Document 0gjgX0Gm3p1EVmvpwwjGRabgV

AR226-3344 Biotransformation of th Fluorotelomer 8-2 Telom B Alcohol Ning Wang, Patrick Folsom, Bogdan Sz Vladimir Capka, Barbara Larsen, William John Gannon. Robert Buck 8-2 Telomer B Alcohol: CgF^CH^C (8-2 TEA; CAS# 678-39-7) A key raw material used in the manufacture products May be a transformation product of fluorotel based sales products Is it biodegradable? Under what conditions? 9 What are the major transformation products? What are the likely biotransformation pathwa What are the stable/ultimate transformation products? Outline Physical - Chemical Properties Ready Biodegradability (Modified OECD D Closed Bottle Test) Accelerated biotransformation in acclima bacterial culture Conclusions TKe Physical Properties - "Di to Test Substance" Low solubility: ~ 150 ng L-l Vapor Pressure : 3 Pa at 21C Adsorption to surfaces Closed experimental system with the few compartments (closed glass serum bottl was used to conduct the tests. A GC/MS Chromatogram of 8-2 Used in the Test 'w^ IpiaiTir CfiF^CH^C^OH ~ 8-2 TBA (99.2%) teal:-***... is.ee r^cF=CHrH^oH ^ ... .^uw^^jy^B^y^,y^ .agL^,......... . ..\.._.a.n_ Aerobic Ready Biodegradation: CgF^CH (Modified OECD 30 ID Closed Bottle Method Experimental method9. Modified OECD 30 ID Closed 9 Experimental System9. Closed bottles (35 mL of test s solution in 60-mL glass semm bottles) Inoculum9. Fresh sludge from Municipal POTW (Non Experimental Duration9. 0-28 days at room temperatu Analysis: GC/MS for 8-2 TBA parent and fluoride sel electrode- for fluoride ion. The miracles of science" . " ^^^^ ^^i^ Aerobic Ready Biodegradation: CgF^CH _____(Modified OECD 301D Closed Bottle Te The 8-2 TEA is not readily Biodegrada Fresh sludge + 8-2 TBA Autoclaved sludge + 8-2 TBA a 0 ioo vs ^ r' -fwl 80 ^ < u ^ fl 60 H o8 ^ i ^33 oo C3 40 ia^ ^ 20 I0 0 10 15 20 25 30 Days after the initiation  x^^ Aerobic Ready Biodegradation: CgF^C ______(Modified OECD 301D Closed Bottle Tes No defluorination occurred during the -- -0- Activated sludge filtrate + 8-2 TBA saturated mineral medium Killed sludge filtrate + 8-2 TBA saturated mineral medium 25 20 0) c ^0 Q) 10 0 _3 LL 10 15 20 25 30 Days after the initiation Accelerated Biodegradation: CgF^CH^C Method e Experimental method9. Modified OECD 302 (Inherent Biod test with 0.1% yeast extract as additional carbon source 9 Experimental System: Closed bottles (30 mL of test substa in 120-mL bottles) Inoculum9. From industrial waste water treatment facility a inoculum has been grown (adapted) with 50 mg/L of 8-2 Te alcohol prior to the test Experimental Duration9. 0-28 days at room temperature 9 Analysis: GC/MS for 8-2 TBA parent, fluoride selective ele fluoride ion, and LC/MS/MS for fluorinated acid metabolite (transformation products)___________________ 8-2 TBA (% of initial concentration) Accelerated Biodesradation: C^8o^F1^7C^H Significant defluorination occurred during th ---- Adapted bacterial culture + 8-2 TBA -0- Killed bacterial culture + 2 mM NaCN + 8-2 TBA 80 _J 60 0) c 0 40 0 3 |.o LL _I--------------------)_ 0 5 10 15 20 25 30 Days after the initiation Accelerated Biodegradation: CgF^CH (LC /MS/MS Analysis) Estimated metabolite concentrations Day 0 Day 28 % of (Ppb) F(CF2)gCH2COOH (8-2 acid) 0.0 20 F(CF2)7CF=CHCOOH (8-2 imsaturated acid) 0.0 147 F(CF2)7COOH (PFOA) 0.0 12 F(CF2)5COOH (PFHA) 0.08 4.3 Potential Biotransformation (Products Investigated in Accelerated Test) FCCF^CH^OH [ F(CF2)gCH2COOH x F(CF2)g Not Fo F(CF2)7CF=CHCOOH Major Product Formed F(CF2)7COOH ^ F(CF2)sCOOH Additional tra products may formed but w looked for or Summary - CgF^CH^CH^OH, 8-2 TBA, is not readily bio e Under accelerated conditions, 8-2 TBA is being transformed to fluorinated acids and other unid transformation products. F^F^CF^CHCOOH is the major identifiable metabolite. Although PFOA is one of the iden metabolites, it accounted for < 2% of mass bala 9 PFOA apparently may be further metabolized t PFHA and may not be an ultimate (stable) met under the accelerated conditions.