. WednesdayDecember 14, 1983

Part III

EnvironmentalProtection Agencythirteenth Report of the InteragencyTesting Committee to the Administrator;Receipt of Report and Request forComments Regarding Priority Ust ofChemicals

HeinOnline -- 48 Fed. ReQ. 55673 1983

55674 Federal Register / Vol. 48, No. 241/ Wednesday, Uecember 1',11:18:1I NOtices.....

ENVIRONMENTAL PROTECTIONAGENCY

[0PTS-41013 TSH-FRL #2484-7]

Thirteenth Report of the InteragencyTesting Committee to theAdministrator; ReceIpt of Report andRequest for Comments RegardingPriority list of Chemicals

AGENCY:Environmental Prol£ctionAgency (EPA).ACTION:Notice.

SUMMARY:The Intere.gency TcstingCommittee (ITC). established undersecton 4(e) of the Toxic SubstancesControl Act (TSCA). transmitted itsThirteenth Report to the Administratorof EPA on November 8, 1983. Thisreport, which revises and updates theCommittee's priority list of chemicals.adds four designated chemicals to thelist for priority consideration by EPA inthe promulgation of test rules \Jndersection 4(a) of the Act. The newchemicals are Z-(Z-butoxyethoxy)ethylacetate, ethylene bis(oxyethylene)diacetate, 1,2.3,4,7,7-hexachloronorbomadiene. andoleylamine. The Thirteenth Report isincluded in this notice. The Agencyinvites interested persons to oubmitwritten comments on the Report, and toattend Focus Meetings to help narrowand focus the issues raised by the lTC'srecommendations. Members of thepublic are also invited to inform EPA ifthey wish to be notified of subsequentpublic meetings on these chemcials. BFAalso notes the removal of 19 chemicalsfrom the priority list because EPA hasresponded to the lTC's priorrecommendations for testing of thecbemicals.DATESWritten comments should besubmitted by January 13, 1984. FocusMeetings will be held on January 16 and17, 1984.ADDRESSES:Send written submissionsto: TSCA Public Information Office (TS-793), Office of Pesticides and ToxicSubstances. Environmental ProtectionAgency, Rm. &-108, 401 M St:, SW.,Washington. D.C. 20460. Submissionsshould bear the document controlnumber (0PI'S-41012).

The public record supporting thisaction. including comments, is availablefor public inspection in Rm. &-107 at theaddress noted above from 8:00 a.m. to4:00 p.m. Monday through Friday, exceptlegal holidays. Focus Meeti.ngs will beheld'at Waterside Mall, in Rm. 3908.401M St., SW., Washington, D.C. Personsplanning to attend anyone of the FocusMeetings and/or seeking to be informedof subsequent public meetings on these

chemicals, should notify the TSCAAssistance Office at the address listedbelow. To insure seatingaccommodiations at the Focus Meeting,persons interested in attending areasked to notify EPA at least 2 weeksahead of the scheduled dl:ltes.FOR FURTHERINFORMATIONCONTACT:

Jack P. McCarthy,Director,TSCAAssistance Office (TS-799], Office ofToxic Substances. EnvironmentalProtection Agency, 401 M St.. SW.,Washington, D.C. 20450,Toll Free: (800-424-9065), In Washington, D.C.: (554-1404), Outside the USA: (Operator-202-554-1404).SUPPLEMENTARY INFORMATION:

I. Background

Section 4(a) of TSCA (Pub. 1. 94-469,90 Stat. 2003 et seq.; 15 U.S.C. 2601 etseq.) authorizes the Administrator ofEPA to promulgate regulations requiringtesting of chemical substances andmixtures in order to develop datarelevant to determining the risks thatsuch chemical substances and mixturesmay present to health and theenvironment.

Section 4(e) ofTSCA established anInteragency Testing Committee to makerecommendations to the Administratorof EPA of chemical substances andmixtures to be given priorityconsideration in proposing test rulesunder section 4(a). Section 4(e) directsthe Committee to revise its list ofrecommendations at least every 6months as it determines to be necessary.The ITC may "designate" up to 50substances and mixtures at anyonetime for priority consideration by theAgency. For such designations, theAgency must within 12 months eitherinitiate rulemaking or issue in tbeFederal Register its reasons for notrequiring testing. The ITC's ThirteenthReport was received by theAdministrator on November 8, 1983, andfollows this Notice. The reportdesignates four substances for priorityconsideration and response by EPAwithin 12 months.

II. Written and Oral Comments andPublic Meetings

EPA invites interested persons tosubmit detailed comments on the ITC'snew recommendations. The Agency isinterested in receiving informationconcerning additional or ongoing healthand safety studies on the subjectchemicals as well as informationrelating to the human and environmentalexposure to these chemicals. A notice ispublished elsewhere in today's FederalRegister adding the four substancesdesignated in the ITC's Thirteenth

Report to the TSCA section 8(d) Healthand Safety Data Reporting Rule (40 CFRPart 716). The section 8(d) rule requiresthe reporting of unpublished health andsafety studies on the listed chemicals.These four chemicals will also be addedto the TSCA section 8(a) PreliminaryAssessment Information Rule (40 CFRPart 712) published elsewhere in thisissue. The section 8(a) rule requires thereporting of production volume, use,exposure, and release information onthe listed chemicals.

Focus Meetings will be held to discussrelevant issues pertaining to thechemicals and to narrow the range ofissues/effects whictt will be the focus ofthe Agency's subsequent activities inresponding to the ITC recommendations.The Focus Meetings will be held January16 and 17, 1984, at Waterside Mall, 401M St., SW., Washington, D.C., Rm. S-355. These meetings are intended tosupplement and expand upon writtencomments submitted in response to thisnotice. The schedule for the FocusMeetings is as follows: January 16, 9:30a.m.-ethylene bis( oxyethylene)diacetate, and 1:00 p.m.-2-(2-butoxyethoxy)ethyl acetate; and January17.9:30 a.m.-l,2,3,4,7,7-hexachloronorbomadiene, and 1:00p.m.-oleylamine. Persons wishing toattend one or more of these meetingsshould call the TSCA Assistance Officeat the toll free number listed above atleast 2 weeks in advance.

After consideration of the datapertaining to each chemical, and anyadditional information provided in thewritten comments and the FocusMeetings, EPA will hold public meetingson each chemical after preliminarydecisions have been made on the typesof testing that are needed. Thesemeetings will be several months in thefuture. but separate notice of thesemeetings will not be published at thattime. Therefore, anyone wishing toattend these later meetings shouldcontact EPA now at the acidress givenfor the TSCA Assistance Office in orderto be notified in advance of the publicmeetings.

All written submissions should bearthe identifying docket number (OPTS-4101Z).

III. Status of List

In addition to adding the 4designations to the priority list, thelTC's Thirteenth Report notes theremoval of 8 chemicals from the listsince the last ITC report because EPAhas responded to the Committee's priorrecommendations for testing of thechemicals. Subsequent to the ITC'spreparation of its Thirteenth Report.

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Federal Register I Vol. 48. No. 241 I Wednesday, December 14, 1983 I Notices 55675

EPA responded to the lTC'srecommendations for 11 additionalchemIcals. The 19 chemicals r£!11ovedand the dates of publication in theFederal Register ofEPA's responses tothe ITC for these chemicalo are:Biphenyl. May 23. 1933 (48 FR 23080);cresols. July 11, 1983 (48 FR 31812);ethyltoluene (mixed isomers). May 23.1983 (48 230~): formamide. May 23. 1983(48FR23098):mesityl oxide. Juiy5. 1983(48 FR 30699);4.4'-methylenedit'niline.July 11.1983 (48 FR 318013);and 1.2,4-trimethylbenzene. May 23. 1983 (48 FR23088): other trimethylbenzene isomers.May 23. 1983 (48 FR 23088); sevenalkyltin compounds. November 8. 1983(48 FR 51361);bis(2-ethylhexyl)terephthalate. November 14, 1963 (48 FR51845);1.3-dioxolane. November 14, 1983(48 FR 51839);4-(1,1.3.3-tetramethylbutyl)phenol. November 15.1983 (48 FR 51971); and b'is(2-ethylhexyl)trimellitate. November 14.1983 (48 FR 51842).The current listcontains 20 designated substances orgroups of substances and ODerecommended group of subotances.(See. 4. Pub. 1..94-469. 90 StaL 203; (15 U.S.C.2601))

Dated: November 25. 1983.Dab R. Clay.Acting Assistant Administrator for Pesticidesand Toxic Substances.

Thirteenth Report of the TSCAInteragency Testing Committee to theAdministrator, Environmental ProtectionAgency

SummarySection 4 of the Toxic Substances

Control Act of 1976 (TSCA. Pub.L. 94-489) provides for the teeUng ofchemicals in commerce that may presentan unreasonable risk of injury to healthor the environment. It also provides forthe establishment of a Committee.composed of representatives from eightdesignated Federal agencies. torecommend chemical substances andmixtures (chemicals) to which theAdministrator of the U.S. EnvironmentalProtection Agency (EPA) should givepriority consideration for thepromulgation of testing ruleD.

Section 4(e)(I)(A) ofTSCA directs theCommittee to recommend to the EPAAdmin\strator chemicals to which theAdministrator should give priorityconsideration for the promulgation oftesting rules pursuant to section 4(a}.The Committee is required to designatethose chemicals. from among itsrecommendations. to which theAdministrator should respond within 12months by either initiating a rulemakingproceeding under section 4(a) orpublishing the Administrator's reason

for not initiating such a proceeding.Every 6 months, the Committee makesthose revisions in the TSCA section 4(e)Priority List that it determines to benecessary and transmits them to theBFA Administrator.

As a result of its deliberations. theCommittee is revising the TSCA section4(e)Priority Listby the addition of 4chemicals and is noting the removal of 8.as a result ofresponses by BFA.

The Priority List is divided into twoparts: part A contains thoserecommended chemicals and groupsdesignated for priority considerationand response by the EPA Administratorwithin 12 months. and part B containschemicals and groups that have beenrecommended for priority considerationby EPA without being designated forresponse within 12 months. AlthoughTSCA does not establish a deadline forBFA response to nondesignatedchemicals and groups (part B of thePriority List). the Committee anticipatesthat the EPA Administrator will respondin a timely manner.

The entries being added to the PriorityList are presented. together with thetypes of testingrecommended. in the.following Table 1:

ChemIc8IIGroup

A. 0esIgnated for I88ponIGwithin 12 monilia:

2-(2-8u'~1hyt_rate (CAS No.124-17~).

Ethylene bis(~)dllcel8le (CAS No. 111-21-7).

1. 2, 3, 4. 7, 7.fotexllCh-1oronoIbomedi8I..(CAS No. 3389-71-7).

Heatth Eff8C18: SubchronIctoxicity; IDxicoIdn8I1c8tW-In; reproduc:tiYeel1ecta.

HeaI1h Elf8C18: SubchronIctoxic:IIy;1OXicokIn811cIIUCI-lea; reproductive e1fecI8.

Heallll Effects: SubchronIc1eS1I, including II8IIIOto»-city; bioChemic8I efl8c:t8,including enzymH1ducIngcapabili1i8s.

HeaI1h Effects: ToxIcoIcInelicstudies; Genoto>dcI1y and"'.qe.ic:Itt stucIIea If~ 8bSoIption Iedemon8trated.

Oley\amlne (CAS No.112-09-3).

B. Recommenc!ed but notdesignated for f88pO!IS8within 12 monIII8:

None._._.._____._..

TSCA Interagency Testing Committee

Statutory Member Agencies and TheirRepresentatives

Council on Environmental QualityThomas H. Magness; Ill. Member{l)

Department of CommerceBernard Greifer. Member

Environmental Protection AgencyCarl R.Morris. MemberArthur M. Stem, Alternate

National Cancer InstituteElizabeth K. Weisburger, Member and

ChairpersonRichard Adamson. AlternateJerrold Ward. Alternate

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National Institute of EnvironmentalHealth Sciences

Dorothy Canter, MemberNational Institute For Occupational

Safety and HealthRodger L. Tatken. MemberRichard J. Lewis. Sr.. Alternate

National Science FoundationWinston C. Nottingham.Memberand

Vice ChairpersonOccupational Safety and Health

Administration .Ralph Yodaiken. Member(2)

Liaison Agencies and TheirRepresentatives

Consumer Product Safety CommissionArthur GregoryLakshml Mishra

Department of AgricultureHomer E. FairchildRichard M. Parry, Jr.(3)

Department o~DefenseArthur H. McCreesh

Department of the InteriorVyto A. Adomaitis(4)David R. Rosenberger(5)

Food and Drug AdministrationWinston deMonsabert(6)Arnold Borsetti(7)Allen H. Heim

National Toxicology ProgramDorothy Canter

Committee Staff

Martin Greif. Executive SecretaryNorma Williams. ITC Coordmator

Support Staff

Alan Carpien-Office of the GeneralCounsel, EPA

Stephen Ells-Office of ToxicSubstances. BFA

VeraW.Hudson-NationalLibraryofMedicine

Notes

(1) Mr. Magness was appointed on July 21.1983.

(2) Dr. Yodalken was appointed on July 11.1963.

(3) Dr. Parry was appointed on September9. 1983.

(4) Mr. AdomalUs was appointed on May10. 1983.

(5) Mr. Rosenberger was appointed on May10, 1983.

(8) Dr. deMonsabert retired from FederalService on August 18. 1983.

(7) Dr. Borsettl was appointed on August16. 1983.

The Committee acknowledges and isgrateful for the assistance and supportgiven to it by the staffs of CRest Inc..and Dynamac Corporation (technicalsupport prime and subcontractors) andpersonnel of the BFA Office of ToxicSubstances.

_ _.n___ - --

55678 Foderal Register I Vol. 48, No. 241 I Wednesday, December 14, 1983 I Notices,L i

Chap~rl--lnbnducUoD

1.1 Background. The TSCAInteragency Testing Committee(Committee) was established undersection 4(e) of the Toxic SubstancesControl Act of 1976 (TSCA, Pub. L. S4-469). The specific mandate of theCommittee is to recommend to theAdministrator of the U.S. EnvironmentalProtection Agency (EPA) chemicalsubstances and mixtures in commercethat should be given priorityconsideration for the promulgation oftesting rules to determine their potentialhazard to human health and/or theenvironment. TSCA specifics that theCommittee's recornme'1dations sholl bein the form of a Priority List. which is tobe published In the Federal Regis~r.The Committee Is directed by sec~on4(e)(1)(A) ofTSCA to designate thosechemicals on the Priority LiBtto whichthe EPA Administrator Bbould respondwithin 12 months by either initiating arulemaking proceeding under section4(a) or publishing the Administrator'sreasons for not Initiating such aproceeding.

Every 6 months, the Committee makesthose revisions In the section 4(e)Priority List that it determines to benecessary and transmits them to theEPA Administrator.

The Committee Is comprised ofrepresentatives from eight statutorymember agencies. five liaison agencies,and one national program. The specificrepresentatives and their affiliations arenamed in the front of this report. TheCommittee's chemical reviewprocedures and prior recommendationsare described in previows reports (Refs.1 thro~gh 12).

1.2 Committee's previous reports.Twelve previous reports to the EPAAdministrator bave been Issued by theCommittee and published in the FederalRegister (Refs. 1 through 12). Sixty-nineentries (chemicals and groups ofchemicals) were recommended forpriority consideration by the EPAAdministrator and designated forresponse within 12 months. hI addition,two groups were recommended withoutbeing so designated. Removal of thirty-five entries was noted in the previousreports.

1.3 Committee's activities during thisreporting period. Between April 1, 1983and September 30, 1983 the Committeecontinued to review chemicals from itsthird and fourth scoring exercises (seeRef. 1 for methodology). During thispAr/od, the Committee also completedthe fifth round of scoring chemicals, andselected 82 additional chemicals for in-depth review.

'rhe Committee contacted 87 chemicalmanufacturers and trade associations tore'iuest information that would be ofvalue in its deliberations. Seventy-oneof those contacted privided unpuhlishedInfollnstion on current production.expCilUle, uses, and effects of chemicalsu.,der study by the Committee.

During this reporting period, theCommittee evaluated 36 chemicals forpriority consideration. Four chemicalswere added to the section 4(e) PriorityList, and 11 were deferred at this time.The remaining 21 chemicals are stillunder study.

1.4 The TSCA section 4(e) PriorityList. Section 4(e)(1)(B) of'fSCA directsthe Committee to: ft.· · make such

revisions in the [priority) list as itdetermines to be necessaryand · · · transmit them to the

Administrator together with theCommittee's reasons for the revisions."Under this authority, the Committee isrevising the Priority List by adding fourchemicals: 2-(2-butoxyethoxy)ethyl8'cetate: ethylene bis (oxyethylene)diacetate: 1,2,3,4,7,7-hexa~oronorbornadiene;andoleylamine. All four chemicals aredesignated for response within twelvemonths. The testing recommended forthese chemicals and the rationales forthe recommendations are presented InChapter 2 of this report.

Eight chemicals and groups ofchemica1a are being removed from thePriority Ust because the EPAAdministrator has responded to theCommittee's prior recommendations fortesting these chemicals.

They are: biphenyl:cresols; .

ethyltoluene; formamide, mesityl oxide;4,4"-methylenedianillne: 1,2,4-tnJoethylbenzene;andtnJoethylbenzenes.

With the .. recommendations and 8removals Doted in this report, 32 entries

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now appear on the section 4(e) PriorityList. The PrIority List is divided in thefollowing Table 2 into two parts;namely, Table ZA,Chemicals andGroups of Chemicals Designated forResponse Within 12 Months, and Table2B, Other Recommended Chemicals andGroups.

TABU: 2.- THE TSCA SECTION 4(E) PRIORITY

liST NOVEMBER 1983

2A. ChemIcals end Groups 01 Chemic:a13DesIgnated lorR~ 'tVrthin12 MonIII8

En1lyDateo!

cIesIgnat:on

1. AIkytepo>::dea Oct. 1877.2. Ani:Ineand bromo-chIoro-and/or A{1t.18711.1rQanll1nes.

3. AtyIphospIIatGS A{1t.1878.4. BisCUI/lylll8xytJterephlhalate__ Now.1882.5. 2~-8u\oJcyetIIoxy 81hyt_18 Now.1883.S. CalcIumnaphthenate May1883.7. CIIIorinatedIMInz8I-. mono-and II- _ Oct. 1877.I. ChIo(iNlledbenzenes, \Do.18tr.., end Oct.1878.penta-.

8. CobaltnaphlhMale May1883.10.CycIohexanone. ___ A{1t.18711.11. Dibu1yIIin bisrl8OOC:lyl maleate) .__ Nov.1882.12. Dibutyltin bIs(IsooctyI ~ Do.

tete).13. PIbuIyItInbis(~ mercaptldoo)._. Do.14. DibutyItIndIIourale___ Do.15. 1,2.OichIoropropene Oct. 1878.16. Dimelhyttinbis(1aooc;tyIrnercaptoec:G-Nov.1882.

1BtlI).17. ,,3-OIoxo!8ne---' Nov.1882.18. E~ bIs(oxyetIIyIene)~t8 Nov.1983.18. GIyddoIend Itsder1vaIIve8 Oct. 1878.20. Halogenated8Ik)'IepoxIdea._. A{1t.1878.21. 1.2.3,4,7.7-Hex8chlooOlIQ/boj,18dieneNow.1883.22. HydIoquInone Now.18711.23. lead naphlhenate Me, 1883.24. Methylolurea Do.25. MonobuIJI1Iniris (IIoooctyImen:apIoe- Nov.1882-

cote"').26. Monomethylliniris (Isooc:tyI_po

108ceta1e).27. 0Iey\ImRIe.28. 2.PIIenoxyethenoI29. 0uIn0ne_30. 4-(1.1.3.3-TelJ8meOlytbulJl)phenol31. Trts(2~ trimelJitale_

Do.

Nov.1883.May1883.Nov.1878.Now.1882.

Do.

En1Iy Oate 01~

1. Cetbofur8n1nIefmedIate8_ Now.1882.

To date, 43 chemicals and groups andgroups of chemicals have been removedfrom the Priority List. The cumulativelist is presented in the following Table 3.IIIWNG CODEI5801HI

Table 3--Cumulative Removals from the TSCA Section 4(e) priorit List-November 1983

EPA Responses to Committee Recommendations

Chemical/GroupFEDERAL REGISTER

Citation Publication Date

l7Removed by the Committee for reconsideration. Seven individual group members weresubsequently designated in the 11th ITC Report (Ref. 11) for priority consideration.

l;-

i-CD..-<o:-;Z~se...-~~Q.:s~CDQ.I»':dC~(')~ac:r~.....I'"...!-zo-n~CD

en~~

1. Acetonitrile 47 FR 58020-58023 Dec. 29, 19822. Acry1amide 48 FR 725-727 Jan. 6, 19833. Alkyl pht1talates 46 FR 53775-53777

Oct. 30, 1981/4. Alkyltin compounds 46 FR 5456-5463 Feb. 5, 198

:I:5. Antimony metal 48 FR 717-725 Jan. 6, 1983.

(I) 6. Antimony sulf ide 48 FR 717-725 Jan. 6, 19831-'-::3

7. Antimony trioxide 48 FR 717-725 Jan. 6, 19830::3

8. Benzidine-based dyes 46 FR 55004-55006 Nov. 5, 1981....1-'-::3 9. Benzyl butyl phthalate 46 FR 53775-53777 Oct. 30, 1981(I)

10. Biphenyl 4R FR 230AO-23086 May 23, 198301> I!. Butyl glyco1y1 butyl phthalate 46 FR 54487 Nov. 2, 1981CD

12. Chlorendic acid 47 FR 44878-44879 Oct. 12, 1982"3

13. Chlorinated naphthalenes ,46 FR 54491 Nov. 2, 1981(I)

0-

. 14. Chlorinated paraffins 47 FR 1017-1019 Jan. 8, 1982::0

15. Chlorobenzotrifluoride 47 FR 50555-50558 Nov. 8, 1982(I)

Q16. Chloromethane 45 FR 48524-48564 July 18, 19AO

U117. 2-Chlorotoluene 47 FR 18172-18175 April 28, 1982U1

0\-J 18. Cresols 48 FR 31812-31819 July 11, 1983-J

.... 19. o-Dianisidine-based dyes 46 FR 55004-55006 Nov. 5, 1981\020. Dichloromethane June 5, 1981CD 46 FR 30300-30320IN

2I. Diethylenetriamine 47 FR l81R6-1839l April 29, 1982

:I:CD....::so::sf-'....::sCD

...(I)

"ZjCD0.

::aCDQ

U1U1'"-.j(I)

....\D(I)W

I.1

,1.

Table 3--Cumu1ative Removals from the TSCA Section 4(e) prioritNovember 1983

cont'd)

EPA Responses to Committee Recommendations

Chemical/GroupFEDERAL REGISTER

Citation Publication bate

22. Ethy1to1uene'23. F1uoroa1kenes24. Formamide25. Hexacb1oro-1,3-butadiene26. Hexach1orocyc1opentadiene27. Hexachloroethane.28. Isophorone29. Mesity1 oxide30. 4,4'Methy1enediani1ine31. Meth~l ethyl ketone32. Methyl isobutyl ketone33. Nitrobenzene34. Pheny1enediamines35. Polychlorinated terpheny1s36. pyridine37. o-To1idine-based dyes38. Toluene39. 1,2,4-Trimethy1benzene40. Trimethy1benzenes41. 1,1,1-Trich1oroethane42. Trls(2-ch1oroethy1)phosphite.43. xylenes

48 FR 23088-2309546 FR 53704-5370B48 FR 23098-2310247.FR 58029-5803147 FR 58023-5802547 FR 18175-1817648 FR 127-13048 FR 30700-3070648 FR 31806-3181047 FR 58025-5802947 FR 58025-5802946 FR 30300~3032047 FR 973-98346 FR 54482-5448347 FR 58031-58035.46 FR 55004-5500647 FR 56391-5639248 FR 23088-2309548 FR 23088-2309546 FR 30300-3032047 FR 49466-4946747 FR 56392-56394

. I

May .23, 1983Oct. 30, 1981May 23, 1983Dec. 29, 1982Dec. 29, 1982April 28, 1982Jan. 6, 1983July 5, 1983July 11, 1983Dec. 29, 1982Dec. 29, 1982June 5, 1981Jan. 8, 1982Nov. 2, 1981Dec. 29, 1982Nov. 5, .1981Dec. 16, 1982May 23, 1983May 23, 1983June 5, 1981Nov. 1, 1982Dec. 16, 1982

enen~co

lCD

e.."CD

GO-CIII

ai..-<~..9'Z9~...-:ECI!.::I.=,~VIc..I!.~oII)n(I)9a'(I)..,...~...CD~-zo-n"(I)CD

- - - ._u __-- - --

Federal Register I Vol. 48, No. 241 I Wednesday, December 14, 1983 I Notices 55679

References(11initial Report to the Administrator.

Rnvlronmental Protection Aaency. TSCAInteragency Testing Committee. October 1.1971. Published In the Federal RegIster ofWednesday. October 12. 1971. 42 FR 55028-56Q80.Corrections published In the FederalRegister of November 11. 1971. 42 FR 58777-587'78.The report and supporting doaslerswere also published by the EnvironmentalProtection Aaency. EPA 580-10-78/001.January 1978.

(2) Second Report of the TSCA InteragencyTesting Committee to the Administrator.Environmental Protection Agency. TSCAInteragency Testing Committee, April 1978.Published In the Federal Regisler ofWednesday. April 19, 1978. 43 FR 16684-16688. Tbe report and supporting dossierswere also publiahed by the EnvironmentalProtection Agency, EPA 560-10-78/002. July1978.

(31Third Report of the TSCA InteragencyTesting Committee to the Administrator.F.nvironmental Protection Aaency. TSCAInteragency Testing Committee. October1978. Published in the Federal Register ofMonday. October 10. 1978. 43 FR 50630-50635.The report and supporting dossiers were alsopublished by the Environmental ProtectionAaency. EPA 560-10-79/001. January 1979.

(4) Fourth Report of the TSCA InteragencyTesting Committee to the Administrator.Environmental Protection Aaency. TSCAInteragency Testing Committee. April 1979.Puellshed In the Federal Regiswr of Friday.June 1, 1979. 44 FR 31888-31889.

(5) Fifth Report of the TSCA InteragencyTi!stil18 Committee to the Administrator.Envircnmental Protection Aaency. TSCAInteragency Testil18 Committee. November1979. Published in the Federal Register ofFriday. December 7. 1979. 44 FR 70664-70874.

(51Sixth Report of the TSCA InteragencyTesting Committee to the Administrator.Environmental Protection Aaency. TSCAInteragency Testing Committee, April 1980.

Published In the Federal Register ofWednesday. May 28,1980, 45 FR 35897-35910.

(7) Seventh Report of the TSCAInteragency Testing Committee to theAdministrator. Environmental ProtectionAaency. TSCA Interagency TestingCommittee, October 1980. Published in theFederal Register of Tuesday. November 25,1980. 45 FR 78432-78448.

(8) Eighth Report of the TSCA InteragencyTesting Committee to the Administrator.Environmental Protection Aaency. TSCAIntenlgency Testing Co~ttee. April 1981.Published In the Federal Register of Friday,May 22. 1981. 48 FR 28138-2S144.

(9) Ninth Report of the TSCA InteragencyTesting Committee to the Administrator,Environmental Protection Aaency. TSCAInteragency Testing Committee. October1981. Published In the Federal Register ofFriday. February 5. 1982. 47 FR 545&-5463.

(10) Tenth Report of the TSCA InteragencyTesting Committee to the Administrator.Environmental Protection Agency. TSCAInteragency Testing Committee, April 1982.Published In the Federal Register of Taesday.May 25, 1982, 47 FR 22585-22596.

. (11) Eleventh Report of the TSCAInteragency Testing Committee to theAdministrator. Environmental ProtectionAaency. TSCA Interagency TestingCommittee. October 1982. Published in theFederal Register of Friday, December 3. 1982.47 FR 54826-54644.

(12) Twelfth Report of the TSCAInteragency Testing Committee to theAdministrator. Environmental ProtectiODAaency. TSCA Interagency TestingCommittee. May 1983. Published in theFederal Register of Wednesday. June 1. 1983.48 FR 24443-24452-

Chapter Z-Recommendations of theCommittee

2.1 Chemicals recommendedforpriority consideration by the EPAAdministrator. As provided by section

4(e)(I)(B) ofTSCA. the Committee isadding the following four chemicalsubstances to the section 4(e) PriorityList: 2-(2-butoxyethoxy)ethyl acetate:ethylene bis(oxyethylene) diacetate:1.2.3.4.7,7-hexachloronorbomadiene: andoleylarriine. The recommendation ofthese chemicals is being made afterconsidering the factors identified Insection 4(e)(I)(A) and other availablerelevant infonnation. as wen 8S theprofessional judgment of Committeemembers.

The four recommendations designatedfor response by the EPA Administratorwithin 12 months and supportingrationales are preaented in section 2.2 ofthis report.

2.2 Chemicols designated forresponse within 12 months withsupporting rationales.

2.2.a Alkyloxyethylene Acetates

Summary of recommended studies. Itis recommended that ethylenebis(oxyethylene) diacetate and 2-(2-butoxyethoxy)ethyl acetate be tested forthe following:

Health Effects:Sub chronic toxicityToxicokinetic studies

Reproductive effects

Physical and Chemlcallnformation

Ethylene bis(oxyethylene) dJacetateand 2-(2-butoxyethoxy)ethyl acetatereact vigorouly with oxidizing materials(Refs. 3 and 4, Eastman Kodak Co., 1978,1981). Available physical and chemicalinfonnation on the two compounds isgiven in the following Table 4.

TABLE 4.-PHVSlCAL ANDCHEMICALPROPERTIES OF THE AtJ(vLOXVETHYLEHEAcETATES

CASNumbet !111-21-7---'---'---'_'

;1124-17-4.

S~ ITr1e11¥en8 glycol dl8Celata: TOO;__ DlelhyleneglycollllClllOllu¥eIher-'8ta: DGBA;EIhenoI. 2.2'.[I.2~oxy)Jbb-, clacetal8 (CA Index EIhanoI.2-(2-bu1oJr~, ec:eIate(CAIndexname).

name).--

Rationale for Recommendations

I. Exposure information-A.Production and use. The public portion

of the TSCA Inventory (Ref. 7, EPA.1982) lists the 1977 U.S. production ofTGD as 1 million to 10 million pounds.

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and that DGBA as 0.1 million to 1million pounds. These figures werereported as representing current

- ___ __n_ _u ___

55680 Federal Register I Vol. 48, No. 241 I Wednesday, December 14, 1983 I Notices

production (Ref. 5. Eastman Kodak Co.,1982). .

TGD is used primarily as a plasticizerIn bonding cellulose acetate in themanufacture of cigarette filter tips.DGBA Is used primarily as a solvent inprinting inks and in high-bake enamelcoatings. It is also used as a coalescingaid in latex paints and as a selectivesolvent In indusbial separations (Refs. 3and 5. Eastman Kodak .Co..1978. 1982).

B.Evidence for exposure. Accordingto a 1972-74 NIOSH survey. theestimated number of workers exposed toTGD and DGBA are 152 and 21.461,respectively (Ref. 12, NIOSH. 1982).Approximately 50 workers werepotentially exposed to TGD and DGBAduring manufacturing for 50 and 80hours annually per worker. respectively(Ref. 5, Eastman Kodak Co.. 1982).Consumers may be exposed repeatedlyto TGD eluted from cigarette filter tipsduring smoking (Ref. 6. Eastman KodakCo.. 1983). The possibility of exposure toDGBA when using latex paints alsoexists.

II. Chemical fate information-Nodata were found: however, based upon.their chemical structures both TGD andDGBA are expected to biodegradereadily in the environment. Neitherchemical is expected to persist.

III. Biological effects of concern tohuman health-A. MetaboliSln. Noinformation was found. However. byanalogy with other acetate esters thecompounds may undergo enzymatichydrolysis to the free alt;oholR (Ref. 13.Sandmeyer and Kirwin. l(81). Thehydrolysis product of TGO would likelybe triethylene .glycol, on whicll ametabolism study hall been performed(Ref. 11, McKimnis et al.. 1962).Tbehydrolysis product of DGBA io morelikely to be the mono butyl ether ofdiethylene glycol, or butyl carbitol.Oxidation of.the hydrolysis products toalkyloxy acetic acids may also occur(Ref. 11. McKeonis et al.. 1962). Thesetypes of metabolites may also havetesticular effects comparable to those ofthe glycol ethers (Ref. 8. Fostel' et aI.,1983).

B. Effects on enzymes and otherbiochemical systems. No informationwas found.

C. Carcinogenicity and mutagenicity.No information was found.

D. Short-term acute effects.Application of 500 mg of TGD to the skinof rabbits caused mild irritation; inguinea pigs, TGD also caused slight skinirritation but no sensitization.Application ofTGD to the eyes ofrabbits led to sligbt irritation (Ref. 5,

Eastman Kodak Co., 1982). When 500 mgof DGBA was applied to the akin andeyes of rabbits. irritation was reported.

Additional acute toxicity informationon the alkyloxyethylene acetateRissummarized in the followingTable 5.

Animal

Table 5 ACute toxicity of the aD<yloxyethylene acetates in

laboratoryanimals. .

ReferenceRoute l)O"e

Mouse oral

RAt oral

RAt Ihl

Ouinue pi9 Skin

Trieth.y!ene 'llycol diaoetate I'I'GD)

LOsO' > 3.2 <J/lt'l

LOsO' 10;.0; 'l/ltq

LOSO' > 6.1 a'l/L.6 hours

'LOSo' > 20 al/lt'l>122.46 'l/1t'l)

Diethylene qJ.yool lIonobutyl ether

8ceUte tDGBA)

Lnso' 6.6 al/1t'l16.5 'l/1t'l)

LOSO' 1.1 al/k'l(7.0 'l/lt'l)

LOsO' 11.9 9/1trf"

Omcentr8ted vapor of1DI8pecifie" concentration,for S hour.b

LOsO' 2.7 al/1tq(2.6 qlk'l)

1.0.,0' 2.3 'l/k'la

LDso 2.6 ml/kq(2.0; q/kq) .

LDso' 2.R al/lt'l

LOsO' S.S ml/ltq(5.7 'l/lt'l)

.LOSO' 5.5 ml/1tq

'LUsO' 14.9 IIl/lt'l(14.5 q/kq)

"Dissolved in 1\ 't'erqitol..bOne of s1x animals died.

E. Long-term (subchronic/chronic)effects. Rats fed diets cont-ainlng 0.1 and1 percent TGD for 90 days showed nochanges from controls in food intake.weight gain, hematology, urine analysis.gross pathology, or clinical signs (Ref. 5,Eastman Kodak Co.. 1982). Likewise. aninhalation study of Tats exposed 10 TGDat o.t63 mg/L for 6 hours daily for 22exposures over 29 days showed nochanges or lesions indicative of a toxicresponse. No information was found onthe chronic effeots of the compound.

For DGBA, the 9O-day cutaneous LD-..oIn rabbits was on the order of 2-3 ml/kg.Skin application led to hematuria,hemolysis in the kidneys, and renaltublar degenerative changes (Refs. 2 and1, Draize et al.. 1944, 1948). Noinformation was found on the chroniceffects of the compound.

F. Teratogenicity /embryotoxJcjty /fetoto.."icity and reproductive effects. Noinformation was Cound.However. thehydrolysis product of DGBA, namoelythemono butyl ether of diethylene glycol, Ihad no appreciable effect on maternal

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Mouse Oral

Rat Oral

Rat Oral

Rat Ihl

Guinea pi'l ora).

Guinea pi'l oral

RAbbit Oral

Rabbit oral

Rabbit Skin

Ra bbi t Skin

Rabbit Skin

"Ref.5

Ref. 5

Ref. 5

Ref. 0;

Ref.

Ref.

Ref.'4

Ref. 3

Ref.

Ref. 1-4

Ref. 2

Ret. 2°

Ret. 2

oRef.

'laf. 3

.---.- _u____ ..- ---- _._ _____ _u u._

Federal Register I Vol. 48, No. 241 I Wednesday, December 14, 1983 I Notices 55681

mortality or litter size in mice.Ananalog, the monobutyl ether of ethylendglycol,had a slight testicular effect inmice (Ref.9. Hardin, 1983).

G. Rationale for health effectsrecommendations. Both TGD and DGBAhave a relatively low toxicity. but DGDAmay be absorbed tbrough the skin, asshown by the appearance of hematuria,renal tubular changes. and ether effects.The extent of enzymic hydrolysis ofDGBA is now known: moreover. the firsthydrolysis product would probably be aglycol ether, a product of concernbecause of the effects of certain of thesecompounds on the male reproductivesystem. Since both worker exposure andposcible consumer exposure areinvolved. the toxicoldnetics andbiochemical disposition, as well as thereproductive effects. should beinvestigated. Additionlil subchronictoxicity studies in other species areneeded to investigate the possibleadverse effects on the renal system.

IV. Exological effects-No ecologicaleffects testing is recommended becauseneither TGD nor DGBA is expected tobe acutely toxic to aquatic organismsand because neither is expected topersist in the enviroment.References

(1)DralzeJH,Alvarez E. WhitesellMF.Woodard G, Hagan Ee. Nelson AA.1948.Toxicologicalinvestigations of compoundsproposed for use as Insect repellents. J.Pharmacol. Exp. Ther. 98:26-39.

(2)DralzeJH.Woodard G, Calvery HO.1944.Methods for the study of Irritation andtoxicity of substances applied topically to theskin and mucousmembranes. r. Pharmacol.Exp.Ther. 82:377-390.

(3) Eastman Kodak Co. 1978. MaterialSafety Data Sheet and Product Bulletin(PublicationNo.M-t49B)on diethyleneglycolmonobutylether acetate.

(4) Eastman Kodak Co. 1981. MaterialSafety Data Sheet on trlethyleneglycolwaeetate.

(5) Eastman Kodak Co. 1982. Unpublishedinformation on trlethylene glycol.monobutylether acetate submitted to ITC by G.Y.Brokaw. Eastman Kodak Co. July 13. 1982.

(61Eastman Kodak Co. 1983. UnpublishedInformation on potential consumer expousreto TGD submitted to ITC by G. Ford. EastmanKodak Co. May 18. 1983.

(7) EPA.I982. Environmental ProtectionAgency. TSCA Chemical SubstancesInventory (public portion). Washington. D.C.:Environmental Protection Agency.

(8) FOllter PMD, Creaay OM, Foster JR.Thomas LV, Cook MW. GangoUi SO. 1983.Testicular toxicity of ethylene glycolmonomethyland monethyl ethers In the rat.Toxiool. Appl. Pharmaool. 69'.385-399. .

(9) Hardin BD. 1983. Reproductive toxicityof the 81yool ethers. Toxiool. 27:ln-l02.

(10)LymanW). ReehlWF.Rosenblatt DH.1982.Handbookof ChemicalPropertyEstimationMethods.New York:McGraw-HiliBookCo..Chapters 1 ado 7.

(11)McKeoniaH Jr..Turner RA.TurnbullLB.BowmanER.MuelderWW. NeidhardtMP.Hake CL.Henderson R.Nadev HG.Spencer S. 1982.The excretionandmetabolism of trlethyleneglycol.ToxicoLAppl. Pharmacol. 4:411-431.

(12) NIOSH. 1982. National Institute forOccupationalSafety and Health.NationalOccupationalExposureSurvey.Cincinnati:National Institute forOccupationalSafetyand Health.

(13)SandmeyerBE.KirwinCJJr. 1981.Esters. In:Clayton GO.Clayton FE.eds.Patty's industrial Hyglenand Toxicology.3rdrev. ed. Vol.2A:225~2412.

(14) Smyth HF Jr.. Seaton J. Fischer L 1941.The alngledose toxicityof some glycolsandderivatives. J. Ind.Hyg.Toxicol.23:259-268.2.2.b 1.2.3.4,7.7-Hexachloronorbornadiene

Summary of recommended studies. Itis recommended that 1.2.3.4.7,7-hexachloronorbomadiene be teated forthe following:

Health Effects:

Subchronic tests. includingneurotoxicity

Biochemical effects. includingenzyme-inducing capabilities

Physical and Chemical InfonnationCAS Number: 338!Hl-7.Synonyms:Hexachloronorbomadiene;HEX-BCH;Hexachlorobicycloheptadiene:Bicyclo(2.2.1Jhepta-2.5-diene.1.2,3,4,7.7-hexachloro- (CA Index name)Structural Formula:

CEmpirical Formula: CrH.Ct.Molecular Weight: 299Boiling Point: 118-120. C at 0.1 mmHgVapor Pressure: 10-' mmHg at 25. C

(estimated: Ref. 6. Lyman et at. 1982).Solubility in Water: 15 mb/L at 25. C

(estimated: Ref. 6. Lyman et al..1982).Solubility in Organic Solvents: Soluble

in ether. ethanol. carbon tetrachloride.chloroform, DMSO.

Log Octanol/Water PartitionCoefficient: 5.28 (estimated: Ref. 9. Veithet at. 1979).

Description of Chemical: Oily liquid.

HeinOnline -- 48 Fed. Req. 55681 1983

Rationale for Recommendations

L Exposure information-;A.Production and use.Hexachloronorbornadiene is anintermediate in the manufacture of thepesticide endrin (Ref. 10. Velsicol. 1982).In recent years endrin has beenproduced in the U.S. in one plant only,which is in Memphis. Tennessee (Ref. 8.SRI. 1982). Based on the 1981 productionvolume of endrin of 2 million to 4 millionpounds (Ref. 5. Glaze. 1982), it can beinferred that the production volume ofhexachloronorbornadiene in 1981 was1.5 million to 3 million pounds.However, the only manufacturer of thecompound bas reported that productionwas halted in 1982 (Ret 11. Velsicol,1983a).

B. Evidence for exposure.Hexachloronorbomadlene has beenreleased to the environment throughwaste discharges from the Memphis.Tennessee manufacturing plant.Aqueous wastes have been treated bythe Memphis municipal sewagetreabnent plant. then dumped into theCypress Creek, which empties into theMississippi River. The compound hasbeen identified int he air within thetreabnent facility (Ref. 3, Elia et al..1980). in the urine of the treabnent plantworkers. in the effluent of the treatmentplant (Ref. la, Velslcol. 1982), in thewaters and sediment of the MississippiRiver and tributaries (Ref. 1, Barthel etal.. 1966), and In edible portions of fishcaught in the Mississippi River (Ref. 14.Yurawecz and Roach. 1978). Solidwastes containinghexachloronorbomadiene most recentlyhave been incinerated or buried insecure landfills (Ref. 10. Velsicol. 1982).but frorn1984 to 1972 they weredisposed of in surface landfills. Thecompound has been found in well waterin the vicinity of these landfllls (Ref. 2.Clark et aL. 1981).

Although the manufacturer reports nocurrent production. the compound ispersistent, and leaching into surface andground waters from waste residues ofthe compoun~ ~ay be expected tocontinue. Human exposure can occur asa result of drinking water or eating fishcontaminated with the compound.Residues of the compound and itaderivatives found in Mississippi Riverfish are listed in the following Table 6.

aln the edible portion of fish.bAll these sites are be1~ Memphis, TN, where the manufacturing site is located. These compoundswere not observed in fish from Cape Girardeau, MO, upstream from Memphis.

cGaspareau, a1e~ife (Alosa pseudoharengus)dObserved but not quantitated.

I · 1,2,3,4,5-endo-7,8-heptach1oro-2-norborneneII = 1,2,3,4,7,7-~exach1oronorbornadiene (HEX-BCH)

III = 1,2,3,4,7,7-Hexach1oro-5,6endo-epoxy-2-norbornene

!!Table 6--Residues of Hexach1oronorbornadiene and Related Compounds

IIIi in Mississippi iver Fish (Adapted fom Yurawecz and Roach (1978» .

§III

I

Levels in parts Per Mi11iona

I II IIIII

if:? Ic co 0

CICI cl

C CI Ii C I c;.CI

if-Year Collected Species Locationb II

:z:(1) Z....

1974 Catfish Ba ton Roug e, LA 1.2 0.44 0.23 9::s0::s.......... 1974 Carp Baton Rouge, LA 1.1 0.20 0.25 ....::s(1) -

1974 GaspergooC Ba ton Roug e , LA 1.3 0.63 0.25 (1)

... Q.o(X)

Catfish='

1974 Geismar, LA 1.5 0.71 0.15 (1)

"J CoO

(1) Co0- III

1974 Buffalo fish Ge i Snla r, LA 0.19 0.17 0.10 ':'=:0 tj(1)Q

1974 GaspergooC Geismar, LA 0.21 0.03 0.05(1)

(1)

171 a1711973 Memphis, TN 5.2 0.51 g"'" Carp 16.2(X)

'"...

......... 1973 Carp Luling, LA 0.54 0.11 d<0(X)

iw

Gaspergood1974 p1aguemi ne, LA 0.85 0.32 0.14 Co:)-Z0-c;-(1)CD

---~ .-. P-" ......

Federal Register I Vol. 48, No. 241 I Wednesday, December 14, 1983 I No~ices 55683

A bioconcentration factor ofapproximately 6.400 in fi:!h wascalculated by Spehar et a1. (Ref. 7. 1979).Analyses of fish caught downstreamfrom the location wherehexachloronorbornadiene was producedshowed they contained appreciablelevels of the compound (Ref. 14.Yurawecz and Roach. 1 978). Additionalexposure may occur through eating foodfrom areas treated with endrin sincehexachloronorbornadiene may occur toa small but variable extent in endrin .

(Ref. 12, Velsicol, 1983b).U. Chemical fate information. No

specific information was found. Underambient conditions in ground andsurface waters the compound is notexpected to be reactive and shouldpersisl Due to its low vapor pressureand high octanol/water partitioncoefficient it is expected to partition intosediment and the fatty tissue3 ofanimals.

Ill. Biological effects of concern tohuman health.-A. Metabolism. Noinformation was found.

B. Effects on biochemical systems. Noinformation was found. By analogy withcompounds of similar structure. (e.g..chlordane) hexachloronorbomadienehas a potential for microsomal enzymeinduction (Ref. 4. Fouts. 1970:Ref. 13,Welch et al.. 1971).

C. Carcinogenicity/mutagenicity/teratogenicity and fetotoxicity. Noinformation was found.

D. Short-term [acute) effects. Theacute oral LDso.in male and female ratsare 726 mg/kg and 825 mg/k8,respectively (Ref. 10. Velsicol, 1982).Tremors. ataxia. and increasedrespiratory rate were observed in theanimals.

E. Long-term (subchranic/chranic)effects. No information was found.

F. Rationale for health effectsrecommendations. A potential exists forexposure to hexachloronorbornadienethrough consumption of water and/orfish contaminated with the compound.Also. sewage treatment workers may beexposed to the compound.

Due to the lack of information on thecompound. subchronic tests arerecommended to better understand itshealth effects. Neurotoxicity is ofparticular concern because of theobserved acute effects. Because of thepotential of the compound for inducingenzymes. biochemical effects testing isrecommended.

IV. Ecological effects. Theenvironmental effects information foundIs sufficient to assess the ecologicalhazard of hexachloronorbornadiene.Additional tests for environmentaleffects are not needed.

References

(1) Barthel WF. Parsons DA. McDowell LL.Grissinger EH. 1906. Surface hydrology andpesticides. A preliminary report on theanalysis of sediments from the lowerMississippi River. ASA special PublicationNo. B.pp. 1Z8-144.

(2) Clark CSt Bjomson HS. Holland JW.Ella VI. Majeti VA. 1981. Evaluation of thehealth risks associated with the treatmentand disposal of municipal wastewater andsludge. EPA 600/1-80-030. PB81-175945.USEPA Cincinnati. OH. p. 227.

(3) Ella VJ. Clark CSt Majeti VA.MacDonald T. Richdale N. 1980. Workerexposure to ~rganic chemicals at an activated

,sludge wastewater treatment plant. EPA 60019-80-{128.NTIS No. PB 81-189884. pp. 285-272-

(4) Fouts JR. 1970. Some effects ofInsecticides on hepatic microsomal enzymesIn various animal species. Rev. Canad. BloL29:377-389.

(5) Glaze M. 1982, Unpublished Informationon the u.s. production of endrln submitted toITC by M Glaze. u.S. EPA. Office ofPesticides and Toxic Substances. December6. 1982.

(6) Lyman JW. Reehl WF. Rosenblatt DH.1982. Handbook of Chemical PropertyEstimation Methods. New York: McGraw-HillBook Co.. Chapters 1. 2. and 14.

(7) Spehar RL. Veith GD. DeFoe DL.Bergstedt BU. 1979. Toxicity andbloaccumulatlon ofhexachlorocyclopentadiene,hexachloronorbomadiene andheptachloronorbomene in larval and earlyjuvenile fatbead minnows. Pimepha/esprome/as. Bull. Environ. Contam. Toxicol.21:576-583.

(8) SRL 1982. Directory of ChemicalProducers. USA. 1982. Stanford ResearchInstitute. Menlo Park. CA: SRllntemational.

(9) Veith GD. DeFoe DL. Bergstedt BV.1979. Measuring and estimatingbloconcentration factor of chemicals in fish. J.Fish. Res. Board Can. 36:1040-1048.

(10) Velsicol. 1982. UnpublishedInformation on the production. use.occupational exposure. and toxicity ofhexachloronorbomadiene submitted to ITCby A. levin. Velsicol Chemical Corp. April23. 1982.

(11) Velslcol. 1983a. UnpublishedInformation provided by A. levin, V.elsicolCbemicalCorp.August24.1983. .

(12) VelslcoL 1983b. UnpublishedInformatln provided by A. Levin. VelsicolChemical Corp. August 16. 1983.

(13) Welch RM, Levin W, Kuntzman R.Jacobson M. Conney AH. 1971. Effects ofhalogenated hydrocarbon Insecticides on themetabolism and uterotropic action ofestrogens In mice. Toxicol. Appl. Pharmacol.19:234-Z46.

(14) Yurawecz MP. Roach JAG. 1978. Gas-liquid chromatographic determination ofchlorinated norbomene derivatives In fish. J.Assae. Off. Anal. Chem. 61(1)26-31.

2.2.c Oleylamine

Summary of recommended studies. Itis recommended that oleylamine betested for the following:Health Effects:

Toxicokinetic studiesGenotoxicity and. teratogenicity

studies if percutaneous absorptionis demonstrated

Physical and Chemical InformationCAS Number: 112-00-3.Synonyms:Armeen O~: Armeen ODt'O:{Z)-g.Octadecenylamine:9-0ctadecen-1-amine. (Z)(CA Index name)Structural Formula:

CH:a(CHz)h ,(CHa)1CHaNHzC=CI ,

H H

Empirical Formula: C1aHa.N.Molecular Weight: 267.Melting Point: 20' C.Boiling Point: 275-344' C.Vapor Pressure: < 1 mmHg at 20' C.Specific Gravity: 0.819 at 38' C.Solubility in Water: Low.Log Octanol/Water Partition

Coefficient: 7.5 (estimated; Ref. 5, Leo etal..1971).

Description of Chemical: Yellow liquidwith ammoniacal odor. Oleylamine incommerce is produced. not as a purematerial. but as a mixture with otherfatty materials: the oleylamine.contentIs between 44 and 76 percent (ReC.1.Armak Co.. 1982).

RatioDale for RecommendatioDs

I. Exposure information-A.Production/use/disposal. In 1977,between 0.2 million and 2 millionpounds of oleylamine were reported tobe produced in the United States (Ref. 3.EPA. 1982). Tbe current domesticproduction of oleylamine Is reported tobe in the range of 4.5 million to 5.5million pounds (Ref. 1. Armak Co.. 1982J.

Oleyl amine is a surfactant usedprimarily as an additive in lubricatingoils. The compound is also used as agasoline additive (Ref. 1. Armak Co..1982).

In a 1972-74 survey, NIOSH estimatedthat 3.073 workers are potentiallyexposed to oleylamine (Ref. 7. NIOSH.1982). Although the manufacture of thecompound is reported to be carried oulIn a closed system (Ref. 1. Armak Co..1982). worker exposure is expectedduring transport of the cl?mpound. end.use processing. and use of lubricatingoils (Ref. 1. Armak Co.. 1982; Ref. 6.MacPherson. 1983).

B. Evidence for exposure. Workerexposure occasionally occurs duringproduction (Ref. 6. MacPherson. 1983).The general procedure for protection isto wash the skin with 3 percent acetic

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55684 Federal Register I Vol. 48, No. 241 I Wednesday, December 14, 1983 I Notices.

acid. However, when contact witholeylamine in oils occurs, this type ofremoval is not expected to be used.

Dermal uptake of oleyl amine inmechanics was calculated to be aboutone miUigram per day. This is based onthese assumptions: that concentration inlubricating oils is 150 ppm, exposuretime Is one hour per day, exposed areais 100 eml, and the permeabilitycoefficient is 0.052 em/hr [Ref. 4, lTC,1983).

Environmental exposure varies withthe method of disposal at the site. Someproducers discharge into publictreatment works. Others use settJingponds and filtration [Ref. 6. MacPherson,1983).

U. Chemical fate information-A.TronsporL No information on thetransport of oleylamlne was found.Because of its high estimated octanol/water partition coefficient. it Is expectedto sorb to soil and organic sediments.

B. Persistence. Abiotic degradation Isnot expected to occur. By analogy withother primary amines (Ref.10,Yoshimura et al.. 1980), olcylamine isexpected to biodegrade readily.

C. Summary. Because oJeylamine isexpected to be biodegraded readily, norecommendations are made for chemicalfate testing. .

III. Biological effects of concern tohuman health-A. Acute toxicity. Thesingle-dose Intraperitoneal LDaoofoleylamine in mice is 888.6 mg/kg (Ref.9, Stratmann and Eirmger, 1980).Inanother study, mice received single oraldoses of oleylamine. At a dose level of800 mg/kg, no deaths were observedamong five treated animals; at a doselevel of 3,200 mg/kg, one death in fiveanimals was observed (Ref. 2. Eifingerand Koehler, 1977).

B. Terotogenicity/embryotoxicity.Effingerand Koehler [Ref.2. 1977)studied the tel'atogenicity andembryotoxiclty of oleylamine In mice.The test compound was administeredorally In single doses (dose levels: 200,800, 3.200 mg/kg) and Intraperitoneally[dose levels: 200, 400, 800.1.600 mg/kg)to pregnant mice on day 9 of gestation.Maternal toxicity (death) occurredfollowing intraperitoneal administrationat 800 and 1,600 mg/kg and oraladministration at 3,200 mg/kg.Oleylamlne was embryotoxic at all doselevels by both routes of administrationand teratogenic by the intraperitonealroute at the higher dose levels.

C. ToxicokiJtetic studies. Noinformation on absorption. distribution.excretion, or cellular toxicity ofoleylamine was found. Because of thephysical properties of oleylamlne.particularly its high estimated octanol/water partition coefficient and relativelylow molecular weight, the compoundmay be absorbed through the skin (Ref.8, Scheupleinand Blank,1971).

D. Mutagenicity and carcinogenicity.No information was found.

E. Rationale for health effectsrecommendations. There Is potential fordermal exposure to oleylamlne fromvarious occupational uses. Since no dataon dermal absorption of the compoundwere found, toxicokinetic testing,incJuding study of percutaneousabsorption, Is recommended.

If the toxicokinetic studiesdemonstrate percutaneous absorption,short-term genotoxicity andteratogenicity tests should beconducted.

IV. Ecological effects. Althougholeylamine Is toxic to aquatic organisms,tests to quantify the toxic effect levelsare not needed at this time. Based upon

HeinOnline-- 48 Fed. Req. 55684 1983

the manufacturing process reported,substantial releases are unlikely.Although releases from use are likely tooccur. such releases would be disperse.The expected biodegradation ofoleylamlne further reduces thelikelihood of substantial exposure toaquatic organisms.Referenc:el

(1) Armak Co. 1982. UnpublishedInformation on the produc:tion. use,occupational exposure. release, and toxicityof Z-9-0ctadecenylamine submitted to ITC byEoBissinger. Armak Co. July 13. 1983.

(2) Elfinger FF. Koehler P. 1977. .Comparative teratological Investigations withorganic fluorine compounds. their base.. andamines. (In German). Dtsch. Zahnaerztl. Z.32:861-868.

(3) EPA. 1982. TSCA Chemical SubstancesInventory. Washington, DC: U.S.Environmental Protection Agenc:y.

(4) ITC. 1983. Updated production andtoxicity information on (Z)-9-octadecenylamine. Information ReviewAddendum. September 16. 1983.

(5) Leo AR. Hansch C. Elkins D. 1971.Partition c:oefficlents and their uses. Chem.Rev. 71 (6):525-615.

(6) MacPherson J. 1983. UnpublishedInformation on oleylamlne submitted to ITCby J.MacPherson.June'1:1,1983.

(7) NIOSH. 1982. National institute forOcc:upatlonal Safety snd Health. NationalOccupation Exposure Survey. Cincinnati:National Institute for Occ:upatlonal Safetyand Health.

(8) Scheuplein R. mank IH. 1971.Permeabilityof the skin. Physlol.Rev. 61:782.

(9) Stratmann KR, Eldnger FF. 1980.Embryotoxic: baseline values of organicfluorides of their fluoride-free bases. (InGerman). Dtsch. Zahnaerztl. Z. 35:1070-1072-

(10)YoshimuraK. Machlda S.Masuda P.1980. Biodegradation of long chainalkylamine.. ,. Am. 011Chem. Sac. Ouly):238-241.

(FR Doc. D-32II88 FileclU-1s-83: 8:45 ami

BIWNG CODEI~