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BIOACCUMULATION TEST SUBSTANCE Identity: N-methylperfluorooctane sulfonamidoethanol; may also be referred to as N-MeFOSE Alcohol, FC-790, or FM-3925. (1Octanesulfonamide, N-methyl-1,1.2,2,3,3,4,4,5,5,6,6,7,7,88,8heptadecafluoro-N-(2-hydroxyethyl)-, CAS # 24448-09.7) Remarks: Material is an off-white, waxy solid of uncharacterized purity. METHOD Method/guideline followed: None given for samplingofthe organisms. Extraction and analysis procedures were devised by 3M. Type: Analysis of tissue for fluorochemical from indigenous fish caught in the TennesseeRiver above and below the Wheeler Dam. GLP (YIN): No Year: 1979 Remarks field: There is no information on sampling procedures of the organisms from the Tennessee River near the manufacturing facilty. Four fish were caught and utiized as samples; Two channel catfish caught above Wheeler Dam, one white bass caught below and one white crappie caught above Wheeler Dam. Wheeler Dam is approximately 26 nautical miles downstream from the 3M Decatur Plant effluent discharge. It was not noted in the report how many miles above and below the dam the fish were caught. Aten ppm standard of FM-3925 (N-MeFOSE alcohol) was prepared by diluting 1 ml of a 100 ppm standard (in ethyl acetate) to mark with ethyl acetate in a 10 ml volumetric flask. One whole channel catfish was homogenized to create one sample. The other channel catfish was dissected and the various individual parts were homogenized to create individual samples. The white bass had a 6.3 cmd. dinker die core sample taken justoffthe lateral line behind the gill plate making up a 20.591 g sample containing skin, filet, small partof the backbone, reproductive organs, part of the kidney, and rectum. The white crappie hada dinker die core sample taken behind the gill plate to create a 16.684 gram sample containing filet, vertebrae, skin and bile. 006558 All samples were homogenized in known volumes of Di water and divided into five aliquots each. `Samples were centrifuged, extracted with ethyl acetate, and analyzed by `GC for organic and inorganic fluoride. It was noted that FM-3925 (N-MeFOSEalcohol) and FM-3422 (N-EtFOSE aplacroahmoelt)ercso.uldThnoetrbeesuldtisstairnegutihsehreedfowriethaGcComwbiitnheedlevcatlruoen. capture RESULTS RE | N-MeFOSE alcohol/ N-EtFOSE alcohol Concentration in Tennessee River Fish by GC N-EAF(OpSpEma)lcohol [EE thylAcetate lark -- S |--_NLoe-- [[WWhhiitteeBCraaspspcioerceosraesmapmlpele | |____3N5O1. | [[CChhaannnneellCCaattffsshhGiivlesr[| 0 os0%|| [[CChhaannnneellCCaattffisshhMPuasrsdTMe| | N0D4.5 | Upon completion of GC analysis, there was concern that the values were tnhoetndedfoinnietivues.inAgddCiatpiiolnlaalryaGnaalsysCihsroofmeatthoylgraacepthaytewihthomEolgecetnraotneCeaxpttruarcet wanads GC using a Microwave Sustained Helium Plasma Detector. Qualitative analysis of the fish extracts using Capillary Gas ECh{rFoOmSaEtoaglcroahpolh.y wTihtihsewleacstrfounrtchaeprtsuurpepfoaritleedd tboyidaennatliyfsyitshbeypareMsiecnrcoewoafvNeSustained Helium Plasma Detector where again, no evidence of any fluorochemicals were detected and specifically no N-MeFOSE alcohol and no N-EtFOSA (F-86309) were detected. The results obtained by the microwave plasma detector on spiked samples indicated that N-EtFOSE 0a.l1cohpopl,m iifnptrehseeentth,ylcoaucledtahtaeveextbreacetns.deNteoctreedfefrreonmceitwsaflsuomraindeecotontNe-nt at pMeeaFkOsSwEeraelcoobhsoelrevxecdeipnttfhoer atchteugaelnsearmapllsetsa.t"ement made "No fluorocarbon 006555 Remarks: The original report (5/22/79) referenced a sample for FM-3923. It was brought up after the report was generated that FM-3923 and FM3422 are both the same coumpound (N-EFOSE alcohol). Analytical was conducted to verify its identity and it was found to be N-EtFOSA (F-6309). The attached report (*AR No. 7238 -- Determination of Fluorinated Alcohols in Fish Extracts", 10/23/79) sill refers to FM-3923 when in fact the sample labeled as FM-3823 is F-6309. This report also has inconsistencies. The last paragraph indicates the ability to detect fluorine content at 0.1 ppm level. However, a review of the procedure used indicates a detection limit of 0.5 ppm. The first report (5/22/79) describes analysis of ethyl acetate extracts of fish homogenate by gas chromatography (GC) with electron capture detection. The analysis shows the presence of materials in fish tissue extracts that have GC retention times identical to both N-MeFOSE alcohol and N-EtFOSE alcohol and to N-EtFOSA. The GC retention times of NMeFOSE alcohol and N-EtFOSE alcohol standards were the same (not resolved) by the method used in the first report. The first report indicates the presence of fluorochemnicals in the fish extracts, but electron capture detection is not specific for fluorochemicals. Thus the results reported in the first report were not a specific identificationoffluorochemicals detectable by GC. (Report 1 also has errors in column 4 of Table 1. In the 1B row, 0.40 should be changed to 4.13, and in the 2A row, 0.004 should be changed to 0.06.) The second report (12/28/79) shows a misinterpretation in the first report. Itincludes a description of GC analyses of ethyl acetate extracts of two of the samples described in report 1 samples 1B and 3A. The work described in report 2 used electron caplure detection and references a report using microwave sustained helium plasma detection (MSHPD) in the fluorine and sulfur mode. In fluorine mode, MSHPD method is specific for fluorine. The MSHPD results show no fluorochemicals in the ethyl acetate extracts. The results are interpreted as indicating that F-6309 and N-E(FOSE alcohol (FM-3422) are present in the ethyl acetate extracts at less than 0.1 ppm. In the first report, N-EtFOSA (F-63089) and NMeFOSE alcohol (FM-3625)/N-EWFOSE alcohol (FM-3422) had appeared to be present respectively at 0.82 and 3.31 ppm in sample 1B and at 1.48 `and 0.80 ppm in sample 3A. Thus, the GC-able compounds seen in the first report appear not to have been fluorochemicals and thus could not have been N-MeFOSE alcohol, N-EtFOSE alcohol or N-EtFOSA. The first report shows the presence of unidentified organic fluorine and of inorganic fluorine in the fish tissue. This was not re-evaluated in the second report. 006560 CONCLUSIONS No reliable conclusions can be derived from this study. Submitter: 3M Company, Environmental Laboratory, P.O. Box 33331, St. Paul, Minnesota, 55133 DATA QUALITY Reliability: Kiimisch ranking 3. Without an understanding of the sampling design in relation to the outfall and sampling points, verifiable data on the actual concentrationsoffluorochemicals in the river from both the manufacturing facility and from natural sources, activities in the `manufacturing facility prior to sampling, any applicable environmental conditions (e.g. rain events), and a clear understanding of how long the sampled fish were in the sampling area, there is little to be concluded. Additionally, the analytical data conflicts. It cannot be definitively concluded which analytical data set is correct. Extraction and analytical methodology were not validated. State units of results is ppm. It is not correlated to mg analyte per kg body weight. Identity and purity of reference compounds was not established therefore stated analyte concentrations have no basis in fact. REFERENCES 3M Technical Report "Bioaccumulation of Fluorochemicals in Tenn. River Fish." James E. Gagnon, Project 78-2740, Decatur, Alabama -- Tennessee River Fish, Report Number 001, May 22, 1979 3M Technical Report "AR No. 7238 -- Determination of Fluorinated Alcohols in Fish Extracts." D. F. Hagen, Project A000007, Environmental Engineering and Pollution Control, Report Number 238, October 23, 1979. 3M Technical Report "Fluorochemicals in Tennessee River Fish." James E. Gagnon, Project 78-2740, Decatur, Alabama ~ Tennessee River Fish, Report Number 100, December 28, 1979 3M requested expert overview, "Bioaccumulation Studies", Dr. James Gillett, Cornell University, March 8, 1993 OTHER Last changed: 5/18/00 006561 : 3M REPORT: BIOACCUMULATION STUDIES March 8, 1993 * 6. Re(1p2o1r28t17N9o)."F0l0u1or(o5c1h2e2m1i7c9a)ls"BiinoaTcecnunmeuslsaeteiRoinvoefrFFislhu.o*rochemicailns Tenn.RiverFish*andRepoNrot. 100 verity"Tohfispcaonitreonfts,paapnedrstihsequdiiftfeiccuolntfyusoifnagc,tluaarlgedleytebremcianuasteioonfs.incWorhreecnt stthaensdearadrse, ccoonmfbuisneeddiwdeintthiatyolfalcakboeflcslaenadr sparmopbllienmg. dTeshiegsne ipnapreerlsatmioanketoaonutefxaclelllaenndt eszaammplpilnegopfoihnotsw,athleittrleeskulntowaldeddgleitlcean10beoudranugnedreorusst.anding of the. | 6 006562 - .F3or0mmerr 1a File Feb f FCF Cottos prin -- TECHNICATLRREEPEORRTT SUMMARY AAs r> 1s"12/28/79 70: TECHNICAL COMMUNICATIONS CENTER -- 201-20 important = Hf port isprintoend bot sitesofpar, send tw copie0 TCC.) Te Environmental Laboratory (EE & PC) Decatur, Alabama - Tennessee River Fish Fluorochemicals in Tennessee River Fish wr Num 0222 78-2740 Too D. L. Bacon James E. Gagnon 51568 Lab Request #4871 sconmvh DO commie iSiumorsaions RerwSonos:oman CURRENT ORRECTIVE: T J m $. Progress Report. | "ERRP 213531 3 ies ered EE & PC : Decatur . REPORT ASTRA. 0 sowedTis matin rd he Toe Commarea Gor The microwave sustained helium plasma detector us sll FO C system and capillary column with electron capture were utilized to examine fish extracts for fluoro- carbon @lcohol levels. vk ie f- g Sa:ge cc: DAl.WReilctkeerr-53-4 A.Mendel COPY AVAILABLE 006563 - -2- Introduction: Ptrheeviporuessewnocrek!ofivnodliactaitleed aflunoereodchfeomricmaolrse. deCfaipniitlilvaeryangsawsercshrotmoastuosgtraaiphnyedwihtehliuanm eplleacstmraondetceacsttuorre (dMeStHPeDc)torwer(eCGCuEsCe)d atondamniaclryozweave entehayrl3a'csetaDteceateuxrt,racAtlsabaomfafpilsahntt.akenA MfirnonmestohetaTbernonwenssebeullRihveeard, saambpalcek,groeuxntdracctheecdk.as previously describedl, was also analyzed as Results: 1. Capillary Gas Chromatography with Electron Capture N(osamcpolmepou1nH)dshwaevriengderteetcetnteidonintitmheesMcilnonseesottoa btrhoewnflbuuolrol-head mcihneumtiecsa,l satnadndsaorlvdesnt(Tpaebalkes,1).theExccherpotmatfoogrraampweaask avtery6.1c4lean. " bIenlocwompaanrdisaobno,vesWahmpeleelser1BDama,ndre3sApe(cbtaisvselayn)d csahtofwiesdhmofrreomthan : 25 peaks. A peak with retention time similar to F-6309 was . asfected in samples 1B and 34 (Table 1). : TABLE 1 QUALITATIVE ANALYSIS OF FISH EXTRACTS FOR FLUOROCHEMICALS sample PRetgentpionetTiginmeeg(M(tMiipnotuetepns) f1rB . - N-.D. NN.DD!. 3F8H-3422 Std. : N*.D. Nw.aDx. F-6309 Std. ie N.D. N+".D. == NVoetrydsemtaelcltedamount . ++ #** = = 1P0eakppmArsetaanldeasrsdthan standard, but greater than * 2. Microwave Sustained Helium Plasma Detector: (MSHPD) Tahned asublofvuersadmeptleecstiowneremodaelss.o aTnhaelyzreedsulbtysMoSbHPtDainiendtbhye fthleuorine maindcroFw-6a3v0e9,plaifsmparedseetnetc,torcoounldshpaivkeedbeseanmpldeesteschtoewd tfhraotm FthMe-i3r422 efxlturoarcitnse, coNnotenftluaotroctahrebo0n.1ppeapkms lweevrele oibnsetrhevedethiynltahecetaacttueal samples2. BEST COPY AvAILAR! 006564 py "a . * || Discussion: gTrhoeseantboveInresultssappesi. ndicaTheteTatrheaetagnoounvtoslatofileorgfalunolreocarT)luorine mneonntvioolnaetdilein fltuheoroocrhiegimniaclalsreg(oNrVtFC).areThdiune-ltaoyetrhecphrreosmeantcoegroafphy ftonrteNrYfFeCr'rsing(e.cgo.m,pouFnCd-s9.5) was hindered by an oversbundance of Integrity of the Standards: AFfMt-e3r422theareinbiottihalthreeposarmte'', coitmpwoausndbr(oNu-gehtthylupFtOhSaEtalFco-h3o9l2)3'..and Trheetenctoimopnountdimeu,sedby fgoarsocuhrroFmUa-t3o9g2r3apshtya,ndatrhdanhFaMd-3g4i2v2e,n aSadmipflfeesrenotf FFMM--33992253 w(earenewsenstamptloe)C,ommFeMr-c3i9a2l3 C(htehmeicoallds"Asntaanldyatridc"a)l, LFaMb-34f2o2r, and vheardifbieceantiiomnp.ropeIrtlywaslabdeelteedrmbienfeodrethabteintghesoenltd FtMo-u3s9.23 sIntarnedaalridty, tChaey7sa3mPpalNeiew)as F-6309 (N-ethylperfluorooctanesulfonamide: Apsreopfara2t7ioAnuguosftst1a9n7d9i,rdtshe (niedwenFtUi-f3i9c2a3t,ionLotve5r1i8f,iewdi)llabned uthseedolfdor Fu-3923 has been properly labeled as F-6309. References: "oGfagnFolnu,oroJcahmeesmicE.a,ls3iMnTTeecnhnniecsasleeReRpiovretr FSiusmhm,a"ry22"BMiaoyac1c9u7m9u.lation HDaegteenr,minD.atiFo.,n 3ofM FTelcuhonriicnaaltedRepAolrctohoSlusmmairnyFi"sAhR No. 7238 Extracts, 23 October 1979. Spersonal Communication with A. Mendel. "NWoi.nte1r4,998L,. 2D4.', AuCgoumsmterc1i97a9l. Chemicals Analytical Lab Request JESueTanto fort - 006565 i" 3Mm n Tech ear BREEPORT SUMMARY a 5/22/79 10: TECHNICAL COMMAICATIONS CENTER - 20130 (inornt= mpatevdsn bh sofpo', nd1 opin TCE DEC 201978 - ------ Environmental Laboratory (EE & PC) 0222 Decatur, Alabame - Tenassses River Fish 78-2740 Bioaccumulation of Fiuorochentcals in Tena. River Pisa | o01 b. 1. Bicon James 5. Gagnon 210831 Sises Leb taguest M871 Re moms BEnit ere |THER es = E BETi ER,, [FTTnorensasaS,uRu|eCeFUR-iQ3v9ue3ra5l,AibtoaavtnediveaFsHd-so3d4b2e3lqouwainnWthifotioashltoirvteakDedunemteafirraomi3nU'atsthieon of ae Daecratuar plianht,e S Analyzea for organic sad inorganic Bockur ( ETE REa Exh acetate extracts of a Chamal catfish (lctalurvs punctatus), wThaistteartbsa)ss v(eRroeccsumsacyihordysopbtY),Senancdhroobnaittoesracsrhayp:pie {Pomonls fST COPY AVAILABLE cc: .RARikivecesktdeeerrl-236- + mR) 006566 Tenn. River Fieh/JEG i 5/22/79 ITROOUCTION ofItrlguao1nsriockcnhoefwmlniucotarhliasdteca3lne'vseblisoD,ekccac1tu0u.ar5u,lpsptAealab(i1an3m(af2i)s:hplainn1tt8ehfuflslaubelonrutaothobaresyenehinsgvhhioown that Prlo0amnm8teanthaLdf(3d)fe(it4s)eh.ctcaabuWlgiehtthleitnvheeltsshecoTofemnbfdilenusesdsreocefhaeRcmtiiovcreasr,lsn.etahre tnehxetDesctaetpurwas RESULTS AND Discussion owTfhaibclihenth1earvelseitstths(eF-t6sh3ea0m9e,cornceetPneMtn-rt3a9it3oi5no,nt,aimnedin FaupUp-m3t,4h3e3i)nt.hrfeiesh folfuocroomcphoeumnidcsals gSAranemaapltlyeesris3e4,xotfesnththowesinrethtsahuteltsgtahesftorrfoliitnhoetreoscdthiiesnasaielccatletsdracbcthi,aoncaoreaelcpercsoatdtrufacittseihv,eiosyastem, artonedsbuilfaottsa.c"caugmrIeutelacwtaienthtahleeecartlShiereersserefnelpuotorhrcaoetcht(eh3ae)i(c4ma)lu.sscloef ianyteerreswta.s FTohueasdsnot Wthweon wchoolmeparfiinshg than twice the sftahlmeupolrteoosct.haelmtihfcelaulolracorocgnhetreemnictch,aaln3e.cl7o4ntcepantotfmisv(heT.ICc)1o.n1tf3aoirpnetadh.emore eSfixonrpcleacnhbaaotnitnoehnlffciosarhtfiwtsehhri.ss mcaaPyulguhboterocrinheelaattihecedalssatboebitohraeecsch.uimguhalapTtaeerdtsioitnaiaobPnlasticyoeftfisiscuieu:aty TunlduoarioaccheenBtocraelsfwaotutlydtbievesuxopeicvteDaI.OVORL in in larger Fin: more tcPih6oa1na0n9orlatc1oaatfhpiarsvehes,enntostamaptbloeohniSgAhd,eortotcrhcmuninncoeodnthterfraotrisoFanmepsl)eiwn. thenSoidaeicsxspbelicactaeatdcicoummsila- for the higher concentrations can be offered. TrThhiaegtortowtuoheslfyitsohrceomsspaaammprpleledesstwomhawiyhcohlDeOhtadfLiascvhoeressaTmeptplarekesea.nsatfTarhtoeimvetrehsaeosmonnwciolnflvorramtottihsiesbse is StoifhnecferleuCsouorlrotecshwecAaaminpciaslbsee w(rowirhgeoolreotuuskfloiynshrcvooammplaureteshdo.maAyppbreoxihaisgiheerxoermlotweecrs)i.ion, DTFahLneu,hw"hTuiPatCmeploefbas024s:,40fhrapopdmm,&bewwlhhooiwlleeWhetfehilesehrwThDiFatCme,ofcrsa0ap.mp0pi0le4e p1fpBr,mo:mhas"dpWoivaienwWhwhouseleheler owlfaaurihgieirghneTErRaCtifnlltuuiocrdaoulcoheowmnailmcypalloLno,cotnhiectenwwthoriuatltediobbnea,vkddioflfwiinvcsiutnlrgteainmte ftmhreaoymprtthohesacaplctaehnet. OTtohlelorwi`apgo:nsible explanations for the higher TFC could be the 0065677 ean. miver FianaE a . size . avez 1 FLUOfMraIENICAL CONH CENTRE ATION (3p) sample 309 Cin - Whole tien 0.40 {icon oma {a -core (3 0.08 (3a - Gills 1.48 \ 34 = Liver 27 J 3A - parte (1) 1.33 | 3a = vusete wo. 3 - Fat (8) 13.88 5 - Gall bladder 1.57 varer vise wo. Etnghlaacetate ND. nn egat& 0.13 sa wo. ( 0.80 0.38 0.43 wo. 6.12 ore wo. xo. GTTotIael oRcoembined 1s 0.40 (1) 0.004 4) 2.74 (9) = =a " SsSS - : ==-, =5 FB(eo1o)taTTsUt-re3s02at5toooTaTnaadrbblleToeU-313:42a3ccaamsiameoct,bevivrees.olivnedTe.wpiotrhiedG.C parassters = m (22)) 4 aBSeneethd,SaE"CoTonerepsaeerneTswesoLEgf"htki3doufecyu(,naetaFiefncitseuhdm.,skiasn,d Ba Pir otceniral ions obtained bf1aiaclkettbh,oeasrs:oerperodaurcetive ttive ot the teat oF ihe Fish: (((5514))SuBE EmoampilrI euecneoareeoo,iFqoa3ra u.ca6es1tinadct ;.m s1kdit nc,ontbalionoTde,dTbfoialsop t., wvaedrr tceaberretaei,Snghs.ekimn., (9) Bcriaaaencm5eiatihae actEuaalTweTightSoFfotsautaploef uwsaecdh, pa1r8i.:8% less thas emi), mcomnotmaL BEST COPY AVAILABLE Tenn. River Fish/JEG -4- . 5/22/79 33100. DLLioofnsfggeeerrrearTtiovwessrpteicorineessirdeesnicdeencteimet,imso.lder fish. 52)) CSDholLniotThaeirneTenetnd1afrtaoesedrbiinoSgseciastnuhdmtulipiaetrreec.esstTsyllueoosfrooorhgiaantsealy CIS11lrhuaeopntrphoie1ceth.cacon)arineRceaLsBiassserso'gmnJepsrlo:teaostffuoallrsuarFoettrrheeoisscret.heeteprahmrraieetcesaxeltctnehhtnaepatsatsrsieetvh]aiesstscioaofastne?wiihtcbeohoohleererfefbrsiifcoieiaastechiencmtocsmomenmacireaenrtyorrations, TFalbuloerid3egi(ug7e%) C"toencernetsrualttisono,f itnhebooarrgan1iacth(eRP)Fiansdatsnmorregaasic Tanz 3 (3) ORGANIC (RF) AND INORGANIC (7) FLUORIDE CONCENTRATIONS (ppm) Fe 1 0.1 2 ue . u 1 102 13.3 10.8 oa : water wi. 0.01 #PwJTor1roneo8ovr1iBp0oeraulaisittelhshyaleterrsiaBSpsaiuoeierirynpnlartieiesidun,iaoonurlgtgfi.oaarntsihacoithsdfiitfgohTuhenicsleeyhriiedCgsehehtiRapvlFaneseioaqetrussugeteaaeiiarsotocosrcu,iwFasfumslsaautsmsohirimeidiedoeerar'vloaansleuTeSLhhooouunr To calculate dow levels of oremeie fluoride cic SCHeAliS, S8DCnaooin7mguicphylaelaerridilsesoVTnocaofultsuoeTfseetmxrtaphtueehlmsaannonLsraoeetfvaioeaorRinics'vtFehherfaeosewrdstasotafr1evosrliDoesirSgsSahfohsoreatveveeeeerd'vbfaeMdltleiuaofoitwhroni.odtorehueesScAnoCdoinenetam.eiesrtl}ainscehhoohTwsare tGhoonucgehnttra`tthieonssuagulpeestimiauyn hTiacvee' bteheenBmitiasrl:ibeiAetd:ineFtitthimtsheFshistiesrmiiecdmeuite, 006569 & eve Welly i =z/e0 . Tenn. River Fiah/JEG --. 5/22/79 iieelyawtosiuelltiduzaalstloiyeomnbetoofleiantsdhiebcaeftlleouwgtrhWoahcteheelmtheiecralcDaoawn.hceenntTrhgaiotsiinomgnayoovfebrefcltauhueosreoddcuhnubm(y1i)c,uly Settling of fluorochemicals before the dam. CSToo6m.pb3aorroirnse.olnaTtoiroofns,oirmgpal`Fneoirc3e4xfalmBupeoldrei,dtehetvhaellohuwieegsshtefsrTtFoCm,oTrag0ba.ln0ei0sc4 p1fplsau,nodrif2doershvtoahlweue, Awloueroereorncgohtaenntatcncaalflylssueodraindafelosyrzepidrn.edsievnAitdpuaoilsnlsyiv.belrey Tehhixegphlasncpaoetcniicoeensntwirhsaitctihhoantshadwthhietcrhhee DTiitlhoersitdefcatoncceonntternatt,ioncsh.annel catileh, had the lowest organic i6etahteoaeclhirmuio)tfedtcwosonacmloputlsheieornpsso,ppeucliTaehtsei)o,nonl(i3yt dfiesifshdiinfiofftiecouncleotnscplteuocsiideorsnawainssdaytohnaet Tthieanfuunodreorchneantiucraallscsotnuddiiteidonsd.o appear to biosccumulute 1a river ExRRIENTAL 1. sample materisls ian 14 - Shmoavlel Wchheueanleelr cDaatmfiisnhTe(nlaoetsasleusrusRivpeunrc.tatus), Caught 1B - WDhainteinbTaessnne(sRsoecoeusRivcehri:yecps), caught below Wheeler 24 - WDhaintieacTreanpnpeises(ePoomoRsiivser.anmularis), caught above Wheolor 3A - hlaorvgeo cWhhaenonleelr Dcaatsfiinnh`e(afnrctualvusreunRIVpOuYn.ciatun), cought Standares 4309, YH-00US, wad PH-daZ Tbioytnhdpipteutmhtyislntganad1caermtldasteooff1&a761s03e0p0a3pr,patmeVutN1a-0a3d9ma2ir3d,v,oalnuidametFertUhi-yc3l42f3alcawesotkars.tee,pretpoamraordk 32. analysis Instrusents/Naterials Slender: WWaarriiangg CpormomdeurcctisalDibvliseisodne,r, lMooudteel44#,91-N2e6w3,Haarvtafoirlda,bleCTfOrAoOmST. 006570 following: Tenn. River Fish/JEG -- 5/22/79 4 Tiusuemizer J N37o2d0e3l, #SCDiTn,cinanvaatiil,ablOeF f4r3o3m33T.ekmar Company, P. O. Box 3 Dinker Die: 3b.y61Jecrmry1G4utAhIrSIi-e02inhiCgehntcraalrboRnesesatersclh Lcaubtst,ingdesdcieribmeadde 1a 34 Technical Notebook #51568-35. Mixer: J "VIonrdtusetxriGeesn,ieTacM.o,delBobJeKm-i5a5,0-GN,Y a1v1a7i1l6a.blo from Scientific Centrifuge: DCoarmpooar-a1tEiConM,odeNleed#hB-a3m04H,eigahvtasi,labMlA.e from Damon-IKC Bottlon: F1 aFoluurm-ionuunmcefowllideamncdutahleudmicnluemarfogilla-slsizbeodtctalpee.sealed with 4 po1l3y5s-eaa1llcianpesa.r polyethylene (LPB) plastic bottle with Gas Chromatograph: oF CThnrtoomgartuotgorrap-hHe-Nwlloewtlio-tPeuPcakcairadrdModNeoldal33807A13 iGnCt.ogrator= priator. f1l5o0thPaogfetHhAeLLaboHvoued,avPauilloablAetof,roCmAHew$4l3e0t4t.-Packard Gn., Column - "Siitxh-fo1o0t8, CR1/Z80Nionach6O0D/.80sCtharionmlaesssorbsteWeAlV,.packod CIonljuescatoTrem-pOeur-actoulreuma- Iatso3t0h0ermaC.l 180 C. iDeotwect-o"r 0- Eclce/cmtirnounteCaopftuArregonat:M3e0t0haaeC. (95/3). 1 Eby) Acetate: | N"oCLir/eBoCoMhdra,onsuofOlfavc"t4uc8r3hi1rn3og,maCthasoegmirCsaatptyhu,yios2go0l0#v96e0a0Ht8i3g8ah8vlNaa.nidlabAlveenufer,om 006571 E (9) BBR arteeesdTMT taueltuhnee,actiunadlwweeiigghhttpeofrcesnstploef eusuecdh, pa1r8t..8% less thun Tenn. River Fish/JEG = 5/22/79 Fater: Deionized water. 3. procedure (8) PWorroecedoubrteasineudsedfrboemloewn,tlieexrcepJtu Tfeorchnmiicnaolr mRoedpiofritcastuimomnasr,ies (7). SSa2m0plpelsac1e4d tihnroluagrhge3AAluamadinu1m8 wpienrss. rienmov4edfusferomRootdh.e afardeszer Allowed to ther: A20wdhohloemogcehnaninzeeld ciantfaisbhl,ndsearmpwleith1a,00wasm1cuwtateirs.to sections S3Ta0am:tp3al6re1s 1g0rlaimBneasdabme&phldieinsdkweetrhreedisgkeiilnlc,orpelfaitlseea;tm,plesCmoantltalkeenstpsarjeoufstoftohfebfacktbhoese, Teprodultive orgaas, part of Kidney. and Fectum. 2SS1ea1rm1tpelbeprlaa3stA,e.hasdkiTnha,ed1ai8sn,kd4e8rb4ildsig.eracmoSraaemmppsilaeemsplc1eBonttaaandkienne2d4bewTheiirlnsld, the Noaogeaised with 10 ml of water ia & "tissuemizer wSoarmeplehom3o4gweansizeddissweictthedw,ataenrd. theIndviavriidouuasl ipnadritvsidwuesilshpianrtgs mTTaohbrolesee t3ohfanLli3set5ss.te0rigewreaimsgsinmptwloewr,eerehssohmmopomlgoeegnweienziieezdaetdi,n inaaadbalea"nmtdoieusrss,tiewomhfiizleer." water added for homogeRiiiLg each sample. Ad(1id1vlioodhferdotmhaietnet/aoabcofividev,esawamalptileqeruso,trsinanfaetn,edrdprhlyoa,mcoegdteonliiunzonapatr,ieocndi,eraysw.eedrebottles, OfTtaahreeersrtaewlfoirqiwugeoertresatopwrilraeactedp4ls.icd8eydgCl.asas'sunLtYbiKolttSloseveseu.dleedu.,amwpblieLse wiebere stored SPFTaroomerrppwelaxeertiserkdanaci.ntacioloofyonzrsosd:daimnpgfloertoFa-tn6hd3e03m9i,flollillFoMiw-ti3en9rg3s5p,orfocaeneddtuhryFelN.-3a4c2de2eteawteeTracbulseed4 A previously Bomogenized sample. stored is a glass bottle, wDBacrseetcwaieteesingvehadesd gl(aandsodsedlcaaertgnetrrtihfetuhgarena t4et.u0boe0f. g1).0A aavaldo lauetmdhedyeldof tmoeotehtayalt3e0- al pu r SgTihrxeaemdsoafmfpolrBeosd1.o5gweenrmseiineur,ieemsoTvheiead eaatnhmdyilxceearnctearttiaftu4eg/esfdpieseahtd hs1oe5mt0ot0giearagoaatoefatw3.ere 006572 - Tenn. River Pish/JEG wo 5/22/79 = 2DI1ae9ltiSCe.iteedtfioTarityIoer10rTagaanmlise,nuctsheeFrspio.avmreaattoAuefigdtr,eoarfpbhyicsceasmutspsrelaieafolufy(gesii8tnsag.np,diaperttdh.)e setohdyl was SEAaoseplulrecshuo1t4L,iaabno3e4r,,atwoserayrde1fBosrenhotormogcgaoenniJacotaeasBn,edlipilssulosergao&afwiacttheefrlCubeolnratisrdkae,l at saiveie. S = ownmmToo arheeclt:nt`cDoabosm,ove"rFsatseuomfarFyl,uouroacheestc3a0,is19P7r8o,jecttrib-esProdgernetes)s > Ss (2) Raport Central Besearch Laboratory Meport Number 6903, April 20, = 52 (0 C1"9hD7al8no,nceolJnocnaCnasBtreflaiitssinlo,en". .of Ty.u-2BulaaasbairnsDwlyustsoidA]. dN.usWteilnters,ad in Nay 17, 1977. (4) 3TEv7i2t5u,atiAeusgusotf t16h,e 1B9l7o8c,oncAcaNt.iatWieolnterPotteontD.ialL.ofDacMc-a3,423." . (5) bC7entJronalBeRleisselner,chMeLyabo7,rat1o9r7y5. Meport oa Request ATI E; (6) EtxhepetirGailneaesaavtciatrliooswnaosernkatnaddlonheLoamboiognrenacitozooarptyeiroa(ntKsiE.on& BwCi)t,h wA.hoN.peWreflotremred (7) 3IM BTocLhnicank)onR.opoiratalSyutsiscareyl, MNeotvhoodsobloorgy15,oa19F7u7-,343A.3."Momdel G/jacien& Sepun * 006573 Tema. mver Pisn/IEG -o- . 5/22/19 | FISH YEXGHTS AXD WATER TABLE 3 VOLUMES USED FOR HOMOGENIZATION DeSsacmrippotion 1 n 1 3A - Muscle a - call bladder ah - Liver Tat 4 = mares 3a - Gills Lloaftttsi)alMWehgoalte 146.0 256.5 210.0 8 752.0 g 752.0 ie -- moe 752.0 8 eAcitguna:l SUasmepdle ml vWeadter hole tien (1)(2) 200 16.08 5 3) 10 se @ 10 209.93 g a& som x arhtla span 8 19.38 200 = = a wo 2 wo = ww Footnotes: (1) A A Tia an hn ook, wTiotnhtvendo aLpOpTaorrcathomrougsetnoiratliionno, was found in (2) TThEeafishDaa ppoearea dowto obovershlaivvgeahrtsiloayosndeolfheysdsfriastthh)eidnsof(prootscheneindalwcyetiugadhlutc. (3) Sample core 3.61 ca 1d. 006574 + Tema. Biver Pish/JEG -10- 5/22/79 : TABLE 4 PISH WEIGHUTSSEDAFNODRETEHXYTRLACATCIEOTNASTE VOLUMES Sample W`eHiogmhotgenofateFish % W1aater FAcitsuhslWi. Extracted ml Description (grave) Homogenate_ (sg) Eeoae 34 - Gall Bladder 1.20 87.9 us.2 1.2 34 - Liver 2.20 62.7 s20.6 2.2 34- Muscle 2.40 8.8 1228.8 2.4 34- Fat 2.40 65.7 823.2 2.4 34 - Parts 34 - oils ater Blank nm 3.00 48.3 1551.0 3.0 3.00 83.8 46.0 3.0 2.40 100.0 -- 2.4 2.40 57.8 1002.8 2.4 ' 1 2.40 32.7 115.2 2.4 2 2.40 31.5 1500.0 2.4 a wTM=m = = = = = -< = E--E~ = = = - 006575 vy : ' omiarina TECHNICAL REPORT SUMMARY To TecnicasommesGl 35 r importan=t sportsindon bash sides ofpaper, en wocopies 0 TCC.) october 23, 1979 CENTRAL RESEARCH LABORATORIES, Analytical and Properties Research Laboratory 0502 Environmental Engineering and Pollution Control 'A000007 AR No. 7238 - Deterntnation of Fluorinated Alcohols fn Fish Extracts 23 J. E. GAGNON - 209-15 DF. Wace = 2011s 042608 SCOoRTrTh TDopOen it RT Calowesrer | ScPneAmiCcEALD Koons [cummens weenie 8(2 eE wChimicag Reported RT. Request No. A73154 central Research | Resuestor - J. E. Gagnon Amalyeical Repore| Project No. 91500600 Chenscal Analysis OT ASTnRAgY BESwaTyaTaStanermoos GY TCoA m Co 3 cThoelummnicwriotuhaveelescutsrtoaninecdapthuerletundetpelcatsnlaondevteerectourtilsiyssetdentoandexcaamipniellary Fish extracts for fluorocarbon alcohol lovels. mR 3 006576 = .i centrav anaryricar tasoratory BEST COPY AVAILABLE Report No. ..723. 8cce.euu. nnn Date_......Qctcher. 23.1979... Subject: Determination of Fluorinated Alcohols in Fish Extracts Requesto.Jr:.E: Gagno__n_ Dept. Name..B82C _______ Proj. No.31300600 Request No. (ATILS4________ Dated .Aug 8,u 197s 9 __t ___ Report: Insroduceton Tahned cmaipcirloluaarvye csoulsutsaninecdhrhoemlaitougmrapplhaysmuaitdheteelcetcotrro(nMPcDa-p8t5u0t)e-chdreotneacttoigornapvheirce usytsitleimzsed tFo4-e39x2a5m,ineandfisRhI-3e4x2t2r.act samples for the preSence of fluorocarbon alcohols FM-3923, Discussion and Results Tthhee chehlrioummatopglraasmpshicdetpeecatkorasyiietldeslutaetsonifcromlintehespceoclutmrna. forOnethecaneletmheenrtesforperesmeonntitoirn SSupcehciafsicatlhelyflfourorofclaurobroinnealacnodhoslusl.furDettoecatliloonu lfoerveltsheardeeteicnttieornmeodfiatsepocbieftiwceencomFpIDounds 3dnidctaEtCeddetbeycttohres.sampIlnetmhaitsritxy.pe oIff slaamrpglee,nont-hfeluloorvienredectoencttaiionningLinpietaksisarseomepurheastent otnheythewilqluaortvzerlcoaavditythetubpel.asmTahiasctipvraotseinntgsali"tbtylpaessdifmfoidceu"lttyo pLrfevtehnetnocnar-bfolnuobruiinledup iinnccoerrefsotr.enceThepealkoswerareleavdelequofatetlhye sfelpuaorraotceadtboFnromalctohheolEsluodreitneectacbolnetaiinnintghepseeakethofyl acetate fish extracts fs about 5 nanograms/l0u1 injection. Atodd2i0tuo1naalndseInnsjieccitviingty1w0aus1 oofbtatihniesdcobyncecnotnrcaetnetraftoirngana1l0y0sui1s.of Otpheerastoilnugtiocnonadsitiroencseived for the HPD-850 are listed belou. C1o00lumtno S2v0s0teCnatA -156'C,/ni6n%.CH-H2e0lHi-uTmPAcaronrie8r0/1a0t02m5ecseh/miCnh.roWmitG.h pHu.rPg.e pFraotegratmomeYdPDforfom50 ccch/raotmna.togrFaoprhtyanpdorc6e0n%t fosftrthaensfceorlruemdn etfofltuheentMPDi-sB5S0pliptlasfmoatcheaviFtIyD ovniathaehHePa-t7e6d201/1g6a"s C3apislulsateaylouldinebyac 118000Ca.ceThmeiccraovviatvye hpeoasdertesmupppelryatuorpeeraitsinhgeldatat2,25000Cgaahnedrtthze. plasma AThpepreoaxtismsaitoenly L0i.n5esmlu/smeidn.forof folxuyogreinne Lsandusesdulfausr tvheerosc6a8v5e6n.g0er angdas54t5o3.p5reAvenrtespceacrtbiovnely. B0Lldup on che quarcz plasma reactor tubes. Tchaeptuarbeovedetseacmptlieosn vienreanalastotemepxtamitnoedloovnera thceapislelnasriytivciotlyumnlesveylsstemfowritthheelceocmtproounnds SC interest. Operating condicions for the capillacy system are listed belou. CCoolluummn Scyesmcpeenra8tuc-e3v0asmet6e0rCglaansds Ltcaupnisllaprryogcroalmuemdn waatll10cCo/amtiend.wittoh2C00H-C2.0. SplIintitmioalde of tnjection vas ucllized with 99% of the injected sample (ul) being vented to the 1 006577 sSpaeonvosn.a72138 1979 BEST COPY AVAILABLE TaHcisSoTsCppmhuiernrg.ee. oFflCow5o5l71u5smASafcblgeoodwn-wamaestthhaaepnpervxoaisstteawocFteillLyihzee1dscoecbouHsephuframsiiens..tetrahendonealnetchseeruTaxHni-LSitHaaAprDLy,orFelowdevoefctor. HSEFoiukisEe"ptoeSnncaThe4atI-15ch5Cfe5hadcseo.eSmhceatFtiloouFspoleruoiaofnrnein51kp01-e0T1ae0ks-pp1ose9mcn-a1cseclsSabhityelisuor0snv1c3ardaofcmewisniP.cAhtShcSetbEhSetCleoauvxnotrioSinnnogmbpeeasnnSd601oi3svReu(rplEkiRfsnSap.-zCneoseoponns,soelsfue CCpuhrEreEoamtcattopSeFaTn b10r-1o0-b7u9i-i2hersedsuifersenfirmoneaso1r0a4.1 i`nMforeec.titoone osfbsesnaemnpleof1Fouv(reitnhnylcoanctetsattmeinn SCGGrhhorieuornnmdstanoS"tgeheesetavineFerleia1os0sme-sax1t0rC-iaaa7cv5ei-sth3yoo4fwn1t,ai1v1ecuc,hshacenrnaSCechEleeEsaLtucaacnthstefiLeohcphseedrisdklohthasveiexcifhSsohtre1eah5loev1rre0er4n1eDourFslLswna.hfceeecrieenhieaoctneshseoeff15lsspbaooymrippmneletesssatco3od:n4 SLeoharse1tes ina hay sppent 5 be spoenc. CChOroTnatSCoEgEeRaene1e0x-t1r0a-c7t5-4ofshsoaumspleche1-0ceshpaasnesebebltoawtnheedctfoorr aDe1y41 njection of the Cpheomtatoseyan 10-10-75-5 111uscraces che cesponse cbeained for a 3 fold concentrate Cheommaiceogran 10-10-79-6 shows che xesponse for a 1041 Infection of 3 5 fold concenceate CTShhEeoeCorR3mcai3toSo2Nge3aSnTsCU1E1)0-3100-07130-(7oEEnaRn)dsCooi1mu0ar-iO1on0n-s7a3u-otf8osFLiLalIpuSasErcSornataienmdsccePhHle-s3c9e3%s%aplovnrsueecssrpseoceshitevvaeennreyd.thefSoaeaccohtehtehsl ThersoentmLaevteglsActorrespond to 10 nanopeans infected and expect one could detect CK1rnh5ooe3nu0em1maizo2LFojegeveerSltaasesmnpl1oef0f-o1rtL0hn-et7rh3eea-n9shaomm1heo1iillraouagstswt.sirsateIssnoncttheheinsiscaecmrapesledev2io0afntIsNeopsfohrieacacchihohansspevcbsiocoJnnRsoLpoitkesTdaoduewdicwhehvoe SSSFyosEitCmoaRbnpetru8rce-aaespCsorSenenoeoememianttifuovosgefeaapSnemasapssls1,ee0ss-12Tds-hio7evk3ser-s1s1,a0tdsae1g0asr-a1nat3d,-7no13fa0-3t2e5,s5Feaaorrnmedpelocynt1si0evm-.ei1i3oy-s.7Ic3no-en3TisoebLeseirustonpeeercpatoTtieeenretnstiohnewweeehleoeerctron $I133O0 SSeatsnSahorTeothoe nsisconat homologs will sluce su: [1Liscreces o oomotomenn TS0ho"e1ciacinaoptniaeli"lnarLya"Ssascmopltluhemasnn-3e0hl.0e5caentr7opnm2-5hcaawvpeotduulrdeonrneiSsnhueeltacsoenceeInmnisdnaicciavoteenrsychFcaavth. esthaesopfsloencph1ie1ePvvHoLeuIlOdsESehfaoovmreeace 006578 i OAcRtoNbo.er72233,8 1979 i Page 3 1cofh-r3oPm2-a32c9o2gs3epaenmc.aiejso.rLowieTsrhoemselereveblluastttoetfrhedteuiotseocmsteairmopnldeissvtiradiobeuhltaeivcoetnraonIxpecnaaokpttauterveitdwheoenutlrdetienrnetqtiuhoeinrseatmiapmdledeitional sample cleanup prior to chromatography. Ttthhheeese0r.e1saullpctopshnololsebvceailifnepidrnebstyehnettehcecohmyulilcdraohcwaeavtevaetebepeelnxatsrdsaeacttedsce.tteedctNoofrrofmolnuotrshopeciirakerdbfolnsuanmprpeilanekesscvosenhtroeewntsthhaaatctrved In the actual samples. D. F. Hagen ` DFH/es : B. W. Nippoldt = 201-15 006579 FE | |mcowomma pe VT s6-10-14~) |" gonatomies ANALYTICAL RESEARCH L - :i |i !| : ; fod oFprt-3io3e23 | tomy og | : i1 |! i ! pr Recwesio, A735 sa emist ~% : eH; ey, Sou, . #7 Ne gon l Plf= sx | 2 = whZ<U[Uy Lu:nt |i gs Fxi H}i| : . = = gE 1Hi !. ar mm ofloae r tToo) X3 i ii HU Fi 3- Ld oRaN PdPod &! pLietnneediebonPol KX pling 3 006580 i - Er Jo--10-T--"2' 7s 7 1-m LABORATORIES ANALYTICAL RESEARCH DReeuestho,aA Btre= s1e51e3 -- 1 mL funslite bmetof pg SH \ i x Le iN ~ 2 CoE l ! ceN v ! Lo hh ed pod or ie Lb nao bbe Tr 006581 i mm | ' Tr TY eran gly ORES a bE TELL TI He ot bt tb ron] He | Th y lf a Ten Ji EE re sl dp haI g dC ia rahdoCR ol e Lobo 3 CH Pb ghd od HE EE Ee Ea Ri paged 24 i lf esd plone chee te tek Be 55 5 = g = ob E iE E eew ptehesesf| en1 | Joh Hal il A 006582 TT TT Ti aeirris ly| sontomies Lol Pr dill ae ppudyf 1=B LOR aurea essanon SReyauestNo,r==T731SrSem SenA ph pT {eb HE Cl ae poo b bninen Ppl ebb bE : io ebs | 8a "4hn nL ecko hatesQuen Poin Htigdy ibe B l : rhe NRE aARES Ht ES VEe EEOn EBE | |Pari sin| g | ' i .i| ! |i CE) Pobobor nf Coda Co i LTiidi i : : 8 = Poaclibaa by pL ol L e TTER oad dT Lo TET ERE ECR B i LT E RiIM ER Hl H = & 2 == E = 00583 TT IH TT T r iT [PRE - fl ANALYTICAL RESEARCH be LE pee i) 0 HH ee 93; rp phe a : ll EE EIT TE |] mfee Tpisd i Poise LsaS00 ema 1 | Poaeme of a i i SNEENE| ms lHHH Lt Creda ly eee eeyy po ent? e To E~ R CHET pe RE er PTE ECo R : 3 he FR : Ghee ne TY ia EE CAV \ ld HA Co dime rie de = =S E = 006584 mm iil | I on roma ~ fF RIES mere lpET rem ea] m Ee Em E lr l Jo bald WO RE Lvlyigl | PES i m=s se = g z foe LwLrL . : |: `. : 006585 iUikl le Aik GE d 1 | Pri | TERT Le ab e nih iseaimjsermmetiy BViinib erat liLh Hid T l SHn Epi maga PP oi n ; Pp odraii ipinn bo jigeit | Pilergioed i i ERG rho : !; HHiinhaRig : sn asonaTomies ANALYTICALRESEARCH roewneonrE e AeTE BIPsEdE Pe roje. _2LSe adSOT PR topm $9 4 3a tomy p-d. opsr Qy * FimS0L No Cango Pl Rb | Phillis La == Vn ET ee il 8 p Ll ai na i| bp Abe == fH TE = PPoboh beeran !n = i Co| hreei di 2~ ipod i iEREi i : m 2 P! oh di oa the TR; - Ppl hw Wl lee i Po ; L Big T ping A ESL bd seiied nHe i eatda 8 " 006586 z: reine BESTCOPY AVAILABLE ~~" HTErTd TT fe Ii il ope Tt TT ITrThTELiiT ilgLlheiveLtiT yies i IE]! Prob oo ei poobnn fey : : i ANALYTICAL RESEAR: CH ORielueern.o,A A=TE 2P1CE5E d DaPtroeject No. O 21S5 275 0 Ea] Ty eA Php hb ips ; LQ penal A. iil an FM o3k2e :Co nnERProEneo rte Ebh eysign i| Ch meee 1 PE { i LCaWs ie ih tH le po . [innsaps a. Loh bod OE i : { i CR EUR v bod phn : . i i 1!|i 5. 3 ! 1 1 : | i Fo i rpg ! L Fo oBld igi e oe ER } 006587 RULE et alll : Ete -- -- romaine BESTCOPY AvAILABLE .| STATE AT tox 19-q : IRIES me ee fied en Sn p T nE p et E Sl 2w,8 eQiepeea meFM-3a23 iFEeEL be dee |fe TlsE eln ma i CEE en Ee T eT e 0 weeewp L CL E E ee E e LiL oh eel TE iHlAR ETE TL+ 1- wbt ea38-380 jd dere 2 LR Hidll ld EE eei s ier1 ISR INE CN Hogan y& l| |5 TR BN I P LE E aE mE l fe eT]: i |e na wil le 006588 lid SLT [TREY oo L__. storm b%E OU ow , 3 = wre =e We Sy pl o0esss .> et"y Lar fEI ood Lt zs -1.95 200 202 : :w 2.20 : a2 i. Res 10.37 ne 12.30 . 12.6$82.00& AL_ Lo ex3 % 5 '~~ . | :5 5 i4>0 N B --- = = S=S | . Be i 114.336 ATH 27 1 @ eer . : ae 15.00 i; 1600 ~. < = FiiU Ru1e5,Tu39n8re8-ola03 Gerezze } Tine teas . 4 wt CoULpEbeereeE CmfGenagas ex . "ie Bi aR Jas. tide beer me i od ae Sunol kdb eat 0 Se 006590 ne a i | . . REEL yy en, ra 1.58 un, are po 5.3 uson oss " _ B : FI & vw 2 5 :1 o4 &4 i. 24% 5.62 =- 10.37 " a Se -- wa al 2240 A3r2i02 Hor? = . 48-37 5 1350 =a ) = : s me = CE 5 13.58 ~~ . : $ 006591 . 3 . PET 5 5 5 G0 phar - BEST COPY AVAILABLE _+ 13 k 1% . mo ps ~; | ! | 006592 | - + BE u _-- i ESTCOPAVNLBE 8EcB 3 on 3.3 j - : n% 2.29 ho" : | Se RN @ 23 " Se | 12.68 | 006593