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PHOTODEGRADATION (SOIL) AR12-032 TEST SUBSTANCE Identity: N-ethylperfiuorooctane sulfonamidoethanol; may also be referred to as N1.-1E,t2,F2O,S3,E3,A4l,c4o,h5o,l5,o6r,6F,M7-.37,482,28.,8-(h1e-pOtcatdaecnaefsiuulofroon-aNm-i(d2-eh,ydNr-oextyheytlh-yl)-, CAS # 1691-99-2) Remarks: Material is an off-white, waxy solid of uncharacterized purity. The following summary is abbreviated due to the fact thaat new study is pending. METHOD Method/guideline followed: Procedure developed by 3M to study the Tphyopteol(ytseisstotfyNpe-)E:tFOSSunEliaglhctoheoxlpsoosrubreed to soil. GLP (YIN): No Year: 1979 Light Source: Minnesota sunlight as it passes through an east-facing window in the 3M EnvironmentLaboratoryfrom February 26 to October 18, 1979. Light Spectrum (nm): Not recorded Intensity: Not recorded Spectrum of substance (max lambda, max epsilon and epsilon 295): Not determined. Remarks field: - Test medium (air, water, soil, other - specify): Soil - Duration: 233 days - Positive Controls: None - Negative Controls: None - Blank Controls: One RESULTS Concentrationof Substance: One gram N-EtFOSE alcohol on 20 grams of soil `Temperature C: Not recorded Degradation %: Not quantified CONCLUSIONS No reliable conclusions can be derived from this study. 006434 Submitter: 3M Company, Environmental Laboratory, P.O. Box 33331, St. Paul, Minnesota, 55133 DATA QUALITY Rmeeltihaboidloiltyo:gyKaiinmdisrcehcorradnkkienegpi3n.g.StTuedsytiss uibnsvtalaindcaetepdurbiytyawlaascknooft pprrooppeerrly. characterized. REFERENCES 3`AMrthTuercMhennidcaell,ReFpaotreto"fPFhloutoorloyscihsemoifcFalMs,34P2ro2jeocnt S8o7il7.0"61J2a6m0e0s, EReGpaogrtnoNnumabnedr 015, December 10, 1979 RSteevpiheewonfAT.eBcohyndi,caMlicRheipgoarntSStuamtemaUrniyv.ersPihtoyt,olMyasyis1o9f, F1M9933.422 on Soil. Professor OTHER Last changed: 5/18/00 006435 Attachedarecomments on the 3M Technical Report "PhotolysisofFM-3422 on Soil. J. Gagnon and A. Mendel, Project 9970612600, Report No. 15, Dec. 10, 1979" made by Professor Stephen A. Boyd, Michigan State University, dated May 19, 1993. 4 006436 Review of Technical Report Summary Photolysisof FM 3422 on Soil The report lacks any description of the experiments. The Materials and Methods section is missing. The fact that FM 3422 is virtually absent in the control soil is worrisome. Of course, an exact description of the control isn't given, but I assume it is the same coated soil not wexhpoolseesdtutdoy.sunTlhieghst.tudAy tshaonuyldbraetreet-hdeesciognntreodl inlocooknssuilntvaatliiodn, wwihtihachphesosteoncthiaelmliystinavnadlirdeapteeastetdh.e 006437 ne vn TECHNICAL REPORT SUMMARY TO: TECHNICAL COMMUNICATIONS CENTER -- 201.20H (Imporant-- Ifraport spine onbocside ofpp,madtw cope 1TCC.) Pec. 10, om rsEnvironmental Laboratory (EE & PC) Fate of Fluorochemicals R0i53a5l 9970612600 nfl hina yi [alse cise Date L. Bacon _ Photolysis of FM 3422 on Soil James E. Gagngh, Arthur Mendel #7 ] 015 2 A 51567, 52692 SRroRMnSsT,D, 2LO Toutes.Sunt other av. SePhatbe WLHab FM-3422 Photolysis i eT GRREEuRmors | "RESP Ba Ew Determine if FM 3422 (FM 3923) coated onto soil would degrade in sunlight. E TE ATE e TPeE aTlBrS mas moosToro emi omar rs Soil coated with FU 3422 and control soil were exposed rtoespseucnltiigvhetsofiolrs7we1r/e2 mtohnetnhsa.nalMyeztehdanboylgaesxtrcahcrtosmatoofgrtahpehy. | co: AD.N.RicWkeelrter] ae, 006438 Introduction TihnewactoemrplewxereofrFeMpor3t4e2d2 weairtlhiesrlly'd>g,e anItd wtahse pofhotionltyesriesstoftoFM 3422 s%toudsyunltihgehtfatseincofe FphMot3o4l2y2sidse,piofsitaneyd, uonndseoriltheasned tchoennditeixopnossed may differ from aqueous photolysis. Results and Discussion samspoliel wsearmpeleexpcooasteeddtwoitMhinFnMeso3t4a22suanndligahtconftrrooml2s6oil wFiebtrhuamreythatnool1.8 OTchteoberresp1e9c7t9ivaendextthreanctesxtwrearceteadnalyzed by peolsescitbrloen pcahpottuorleysigsasprcohdruocmtast.ograTphhryee(uFnikgnuroewsn p1ea-ks4)shfoowred iunp tinhetshoeilFMco3n4t2r2ols.oilOwsianmgpleto(tThaeblesma1l)lwhaimcohuntweroef pnrootdupcrtessent pcormepsoeunntdsn.o aTthteemppteakwasatmTadpe=to2.1i3somliatneuteasnd(iTadbelnetif1y) itnhestehe ctohnetrreofloresamupnlleikwealsy atobsebneta pfhrootmoltyhseiscoaptroeddicstamoplreaasndampilse pnorepaattreamtpitonatartiidfeanctti.ficaAtgiaoinn bwaescauusnederotfakietns. low concentration FdMete34c2t2edwwaassamluscohdeltesesctetdhanininthethecoFnMtro3l422samcpolaet.ed TSohiel,amount Tdhuirsingcosualmdplheaveprbeepeanratciaounsed2)byfcrroomsssubclonitmaamtiinoantioofn:FM 31)422 from soil 3) during extraction step. TABLE 1 - G.C. of Methanol Extracts of FM 3422 from soil . Ty (Min) 2.13 2.44 4.38" 5.14" 8.43 9.87 Methanol Blank Control FH 3422 Soil Extract FM 3422 Standard ND ND , ND ND ND ND 6.1%+ ND ND 93.9 ND ND MN 2.3 3.5 93.5 0.4 0.3 x MW 6.8 93.2 ND WM N*D==ANvoetragdeetreectteendtion time F*+utu=reTRhei`sWsuolrtaksssuamreesrtehpeortsaemdeasresrpeolnatsievefaacrteoar pfeorrceenatchpecrompsoanmepnlte.. pTnrestehnecefutoufret,heausncknaolwen-supaonfd athlilsowesxupfefriicmieennttshqouuanltditcioensfirofm stahemples for subsequent identification. 006439 :3 ' g - Faure 1 3 Meo Atract of FMIuTZ Fras wilT 3g S 31.e00p21 ." . Lod 2 3 Sonne Wg ores SFFFess $32 : g % g{ : o : Ficus 2 Fe aot extract of Hy Soil owe! i oa! ead gli Bgoa erEro nl . BELEN fi IiehMEEL # sR Ath 2 - 3 8 Ld SCeE Toa :. TR3 i3 8 | ow = 2 | o I Figuae 3 oppm Pasar Seded 3. Oct. NY EB RE : : Ey : i af : wid L = ii Fiaues 4 pethanet | Blank . : PL] . -2- Ecvoenrtyamiantatteimopnt, shsoucuhldasbepmraedpearitongelaindminaantaelyzpionsgsibtlhee ccroonstsrols tfhierstc.ontArnol aatntdempstampslheoulddurianlgsophbeotmoaldyesistotopheylsiimcialnlaytesetphaerate chance * of adsorption cross contamination or other means. by sublimation, . volatilization/ Experimental 1. Sample Materials Soil - 250u sieved greenhouse soil Fu 3422 FM 3422 is N-ethylperfluorooctanesulfonamide-N-ethylalcohol : CgFy7SON-CoH0R Lot E-788 CG-745-2 receivedLfyr,om D Rigker of 3M's Commercial Cbheefmoircealusse.Division was sublimed at 60C and 0.1 mm Hg Methanol - "Lichrosolv" Manufacturing Chemists, g2r9a09deHiagvhalilaanbdleAvefnruoem, MNCo/rBwood, OH 45212. 2. Analysis Instruments/Materials . Extraction Thimbles: CterlolmulCousretindouSbclieenttihfiicckness available ; ; Gas Chromatograph: CIhnrtoemgartaotgorra-phH-ewHleewtlte-tPta-cPkaarcdkarModdeMlode3l3805A713inGtCe.gratorprinter. B1o50thPaofgetMhiellabRoovaed,avaPailloablAeltof,romCAHew94l3e0t4t.-Packard Co., Column - wSiixt-hfo1o0t%, CW12/08Mionnch6O0D/,80sCtharionmlaessosrbsteWe-lA,W. packed Column Temperature - Injector - On-column i1n7j0e-c2t2i0on at 200C. iatnte4rCv/amlina.nd u8ppmeirnutleimiptosthold DFleotwect-o+r40- cElce/cmtirnounteCaopftuArregona:tMe3t0h0aCn,e (95/5). 006444 A -3- 3. Procedure Sample Preparation wT2a0hsegercvaoemnnstlryoolfspspolriaeltaedwiwttaoshap2r0tehpiGaLckrneofedssmbeytohftahnoaorplop.urgohxliTymhiastsehlasykluirn0rg.y5 mm with a glass Todonto a precleaned glass plate. TghreamFMof34F2M23s4l22urriyn w2a0smLpreofpamreetdhabnyoldisasnodlvsihnagkionnge waitghlas2s0 gprlaatmes oafs sdoeislc.ribeTdhisabsolveurrayndwabsothapwpelrieedatior dried. Btohethepnlvaitreosnmewnetrael pllaacbeodrationryan (enoastmaufmaacdiengowbisntrduocwtiofon tsoepsaurnaltiegdhtf)romonea26chFeobtrhuearryb,y a197d9i.stanTchee opflataebsoutwer3e0 cm. Sample Extraction wmAee11trheaeSnxootlxrhalcretitinosneedxttrahailcmutbmeliednsumfoarnfdoi7lsihulounartnsiilzeadunsdegdsl.tasosredwooiln T1h9e79sa(m2p3l3esdawysereof reexmpoovseudref)r.om scrapped off the glass plate, Etahcehwisnadmpolweownas17cOocmtpolbeetre,ly placed in separate efxotrra7cthioounrsth(i1nbclyecsl,e paenrd S1o5xmhilneutteesx)t.racted (methanol) . Th1eh.aet5.rLesTpihneectaicvoKenutorreonxltar-aDscaatnmsipslhewerw(aeKs-Dt)ahenedavrackpoonrycaeetlneltrorwautse(idsnogmteosteam wohfiltehetsheoilFMha3d422beesnamptlreanwsafserraedligfhrtomyetlhleowS.oxhlet) Sample Analysis . : A1ap0np0drmosLxaimmwpailtteehl(ym1eti0hL.a1neomalLc.h)ofwAeera1ec0hpispnamjmepsclttaeenddwaaorsndt,odiltthhueetedcgaosnttorol bclharnokmatwoegrreapihn.jecTtweod b1etuwLeeinnjeeaccthionrsun.of a methanol References 1) AtR.oepoMR.retnd.Le."l,fBo3h4on,Tec"hFnaitcealofRFeplourotrocSuhmemmaircya,ls 3P0roAjuegcutst-1P9r78ogress 2) Report in progress by J. W. Todd of Agricultural Chemicals. 006445