid  Co.,
               assignee (1963) Process for the dealkylation of alkyl
               naphthalene.  U.S. patent 3,102,151.   Aug  27.   3 p.  Cl.
               260-672.

005011485   Harburger Eisen- und Bronzewerke A.G.,  assignee  (1929)  Dispositif
               pour le pressage de matieres contenant des liquides.

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005010511   Barley, J.; Dods, L.  (1959) Some acquired  haemolytic  anaemias of
               childhood.  Australasian Annals of Medicine  8(2):98-108.

005007669   Harris, R.P.; Berdugo, V.; O'Hara, S.C.M.;  Corner,  E.D.S.  (1977)
               Accumulation of 14C-l-naphthalene by an oceanic  and  an
               estuarine copepcd during long-term exposure  to low-level
               concentrations.  Marine Biology 42:187-195.

GS0022021   Harvey, Ronald G. and Halonen, Marilyn;  Interaction between
               carcinogenic hydrocarbons and nucleosides.   Cancer Research,  28,
               2183-2186, November,  1968.

005006940   Hartzell, A. (1929)  Tolerance of different species and varieties
               of plants to naphthalene vapor.  Journal of  Economic Entomology
               22(2)-.354-360.


005007134   Hatano, H.; Yamanoto, Y.; Saito, M.; Mochida, E.; Watanabe,  S.
               (1973) A high-speed liquid chronatograph with  a  flow-
               spectrofluorimetric detector and the ultramicro-determination of
               aromatic compounds.   Journal of Chromatography 83:373-380.


005004733   Hatano, H.; Yamanoto, Y.; Saito, M.; Mochida, E.; Watanabe,  S.
               (1973) A high-speed liquid chromatograph with  a  flow-
               spectrofluorimetric ck Sector and the ultramicro-determination of
               aromatic compounds.   Journal of Chromatography 83(1):373-380.
005007565   Hatch,  L.F.  (1963) What  you should know about the chemistry of
               naphthalenes.  Hydrocarbon Processing and Petroleum Refiner
               42(3):113-118.

005005751   Heller, A.N.,  inventor;  Allied Chemical Corp., assignee (1959)
               Process  for production of high grade naphthalene and
               preparation of beta-naphthol from acidic waters therefrom.
               U.S. patent 2,884,463.  Apr 28.  10 p. Cl. 260-628.

005010500   Henkel  and  Cie G.m.b.H.,  assignee (1958) A process for the
               separation  of mixtures of solid and liquid substances occurring
               in tars.  British patent specification 789,709.  Jan 29.  4 p.
               Int. Cl.  C  07c.

005005334   Herbes, S.E.;  Schwall,  L.R. (1978) Microbial transformation of
               polycyclic  aromatic  hydrocarbons in pristine and
               petroleum-contaminated sediments.  Applied and Environmental
               Microbiology 35(2):306-316.

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 005005335
005008534
005006974
005006705
005009504
005012634
005009749
005010616
005005327
005005906
005008033
005012920
005005947
Herbes,  S.E.;  Schwall,  L.R.; Williams, G.A. (1977) Rate of
   microbial transformation of polycyclic aromatic hydrocarbons: a
   chrcmatographic  quantification procedure.  Applied and
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Herington,  E.F.G.;  Densham, A.B.; Maiden, P.J. (1954) The
   preparation and  freezing point of  pure naphthalene.  Journal of
   the Chemical Society 1954:2643-2644.

Hill, J.B., inventor; Barrett Co., assignee (1931) Purification of
   solid aromatic hydrocarbons.   U.S.  patent 1,819,680.  Aug 18.
   3 P.

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Holloway, G.A.  (1973) A mould for the  production of naphthalene
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Hrivnac, M.; Janalc, J.  (1959) Pouziti  plynove chrcmatografie pri
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Ikemoto, F. (1971)  Effects  of cataractogenic compounds,  fatty
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Ishikura, T.; Nishida,  H.;  Tanno,  K.; Miyachi, N.; Ozaki, A.
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New

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005011119   Jacque, L.; Dumez, P., inventors; Pechiney (Compagnie  de Produits
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005008997   James, R.W., inventor;  (1930)  Improvements  in  and  relating to the
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005005205   Jerina, D.M.; Daly, J.W.; Jeffrey,  A.M.; Gibson,  D.T.  (1971)
                 Cis  -l,2-dihydroxy-l,2-dihydronaphthalene:  a  bacterial
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005006640   Jerina, D.M.; Daly, J.W.; Witkop, B.;  Zaltzman-Nirenberg, P.;
               Udenfriend, S. (1968) The  role of arene oxide-oxepin  systems in
               the metabolism of  aromatic substrates.  III.   Formation of
               1,2-naphthalene oxide from naphthalene by liver  microsomes

005007661   Jinkins, R.  (1940) Report on  naphthalene in poultry lice products.
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005005564   Johns, I.E.; McElhill, E.A.;  Smith, J.O. (1962) Thermal  stability
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005004732   Johnson, E.; Abu-Shumays, A.; Abbott,  S.R.  (1977) Use  of
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005011112   Johnson, P.; Pover, W.F.R.  (1963) Absorption of dicyclic compounds
               in lipid  solution.  Pages  186-196,  In Proceedings of  the 7th
               International  Conference on  Biochemical Problems of Lipids,
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005005735   Johnston, J.B.; Gunsalus, I.C.  (1977)  Isolation of  metabolic
               plasmid DMA from Pseudomonas putida.   Biochemical and
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005007560   Jones, G.W.; Scott, G.S. (1946) Limits of Inflammability and
               Ignition  Temperatures of Naphthalene.  Washington,  D.C.:
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005007421   Jones, L.C., Jr.; Taylor, L.W.  (1955)  Far ultraviolet  absorption
               spectra of unsaturated and aromatic hydrocarbons.  Analytical
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005013431   Jorissen, W.P.; Rutten, J.  (1909) On naphthalene  picrate and the
               quantitative determination of naphthalene.   Journal of the
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-------
 005011510    Kaasenbrood,  P.J.C.  (1963)  Syrnposium "Kristallisatie": III.  De
               kristallisatie  van  naftaline  en anthraceen in de
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               Crystallization of  naphthalene  and  anthracene in the
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 005018579    Kaliszan, R.;  Lamparczyk, H.;  Radecki,  A.  (1979) A relationship
               between repression  of dimethylnitrosamine-demethylase by
               polycyclic  aromatic hydrocarbons and their shape.   Biochemical
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 005005729    Kappeler, T.;  Wuhrmann, K.  (1978)  Microbial  degradation of the
               water-soluble fraction of gas oil—II.  Bioassays  with pure
               strains.  Water Research 12(5):335-342.

 005011305    Karlinskii, L.E.;  Chaiskii, V.Y.,  inventors;  (1964)  Sposob
               polucheniya naftalina.   [A method of obtaining naphthalene. 1
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 005005662    Karr, C., Jr.; Comberiati, J.R.; Estep,  P.A.; Mapstone, J-O*, Jr.
               (1967) Effect of carbonization  conditions on the composition  of
               low-temperature tar from Pittsburgh--seam  bituminous coal.
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               University Microfilms, Ann Arbor, MI: order  no.  73-194)

 005011303    Katsobashvili, Y.R.; El'bert, E.I.;  Belenko, Z.G.,  inventors;
               (1967) Sposob pererabotki kamennougol'nykh i  drugikh smol.  [A
               method of processing coal and other  tars.]   U.S.S.R. opisanie
               izobreteniya 203,652.  Oct 9.   1 p.  Int.  Cl. C  lOg.

005011612    Katsobashvili, Y.R.; El'bert, E.I.;  anirnov, V.K.  (1964)
               Gidrokreking pekovykh distillyatov.   [Hydrocracking  of pitch
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005007418    Kaye, W. (1962) Far-ultraviolet spectroscopic detection of gas
               chromatograph effluent.  Analytical Chemistry 34(2):287-293.

005005648   Kelso, E.A.,  inventor;  Esso Research and Engineering Co., assignee
               (1965) Combination hydrodealkylation  and  desulfurization
               process.  U.S. patent 3,198,846.  Aug 3.  5 p. Cl.  260-672.

005006235   Kemp, W.E.; Charlton, F.R.;  Waldron, M.J., inventors; toppers Co.,
               assignee (1959) Purification of naphthalene.  U.S. patent
               2,916,533.  Dec 8.  7 p;  a. 260-674.

005005649   Kenton, J.R.; Pierson,  R.E., inventors; Standard Oil Co., assignee
               (1965) Hydrocarbon conversion.  U.S. patent 3,193,595.  Jul 6.
               11 p. Cl.  260-672.

-------
005011130   Kessler, H.; Mueller, E.  (1966) Duennschichtchronatographische
               Trennung mehrkerniger  Arcmaten rait Pikrinsaeure als
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               polynuclear aromatic compounds with picric  acid as the
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005005194   Kierstead, H.A.; Turkeyich, J.  (1944) Viscosity  and  structure of
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005006194   Kitai, A.; Tone, H.; Ishikura, T.; Ozaki, A.  (1968)  Microbial
               production of salicylic acid from naphthalene (II):  product
               inhibitory kinetics and effect of product removal on the
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005005939   Kiyohara, H.; Nagao, K. (1978) The catabolism  of phenanthrene and
               naphthalene by bacteria.  Journal of  General  Microbiology
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005005926   Kiyohara, H.; Nagao, K.;  Nani, R.  (1976) Degradation of
               phenanthrene through o-phthalate  by an Aeromonas  sp.
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005005898   Klausmeier, R.E.  (1959) Microbial oxidation of naphthalene

005005556   Klausmeier, R.E.; Strawinski, R.J.  (1957) Microbial  oxidation of
               naphthalene: I.   Factors concerning salicylate accumulation.
               Journal of Bacteriology 73(4):461-464.

005005190   Klenro, L.H.; Airee,  S.K.  (1964) Gas-solid adsorption
               chronatography of some aromatic hydrocarbons  and  nitrogen
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005012270   Klimisch, H.J.; Ambrosius, D.  (1974) Gel-chromatographie
               polyzyklischer aromatischer Kohlenwasserstoffe.

005005195   Knipe, R.H.; Sponer, H.;  Cooper, C.D.  (1953) Temperature
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005014672   Koch, H.R.; Doldi, K.? Hockwin, O.  (1977) Naphthalene cataracts  in
               rats.  Association of  eye .pigmentation and  cataract
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005015286   Kogan, I#.A.; Nbskova, E.I.j Bednov,  V.M.; Tezyakova, E.I. (1972)
               Analiz naftalinsoderzhashchego  syr'ya metodon kapillyarnoi
               gazovoi khromatografii.   [The analysis of
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               of Trapping  and Processing Coking Products.]  1:154-160.

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005012325   Ffoksharov, V.G.; Grinevich, N.A.; Rus'ianova,  N.D.;  Grigorovich,
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               Vliyanie fenolov i osnovanii na ochistku  naftalina  ozonorn.

005010794   Konar, N.A.; Roy, H.K.; De, M.N.  (1939)  Naphthalene  poisoning.
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005015487   Kbnoplev, A. (1938) Sravnitel'naya otsenka metodoy opredeleniya v
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               Nutrition.] 7(6):127-130.

005008236   Kbrn, S.; Moles, D.A.; Rice, S.D. (1979) Effects of  temperature on
               the median tolerance limit of pink salmon and shrimp exposed to
               toluene, naphthalene, and Cook Inlet  crude  oil.   Bulletin of
               Environmental Contamination and Toxicology  21(4/5):521-525.

005012032   Kbrshunov, A.V.; Bondarev, A.F. (1964) Shirina linii i
               interpretatsiia chastot spektrov rasseianiia malogo
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               scattering spectra.]   Vestnik Leningradskogo Universiteta,
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               Chemistry.]  3(15):22-25.

005011948   Kreshkov, A.P.; Mikhailenko, I.I.; 9nirenkina,  I.P.  (1958)
               Opredelenie naftalina alpha- i beta-khlornaftalina
               spektrofotometricheskim metodom v ul'trafioletovoi  chektra.

005009052   Krishnan, N.R.; Anand, P.N.; Lai, H.G.;  Parashar, S.K. (1976)
               Naphthalene moth ball induced acute haemolytic anaemia.
               Medical Journal of the Armed Forces of India XXXII(2):200-205.

005005663   Krstulovic, A.M.; Rosie, D.M.; Brown, P.R. (1976) Selective
               monitoring of polynuclear aromatic hydrocarbons by high
               pressure liquid chromatography with a variable wavelength
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005007441   Krzesz, Z., inventor; Dominion Tar & Chemical Co., assignee  (1955)
               Naphthalene refining  by washing with a surface active agent.
               U.S. patent 2,711,432.   Jun 21.  2 p. Cl. 260-674.

005009737   Kucharczyk, N.; Fohl, J.;  Vymetal, J. (1963)
               Duennschichtchromatographie von aromatischen
               Kohlenwasserstoffen und einigen heterocyclischen Verbindungen.

005017034   Rudchadker, A.P.; Rudchadker, S.A.; Wilhoit, R.C. (1978)
               Naphthalene.  Washington, D.Ci:  American Petroleum Institute,
               Refining Department.  (API monograph series no. 707)

005011518   Kulczycka,  J.;  Rusin,  A. (1975) Zastosowanie chrcmatografii
               zelowej  oraz spektrofotometrii w nadfiolecie do analizy skladu
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               and ultraviolet spectrophotometry to the analysis of the
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Rvasnikov, E.I.; Tin'yanova, N.Z.  (1970) Proteolitychna aktyvnist1
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Lang, K.P.; Damm, P.; Ibrowski, J., inventors; Ruetgerswerke A.G.,
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Lang, K.F.; Damn, P.; Turowski, J., inventors; Rutgerswerke-A.G.,
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Lee, W.Y.; Nicol, J.A.C.  (1978) Individual  and combined toxicity
   of some petroleum aromatics to  the marine  amphipod Elasmopus
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Lee, W.Y.; Nicol, J.A.C.  (1978) The effect  of naphthalene on
   survival and activity of the amphipod Parhyale. Bulletin of
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Leermakers, P.A.; Thomas, H.T.; Weis, L.D.; James, F.C. (1966)
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Legacheva^r V.V.; Zykov, D.D.  (1966) Crystallization of  naphthalene
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   Liquid chrcmatography—mass spectrometry:  coupling of a  liquid
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   Pure and Applied Chemistry  13(4):523-541.

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   Verfahren zur Entfernung  von organischen Verbindungen  aus
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   naphthalene to salicylic  acid by cultures of Pseudomonas
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Mason, J.C., Jr., inventor;  Sun Oil Co., assignee  (1964)
   Preparation of naphthalene and dimethylnaphthalenes.   U.S.
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005006668   Matt, M.C. (1930) The quantitative estimation of  naphthalene  in
               oils.  Chemist-Analyst 19(3):15.

005006857   May, W.E.; Wasik, S.P.; Freeman, D.H.  (1978) Determination of the
               solubility behavior of some polycyclic  aromatic  hydrocarbons in
               water.  Analytical Chemistry 50(7):997-1000.

005008025   Mayneord, W.V.; Roe, E.M.F.  (1935) The ultra-violet absorption
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005008024   Mayneord, W.V.; Roe, E.M.F.  (1937) The ultra-violet absorption
               spectra of some complex aromatic hydrocarbons—II.   Proceedings
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005005665   McKinnis, A.C., inventor? Union Oil Co. of California, assignee
               (1962) Recovery of petroleum naphthalene.  U.S.  patent
               3,043,890.  Jul 10.  3 p. Cl. 260-674.

005006854   McTaggart, N.G.; Luke, L.A.  (1972) Hydrocarbon type analysis  of.
               petroleum distillates by gas solid  chromatography.   Energy
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005015756   Miller, G.A. (1963) Vapor pressure of  naphthalene:  thermodynamic
               consistency with proposed frequency assignments. Journal  of
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005007575   Miller, S.P., inventor; Barrett Co., assignee  (1922) Purification
               of naphthalene.  U.S. patent 1,438,710.  Dec 12. 4 p.

005008815   Miller, S.P., inventor; Barrett Co., assignee  (1940) Process  for
               crystallizing naphthalene.  U.S. patent 2,207,752.   Jul 16.  8
               p. Cl. 260-674.

005006935   Miller, T.A.; Prater, B.; Lee, J.K.; Mams, R.N.  (1965) Tracer
               diffusion coefficients of naphthalene,  biphenyl, and anthracene

005007659   Miller, W.L. (1934) Determination of naphthalene  in insecticides.
               Journal of the Association of Official  Agricultural Chemists
               XVII(2):308-313.

005006227   Modi, V.V.; Patel, R.N.  (1968) Salicylate  formation from
               naphthalene by Pseudomonas aeruginosa.   Applied  Microbiology
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005008089   Mohler, F.L.; Dibeler, V.H.; Williamson, L.; Dean,  H.  (1952)  Mass
               spectra of deuteroacetylenes, monodeuterobenzene, and
               deuteronaphthalenes.  Journal of Research of the National
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005015361   Molinari, J.G.D. (1961) The Proabd refiner. Industrial Chemist
               37:323-326.

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005011301   Movchan, A.T.; Kirilenko, G.V.,  inventors?   (1962) Kristallizacor
               dlya naftalinovoi fraktsii.   [A crystallizer for the
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               Jun 21.   2 p.

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               paddy seed.  Madras Agricultural Journal XXXIII(6):223-231.

            Mukerjee, P.; Cardinal, J.R.  (1976) Solubilization as  a method for
               studying  self-association: solubility of naphthalene in the
               bile salt sodium cholate and  the complex pattern of  its
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               naphthalene.  Canadian Journal  of Microbiology 1(7):579-588.

005005365   Natusch, D.F.S.; Tonkins, B.A. (1978) Isolation of polycyclic
               organic compounds by solvent  extraction  with dimethyl
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005008030   Nazarov, V.G.; Dinelt, M.V.; Gainanov, S.A.;  Kbtovich,  A.A.  (1968)
               Production of crude benzole and naphthalene  oil.  Coke and
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005013529   Nelson, O.A.; Senseman, C.E.  (1922) Vapor pressure determinations
               on naphthalene, anthracene, phenanthrene,  and anthraquinone
               between their melting and boiling points.  Journal of
               Industrial and Engineering Chemistry 14(1):58-62.

005007578   Nelson, O.A.; Senseman, C.E.  (1923) Equations for vapor  pressures
               and latent heats of vaporization of naphthalene,  anthracene,
               phenanthrene, and anthraquinone.  Industrial  and  Engineering
               Chemistry 15(6):621-622.

005014670   Netter, K.J. (1968) Fluorimetrische Messungen zur
               Naphthalin-Hydroxylierung.  [Fluorcmetry measurements on
               naphthalene hydroxylation.]  Naunyn-Schmeideberg's Archiv fuer
               Pharmakologie 260(2):181.

005015080   Netter, K.J. (1969) Untersuchungen zur mikrosomalen
               Naphthalinhydroxylierung.  [The hydroxylation of naphthalene by
               liver microsomes.]   Naunyn-Schmiedebergs Archiv fuer
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005008095   Nonaka, A. .(1972) Gas-solid chromatography of organic compounds
               using steam as the carrier gas.  Analytical Chemistry
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005008119   Norton, C.J. (1961) Naphthalene as an isolatable  reaction
               intermediate in the catalytic vapor-phase oxidation of
               methylnaphthalenes to phthalic anhydride.  Bulletin of  the
               Chemical Society of Japan 34(10):1545-1547.

-------
005007678   Norton, C.J.; Moss, T.E.  (1964) Oxidative  dealkylation of
               alkylaromatic hydrocarbons: selective vapor-phase catalytic
               oxidation of alkylaromatic hydrocarbons to their parent
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               and Development 3(1):23-32.

005011292   Novak, J.; Hrivnac, M., inventors;   (1963) Zpusob ziskavani
               cistych arcmatickych uhlovodiku  heterocyklickych latek, fenolu
               a zasad z jejich technickych smesi.   [Preparation of pure
               aromatic hydrocarbons, heterocyclic  compounds,  phenols and
               bases from their technical mixes.1   Czechoslovakian patentnovy
               spis 108,020.  Aug  15.   5 p.

005007955   Novikov, V.N.; Bednov, V.M.; Khcmutinkin,  G.V.;  Zubok, A.M. (1%6)
               The production of distilled naphthalene.   Coke and Chemistry
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005011530   Obolentsev, R.D.; Aivazov,  B.V.  (1957)  K voprosu o
               khromatograficheskom vydelenii aromaticheskikh uglevodorodov iz
               ikh smesi s seraorganicheskimi soedineniyami.   [Hie problem of
               the chromatographic separation of  aromatic hydrocarbons from
               their mixtures with organic sulfur compounds.1   Doklady
               Akademii Nauk SSSR.   [Proceedings  of the  Academy of Sciences of
               the USSR.] 114(4):803-806.

005011548   Odell, W.W. (1922) Preparation and  Uses of Tar and Its Simple
               Crude Derivatives.  Washington,  D.C.:   U.S. Bureau of Mines.
               (U.S. Bureau of Mines  technical  paper no. 268)

005005655   Oesch, F.; Jerina, D.M.;  Daly, J.W.;  Lu, A.Y.H.;  Kuntzman, R.;
               Conney, A.H.  (1972) A  reconstituted  microsomal enzyme system
               that converts naphthalene to trans -l,2-dihydroxy-l,2-
               dihydronaphthalene via naphthalene-1,2-oxide:  presence of
               epoxide hydrase in  cytochrome P-450  and P-448 fractions.
               Archives of Biochemistry and Biophysics 153(1):62-67.
005005407
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                                                                        Irish
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   toxicity of naphthalene and three methylated derivatives  to the
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Pakter, M.K.; Pats, B.M.; Spitsyn, A.K.  (1968) O vytxx
   pokazatelei dlya otsenki sortnosti glubokcochishchennogo
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   Koks i Khimiya.   [Coke and Chemistry.]  (2):29-32.

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Aasserini, R.; Ross,  I.G.  (1954) Temperature  dependence of the
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Patel, T.R.  (1974) Bacterial cis   -naphthalene dihydrodiol
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Patel, T.R.; Gibson, D.T.  (1974) Purification and  properties of
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Pats, B.M.; Nepomniashchaia, A.S.; Ozerskii, G.M.; Chernomordik,
   E.Y.; Markus, G.A., inventors;  (1968) Sposob ochistki
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   opisanie izobreteniia 210,847.  Feb 8.   3 p.  Int.  Cl. C 07c.

Pats, B.M.; Nepomnyashchaya, A.S.  (1959) Tionaften—cernistyi
   sputnik naftalina.  [Thianaphthene—a sulfur  analog of
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Pats, B.M.; Pakter, M.K. (1966) Behavior of impurities during  the
   rectification of naphthalene.  Coke and Chemistry  (10): 49-51.

Pavlu, J. (1966) The chrcmatographic separation of polycyclic
   aromatic hydrocarbons by thin-layer chromatography.  Acta
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005015770   Peters, G. (1938) Die biologisch-chemische Eignungspruefuny
               gasfoermig wirkender  Insektizide.l   [The biological-chemical
               evaluation of gaseous insecticides.]  Anzeiger fuer
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005007424   Peters, H. (1959) Ultraviolet  absorption spectra of phthalic
               anhydride and related substances: analytical  method for
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               31(8):1326-1331.

005015063   Petrowitz, H.J.  (1964) Zur  Duennschichtchromatographie
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               Marini^ettolo.  Ansterdam,  Netherlands:  Elsevier.

005007540   Phillips, W.E., Jr.; Brown,  L.R.  (1975) The effect of elevated
               temperature on the  aerobic  microbiological treatment of a
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               in  Industrial Microbiology.  No.  16.  Washington, D.C.:
               American Institute  of Biological  Sciences.

005005198   Pimentel, G.C.; McClellan,  A.L. (1952) The infrared spectra of
               naphthalene crystals, vapor, and  solutions.  Journal of
               Chemical Physics 20(2):270-277.

005005199   Pimentel, G.C.; McClellan,  A.L.;  Person, W.B.; Schnepp, O. (1955)
               Interpretation of the infrared spectrum of a molecular
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005011954   Rolitzer, P.;  Daiker,  K.C.  (1977) Some possible products  of the
               reaction of 0 (hydrocarbons.  Pages 331-S-344, In Excited States in
               Organic Chemistry and Biochemistry.   Edited By B. Pullman and N.
               Goldblum.   Dordrecht, Holland:  D. Reidel Publishing Co.
                (Jerusalem symposium  on  quantum  chemistry and biochemistry
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005008096    Popl,  M.;  Eolansky,  V.;  Mostecky,  J.  (1972) Calculation of
                retention volumes in  gradient elution adsorption
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005006112    Pople, J.A.; Schneider,  W.G.;  Bernstein, H.J. (1957) The analysis
                of  nuclear magnetic resonance spectra: II.  TVo pairs of two
                equivalent nuclei.  Canadian Journal of Chemistry 35:1060-1072,

005006836    Price, W.C.; Bralsford,  R.; Harris, P.V.; Ridley, R.G. (1959)
                Ultra-violet spectra  and ionization potentials of hydrocarbon
                molecules.  Spectrochimica  Acta 14:45-55.

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005018860   Prikhot'ko, A.F. (1949) Zakonomemosti v spektre pogloshcheniya
               parov naftalina.  fAbsorption spectrum of naphthalene vapor.1
               Zhumal Eksperimantal'noi i Tteoreticheskoi Fiziki.   f Journal of
               Experimental and Theoretical Physics.1 19(6):487 492.

005012046   Privalov, V.E.; Gurevich, B.S.; Berhov, V.M. (1965) Oehistka
               fugovannogo naftalina kristallizatsiei-plableniem.

005014867   Prochovnik, X. (1911) Bin toedlich verlaufener Fall von
               Naphthalinvergiftung.  [A fatally progressive case of
               naphthalene poisoning.!  Therapeutische Monatshefte
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005007131   Rao, H.S.; Basu, A.N.; Lahiri, A. (1952) The nature of coal
               bitumens—viscosity and molecular weight of coal degradation
               products.  Journal of Scientific and Industrial Research,
               Section B 11:234-239.

005006233   Ratledge, C.; Winder, F.G. (1966) Biosynthesis and utilization of
               aromatic compounds by Mycobacterium smegmatis with particular
               reference to the origin of salicylic acid.  Biochemical JoumaJ.
               101:274-283.

005006103   Ray, A.K. (1950) On the Raman spectra of naphthalene at low
               temperature.  Indian Journal of Physics 24:539-544.

005006232   Ray, B.B.; Das Gupta, K.; Bose, H.; Das, S.R. (1940) The
               fluorescence of organic compounds by X-rays f letter].  Science
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005010161   Roebuck, A.K.; Evering, B.L. (1957) Hydrocracking an aromatic
               extract to naphthalene and 100-octane gasoline.  Preprints,
               Division of Petroleum Chemistry, American Chemical Society
               2(3):123-129.

005006569   Rogoff, M.H. (1962) Chemistry of oxidation of polycyclic aromatic
               hydrocarbons by soil pseudomonads.  Journal of Bacteriology
               83-998-1004.

005016225   Rogoff, M.H. (1963) Mode of oxidation of polycyclic aromatic
               hydrocarbons by bacteria.  Pages 46-50, J5n_ Developments in
               Industrial Microbiology.  Vol. 4.  Washington, D.C.:  American
               Institute of Biological Sciences.

005008807   Ross, G.S.; Frolen, L.J.  (1963) Chemical purity by dielectric
               cryometry.  Journal of Research of the National Bureau of
               Standards 67A(6):607-614.

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Rossi, S.S.; Neff, J.M.  (1978) Tbxicity of polynuclear aromatic
   hydrocarbons to the polychaete Neanthes arenaceodentata.
   Marine Pollution Bulletin 9(8):220-223.

Rossini, F.D.  (1951) Analysis, purification,  and  properties  of
   hydrocarbons.  Pages  1-5, In  Proceedings of  the Third World
   Petroleum Congress; May  28-Jun 6, The  Hague, Netherlands.
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   E.J. Brill.  (Four unpaged tables)

Ruetgerswerke A.G., assignee (1960) A process for the recovery of
   naphthalene from its.mixtures with oils.   British patent
   specification 851,698.   Oct 19.  2 p.  Int. Cl. C 07c.

Ruetgerswerke-A.G., assignee (1939) Precede d'obtention de
   naphtaline pure.   [Process for obtaining pure  naphthalene.!
   French brevet d1invention 843,161.  Jun 27.  3,p.

Ruetgerswerke-A.G., assignee (1955) An improved process for  the
   purification of naphthalene.  British  patent specification
   733,776.  Jul 20.  2  p.

Rushton, A. (1964) The sublimation of granular  solids. Journal of
   Applied Chemistry  14(11):492-500.

Sahney, R.C.;  fieri, R.M.; Sarna, H.R.; Singh, M.  (1949) Studies on
   the electric polarisation and structure of molecular compounds.
   Part I.  Journal of the  Indian Chemical Society 26(7):329-334.

Santhanakrishnan, B.R.;  Ranganathan, G*;  Raju,  V.B. (1973)
   Naphthalene induced haemolytic anaemia with  haemoglobinuria.
   Indian Journal of  Pediatrics  40(304):195-197.

Sastri, N.V.S.; Kuloor,  N.R. (1963) Solid condensation by mixing
   the vapours with cold air.  Chemical Age of  India
   14(7):523-526.

Schafer, W.B.  (1951) Acute  nemolytic anemia related to
   naphthalene: report of a case in a newborn infant.  Pediatrics
   7(2):172-174.

Schmitt, A.; Lauenstein, H.; Wagner, H.,  inventors; Ruetgerswerke
   und Teerverwertung A.G., assignee  (1968) Vsrfahren zur
   Gewinnung von schwefelfreiem  Reinnaphthalin.  [Process for
   obtaining pure sulfur-free naphthalene.]   German (Fed. Rep.)
   auslegeschrift 1,259,317.  Jan 25.   2  p.  Int.  Cl. C 07c.

Schmitt, A.; Lauenstein, H., inventors; Gesellschaft fuer
   Teerverwertung m.b.H., assignee  (1959) Verfahren zur Gewinnung
   von Naphthalin aus Teeroelfraktionen durch Kuehlen unter  Zusatz
   von Verduennungsmitteln.  [Procedure for obtaining naphthalene
   from tar-oil fractions by cooling while adding thinners.]
   German  (Fed. Rep.) auslegeschrift  1,054,440.  Apr 9.  3 p.

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005012033   Schubert, S.  (1951)  Eine  einfache  optische Schnellmethode zur
               Bestiranung des Naphthalingehaltes  in Waschoelen.  [A simple
               optical rapid method for  the  determination of the naphthalene
               content in wash oils.]  Gas-  und Wasserfach 92(19):277-278.

005006991   Schulze, J.E.,  inventor?   (1946) Process for the manufacture of
               polynuclear  aromatic hydrocarbons.   U.S.  patent 2,403,127.  Jul
               2.  7 p. Cl. 260-674.

005008112   Schwarz, P.P. (1977) Determination of  temperature dependence of
               solubilities of polycyclic aromatic hydrocarbons in  aqueous
               solutions by a fluorescence method.   Journal  of Chemical and
               Engineering  Data  22(3):273-277.

005010394   Schwarz, P.P.; Wasik, S.P. (1976)  Fluorescence measurements of
               carcinogenic and polycyclic aromatic hydrocarbons in water.
               Pages 1-5, In International Conference on Environmental  Sensing
               and Assessment, Proceedings;  Sep 14-19, 1975,  Las Vegas,
               Nevada.  \fol. 2.  Piscataway, N.J.:   Institute of Electrical
               and Electronics Engineers.

005006557   Schwarz, P.P.; Wasik, S.P. (1977)  A fluorescence  method for the
               measurement of the partition  coefficients of naphthalene,
               1-methylnaphthalene, and  1-ethylnaphthalene in water.  Journal
               of Chemical and Engineering Data 22(3):270-273.

005008795   Scott, R.; Joscelyne, E.H.,  inventors;  Midland Tar Distillers
               Ltd., assignee (1949)  Improvements  in  or  relating to the
               purification of naphthalene.  British  patent specification
               628,403.  Aug 29.  3 p.

005006878   Scott, R.; Joscelyne, E.H.,  inventors;  Midland Tar Distillers,
               assignee (1952) Purification of naphthalene.   U.S. patent
               2,598,449.  May 27.  3 p. Cl. 260-674.

005005387   Sears, G.W.;  Hopke, E.R.  (1954) The vapor pressure  of naphthalene.
               Journal of the American Chemical Society  76:2026.

005008113   Sen,  O.K.; Das,  B.P.; Nair, C.S.B. (1977)  Recovery  and  utilization
               of chemicals from by-product wastes  of  the  coking  industry.
               Chemical Age of India 28(1):55-65.

005007675   Serrurier, R. (1976) Prospects for marketing  coal gasification
               byproducts.  Hydrocarbon Processing  55(9):253-257.

005006858   Seshan, P.K.  (1936) The absorption spectra of  some  aromatic
               compounds.  Part I.—Hydrocarbons.   Proceedings  of the Indian
               Academy of Sciences,  Section A 111:148-171.

005007665   Shamsuzzaman, K.M.; Barnsley, E.A. (1974) The  regulation of
               naphthalene metabolism in pseudomonads.  Biochemical and
               Biophysical Research  Communications 60(2):582-589.

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005011959   Sharraa, N.L.; Singh, R.N.; Natu, N.K.  (1967) Accidental  poisoning
               in infancy and childhood.  Journal  of  the Indian  Medical
               Association 48(1):20-25.

005008280   Sherwood, J.N. (1969) Purification and growth  of  large anthracene
               crystals.  Pages 157-168, Jn Purification of Inorganic and
               Organic Materials: Techniques of  Fractional Solidification.
               Edited by M. Zief.  New York:  Marcel  Dekker.

005011309   Shuikin, N.I.; Naryshkina, T.I.,  inventors;   (1964)  Sposob
               polucheniya naftalina.   [A method of obtaining naphthalene.]
               U.S.S.R. opisanie izobreteniya 166,659.  Dec 1.  1 p. Int. Cl.
               C 07c.

005006566   Singh, H.D.; lonsane, B.K.; Barua, P.K.;  Baruah,  J.N.;  lyengar,
               M.S.  (1974) Formation of salicylic  acid from naphthalene by
               microorganisms: Part II—factors  affecting  salicylic  acid
               accumulation.  Indian Journal of  Experimental  Biology
               12(2):162-165.

005013430   Singh, K.; Singh, J.B.  (1974) A study  of  some  chemicals  as
               nitrification regulators and their  effect on total bacteria and
               azotbbacter.  Chemicals and Petro-Chemicals Journal 5(9):25-28.

005007088   Sisco, W.E.; Shenian, P.;  Moyer, M.I., inventors; American
               Cyanamid Co., assignee  (1960) Process  for refining naphthalene.
               U.S.  patent 2.955,144.  Oct 4.  3 p. Cl. 260-674.

005007253   Skeist laboratories (1968) Chemical  By-Products from Coal.
               Washington, D.C.:  Department of  the Interior, Office of Coal
               Research.  (Available from; NTIS,  Springfield,  VA: PB-180 878;
               Department of the Interior, Office  of  Coal  Research,  Research
               and Development report  no. 43)

005011469   Skinner, G.R.; Smith, R.E.  (1977) Method  for selected
               polyaromatics in mineral oil by linear elution chromatography
               as a  rapid alternate for FDA method 121.2589 (c)  (3).  Journal
               of Chromatographic Science 15(2):75-78.

005011534   Sklyarenko, S.I.; Markin,  B.I.; Belyaeva, L.B. (1958) Opredelenie
               davleniya nasyshchennogo para maloletuchnikh veshchestv.

005012923   Skopnik, A. von  (1927) Moderne Herstellung von Reinnaphthalin.

005009511   Skotnicky, J.  (1953) The dependence  of the melting point on the
               pressure.  Czechoslovak Journal of  Physics. A translation of:
               Ceskoslovensky Casopis  pro Fysiku 3(3):225-230.

005012044   Skryabin, G.K.; Starovoitov, I.I.; Borisoglebskaya,  A.N.; Boronin,
               A.M.  (1978) Okislenie naftalina shtanroom Pseudomonas  putida,
               nesushchim mutantnuyu plazmidu.   [Oxidation ot napntnaiene Dy a
               strain of Pseudomonas putida carrying  a mutant plasmid.]
               MikrobiologTyalMicrobiology. 1  XLVII (2): 273-277.

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Small, T.  (1934)  "Little potato"  disease.
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   recovery of naphthalene and  phenols  from coal tar.]   Koks i
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Smith, R.V.; Rosazza, J.P. (1974)  Microbial models of mammalian
   metabolism.  Aromatic hydroxylation.   Archives of Biochemistry
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Smith, R.V.; Rosazza, J.P.; Nelson, R.A.  (1974)  Thin-layer
   chromatographic determination of simple  phenols in microbial
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Societe pour L1 Exploitation des Precedes  Ab-der-Halden,  assignee
   (1951) Precede de fabrication de naphtaline pure.   [Process for
   the manufacture of pure naphthalene.]  French brevet
   d'invention 977,704.  Apr 4.  2 p.

Soemantri, R.M.; Waterman, H.I. (1957) The  separation of
   naphthalene and its hydrogenated products by  vapour-phase
   chromatography.  Journal of the Institute of  Petroleum
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Sojak, L.; Barnoky, L. (1977) GC retention  data  of naphthalene and
   biphenyl and seme of their methyl isomers: table  1034.  Journal
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005017429   Solari, A.A.; Painceira, M.T.  (1976) Estudio de  una  Pseudomonas
               aislada del suelo que es capaz de utilizar el naftaleno como
               fuente de carbono.   [Study  of a Pseudomonas isolated  from soil
               capable of utilizing naphthalene as a source  of carbon.]   Acta
               Bioquimica Clinica Latinoamericana  X(4):321-326.
005016242   Solari, A.A.; Painceira, M.T.  (1976) Transferencia de  la  capacidad
               de utilizar el naftaleno como unica fuente de carbono  que  tiene
               la Pseudomonas Ex a la Pseudomonas aeruginosa.   [Transfer  of
               the capacity possessed by Pseudomonas Ex to utilize naphthalene
               as sole source of carbon to Pseudomonas aeruginosa.]   Acta
               Bioquimica Clinica Latinoamericana X(4):327-330.

005006800   Soto, C.; Hellebust, J.A.; Hutchinson, T.C.; Sawa, T.  (1975)
               Effect of naphthalene and aqueous crude oil extracts on  the
               green flagellate Chlamydomonas angulosa.  I.  Growth.
               Canadian Journal of Botany 53(2):109-117.

005005395   Soulages, N.L.; Brieva, A.M. (1974) Gas chromatographic
               determination of the paraffin and naphthene content in
               saturated hydrocarbon distillates with porous layer open
               tubular columns of molecular sieve 13X.  Journal of
               Chromatography 101(2):365-371.

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005006098   Speckhardt, G.; Hennig, K.f  inventors;   (1962)  Process for the
               recovery of naphthalene.  U.S. patent 3,067,269.   Dec 4.  4 p.
               Cl. 260-674.

005011290   Speckhardt, G., inventor; Gelsenkirchener Bergwerks-A.G., assignee
               (1961) Verfahren zur Gewinnung von Reinnaphthaliii  durch
               Behandeln mit Loesungsmitteln.   [Procedure  for purification of
               naphthalene by treatment  with solvents.]  German  (Fed. Rep.)
               patentschrift 974,925.  May 31.   2 p. Int.  Cl. C  07c.

005005232   Srivastava, S.K.; Nath, R.  (1969) Metabolic  alterations in
               experimental cataract.  Part I.   Inhibition of lactate
               dehydrogenase and appearance of  o-diphenol  oxidase in
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                                                                     Jan 20.

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005009743   Taylor, C.J.S.O.; Russell, H.  (1932) Blackwater  fever and
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005010499   Thompson, G.H.,  inventor; Coal Tar Research  Association, assignee
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005016327   Tin'yanova, N.Z.; Rvasnikov, E.I.  (1973) Okyslennya naftalinu ta
               salitsylovoyi kysloty bakteriyamy rody *Pseudomonas.

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005007425   Trachman, H.; Zucker, F. (1964) Quantitative determination of
               maleic anhydride, benzoic acid, naphthalene,  and
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005007237   Travis, G.E. (1943) Naphthalene paste.  Journal  of Economic
               Entomology 36(3):477-478.

005005210   Treccani, V.; Walker, N.; Wiltshire, G.H. (1954) The metabolism of
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005007423   Tunnicliff, D.D.; Rasmussen, R.S.; Morse, M.L. (1949) Correction
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Ushakova, V.P.;  Kbrneichuk,  G.P.;  Skorbilina, T.G. (1966)
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Vaisberg, K.M.;  Kruglov,  E.A.; Khabibullin,  M.F.; Shabalin, I.I.
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    Petrova, L.P. (1965)  Kblichestvennyi analiz  naftalinovych
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Valaes, T.; Doxiadis, S.A.;  Fessas,  P.  (1963) Acute hemolysis  due
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Van Heyningen, R.;  Pirie, A.  (1967)  The metabolism of naphthalene
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005006868   Walker, J.Q.; Ahlberg, D.L.  (1963) Quantitative analysis of
               aromatic hydrocarbons by  capillary gas chromatography.
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               a soil bacterium.  Journal of General Microbiology 8:273-276.

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005011109   Wilhelm, R.M.;  Finkelstein,  J.L.  (1919) A standardized method  for
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005011275   Wilk,  M.;  Rochlitz, J.; Bende, H.  (1966) Saeulenchromatographie
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005010789   Williams,  P.A.; Catterall,  F.A.  (1968) A possible
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               349(11):1633-1636.

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005005610   Williams, P.A.; Catterall, F.A.; Murray,  K.  (1975)  Metabolism of
               naphthalene, 2-methylnaphthalene,  salicylate,  and  benzoate
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005006108   Wilshire, J.F.K. (1962) The pyrolysis of  1-phenyltetralin.
               Australian Journal of Chemistry 15:538-547.

005005609   Wbdzinski, R.S.; Bertolini, D. (1972) Physical  state  in which
               naphthalene and bibenzyl are utilized  by bacteria.  Applied
               Microbiology 23(6):1077-1081.

005015481   Wbdzinski, R.S.; Johnson, M.J. (1968) Yields of bacterial cells
               from hydrocarbons.  Applied Microbiology 16(12):1886-1891.

005005608   Wbdzinski, R.S.; Larocca, D. (1977) Bacterial growth  kinetics  on
               diphenylmethane and naphthalene-heptamethylnonane mixtures.
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005006127   Yaws, C.L.; Turnbough, A.C. (1975) Benzene and  naphthalene.
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005005236   Zinkham, W.H.; Childs, B. (1958) A defect of glutathione
               metabolism in erythrocytes from patients with a
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               22(3):461-471.

005006217   Zipp, A.; Kauzmann, W. (1973) Anomalous effect  of pressure on
               spectral solvent shifts in water and perfluoro n-hexane.
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005011315   Zueger, E. (1967) Die Gewinnung von Naphthalin  aus dem
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               Chimia 21(7):336-338.

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                          OFFICE OF PESTICIDE PROGRAMS
                      Registration Standard Bibliography
                             Case GS0022 Naphthalene
                                    Section 3
                        Standard Reference Material Used
                           in Support of this Standard


MRID           Citation

GS0022037     Benefits  and Field Studies Division, September,  1979.   Pesticide
                 Chemical Use Pattern Profile for Naphthalene.   USEPA
                 Office of Pesticide Programs.

GS00220036    Scarato,  R. (1980) Preliminary Quantitative Usage  Analyses of
                 Coumaphos.  Economic Analysis Branch, Benefits  and  Field
                 Studies Division, Office of Pesticide Programs,  U.S.
                 Environmental Protection Agency.

GS0022035     Stecher,  P.G.,ed. (1968) the Merck Index:  An  Encyclopedia of
                 Chemicals and Drugs, Eigth Edition.  Merck  and  Company,
                 Rahway, N.J.

050193616     U.S.  Environmental Protection Agency, Office of  Water  Planning
                 and Standards (1978)  Naphthalene:  Ambient Water Quality
                 Criteria, Washington, D.C.:  U.S. Environmental Protection
                 Agency, Office of Water Planning and Standards.  (Available
                 from;   NTIS, Springfield, VA; PB-296 786).
                                                          •U.S. GOVBMWEHT PRINTING OFFICE: 1981—361-082/267

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