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BIOACCUMULATION (ANALYTICAL ONLY) TEST SUBSTANCE Identity: PreefrefrlrueodrotoocatsanPeFsOuSlfAoAn,ylFamCi-d1o2e8thoyr)aacsetthaetem;ajmoarycoalmspoobneent of F[(Ch-e1p2t7ad,ecFaCf-i1uo2r9o,ocFtCy-l)1s0u9l,foonrylFlC--,1p0o9t-aXs.si(uGmlyscailnt,e,CNA-Sst#hy2l9-N9-1517) aRemmiaxrtukrse:of 8T6h%etteessttssuabmsptlaencies FaCn-d12184.%CCur.r-eCntfliunofrooramlaktyilocnairnbdoixcyaltaetseit is compounds, METHOD: Method: bDieovaicsceudmbuyla3tMe fClouomrpoacnheymitcoadlestferrommin3eM'ifsblDueecgialtlurs,unAfLishplant GLP (VIN): effluent No (See Remarks) Year completed: 1978 Remarks: The following method was devised and used: 1. 2. Two lots of 30 fish each were used. One ot was exposed to Decatur plant effluent from Oct. 5 to Oct 25. Oct. The 3t0 other lot Oct. 25 was exposed to Tennessee River water only from 3. TthweelrveemafiinsihnfgroemigthhteeeenfflfiusehntweexrpeossaecdrifloitcewderineDceoclalteucrt.edTdheeadriavenrd water exposed were sacrificed fish survived in Decatur through the exposure period and all 4. aEfnfdlusehnitp-peexdpoisneddryanidcertiovetrhwea3teMr-EenxvpiorosnemdefnitsahlweLarbeoralaltporreysienrvSte.d Paul, MN for analysis. 5. 6. Fish Two were homogenized using a 2g. portions were weighed Tekmar Model and extracted SDT using tissuemizer. ethylacetate 7. oSnamopnleesanwderteolauneanelyoznedthbeyoGthCe,r.TLC, and GC/MS. RESULTS Analytical Observations: The fish effluent-exposed fish weighed 33.0 grams. weighed 25.7 grams. The river water-exposed conta GC/MS did not daentaelcytsitsheofpretehsyelncaceeotfatFeCe-x1t2r8acted fish exposed to plant effluent No fluorochemicals were detected in the river water-exposed fish. mRaenmuafrakcst:uresSftluudoyrowchaesmiccoalnsd.uctWeadtebrecuasuesdei3n Mm'asnuDfeaccattuurrinpglainstlater treated River. and the treated effluent discharges eventually into the Tennessee C0 CoOnNcClLuUsSIiOo0 NnSs 0000 No reliable conclusions can be derived from this study. Submitter: 3M Company, St. Paul, Minnesota, 55133 Environmental Laboratory, P.O. Box 33331, oDaAmTaAQQuUAaLyIYTY 00 00 0000000 mRealniuafbaiclittuyr:inKgifmaicislcithy rraanthkeirngth3.anSattu3dMy'wsaEsnvciornodnumcetnetdalatLatbhoeratory. aEfnfdlutehnet scpoencciefnitcrpartoitooncsoloffosrubejxepcotsfulrueorofocthheemificsahlswawserneotnoftoucndh.araTchteerriezed ewfafslueanltsousneodiinnfotrhmeatsitoundyon(e.agn.a,lNysHiss-oNf itnheefTfleunenntesissekenoRwinvetrowcaatuesreordeath idfutrhienrgeNwPaDsEaSnyteosptpionrgt,uonritlyowforDOd,ephuirgahtiToDnS)o.f thAeddfiitsihonparliloyr,toitsiascnriofticken.own fPirseh sceonncceeontfratthieotnessthsoumbosgteanniczeincgouwlidthhtahveeebffeleunenat normal function concentrations. of the No tehxepleafnfaltuieonnt-isexaptotseemdptgreodupa.s tNoowhdaiftfewraenstitahteiocnawuasseogfitvhene 12 dead fish in to whether the. subject chemical was the surface of the fish abcotduya.llySaamcpcluimnuglaltoecdatiinontshewefirseh or simply sorbed not described. on RReErFeERENCcEESS V3MrTaecs/hnApirctiahlurrReMpeonrdtel",AnaPlroyjseicstfo9r97Fl0u6o1r2o6c0h0e,miFcaatlesoifn FBlluuoergoiclheFimsihc"alGs.,A. Report Number 14, May 1, 179 3M requested Gillett, Comell eUxnpieverrtsiotvye,rvMiaerw,ch"B8i,o1a9c9cu3mulation Studies", Dr. James OOTTHHEERR oe Last changed: 5/18/00 r------ enosts > 3m. TECHNICAL REPORT SUMMARY TO: TECHNICAL COMMUNICATIONS CENTER -- 201.26 (im=proeporrtstpitaa anbtoth siodfpaepesr, twocopie 0 TCC.) "same Fate of Fluorochemtcals Environmental Laboratory (EE & PC) Reg. No. 48765 D. L. Bacon Analysis for Fluorochemicals in Blue, 111 Fish 0535 . 014 G. A. Vraspir/Arthur Mendel 48838-18 seeomirvh R08,comin FoiSumorieion eReOoetnSss,eimno, ConnENT GRiECTIVE: | Retin Status Report 7641643939 7 LrSwatrad : fReEPOE NTABSTS RACT. (20025e 0 rcTh ony ttermaion vioned $4TetComrie c:VARl..NPAo.VtPehrlaotpkerorap-g-2a21d3-a62-- 286-34 RIL:Bohon-21-21 enn1e FC (Req. 4876S)/GAV/AM -2- 5/1/19 OBJECTIVE Tffhliseuho,rpoucrahpfeotmseiercaoelfxsp.othsiusreitnoveosutrigDaeticoanturwasplatnotdeetffelrumeinnte, ifbibolsucecguimlullated SUMMARY Extracts from bluegill fish exposed to Decatur plant effluent wT(eLPErC)eicnnoodtnitcdaaeittneeedcdtteh1de0. pprpemse(nucg/eg)ofofFC-F9M5,392w3hilaendF7C-1p4p3m oafndFMFC-3412228. Eexttharnaoclt,s eftrhoymlbleutheegri,lletfhioshxyeetxhpyolsedacettoatrei,vertowlauetmeer, No fluorochemicals were detected. (aRWn)d xcyolnetnaei.ned eAxpceorpiymeinstsa.ttached of CRL report 7124 which detailed GC/MS INTRODUCTION Tbyhefuipsthawkeereandrepcolretaerdanc(e1).of Tshpeecicfuirrcenrtadiroelpoarbteleddetafillusortohcehemicals Daencaaltyusresplfaonrt felfufolruoecnhtemiacndalsininfisfhisehxpporseevdiouosnllyy etxopToesnendestsoeeour tRoigvrearphwya,terand(2)g.as used. Tchhirno-mlaatyoegrrapchhyr/ommaastsogrsappehcytro(sTcLCo)p,y (gGaCs/McSh)rowmear-e DISCUSSION 2 * mOeauvnreuntfDuaeacclatltuyurrinignptloainstthlemaatneTurefnantcertseusareteeesdRiafvnleduro.rtohechBeltmurieecgaaitllesld. effisWfhal,uteenrcthousdseeindschfianorrges : tfihsehsewebrieoasesxapyoseedxpeornilmyenttos,thweerTeenneexspsoeseedRitvoerP.Ew.aterAno(t2)h,erThleot of iftnihsrhethewe-erreoexupteetrhiepmnreoncatenadalulyrzeseedcatsifooonru.tlfilnBuerodireofcilnhye,mFilcofawilsshDibwayegrreaanmho1imnoavgnoedlnvidezedetda,iled wa(hnRidoluetseomseo2)m.eofoftAheptohrehtohimooomngoegnoeafnteattheewaswlaasetxtteerrxatcretaxectdtreacdwtitwhwiattsholceutoehnnycslen(tRarocauettteeadte1), Rseocuttieon3.) for GC/MS and TLC. Results are given in the summary cna? an FLOW DIAGRAM 1 ANALYSIS OF BLUEGILL FISH . (13)0 eFiisghn * (2) "Tissuemize" p> 0, (1) Weigh 2 g. (1) Weigh 2 g. (2) Extract (ETOAc) (2) Acidity (3) Centrifuge (3) Extract (Toluene) Layer (4) Isolate ETOAc -- oc FFHor3923 FM 3925 FM 3422 Route 3 Concentrate hy GC/MS TLC For . (4) Centrifuge (5) Isolate Toluene Layer (6) Methylate Ll " ac/us 5 Rie (Ester) i FCFCC1--1294583 oeeass "FC (Req. 48768)/GAV/AM -a- 5/1/79 EXPERIMENTAL Tbtwyiovetlhlyeo,tEsnavnoidfrostnhhmiieprnptteyadlfiinLshabdoerraycahti,ocre,yw.raweprpTeehdereifcnisehiavlweuedmrieonnukmNepoftvoielmf,rboezrreen3's,puenc1t0-7i8l, Oacnta.lyz25e)d eighteen wf(eNioisvhg.hweed3,re251.s07a78c)rg..ifiTcTwehedelveienffDlfeuicseahnttuw-ree.rxepoTscheoedllerlciottveerd(-Oecdtxe.paods5eadntdolot a(tOctD.eca3tutro. Oct. 25) weighed 33.0 grams and were all sacrificed wTaos siamnpalliyfzye,d thine were used: eexxapcetrliymentthealsaommee mlaontneirs. diTschuessfeodl.lowTihneg cootdheesr River River Water Water Holding Holding Tank Tank Exposed Exposed Fish Fish - eextthryalcatcet(aRt.eW.-EtAc) toluene extract PPllaanntt EEfffflluueenntt S5--11 EExxppoosseedd FFiisshh -- etotlhuyelnaec(eRte.axtt.er-aTcoetlx.t)r(aPc.tE.-(TPo.lE..)-EtAc) TtTWuhbOees2f.igs.h`Tpwwoeorrtemilo'hsnosmoofwgeernpeiezsetwdieciigudhseeidnggrianadteoTekesmteahpryalraaMctoeedtealptoelSyDewTtehrteyilsesanudeedmeidczeentrot.rifuge VotnooertteahxnedoGte2hneimrle. mcioxnEecar.c.hHCslTahmepplleussamwpa2slemslmixwoeefrdeAaRpcpegrnroatxdreiimfauttgoeellduyenfe1orwmie1nr5.emioannd.deadat eo1fx0ft,r0a0ac0ntdrwppalms'asc.eedxa"giTinhneegdleatsuhssyilnavcgiaelttsah,teerfeaosnlpdleocwttioinlvgueelmGyeC. ecxotTnrdhiaetciteostnhswy:elraceeItdnasrttarew.n - H1P0%5C71a3rbowwigtxh 2Ni0 Temp - 200 C., Defoe.nle6Tce0tm/rp8o0nm- ce3as0p0htuCrheCr.o,dmeoOtsveocertnobrT.eW-mApWC.o-lu15mI0nng.- CP6o'irxstot1h/-e8r"ma5l.,5. iL Flow - 40 cc/min. Argon/Methane (95/5). TuALnfCdteerrconNGjfCiipatuniraoglneyssiwfseorreoftuwsoEetdAd.cimeeTxnthsrieaocnctao,lncTeaLntCproarattneiadloynsEewfsaA.sc cTohnecenftorlaltoewding extraces were sMineproctEktteAdcsilaainldcoandgrsgieieldde.plsattTaehnsed.nardtshTeheoyfplwaFetC-re0es5,wfeirrFesCt-1t4du3re,nveedalnod90peFC-ain1nd281d0%oenvEeEtl.OoHped = wiinth500%.0E1t%OHNeiwn FEtuAcch.sinThine wdartieerd p(l3a).tes were visualized by spraying MeTiPhx" eggitneoelldeucetnuresoinnegxtcrataphcetturfewoalsdleotmweeictntghoyrlG.aCtecdCoonldwiuitmtinhond-si:1a2z'oxmInest1th/ra8."neHS.PaSn,d571t23h0e%wnith 42D00C0- 3c0o0/C.miann.dDet1A.0r%gotneB/meMpnetto-hnae30n0e3 4 (9oC.5r,/58)O0.v/e9n0Thm-ees11he0thgynlaCakcrIeostomatthPAee.rmaanldi,njm.eFtlPhooywrlta~te-d GtCo/lMuSeneanealxytsriascts(Rewqe.reNos.ubmCi-5t0t6e8d7)t.o for GC/MS conditions. CSeenetraalttaRcehseedarcChR RAenpaolryttiNcoa.l 7f1o2r4 oen3t9 . "FC (Req. 48768)/GAV/AM -5- 5/1/79 PREW/E&tAPcE-Teoxlt.racsthowsehdowendo daipfpfreorxeinmcaet.ely'N1o0FCu-g1/4g3oofrFFUC-3142228.was Rdyetewacstedthabty TofLCroeffertehnecePEFECt-A9c5,. but a spot was noticed whose REFERENCES (1) a) BM.luTe.gilEllnaSbuanrfaiwsyh, an"dBioInconCchaennnterlatiCoantfiosfh,F"M E3E42&2 BiCn Report, 5/17/77. . b) FAi.l N3.42W2e,l"teErE, &"PACquaRteipcortF,ate10/o1f4/A77F.luorochemical, (2) ODcetc.atu18r, Ef1f9l78uenatndFiFsebh.To5,xic1i97t9y; TeMs.tT.ProEtloncaoblasr,awyd.ated (3) 2J.3, Sl1i21wio(k107a8n)d. A. Macioszezyk, Microchenica) Journal, B84 Vooaps spo ct7,s GAV/AM/cen Attachment . > v: 3 . 000310 ro CENTRAL ANALYTICAL LABORATORY Report No... 2M24 ____________ Date. March 28, 1979 Subject: Decatur Fish Bloassy. Requestor G:_ Vraseir, A: Mendel ReNq o. u S8e 87 st Report: INTRODUCTION Dept. Name EESPC Daea Nove1m6,1b97e8 r Proj. No.915016130404 TrDSeueanncmnnapietlnsuegsrsewePIelnatrRnoeitv.etrrheecwFehriiiisvvcheehdrw.affrlrsoowEnstehxtyJphluoessteardceeoqtuutateotsseittdoweeroxstdtihfferfopemlraaannttfiwnsdah.tebrithoess'sysapybreocmtssarksetnhreaitvetnhe duisaiznogmetthheanGeC/MaSndsyasntaelmy.zed.Toluane extracts orafcttsheoffisthhewefrIeehmweatrhey.lescnetdlvcernosn Disucssion #JRT2ahrMeweeSrya4e2mnpaallaneynasdzlewydPzeLEeru.desinu1lgs2aibnce(golenetddchyioltnAi.dVoi'.antcsiaotn1fasotreanfdceorxotPlcr.uaoEmc.ltusA1).be(lmoSewetmhpaylnledastseaRds.ptioelsFu1sNnaeun.eext#br3eaecatsns)) Pacn.g mn 8 salon OCIIvonneljsneut:cmrtnuomreA1::n1t0:C1126!5VIasCSro.itSha.enrm22a07l840DfoCgr-a2s0101chm+rionm1ua0tt3eosgBraatnphtheonre 13140-o1n70ACnakeerom10oPeA/min. . OCIvoneljneu:cmtnorB5::0 -26'222055.5C.atCW1200HC/m1i5n%.on Chromosorb W : CDaertreciteorr:Gas:VarHieanliufmlaamte 2I5oncioz/amtiino.n at 230C . MSIoondusert:creu:mealnltC:hesmaimdcpualPleosntlwoen2r1ze-a4tr9iu1on8nmienssElescptercotnromleotneirzatlon, ras als run in Chenlcal Ionization sample PE. #2 MHMauesllstiiupnRlainSegerep::aratB1oe8rn:d-ix1SC7ihnamgjnlene.elsttraomn ge with Ny gar ease 7 Revert No. 12k Pl rn <u, a RESULTS eSaxmtprlaecstinRgW.end#1 meatnhdylP.atiEn.g:JI etshhaonwoeld, byethGyCl/NSetohnerl,y the solvents ethoxy ethyl used in acetate toluene and xylenes. oIbttawaisn sneucfefsiscaireynttdoatalartcoonicnetnetrrparteet tthhee metahsyslspseccettraat.e extracts In order to GT.hCe.TepnenakessseneoneRiovferwheixcphoseadppefairsehdatthoylconatcaeitnatefleuxotrirnaec.t cTohnetacinoemdponnuemnstrsous pahptpheaalratteo, coanrdreshpiognhdmotloecruelfaerranacleksenoesf f2-rmoamtahbyolu-3t-oCcytsantooneo,t alceeatsitcCoayc.id, a wThhiechplaanptpeaefrfltuoenctorreexsppoosnedd ftioshreeftehryelnceascetoafte2-emaxtthryalc-t3-coocnttaanionnee,d comdgphotiucnds "58i2d,n/eF,luonriotcrhoegmeincaclosntwahionsienghifglhueosrtocmeahsmsiceflrsagm(ewnhtossesheiagnhewsatremasMs3fWraegmeanntds Seen were bi8 m/e and 584 m/e), FH 3923 (FOSE amide) and FM 3422 (FOSE alcohol). SURNARY RThiivserfwisahtebriocaosnstyainsehdowesduchthcatompeoxutnrdasctsasfertohmantohle, feitshhylexpeotsheerd, teothtohxeyTeetnhnyelsses apcleatnattee,ffltuoelnuteneconatndainxeydlenFeO.SE aTmhiedee,xtraalcctohsolf,roonthtehre frieslhateexdpofsleudortoochetmhiecaDlesc,atur 2-methyl-3-octanone, and scetic acid. PR Jeong "I. N. schroepfer ren . ? . 00a3E2R