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OCTANOLMWATER PARTITION COEFFICIENT EST SUBSTANCE Identity: NN--eEtthyFlOpSerEfAllucoorhooolctoarneFMs-ul3f4o2n2a.mid(o1e-tOhcatnaonle;sumlafoynaalmsiodeb,e referred N-ethyl- to as 1.1,2,2.3,3.4,4,5,5,6.6.7.7,8.8,8-heptadecafluoro-N-(2-hydroxyethyl)-, CAS # 1691-992) Remarks: Material is an off-white, waxy solid. The test laboratory identifies the compound as "T-5874" Batch 2334. METHOD Method: OECD 117 & EEC-Directive 92/69 EEC, Annex V, Part A.8 GLP (YIN): Yes YAneaalrytciocmapl:letHedP:LC w1i9t9h4.Spectrophotomeric detector Remarks: references. TTheessteinsguubssetdansciexsswuebsrteaunsceeds with known log tocalibrate the Pelouytivoanluteimseaisnunitsof 10g Pow. [Referencesubstance | 10gPou | [Towene 1,4-dichlorobenzene Fluoranthene (98%) D2i,be4nz-yDl DT ((9999%%)) | 27 | [3a| [a7| [ [a 62 8 | AmLstaoccektosnoilturtiiloenaonfdthseontiecsattisnugbfsotra3ncmeinwuatses.preTphaeresdtobcykdsioslsuotlivoinngwa1s65dimlguteidn 50.0 10 times with mobile phase, resulting in the test solution. Mobile phase is a 75/25 (vv) solution of acetonitrile / Milli-Q water respectively. RESULTS [Substa|nToc gPoue| Benzylalcohol T1o,l4-udeincehlorobenzene Fluoranthene Diber 11 2374 4478 000009 [_2epTp T 62r| PPeeaakk 21 (major comp.) 454607 "TrterpolaSteevdefrraolm tshmealrelgrpeessaikosn Ine: y = 0.288% -202.7/304(40.872, 1=6) CONCLUSIONS This study estimates the log Pow for N-EtFOSE alcohol. Submitter: 3M Company, Environmental Laboratory, P.O. Box 33331, St. Paul, Minnesota, 55133 DReAliTaAbilQiUtyA:LIKTiYimisch ranking 2 _per OECD. HPLC methods enables partition coefficients to be estimated in the log Pow range between 0 and 6. ~ONEoCtoDx ssttaatteess, iHmpPuLriCtimeestahroedofismliensosrsiemnpsiotritvaentcoetihneHpPrLesCenmceethoofdi,mphuorwiteiveesrin the . tiemsptursiutbisestacnacnemtahaknetthhee SihntaekreprFetlaatsikonmeofthtohde.resNuelvtesrtdihfefliceuslst,duinestoomuencceratsaeisnty in peak assignments. Mixtures which result in an unresolved band, upper and Toorwdeerr tloimsithsoowf lcoognfPiodesnhcoeuilndthbeemsteaatsedu.reDmuepnltic(a1t0eg aPnaolyvsailsuesshosuhlodulbdefralelpwoirttheidnian rcoannfgiedeonfc+e/.- 0p.1Holfogeluuniatnst) --isdcartitaicparloovfidioendizmaebalencvoamlpuoeutnhderse.fore can't show TWihtehosuttudfyludoirdoncohtemiinccalludreefaenryefnlcueocroomchpeomuincdasl,s aitmiosnnogttkhneorwenfewrheentcheesrubtshteasnacemse. rpeelraftiiuoonrsohailpybleptowreteionnsthaesceaxpiatcsiftoyr fnaocntfolruko"riannadteKd orwefeexriesntcsefmoartceorimaplosusnudcsh waisth tihnjoesceteudsienddienpethnidsesnttuldyy.toTihnesurreefeaprpernocperciaotmeproeutnendtsiosnhtoiumledahsasviegnbeedetno aelascoh trheefemreenacne rceotmepntoiuonndt.imReefdeatraenicsegisvuebnstfoarntchees rweefreereinncjeecstuebdsttwaicnec,eshotwhuesver only repeatability of the retention times is not clear. It was not demonstrated that the tNeostdmeamtoenrsitarlawtaiosnstohlautblteheinmathjeoracceotomnpiotrnielnetsstoocfktshoelutteisotnsourbsintatnhceemoabreile phase. detectable at UV & = 210 nm (Generally, UV absorbance detectors poor choice for N-EtFOSE alcohol and related fluorochemicals). UV adsorption spectra is n`meaeddeedtohafttthhee mpuarjiofriepdemaakinfrcoommtphoenHenPtLsCoofftthheetteessttssuubsbtsatnacnec.e Aisssthuempmtaijoonrs are csohmopwontehentm.atNeroiaalttdeemtpetctweadshmasadtehetaopcpornofpirrimattehimsa(ses.)g.. MIatsssnostpkencoawnnalwyhsiesthteor 000010 the major components even comeoffthe column. Some k values reported are calculated incorrectly. REFERENCES SEtnuvidryocnomnednutcalteRdeastetahrechreBq.uVe.s,tTohfe3NMetChoermipaanndsy, by NOTOX Safety April 7, 1994. & 000011 + = ra REPORT DETERMINATION OF THE PARTITION COEFFICIENT (N-OCTANOL/WATER) OF T-5874 BY HIGH PERFORMANCE LIQUID CHROMATOGRAPHY (HPLC) NNOOTTOOXX sPurbosjteacntce12318217857 i - Page 10f 14 - 000012 RECEIVED NOV -9 1994 2M TUAICOLOGY T-5874 NOTOX Project 121275 STATEVENT OF GLP CONPLINCE NOTOX B.V., 's-Hertogenbosch, The Netherlands The eon study described oiFn: this report was conducted in compliance with the ; The OECD Principles of Good Laboratory Practice 3 which are essentially in conformity with: 3 Ihe United States Environmental protection Ageney (FIFRA). Title 40 code The United States Food and Drug Administration. Title 21 Code of Federal Regulations Part 58. of Federal Regulations Part 160. The United States Environmental Protection Agency (TSCA). Title 40 Code of Federal Regulations Part 792. Stuy otractor: brs. R. do ies di yN2e 2 Date: hi 8, san `er - 000013 T-5874 NOTOX Project 121275 QUALITY ASSURANCE STATEMENT NOTOX B.V., 's-Hertogenbosch, The Netherlands. Study study procedures were subject specific processes were to periodic inspections and general non also inspected at periodic intervals. mTheitshodrsepoarntd wraessulatusditaecdcurbaytetlhye NrOeTfOlXectQuatlhietyraAvssduatraa.nce Unit and the DATES OF QAU INSPECTIONS/ AUDITS REPORTING DATES 25 March 1994 28 March 1994 21 Apri 1990 25 March 1994 28 March 1994 21 Apri 1994 Quality Assurance Manager .3. Mitchel B.Sc. Date: OA 0k Aq - pages - 000014 T-5874 REPORT APPROVAL STUDY DIRECTOR: MANAGEMENT: NOTOX Project 121275 Ors. R. de Vries AXYp= o !r Date: "gre 9. wan SJeActMio.n hevaadn PHehlyvsoiicrotChemistry PP --\ nate: og lob [1994 0T.ecThionniacCal.DEinrnecitnogra - pages - 000015 T-5874 NOTOX Project 121275 PREFACE Sponsor C3ManaBdealsgtiurmaa-t C1h1emical E8C 8a-e2l0g7i0unZWIINORECHT Study Monitor Mr. RH. Cox Testing Facility HNOaTmObXskeB.nVw.etering 3 5231 00 's-Hertogenbosch ;; The Netherlands ; Study Director Study plan Ors. R. de Vries SCtoamrptl:ete3d0: Ma07rchApr1i9l94 1954 TEST SUBSTANCE Identification Description Batch purity Storage conditions coSntadbiitliiotnys under storage Expiry date T-5874 Crean solid 2334 100% At roon temperature in the dark stable January 01, 1996 - Pages - 000016 T-5874 NOTOX Project 121275 PURPOSE AND PRINCIPLE Ttheestpusrupbossteancoef btheetwseteundyn-woacstantooldeatnedrmwianteer.the partition coefficient of the oTfhethpearteiqtuiiolnibcroieufnficcoinecnetnt(rna-toicotnasnoiln/waattewro)ph(aPsoye) syisstedmeficnoendsisastintgheofratio n-octanol and water. TThiequiraetCenhtrioonnatotginreaphoyf a(HPsLuCb)stacnhcreomaitnogararpehviecrsesdy-sptheamseisHirgehlaPteerdfotromaintcse f; UfphaseritnigHtPiLtoChnemeHctPohLeCofdfimceiistehonudts,ef(unil-mopcuftorraintoiTleo/sgwaPatoreycr)Vo.falumeisnorbetiwmepeornta0ncaen.d 6. The HPLC method b mTusstnotalasoppbleicaabplpelietdo sitfrotnhge taecsitdssuanbdstabnacsees,ismeatamlixtcuormepleoxfesc,ompsouubnsdtsancbeust which react with the eluent or surface-active agents. GUIDELINES I The study procedure described in this report was based on the following guidelines: CGOruogieadfnefilizicaniteeinotfnor(fnTo-reoscttEiacnnoognlo/mowifactCehCreo)m-iocpHaeilrgsah,tiPoegnrufiodanerdlmiannDeceevneolL.oipqmu1e1i7nd:tCh(*rEPoaCmrDat)ti,otgiOroEnaCpDhy (HPLC) method (adopted March 30, 1989). EA,uroMpoetahnodsEcofnoormitcheCodmemtuenrintiynat(iEEoCn),ofEEpCh-yDsiicroe-ccthievmeic9a2l/69proEpECe,rtiAensn,exA.V8,: Part "partition coefficients. EEC Publication no. L383, December 1992. ARCHIVING NpOrToOtXocoBl.,V. rweiplolrt,arctheistvesuthbestafnoclelowrienfgerdeantcae sfoarmplaet alnedastraw10dayteaars: TEST SYSTEM AND RATIONALE AT(hveHiivgshtaaPcteeitroofnnoairrtymrainplcheea/sweLaitqweuarsi.dboCBnhodrteohdmaHtPsoLigClriacipanhsCtywrgiu.tmhenThtaeatspimoeobcnitlraeonpdhpohctaoosnmedeittwraiisocns75d/eat2re5ector. described in the section "method of chemical analysis". The test systen was recognized by the international guidelines (OECD, EEC). - Page 6 - 000017 T-s5674 NOTOX Project 121275 REFERENCE SUBSTANCES Six the cehleumtiicoanlstimfeor inwhiucnhitslogofPo1,0g haPsoy.beeTnhe rmeipxotrutreed vere used to of reference calibrate substances consisted of: =~ Z btLeoonlAzu-yedlniaeclhci(ooph.roaal.b,n(Mzpe.eran.cs,k)(M2e.r5c.,k) Merck) E21W71 ;# ~~ dFiibueonrzaynlthe(n9e9%,(96G%C,, AGCl,drAilcdhriCchhemiCeh)emie) 4a78 f: 2,001 (99%, HPLC, Riede) de Han, Seelze, FRG) 6.2 + Log 7 values according to the OECD guideline PERFORMANCE OF THE TEST preparation of the solutions DSSrooelnpucaterineotdnrsatiinoofnmetthohefanr1o.el5f-e2r(eHn9Pc/Le1C.-sgruAabdsmeti,axntcuLerasebsco(afenxtcheLepitmirtfeeofrdereCeont.ch,eylmDseuutbbhlsiytnla,knecteIosrneelw)aansdw)ereat a Spurbespeaqrueedntblyy,addtihnigs 1f2l5askul waosf emaadceh uspoluwtiitohnmotobilaevophlausmeetrtiocaflfaisnka.i volume of 2F5o.r0twhle. determination Solution of formamide o(fp.ta, (Mreertcekn,tioDnarmtsitmaedto,f tFRhGe) unirnetmaertdheandolcowmapsonepnrte)p,aread Ap2hta'ssateo.csokncseonlturtiaotnionof ofT-516.774 9/w1as anpdrepthaerreedafbtyerdidsisloultveidng 10165timnges tweistthsumbosbitlaence ? diinl'u5t0e.d0 a110 atcienteosnwitirtihlemob(i3leminpuhtasees, sorneiscualttiionng).inThtehesttoecskt ssoolluuttiioonn. was i Performance of the test TSThoeelfuetrsoionolcnueti(oisnnusbsdtuwapenrlceiecsai,tnej)me,ocbteimdloebiilnpehatshpeeh,asfeot,hlelotwhfieonrgmmiaxnsteiquduereenscooelf:utriteohfnee,remnitxcnteeursteeusbotsftances and the formamide solution. Temperature of measurement mTheeasutreemmpeenrtasture of the mobile phase was recorded several times during the - Page? - 000018 T-5878 NoTOX Project 121275 METHOD OF CHEMICAL ANALYSIS _ Tahree cdoensdcirtiiboendsbeulsoewd: for the High Performance Liquid Chromatographic method analysts Column Mobile phase FlDeotwection Injection volume Instrumentation AHPuLtCosaPnupspier Detector Integrator LdiyCehr5osupnhe(rMer1c0k0, RPD-a1r8m;sta1d2t5, xF4RG)(.D.) 78725 (viv) acetonitrile (HPLC-grade, mn; Labscan L(iMmii1t1eidporCeo.,CorDpu.b,linB,edfIorredl,andMA),/MiUlSAl)i-d water 1 m/min z: & 1U0Y walt A= 210 nn ? 1Se5r5i-e2s0041(0PeLrCkin(PEernkeirn)Eimer, Norwalk, CT, USA) BSepaechc,trFoL,totUnoSirA)3100 (LOC Analytical, Riviera Sp 4290 (Spectra Physics, San Jose, CA, USA) DATA HANDLING meres area eeeeeeeereet TVUosailnutgghsisHicgaehnnd,bPeertfahocercmucaranapctaeecliytLyiqduefitadecrtomCrhirnoe(mdka'ft)roogwrnaaspthuhyse,edc,hersopsemicanitcaoelglriyatphilisacrgperroept1oe0rgnttiiPooonnyaldattao. tTheetepnatritointioofnthceoefsfuibcsiteanntc.e cThoencecranpeacdit(ytr)facatnodrtwheasuncraeltcaurldaetdedcofrmopmonetnhte (to): Ko (tr - tot TvFhreeormsuTstahgeTko_greksv'yalltd(sey-voofafluteeha)echwraecsofmepcrooennnescntetr.uscuotbfesdtt,ahnecuestsie,nsagt slpiulnboestatranocfreeg1w0ragesssPiocyoonmp(aaxnr-aevladylsuweii)st.h | the log K values of the reference substances with known 10g Poy values. Page - 000022 T-5874 NOTOX Project 121275 RESULTS pRheapsree)s,enttahteivmeixtHuPrLeC cohfrormeafteorgernacmessoufbsttahencetsestandsoltuhteiofno,rmatmhiedeblasnoklut(imoonbilaere Shown in Figures 1 to 4. pIneaktheatHP4L.C1 cmhirnoumtaetsogarnadnsa sofmalTl-58p7e4a,k autsin7g.7demtiencutteisonwearte21o0bsenrm,vedo.neBeltawregeen t5h7e6 alnadrge4 pmienauktedse,rivseedverfarlomsmtahlel mpaejaokrscvoemrpeoneonbtserovfedt.estItswuabsstaanscseumewdhertehaast the smail(er) peaks derived from impurities. FS mTheeasut,remweanstsdet(ei.remin0e.d89toanbde 00..9900 mmiinnuutteess).as a mean value of both % T1h0eg mPeoayn&vNdaluPeosy Voaflutehse arreetenstuimomnaritzimeeds,ink'Tabvlaleue1s., Thleogplk'otvaolfue1s0,g Poy F(ixogvuarlelie5). verSis log k' (y-value) from the reference substances is shown in Table 1 Results of the test. [mee Tw[v[a mmm]r om] tboelnuzeylnaelcohol 21.1244 | 0274 | 1503 | -0.563 077 11 2.7 F1l,u4o-rdaincthhleonreobenzene | 52.6879 || 52.32239 | | 00.732478 a347 2di,b4e-n0z0y7l 29.027 | 93514%7 || 00..595603 6428 pteesatk 1substance 7.70 | 7.598 | o.ee 5.6: | 39.8 a0! : peak 2 (major comp.) | 4.05 several small peaks [1.6 / 4 |0.379./5235.47(-0.01.05/407.54|2.2/44..44 2 2.51108 21..5501x3110024/ + Note eTohkaeenrcpuvelalclauoteleadotfiofntrshoenwxetreheetenpetegireofenosrsmtieiodmnesusliionfneg:bnootyth=rc0oh.ur2no0dm0ea%dtogv-raa0lm.vs7e3s0 (120.972, a6) The temperature of the mobile phase was 20.2-20.6C during the measurements - Pages - 0 1-5874 CHANNEL A NOTOX Project 121275 INJECT 67-94-94 ARisdiSS STORED TO BIN #53 = TST Eavn3 7.68 # TATA SAVED TO BI2N X# 53 i 38196/121286 G7-a4-94 GE144:55 CHE TRY PS= 1 FILE 4. METHOD &. FUN 8 INDEX 18 Bm S3 FHALYST: KRH PERKS RRERZ &T FRER BC 21 3 260.445535 9.125s g13a9m 6a22 figsz ea zest a2 5i 5 11gl278s82 283 eo375a3 te siuwraasmeoesds ?8 G2.a4g7a8 Lilass w780o8 e02 f1r8o5 1iBgsee7es7 1 71 23 isvssesr 6ez3 Ses ez i1z3 13 TLi7m1e2r ali 2msi2s ns dsssasz e0x2 ese oz s 1i5g 3165..44355 alleers t2e9a4v8e5r 0o23 ; 7 2eia 7.63 sess at Total 166. 282655 Figure 1 TH-P5L8C74chrinonmaotboiglreanphoafset.he test solution of 330 mg/l coHloubmine phase DFeltoewction Injection volure 7L5i/C2h5ros(pvhievr) a10c0etRoPn-i1t8r;ile12/5MxidT41i(-IQ.D.a)temrn; dg=5 un WLm,l/antin) = 210 nm 10'u1 NTthoreto'en:ShtahTenhektpe(esotankessuFbbisegttuawrneeceen3)..0 Tanhdace1f.o6reminIuttewsaswearsesumaeldsotohabtsertvheedseipneatkhse 4c1hdromnsottogsrearsiseof - Page 10 - 000021 T-s674 NOTOX Project 121275 CHANNEL A . INJECT 67-64-54 a9:iiin STORED TO BIN 8 S6 I Z cS a =z DATA SAVED TO BIN & 5w6 e 38196/121266 7-04-94 Geizaras FILE 1. WeTWOD G9. RUN 43 INDEX 13 ANALYST: KRH Ke AREA: RT eRER BC 5:1 a12ms8ae5sz mmeaeass sesmerewer 35i? s%Sm3is3 anemr mes waessew mer S505 naa daze ae alse NE mem ToL tee. seaze CHE SA* PSS 4. BI 6 Figure 2 HPLC chromatogram of a blank (mobile phase). McoobliumTne phase 7L5i/C2h5ros(pvh/ev)r s1c00etoRPn-i1t6r;ile1/2M5ix141i(-1a.0.w)atem8r; dp=5 un DFeltoewction WLW,m/smtin = 210 mm Injection volume 10'41 - Page 11 - 000022 T-5874 CHANNEL A NOTOX Project 121275 INJECT 67-84-94 A9:SA:17 STORED TO BIN & S7 =ow we SE.ERL@W ES wreaass opsamir he he Pee 4, ar we a wm ar we on J wes mem wr seenne s1$ I ea eOImEE oOmiaumEm mBmue2Imn TiI oEiiImhE iirrEEE O4mvnamEE +18> m2A Sm%H II2iE Saamu"rmHsoE E13 IREE 38.584 5rI.6gf3 2e8msg 1877239 81 | oe sen, sossesz Figure 3 HPLC chronatogran of the mixture of reference substances n mobile phase. Ceiorios nase R TmoeeRtare semtotneiseci shee--n -- DI Detection cians Sutuv, at x = 210 nm - rez - 000823 T-5874 NOTOX Project 121275 CHANEL INJECT 07-A4-54 A7ii7i4d STORED TO BIN 4 49 1.42 es7 1. 2.97 DTH SAVED TO BIN #43 - ; ss1se121285 a7-ne-ss arivias we Ee PELL FE 1 wemon a RN 6 NEE 6 am 4s ---- peaks aren ar mene 2E1R amiES s EmaJ s3 +eS+aema ITPOooNeeEli. NeLBRa eEAusRBeRa T oe CBeEa. LrrnEh aordecleaaw F5ER E+eIEBEgE ERE ow ase. 70599 Figure 4 HRoPbLiCtechrphoamsaet.ogran of a formamide solution of 0.2 g/1 in Colum pMFeotobericlteiopnhase Injection volune LiChrospher 100 RP-18; 125x4 (1.0.) ma; dp=5 ua DCaetreainn 210 75/25 (v/v) acetonitrile/Mil1i-Q water 10'u1 ooouzy rage 1s - . 13/04/94 TRI Pow Co : Pooh ae 0-400 [rp Ty 0.200 [reemerged forbs] 0.000 i i i i i 0.0 1.0 2.0 3.0 4.0 5.0 6.0 log Pow Figure 5 Plot of log Poy (x-value) versus log k' (y-value) from the reference substances. 000025