Document kazq0XGdVQ4Ozpj8kB27Lp9JD

HYDROLYSIS (ALKALINE) TEST SUBSTANCE Identity:N-ethylperfluorooctanseulfonamidoethanolm;ay alsobe referredto as N-ETFOSE Alcoholor FM-3422. (I-Octanesulfonamide,N-ethyl1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluoro-N-(2-hydroxyethyl)-, CAS # 1691-99-2) Remarks: Materialisan off-whitew,axy solidofuncharacterizedpurity. METHOD Method/guideline followed: Procedure developed by 3M Type (testtype): Alkalinepotassium hydroxidesolutionexposure GLP (Y/N): No Year: 1977 or before Remarks field: Test medium (airw,ater,soil,other -specify):20% potassium hyrdoxide. -Duration:24 hours -PositiveControls: None -Negative Controls: None alcoholic RESULTS Concentration of Substance: 362 mg/L Temperature *C: 50-C Degradation %: 92%'after24 hours Remarks field:IR and NMR studiesconfirmed thatthe N-ETFOSE Alcoholwas broken down to perfluorooctanesulfonateunder these conditions. CONCLUSIONS Under the conditionsofthistest,N-ETFOSE alcoholpartialldyegrades toform perfluorooctanesulfonate. Submitter: 3M Company, EnvironmentalLaboratory,P.O. Box 33331, St.Paul, Minnesota, 55133 DATA QUALITY ReliabilityK:limischranking2. Purityofthe testsubstancewas not characterized. REFERENCES 3M TechnicalReport"AnalyticaMlethodology on FM 3422." A. Mendel, Fate of Fluorochemicals,Page 11,Project9970612643, November 15,1977 OTHER Last changed: 5/18/00 .,43M Form 6747-11 A TECHNICAL REPORT SUMMARY -Tin: TECHNICAL COMMUNICATIONS CENTER - 201-2CN (Important- Ifreportisprintedoi7 both sidesof paper,wnd two copiesto TCC.) Division Proiect Report Titl* To Authar(T N*U"ok Reforome Environmental Laboratory (EE & PC) Fate o:f Fluorochemicals Analytical Methodology on FM 3422 D. L. Bacon A. Mendel SECURITY 10o 13 Open Ej'.Closed IC4on"ny Confidential) (SpeciaAluthorization) KEYWORDS: (Selecwtom foom 3M Thesaurus.Sugpst other applicablteornw.) CURRENT OBJECTIVE: 3M CHEMICAL ['-@hiR@tECCIGISTRY FE & PC-Div. Fluorochemical Analytical Progress Report 17171/lS/77 0222 ProjectNumbw 9970612643 Report Number lempfayee Number(s) 43939 No. of Peg" IncludingCovershout 13 Now Chemkals Reported 0 Yes 91 No REPORT ABSTRACT: (200-250words)Thisabstracitnformationisdistributebdy theTechnicalCommunicationsCenterto alert3M*orsto Conipany R&D. ItisConV=v confidentiarlmtwial. into,mationL,a.son in@t,ais -11- Revised 12/2,-/77 ALKALINE IIYL)ROLYSIS OF FM 3422 TUe stability or instability of FNI3422 toward base was apparently studied several years ago under aqueous conditions. Because this material steam distills and because of its lack of water solubility, the stability of FM 34162 toward base in alcohol was studied in the present work as follows: Six samples each of a 25 ml solution of 362 ppm of FM 3422 in 20% alcoholic potassium hydroxide was kept in a 500 oil bath for varying lengths of time. A sample was taken after 0.S-, 1-, 7- and 24- hrs. , and neutralized with concentrated nitric acid to the phenolphthalein indicator end point; this allows precipitation of potassium nitrate and minimizes water which tends to interfere with the EC/GC analyses. GC analysis of the alcohol solution gave the results in TABLE V. TABLE V HYDROLYSIS STUDIES OF'FM 3422 Time (in hrs.) 0 0.5 1 7 24 3422 (in ppm). 362 380 362 256 28 A sixth sample was allowed to remain in the oil bath for 50 hrs/500 C. It was neutralized as above and filtered to remove solids. The filtrate was concen.trated to dryness and the residue was analyzed by TLC, and IR and NMR (Req. C46749). A comparison of the Rf value of the residue with that of authentic FC-95 showed they were the same. IR and NMR studies confirmed that the FM 3422 was-broken down to FC-95 under these conditions. G,@S CHROMATOGRAIIIIY OF PE-RFLUOROOCTANE- SULFONAMIDE AND FC-128 -(419-4-7%@48) '[lieretention time of I'M3422 was 2.8 minutes isothermal at 1600 using the conditions described earlier. To determine Whether the above sulfonamide and I:C-128posed as an interference to FM 3422, dilute solutions (in methanol) were iwade for these two materials. The sulfonamide could be chromatographed isotlil-rmallayt 2000 (about 3.3 minutes retention) whileFC-128 could not be cliromatographed. Therefore, ther'e is no interference problem. 'riiIN-LAYL-RCilitOMATOGRAPIfY STUDIES OF FM 3422 1%';idiolabeleFdt%i3422 (5) was examined by 'FLC for purity. About ten micrograms of s@implewas spotted on a plate which was then developed in ethyl acetate. The plate was exposed to an X-ray,@ilm for about one week and the film was developed. It revealed ttiatthe Fti3422- (:liadthree impurities, two components of greater itfaiidone component remaining at the origin. Accordingly, the entire radioactive nutterial,nearly 1.7 g, was column citromatographedon silica gel by chloroform c Itition. AI)out forty 15 ml fractions were collected and monitored by TLC-aut r@tiliograpiiy,Pure material was combined for future studies. 14 Impure FM 3422- C. wzis coni)inedand rechromatograpliedas above until essentially all of the material wis reiidered1)ure(6).