Document xzwGQ6qyve3yw3zqjNZ51R5yE

62# 3M General Offices f> 7 - 0500 1313M Center St. Paul, MN 55144-1000 -? 612 733 1110 FYI-00-001378 May 18, 2000 FY1-00-00 378 VIA EXPRESS MAIL o o zx ECF 'n t -< r\ > CTl F t! 3 0 ( X Irn j CJ r Dr. Charles Auer Director Chemical Control Division Office Of Pollution Prevention And Toxics United States Environmental Protection Agency 401 M Street, Southwest Room 403 East Tower (Mail Code 7405) Washington, D. C. 20460 Re: Information On Perfluorooctane Sulfonates And Related Compounds Dear Charlie: Pursuant to our recent communications, 3M is enclosing additional information on perfluorooctane sulfonates and related compounds. The enclosed information supplements information submitted to you previously under cover of our April 21, 2000 and May 4, 2000 letters. Again, we are providing this information on a voluntary basis as part of our continuing discussions with EPA regarding fluorochemistry. Please note that some of this information qualifies as confidential business information (CBI); we also have enclosed a sanitized version of CBI documents. r-* C '-'? r*.-- t CT* --3 " o mo -- irn Opn c / ~ cn The enclosed information covers perfluorooctane sulfonates and certain related compounds listed in Table 1 of the document entitled: "Sulfonated Perfluorochemicals In The Environment: Sources, Dispersion, Fate And Effects", at 12 (March 1, 2000). Specifically, the information covers the following chemicals: => Perfluorooctane sulfonates, including CAS numbers 1763-23-1 (acid); 29081-569 (ammonium salt); 70225-14-8 (DEA salt); 2795-39-3 (potassium-salt); 2945772-5 (lithium salt). => Perfluorooctanesulfonyl fluoride 85000000010 Charles Auer May 18, 2000 Page 2 => Perfluorooctanesulfonamide => Perfluorooctane sulfonylamido (ethyl) acetate => Perfluorodecanesulfonate => Perfluorohexane sulfonate => N-ethyl perfluorooctanesulfonamide => N-methyl perfluorooctanesulfonamide => N-ethylperfluorooctane sulfonamidoethanol => N-methylperfluorooctane sulfonamidoethanol => N-ethylperfluorooctanesulfonamidoethyl acrylate => N-ethylperfluorooctanesulfonamidoethyl acrylate => N-ethylperfluorooctanesulfonamidoethyl methacrylate => N-methyl perfluorooctanesulfonamidoethyl acrylate 3M has provided you with information on perfluorooctane sulfonates previously under cover of our April 21, 2000 and May 4, 2000 letters. W e are enclosing some additional information on perfluorooctane sulfonates located as part of our continuing file search. For each of the foregoing related compounds, the enclosed information includes the following: => Copies of post-1976 studies and certain other information relating to the following environmental science areas: (i) physical and chemical properties; (ii) environmental fate and transport; (iii) environmental monitoring; and (iv) ecotoxicity. For each study, 3M has prepared a summary in the HPV "robust summary" format. 3M already has provided you with a general executive summary addressing each of these areas under cover of our May 4, 2000 letter. => Copies of post-1976 studies and certain other information relating to the following health effects areas: (i) acute toxicity; (ii) genotoxicity; (iii) repeated-dose toxicity; (iv) pharmacokinetics; (v) teratology; and (vi) medical surveillance and epidemiology. 3M has included a detailed index of this information subdivided by each compound. Charles Auer May 18, 2000 Page 3 => Lists of all studies in progress and planned studies, along with study protocols or study plans, where available. => A bibliography of pre-1976 studies subdivided by each compound. => A bibliography of acute toxicity studies subdivided by each compound, except that we are providing copies of key acute studies (with reference to the HPV guidance). A bibliography of published studies in 3M's possession. => An index of studies in 3M's possession believed to be in the FIFRA docket. Please note that this index has been submitted as CBI. 3M already has provided the Agency with a list of all fluorochemical-related submissions made by 3M to the TSCA Section 8(e) docket. 3M is continuing its file review and will supplement the enclosed information as appropriate. As you review this information, we ask that you bear several points in mind: => The enclosed information spans several boxes. We have organized the information in each box with labeled file folders and indices to aid EPA's review. To ensure that you and your staff are able to access the most pertinent information, we also are attaching to this letter the indices covering studies and other information. => Many of the studies refer to the test substance only by a 3M product identification number with a "T", "L" or "FC" prefix. Although analysis of the test substance has been included, where available, it is often not possible to determine from the study report itself the identity of the test substance. Thus, we have used the index to provide this information based on 3M's historical records keyed to the 3M product number to determine the composition of the test substance and have provided specific information on the index, such as percent composition, solvent context, salt form and purity grade. Please note that the term on the index "wide range" refers to a lower purity grade of the compound, and "narrow range" refers to a higher purity grade. Finally, it should be recognized that product formulations have evolved over the years, and thus, some of the test substances do not constitute current products. => W e have included some additional studies on perfluorooctane sulfonates located as part of our continuing file review. As we have discussed, we plan to provide you with information on mixtures containing perfluorooctane sulfonates in the near future. Please be advised, however, that we already have provided you with studies and other information on aqueous and/or solvent solutions of 000003 Charles Auer May 18, 2000 Page 4 perfluorooctane sulfonates. As to the foregoing related compounds, the enclosed information likewise includes studies and certain other documents on both the compounds as well as on aqueous and/or solvent solutions of these compounds. W e are not providing to you today, however, information on other types of mixtures containing these compounds and would like to discuss such information with you. => Consistent with the information previously provided on perfluorooctane sulfonates, 3M has not provided you with all analytical chemistry reports on these related compounds. Rather, we have enclosed certain analytical chemistry reports which may prove useful to EPA in interpreting certain studies; understanding the details of analytical chemistry methods; or verifying human and biomonitoring data. => W e provided previously under cover of our April 28, 2000 letter to Oscar Hernandez a "Use And Exposure Information Profile" or "UEIP" for perfluorooctane sulfonates. Our present intention is to provide you with completed UEIP forms for these related compounds early next week. 3M needs additional time to clarify industrial hygiene and other release information to ensure that the data is accurate and placed in appropriate context. => The information on perfluorooctane sulfonates sent under cover of our May 4, 2000 letter included documents relating to ongoing mechanistic research by Dr. Ken Wallace of the University of Minnesota. Please note that this research also encompasses these related compounds. In addition, Dr. Marion Anders of the University of Rochester Medical Center is performing comparative metabolism research relating to perfluorooctane sulfonates and these related chemicals; there are not documents yet available relating to this research. 000004 Charles Auer May 18, 2000 Page 5 3M looks forward to discussing the enclosed information with you and other EPA staff. In the meantime, please do not hesitate to contact me with any questions. Very truly yours Enclosures William A. Weppner, Ph.D Director of Environmental, Health, Safety And Regulatory Affairs Specialty Materials Markets 3M Bldg 236-1B-10 3M Center St. Paul, MN 55144 (651)733-6374 (phone) (651)733-1958 (fax) E-mail: waweppneriS),mmm.com 000005 N-EtFOSE Alcohol Bibliography Synonyms: FM 3422, FM 3923, FM 4635, FM 4120, F 9353, FC-10 Physical/Chemical Properties Title Water solubility Laboratory or Author 3M Env. Lab Date Type Completed 11/15/77 Robust summary, relevant pages from "Analytical Methodology on FM 3422" Letter Report. Boiling Point Information Determination of Vapor Pressure Curve by Dynamic Method for U1463 (Et FOSE) Internal Memo - Melting Point of FM-3923 N-Ethyl FOSE Alcohol AScI AScI 3M SMMD Analytical Lab 11/30/98 11/6/98 11/22/99 Robust summary, letter report Robust summary, final report Robust summary, letter report Environmental Fate and Transport Title Tech Report - Biodegradation Studies of Fluorocarbons, Request for Laboratory work - BOD/COD, Memo - Chronological Review of Biodegradation Studies on FM3422, Tech Report - Biodegradation Studies of Fluorocarbons - II. (Robust summary for 4 documents) Laboratory or Author 3M Env. Lab Com pletion Date Type 8/12/76, Juiy, 1977, 8/12/77, 1/9/78 Robust summary, 2 technical reports, work request, review document Tech Report - Bioconcentration of FM3422 in Bluegill Sunfish and in Channel Catfish, Tech Report - Aquatic Fate of a Fluorochemical: FM 3422 T ech N otebook copies - A nalytical from fish bioconcentration studies Alkaline hydrolysis 3M Env. Lab G. V raspir 3M Env. Lab 5/17/1977, 10/14/77, 3/8/93 1 /1 5/7 6 2 /1 /78 11/15/77 Robust summary, 2 technical reports, critique by J.W. Gillett (Cornel) ??? Robust summary, relevant pages from "Analytical Methodology on FM 3422" Pilot studies on soil adsorption Evaluation of the Bioconcentration Potential of FM 3422 Tech Report - Adsorption of FM-3422 on Soil 3M Env. Lab 3M Env. Lab 3M Env. Lab 10,13,78, 5/19/93, 12/30/75, 3/7/77, 4/12/77, 5/9/77 8/16/78 9/1/78 Robust summary, page from technical notebook, critique from S. Boyd (MSU) and 2 pages of data summaries. Robust summary, critique from G.W. Gillett (Cornell), technical report Robust summary, critique from S. Boyd (MSU), technical report 000006 Environmental Fate and Transport Title Tech Report - Analysis for Fluorochemicals in Bluegill Fish Laboratory or Author 3M Env. Lab C o m p letio n Date 5/1/79 Type Robust summary, critique from J.W. Gillett (Cornell), technical report Tech Report - Bioaccumulation of Fluorochemicals in Tenn. River, Tech Report Fluorochemicals in Tenneessee River Fish. 3M Env. Lab Technical Report - Photolysis of FM 3422 on Soil Tech Report - FM-3422 Photolysis Study using Simulated Sunlight 3M Env. Lab 3M Ag. Products Lab 5/22/79, 12/28/79, 3/8/93 12/10/79 8/11/81 Robust summary, 2 technical reports, ciritque from J.W. Gillett (Cornell) Robust summary, technical report, critique from S. Boyd, MSU Robust summary, technical report Summary Reports Title Tech Report - Analytical Methodology on FM 3422 Laboratory or Author 3M Env. Lab C om pletio n Type Date 11/15/77 Technical report., Critique by S. Boyd (MSU) Exerpts from this report appended to solubility and alkaline hydrolysis robust summaries. Tech Report - Analytical Methodology and Support Ecotoxicity Elements Title The Effects of Continuous Aqueous Exposure to 78.01 on Hatchability of Eggs and Growth and Survival of Frv of Fathead Minnow (PimeDhales Dromelas). Summary of Histopathological Examinations of Fathead Minnow (Pimephales promelas) Exposed to 78.01 for 30 Days.. Tech Report - Multi-Phase Algal Assay Test Method. 3M Env. Lab 1/17/79 T echnical report. Exerpts from this report appended to solubility, alkaline h y d ro ly s is ,v o la tility , d is trib u tio n coefficient, soil a d s o rp tio n , biodegradation, and fish chronic toxicity robust sum m aries. Laboratory or Author C om pletio n Date Type EG&G Bionomics 3M Env. Lab June, 1978, Sept. 1978 12/30/81 Robust summary, 2 technical reports, exerpt from Tech Report - Analytical Methodology and Support (1/17/79) Robust summary, technical report. 000007 N-MeFOSE Alcohol Synonyms: FM 3925, L4528, L-4309, PPA-791, PPA790 (Me &Et FOSE mix) cc 796-10, FM 3974, cc 7963 Physical/Chemical Properties Title Tech Report - Solubility of FM 3925 Laboratory or Author 3M Env. Lab Date Type Completed Robust summary, tech report, excerpt from Tech report - 1/8/79, Analytical Methodology and 1/17/79 Support, 1/17/79 Environmental Fate and Transport Title Laboratory Completion or Author Date Type Tech Report - Biodegradation Studies on FM 3925, Tech Report - Chemical Oxygen Demand of FM 3925 3M Env Lab Tech Report - Distribution coefficient of FM 3925 in n- 3M Env. Octanol/Water Lab 1/8/79, 1/8/79 1/10/79 Robust summary,2 technical reports Robust summary, technical report Tech Report - Adsorption of FM-3925 on Soil 3M Env. Lab 3/22/79, Robust summary, critique from 5/19/93 S. Boyd (MSU), technical report Tech Report - Bioaccumulation of Fluorochemicals in Tenn. River Fish, Tech. Report - Fluorochemicals in Tennessee River Fish, Ar No. 7238 - Determination of Fluorinated Alcohols in Fish Extracts 3M Env. Lab 5/22/79, Robust summary, critique from 12/28/79, J.W. Gillett (Cornell), 3 10/23/79 technical reports Summary Reports Title None Laboratory Completion or Author Date Type Ecotoxicity Elements Title Tech Report - Aquatic Toxicity Studies: FM 3925 Laboratory or Author 3M Env. Lab Completion Type Date Robust summaries for fish and daphnia, copies of data sheets, 1/8/79 technical report 000008 N-Ethylperfluorooctanesulfonamide = Ethyl Amide Synonyms: EtFOSA, EtPOSA, U1464, FX-12, F6309 Physical/Chemical Properties Title Determination of Vapor Pressure curve by dynamic Method for U1464 (ET POSA) Letter Report. Boiling Point Information Laboratory or Author AScI Corporation AScI Corporation Date Completed 11/6/98 11/30/98 Type Robust summary, final report Robust summary, letter report Environmental Fate and Transport Title Technical Report - Bioaccumulation of Fluorochemicals in Tenn. River Fish, Technical. Report - Fluorochemicals in Tennessee River Fish Environmental Laboratory Final Report for BOD/COD Laboratory or Date Author Completed Type 3M Env. Lab 3M Env. Lab 5/22/79, 12/28/79 6/12/84 Robust summary, 2 technical reports, 1 critique from J.W. Gillett of Cornel (3/8/93) Robust summary, copy of lab report Ecotoxicity Elements Title Fathead minnow static acute toxicity test - FX-12 Daphnia magna static acute toxicity test - FX-12 Acute Toxicity of U1464 to Ceriodaphnia dubia Aucte Toxicity of U1464 to Larval Fathead Minnow (Pim ephales p ro m elas) Inhibition of U1464 for Activated Sludge Respiration Inhibition Acute Toxicity of U1464 to D aphnia m agna Laboratory or Author 3M Env. Lab 3M Env. Lab AScI Corporation AScI Corporation AScI Corporation AScI Corporation Date Completed 4/6/84 4/8/84 5/4/98 5/4/98 5/15/98 5/20/98 Type Robust summary, data sheets Robust summary, data sheets Robust summary, final report Robust summary, final report Robust summary, final report Robust summary, final report 000009 Synonyms: FX-8 Physical/Chemical Properties Title W ater solubility estimate (screen) Environmental Fate and Transport Title Environmental Aspects of POSF Reappraisal of POSF Environmental Fate Summary Reports Title None Ecotoxicity Elements Title 96-hour Toxicity to Fathead Minnow 7-Minute Exposure Activated Sludge Toxicity Test POSF Laboratory or Author 3M Env. Lab Date Completed Type 5/11/84, Robust summary, critique by 3/1/93 E. Tucker, lab worksheets Laboratory or Author 3M Env. Lab 3M Env. Lab Completion Date 9/1/83 12/15/83 Laboratory or Author Completion Date Type Technical report Technical report Type Laboratory or Author 3M Env. Lab 3M Env. Lab Completion Type Date Robust summary, data 4/6/84 sheets Robust summary, data 5/10/84 sheets o o o o io Methyl FOSEA Physical/Chemical Properties Title Study of Stability of MeFOSEA in Aqueous Buffers Using Gas Chromatography with Atomic Emission Detection Laboratory or Author 3M Env. Lab Date Completed 6/14/99 Type Robust Summary and Technical Report Environmental Fate and Transport Title Determination of the Partition Coefficient (NOctanol/Water) of T-5969.4 Laboratory or Author 3M Env. Lab Date Completed 11/9/94 Type Robust Summary and Technical Report O O O O ll Ethyl FOSEA Synonyms: FX-13, B1228, D-1 Physical/Chemical Properties Title Laboratory or Author Date Completed Type Determination of Physico-chemical Properties of Sample D-1 Mitsubishi Chemical Safety Institute Ltd., Yokohama, Japan 2/14/96 Robust summary, final report Environmental Fate and Transport Title Ready biodegradability of FX-13 (BOD/COD) Laboratory or Author 3M Env. Lab Completion Date 4/26/84 Type Robust summary, copies of data sheets Ready Biodegradability Test of D-1 Mitsubishi Chemical Safety Institute Ltd., Yokohama, Japan 10/31/95 Robust summary, final report Mitsubishi Chemical Safety Bioaccumulation Study of Sample D-1 with Carp Institute Ltd., (CvDrinus carpio) Yokohama, Japan 11/30/95 Robust summary, final report Ecotoxicity Elements Title Acute toxicity of FX-13 to fathead minnow Laboratory or Author 3M Env. Lab Completion Date 4/1/84 Type Robust summary, copies of data sheets. 000012 Perfluorodecanesulfonate, Ammonium Salt (PFDS) Synonyms: FC-120, FC-121, LR J2904 Physical/Chemical Properties Title None Available Laboratory or Date Author Completed Type Environmental Fate and Transport Title Laboratory or Date Author Completed Type BOD/COD Testing Results FC-120 BOD/COD Testing Results FC-121-X Pace Incorporated, Minneapolis, MN Pace Laboratories, Inc, Minneapolis, MN 12/4/91 Robust summary, lab report 11/3/87 Robust summary, lab report Summary Reports Title None available Laboratory or Date Author Completed Type Ecotoxicity Elements Title Toxicity of FC-121-X to Microtox Toxicity of FC-121-X to activated sludge Acute Toxicitv of E2566-1 to Daphnia maana (FC-121-X1 Laboratory or Completion Author Date 3M Env. Lab 1987 3M Env. Lab 10/30/87 ABC Laboratories, Columbia, MO 1/9/88 Type Robust summary, test .summary sheet Robust summary, test summary sheet Robust summary, final report Acute Toxicitv of E2566-1 to Fathead Minnow fPimeDhales promelas) ABC Laboratories, Columbia, MO 1/15/88 Robust summary, exerpts from final report EnviroSyste ms Division, Resource Static Acute Toxicity of FC-120 to the Fathead Minnow, Analysts, Inc. Pim ephales prom elas Hampton, NH March, 1992 Robust summary, final report 000013 Static Acute Toxicity of FC-120 to the Daphnid, Daphnia m agna OECD Activated Sludge Respiration Inhibition Test # 2 0 9 - Toxicity of FC-120 Microbios' Microtox Test - FC-120 EnviroSyste ms Division, Resource Analysts, Inc. Hampton, NH 3M Env. Lab 3M Env. Lab Feb., 1992 3/9/92 4/20/92 Robust summary, final report Robust summary, data sheets Robust summary, data sheets 000014 Peril uorooctane sulfonylamido(ethyl)acetate = PFOSAA Synonyms: FC-109, FC-109-X, FC-128, FC129, E2113, E2566-2, R1904 Physical/Chemical Properties Title Laboratory or Date Author Completed Type Environmental Fate and Transport Title Laboratory or Date Author Completed Type Tech. Report - Fate of Fluorochemicals in the Environmental (sic) (Warburg respirometer method for biodegradation of FC-128) Ready Biodegradability of FC-128 - BOD/COD 3M Env. Lab 3M Env. Lab 8/12/76 7/8/77 Robust summary, technical report Robust summary, copies of data sheets Tech report - Analysis for Fluorochemicals in Bluegill Fish Ready biodegradability of FC-127 - BOD/COD 3M Env. Lab 3M Env. Lab 5/1/79 8/19/81 Robust summary, technical report Robust summary, copies of data sheets Ready biodegradability of FC-109-X - BOD/COD Pace Laboratories, Minneapolis, MN 12/31/87 Robust summary, copy of computer results from archives Summary Reports Title Laboratory or Date Author Completed Type Ecotoxicity Elements Title Acute toxicity of FC-128 to fathead minnow Acute toxicity of FC-128 to fathead minnow Acute toxicity of FC-128 to fathead minnow Acute toxicity of FC-127 to fathead minnow Toxicity of FC-127 to activated sludge respiration Laboratory or Completion Author Date Type 3M Env. Lab 3M Env. Lab 3M Env. Lab 3M Env. Lab 3M Env. Lab 5/18/74 6/29/74 8/26/77 7/24/81 8/14/81 Robust summary, copies of data sheets Robust summary, copies of data sheets Robust summary, copies of data sheets Robust summary, copies of data sheets Robust summary, copies of data sheets 000015 Ready Biodegradability: "Modified OECD Screening Test" for Fluorad FC-129 RCC, Itingen, Switzerland Microbios Microtox Toxicity Test - FC-109-X 3M Env. Lab Activated Sludge Respiration Inhibition - FC-109- X 3M Env. Lab ABC Laboratory, Acute Toxicity of E2566-2 to DaDhnia maana Columbia, MO ABC Acute Toxicity of E2566-2 to Fathead Minnow Laboratory, (Pim ephales prom etas) Columbia, MO Pace Laboratories, Inc., Biodegradation (methylene blue active Minneapolis, substance) MN AScI Corporation, Acute Toxicity of R1904 to D ap h n ia m agna Duluth, MN AScI Growth Inhibition of R1904 for Green Alga Corporation, (Selenastrum capricom utum ) Duluth, MN AScI Acute Toxicity of R1904 to Fathead Minnow Corporation, (Pim ephales prom etas) Duluth, MN AScI Corporation, Microbios Microtox Toxicity Test - FC-129 Duluth, MN AScI Inhibition of R1904 for Activated Sludge Corporation, Respiration Duluth, MN AScI Corporation, R1904 BOD Report for 3M Company Duluth, MN 9/19/84 10/15/87 10/30/87 Robust summary, memo about study reliability, final report Robust summary, copies of data sheets Robust summary, copies of data sheets 1/9/88 Robust summary, final report 1/12/88 Robust summary, final report 2/15/89 Robust summary, computer report, copies of data sheets 6/17/97 Robust summary, final report 6/18/97 Robust summary, final report 6/27/97 Robust summary, final report 7/9/97 Robust summary, copies of data sheets 7/10/97 Robust summary, final report Jul-97 Robust summary, final report 000016 Expected Completion Oates for Degradation and Transport Studies in Progress Photolysis Chemistry POSF FOSA N-EtFOSA N-MeFOSA N-EtFOSE Alcohol N-MeFOSE Alcohol N-EtFOSEA buffer/H20 2 October, 2000 August, 2000 August, 2000 December, 2000 July, 2000 February, 2001 September, 2000 humic material October, 2000 August, 2000 August, 2000 December, 2000 July, 2000 February, 2001 September, 2000 soils October, 2000 August, 2000 Not applicable Not applicable July, 2000 Not applicable Not applicable Fe^j October, 2000 August, 2000 Not applicable Not applicable July, 2000 Not applicable Not applicable T i0 2 October, 2000 August, 2000 Not applicable Not applicable July, 2000 Not applicable Not applicable Chemistry POSF FOSA N-EtFOSA N-MeFOSA N-EtFOSE Alcohol N-MeFOSE Alcohol N-EtFOSEA Hydrolysis buffers December, 2000 August, 2000 August, 2000 September, 2000 July, 2000 September, 2000 September, 2000 soils Not applicable Not applicable Not applicable Not applicable July, 2000 Not applicable Not applicable Adsorption/Desorption Chemistry POSF November, 2000 FOSA January, 2001 N-EtFOSA January, 2001 N-MeFOSA March, 2001 N-EfFOSE Alcohol September, 2000 N-MeFOSE Alcohol March, 2001 N-EtFOSEA March, 2001 Atmospheric Photolysis Chemistry POSF August, 2000 FOSA Not applicable N-EtFOSA Not applicable N-MeFOSA N-EtFOSE Not applicable Alcohol September, 2000 N-MeFOSE Alcohol Not applicable N-EtFOSEA Not applicable All studies underway at the 3M Env. lab 000017 Laboratory Environmental Studies in Planned and in Progress Chemistry Study Conducted By Expected C o m p letio n Date PhysicaVChemical Properties N-EtFOSE Alcohol Solubility in W ater - In progress Wildlife International, Easton, MD Sept., 2000 Degradation and Transport______________________________________ ________________________ |See next page || Ecotoxicology None planned 00018 Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 1. POSF Perfluorooctanesulfonyl fluoride Acute Toxicity 1) Primary Skin Irritation Test with T-3874 in Albino Rabbits, Pathology and Toxicology, Riker Laboratories, Project No. 0386EB0135, 3M Reference No. T3874, April 14, 1986 2) T-3607 Acute Inhalation Toxicity Test, Bushy Run Research Center, Project No. 47527, 3M Reference No. T-3607, December 19,1984 3) Acute Oral Toxicity Study - Method, Summary, Pathology and Raw Data Appendix, Hazleton Laboratories America, Inc., Project No. 40703983, October 5, 1984 Genotoxicitv 1) In Vitro Microbiological Assays of 3M Company Compounds T-2540 CoC and T2541 CoC, SRI International, Project No. LSC 4442-16, 3M Reference No. T-2541.1 (FC-3452), August, 1979 Ongoing Research/Studv Protocols 1) Protocol, Pharmacokinetic Study of POSF in Rats, 3M Strategic Toxicology Laboratory, 3M Reference No. T-7098.1 Pre-1976 Studies (bibliography only) 1) Skin Irritation and Eye Irritation Study Report, WARF Institute, Inc., Project No. 5091241, 3M Reference No. T-1329, September 9, 1975 2) Acute Vapor Inhalation Toxicity Study in Rats, Industrial Bio-Test Laboratories, Project No. 663-07513, 3M Reference No. T-1329, October 23, 1975 000019 -1 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 2. FOSA Perfluorooctanesulfonamide Acute Toxicity 1) Acute Oral Toxicity Screen with T-3421 in Albino Rats, Safety Evaluation Laboratory, Riker laboratories, Inc., Project No. 0883AR0287, 3M Reference No. T3421 (KTZ-15), January 17, 1984 2) Acute Ocular Irritation Test with T-3421 in Albino Rabbits, Safety Evaluation Laboratory, Riker laboratories, Inc., Project No. 0883EB286, 3M Reference No. T3421 (KTZ-15), August 24,1983 3) Primary Skin Irritation Test with T-3421 in Albino Rabbits, Safety Evaluation Laboratory, Riker laboratories, Inc., Project No. 0883AR0288, 3M Reference No. T3421 (KTZ-15), August 9, 1983 Studies in Progress 1) Protocol, Feces Method Development Metabolism Study for Perfluorooctanesulfonate Derivatives [N-EtFOSE, PFOS, and FOSA], 3M Strategic Toxicology Laboratory, Study Nos., T-636.17; T-6295.21; T-7132.3; ST-41, In-Life Start Date November 22, 1999, In-Life End Date November 24,1999 2) Protocol, Pharmacokinetic Study of Perfluorooctane Sulfonamide [FOSA] in Rats, 3M Strategic Toxicology Laboratory, Study Nos., T132.2; ST-39, In-Life Start Date October 4,1999, In-Life End Date November 2,1999 3) Protocol, Cell Proliferation Study with N-Ethyl Perfluorooctanesulfonamido Ethanol (N-EtFOSE; 3M T-6316.11), Perfluorooctane Sulfonic Acid Potassium Salt (PFOS; 3M T-6295.16), and N-Ethyl Perfluorooctanesulfonamide (PFOSA 3M T-7091.1) in Rats, Pathology Associates International, Study No. 1132-100 000020 -2 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 3. PFOSAA Perfluorooctane sulfonylamido (ethyl)acetate Acute Toxicity 1) Acute Oral Toxicity - Rats, Biosearch, Inc., Project No. 77-1108A, 3M Reference No. T-1983 (FC-128, potassium salt 100%, solid), January 5, 1978 2) Acute Oral Toxicity - Rats, Biosearch, Inc., Project No. 77-1127A, 3M Reference No. T-2001 (FC-128), January 6,1978 3) Primary Eye Irritation Study - Rabbits, Biosearch, Inc., Project No. 77-1127A, 3M Reference No. T-2001 (FC-128), January 6, 1978 4) Primary Skin Irritation Study - Rabbits, Biosearch, Inc., Project No. 77-1127A, 3M Reference No. T-2001 (FC-128), January 6, 1978 5) An Acute Inhalation Toxicity Study of T-2307 CoC in the Rat, Bio/dynamics, Inc., Project No. 78-7186, 3M Reference No. T-2307 (FC-128), February 8, 1979 Additional Acute Toxicity Studies Not Submitted (Bibliography only) 1) Acute Oral Toxicity - Rats, Biosearch, Inc., Project No. 78-1191 A, 3M Reference No. T-2081 (FC-129, approximately 40-50% in solution), March 2,1978 2) Primary Eye Irritation Study - Rabbits, Biosearch, Inc., Project No. 78-1191A, 3M Reference No. T-2081 (FC-129), March 2, 1978 3) Primary Skin Irritation Study - Rabbits, Biosearch, Inc., Project No. 78-1191 A, 3M Reference No. T-2081 (FC-129), March 2, 1978 4) Acute Oral Toxicity Screen with T-3290CoC in Albino Rats, Safety Evaluation Laboratory, Riker Laboratories, Inc., Project No. 088AR0362, 3M Reference No. T3290 (40 % K+PFOSAA in 3 % EtOH, 17 % IPA and 40 % H20, L-6778, F-6873, Lot 501), November 5,1982 5) Primary Skin Irritation Test with T-3290CoC in Albino Rabbits, Safety Evaluation Laboratory, Riker Laboratories, Inc., Project No. 088EB0423, 3M Reference No. T3290 (40 % K+PFOSAA in 3 % EtOH, 17 % IPA and 40 % H20, L-6778, F-6873, Lot 501), October 15, 1982 6) Acute Ocular Irritation Test with T-3290CoC in Albino Rabbits, Safety Evaluation Laboratory, Riker Laboratories, Inc., Project No. 088EB0424, 3M Reference No. T- 000021 -3 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 3290 (40 % K+PFOSAA in 3 % EtOH, 17 % IPA and 40 % H20, L-6778, F-6873, Lot 501), October 26,1982 Genotoxicitv 1) Bacterial Reverse Mutation Test of v-1, Hita Research laboratories, Chemical Biotesting Center, Chemicals Inspection and Testing Institute, Study Code: K011815, Report No. T-4663, 3M Reference No. T-6668.1, FC-129 (approximately 4050% in solution of water and organic solvent), October, 1996 2) In Vitro Microbiological Mutagenicity Assays of 3M Company's Compound T3290CoC, SRI International, Project No. 3145, 3M Reference No. T-3290 (40 % K+PFOSAA in 3 % EtOH, 17 % IPA and 40 % H20, L-6778, F-6873, Lot 501), November, 1982 Pharmacokinetic Studies 1) 28 Dermal Percutaneous Absorption Study with FC-128 in Albino Rabbits, Safety Evaluation laboratory, Riker Laboratories, Inc., Project No. 0979AB0629, 3M Reference No. T-3991, March 15,1981 2) 28 Day Dermal Percutaneous Absorption Study with FC-129 in Albino Rabbits, Safety Evaluation laboratory, Riker Laboratories, Inc., Project No. 0979AB0627, 3M Reference No. T-3989, March 14, 1981 3) Final Report - Analytical Study: Single-Dose Dermal Absorption / Toxicity Study of T-6051 and T-6054 in Rabbits, 3M Environmental Laboratory, Study No. ADMT013195.1, in vivo Study Reference No. HWI 6329-133 (Hazleton Wisconsin, Inc.), 3M Reference Nos. T-6051 (FC-129 treated fabric) and T-6054 (FC-129 solution), November 22, 1995 4) Final Report, Analytical Report and Single-Dose Intravenous Pharmacokinetic Study of T-6054 in Rabbits, 3M Environmental Technology & Services, In-Vivo Study Reference No. HWI#6329-138, Study No. AMDT-122094.2, 3M Reference No. FC129, November 22,1995 Studies in Progress 1) Corporate Toxicology Study Outline, FC-129 Preliminary ADME Screen in Rats, 3M Strategic Toxicology Laboratory, July, 1998 000022 -4- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds Pre-1976 Studies (bibliography only) 1) Skin and Eye Irritation Assay Report, WARF Institute, Project No. 2031046, 3M Reference No. FC-128, April 24,1962 (plus December 29,1966 letter containing individual eye scores) 000023 -5 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 4. PFDS Perfluorodecanesulfonate Acute Toxicity 1) Final Report, Acute Dermal Toxicity Study in Rabbits, Hazelton Laboratories America, Inc., 3M Reference No. T-4102, Sample No. T837389-410 754, January 21, 1988 2) Final Report, Acute Oral Toxicity Study in Rats, Hazelton Laboratories America, Inc., 3M Reference No. T-4102, Sample No. T837389-410 754, January 25,1988 3) Final Report, Primary Eye Irritation/Corrosion Study in Rabbits, Hazelton Laboratories America, Inc., 3M Reference No. T-4102, Sample No. T837389-410 754, January 20, 1988 4) Final Report, Primary Dermal Irritation/Corrosion Study in Rabbits, Hazelton Laboratories America, Inc., 3M Reference No. T-4102, Sample No. T837389-410 754, January 21, 1988 Genotoxicitv 1) Mutagenicity Test with T-6357 in the Salmonella - Escherichia coli / MammalianMicrosome Reverse Mutation Assay, Coming Hazleton, Inc. (CHV), Project No. 17387-0-409, 3M Reference No. T-6357, FC-120, April 1, 1996 2) Mutagenicity Test on T-6357 in an In Vivo Mouse Micronucleus Assay, Coming Hazleton, Inc. (CHV), Project No. 17387-0-409, 3M Reference No. T-6357, FC-120, April 23, 1996 Pharmacokinetic Studies 1) Final Report, Analytical Report and Single-Dose Dermal Absorption / Toxicity Study of T-6052 in Rabbits, Hazleton Wisconsin, Inc., Project No. H W I6329-135, 3M Reference No. FC-120, T-6052 (0.02 % in water), November 20,1995 2) Single-Dose Dermal Intravenous Pharmacokinetic Study of T-6052 in Rabbits, Hazleton Wisconsin, Inc., Project No. HWI 6329-134, 3M Reference No. T-6052 (0.02 % in water), November 20,19995 000024 -6- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds Pre-1976 Studies (bibliography only) 1) Acute Oral Toxicity Study with T-1019 in Male Albino Rats, Industrial Bio-Test Laboratories, Inc., Project No. 601-05394,3M Reference No. T-1019, August 6, 1974 2) Skin Irritation, Eye Irritation, Acute Oral LD50, WARF Institute, Inc., Project No. 4053863, 3M Reference No. T-992, May 24, 1974 3) Acute Oral Cholinesterase Study with T-1019 in Male Albino Rats, Industrial BioTest Laboratories, Inc., Project No. 601-05394, 3M Reference No. T-1019, August 6, 1974 000025 7 Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 5. PFHS Perfluorohexane sulfonate See confidential submission under letter of May 15,2000 from Dr. John L. Butenhoff for one item including PFHS data 000026 Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 6. N-EtFOSA N-ethyl perfluorooctanesulfonamide Acute Toxicity 1) Final Report, Acute Ocular Irritation Test with T-3608 in Albino Rats, Riker Laboratories, Inc., 3M Reference FX-12, Study No. 0984EB0367, September 5, 1984 2) Final Report, Primary Skin Irritation Test with T-3608 in Albino Rats, Riker Laboratories, Inc., 3M Reference FX-12, Study No. 0984EB0368, August 13,1984 3) Final Report, Acute Oral Toxicity Screen with T-3066CoC in Albino Rats, Riker Laboratories, Inc., 3M Ref. No. FX-12, Study No. 0981AR0146, July 13, 1981 Acute Toxicity Studies Not Submitted (Bibliography Only) 1) Final Report, Acute Oral Toxicity Study of T-6684 in Rats (OECD Guidelines), Coming Hazelton Inc., 3M Ref. No. L-14394 (slurry), Study No. CHW 61101149, January 31, 1997 2) Final Report, Primary Dermal Irritation/Corrosion Study of T-6684 in Rats (OECD Guidelines), Coming Hazelton Inc., 3M Ref. No. L-14394 (slurry), Study No. CHW 61101150, January 31,1997 3) Final Report, Primary Eye Irritation/Corrosion Study of T-6684 in Rats (OECD Guidelines), Coming Hazelton Inc., 3M Ref. No. L-14394 (slurry), Study No. CHW 61101151, January 31, 1997 Genotoxicitv 1) Final Report, Protocol and two amendments, Mutagenicity Test on T-6294 in an In Vivo Mouse Micronucleus Assay, Coming Hazelton, Inc., Study No. 1785-0-455, May 10,1996 Previously submitted with May 4, 2000 letter, Advanced Bioanalytical Services, Inc., Analytical Report, Additional Characterization of Metabolites of T-6292, T-6293 and T6294 from Rat and Human Hepatocytes by TurboIonSpray LC/MS and LC/MS/MS. Semi-Quantitative Analysis of T-6295 in Rat and Human Hepatocytes Incubated with T6292, T-6293 and T-6294 by LC/MS/MS, January 28,1998, Report 98AGKP01.3M 000027 -9- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds Mechanistic 1) T. J. Cross and R. G. Schnellmann, Mechanism of Toxicity of a Unique Pesticide N-Ethylperfluorooctane Sulfanomide (NEPFOS), and its metabolite perfluorooctane Sulfonamide (PFOS) to Isolated Rabbit Renal Cortical Mitochondria (RCM), Abstract from 1989 Society of Toxicology Meeting Previously submitted with May 4, 2000 letter - Qualitative Investigation of the In Vitro Metabolism of T-6292 (n-ethyl FOSE), T-6293 (n-ethyl FOSE phosphate diammonium salt(ester)), T-6294 (n-ethyl perfluorooctane sulfonamide) and T-6295 (perflurooctane sulfonate) by Rat and Human Hepatocytes Using Ion Spray LC/MS and LC/MS/MS, Advanced Bioanalytical Services, Inc., [Preliminary] Analytical Report, Report 96ADEM01.3M, November 12,1996 Previously submitted with May 4, 2000 letter - Advanced Bioanalytical Services, Inc., Analytical Report, Additional Characterization of Metabolites of T-6292, T-6293 and T6294 from Rat and Human Hepatocytes by TurboIonSpray LC/MS and LC/MS/MS. Semi-Quantitative Analysis of T-6295 in Rat and Human Hepatocytes Incubated with T6292, T-6293 and T-6294 by LC/MS/MS, January 28, 1998, Report 98AGKP01.3M Analytical 1) Analytical and Research Properties - 3M Industrial Hygiene Laboratory, January 1993 000028 -10- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 6. N-EtFOSA N-ethyl perfluorooctanesulfonamide Bibliography Showing Studies in 3M's Possession Believed To Be In FIFRA Docket. REDACTED 000029 -1 1 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 7. N-MeFOSA N-methyl perfluorooctanesulfonamide Acute Toxicity 1) Acute Oral Toxicity - Method, Summary, Pathology QAU Report, Hazleton Laboratories America, Inc., Project No. 50503499, 3M Reference No. T-3752 (F7075-4, water-washed, acid washed), July 12,1985, with Protocol 2) Primary Dermal Irritation - Method, Summary, Pathology QAU Report, Hazleton Laboratories America, Inc., Project No. 50503500, 3M Reference No. T-3752 (F7075-4, water-washed, acid washed), June 24, 1985, with Protocol 3) Primary Eye Irritation - Method, Summary, Pathology QAU Report, Hazleton Laboratories America, Inc., Project No. 50503501, 3M Reference No. T-3752 (F7075-4, water-washed, acid washed), June 24, 1985, with Protocol 4) Acute Oral Toxicity - Method, Summary, Pathology; Primary Dermal Irritation Method, Summary; Primary Eye Irritation - Method, Summary; QAU Report; Raw Data Appendix, Hazleton Laboratories America, Inc,. Project No. 50202473, 3M Reference No. T-3727 (F-10034, Lot 7, distilled wide-range), May 7, 1985, with Protocol 5) Acute Oral Toxicity Screen with T-3065CoC in Albino Rats, Riker Laboratories, Inc., Experiment No. 0981AR0145, May 15,1981 Genotoxicitv 1) In Vitro Microbiological Mutagenicity Assays of T-3752, SRI International, Project No. LSC-3145, 3M Reference No. T-3752 (F-7075-4, water-washed, acid washed), June, 1985 2) In Vitro Microbiological Mutagenicity Assays of T-3727, SRI International, Project No. LSC-3145, 3M Reference No. T-3727 (F-10034, Lot 7, distilled wide-range), March, 1985 000030 - 12- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 8. N-EtFOSE alcohol N-ethyl perfluorooctane sulfonamidoethanol Acute Toxicity 1) Corrected Final Report, Acute Inhalation Toxicity Study in Rats, 3M Reference No. T-2991IT, Hazelton Laboratories America, Inc., Study No. 154-157, February 2, 1981 Genotoxicitv 1) Final Report, Mutagenicity Test on T-5710 in an In Vivo Rat Micronucleus Assay, Hazelton Washington, Inc., Study No. 15516-0-454, April 23, 1993 2) Final Report, Genotoxicity Test on T-5710.1 in the In Vivo/In Vitro Unscheduled DNA Synthesis and Cell Proliferation in Rat Liver Cells, Hazelton Washington, Inc., Study No. 15516-0-494, September 14, 1993 3) Final Report, Mutagenicity Test on T-6292 in an In Vivo Mouse Micronucleus Assay, Hazelton Washington, Inc., Study No. 17384-0-455, May 2, 1996, with Protocol and Protocol amendments 4) Evaluation of the Mutagenic Activity of T-6906 in an In Vitro Mammalian Cell Gene Mutation Test with L5178Y Mouse Lymphoma Cells, NOTOX Study No. 223458, 3M Reference No. FM-3923 a) Final Report, December 22, 1998 (see letter below) b) Letter from Steve R. Haworth, Ph.D., Covance Laboratories, reviewing the NOTOX study and concluding it was technically inadequate and should be repeated Note: 3M is repeating the study Repeated-Dose Toxicity 1) Final Report, Ninety Day Subacute Rat Toxicity Study on FM-3422, International Research and Development Corporation, Study No. 137-086, November 10,1978 000031 - 13 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 2) Final Report, Ninety Day Subacute Rhesus Monkey Toxicity Study, on FM-3422, International Research and Development Corporation, Study No. 137-088, January 16,1979 3) Two-Year Dietary Study a) Report, Volumes 1-5, Two Year Oral (Diet) Toxicity / Carcinogenicity Study of Fluorochemical FM-3924 in Rats, Riker Laboratories, Inc., Study No. 0281CR0012, August 29,1987, Conducted during April 1981 - May 1983 b) Report Amendment No. 1, Two Year Oral (Diet) Toxicity / Carcinogenicity Study of Fluorochemical FM-3924 in Rats, Riker Laboratories, Inc., Study No. 0281CR0012, October 25, 1988 c) Xenos Letter dated May 24,1991 with attachment: 3M Response to FDA Letter of December 10, 1990 [re 2 year cancer study], Food Additive Petition Nos. 0B4197 and 0B4206 d) Pathology Review of Reported Tumorigenesis in a Two Year Study of FM-3924 in Rats, Pathology Associates International, November 25, 1998 e) Analytical on retained sample f) Review by Dr. William H. Butler of Two Year (Diet) Toxicity / Carcinogenicity Study of Fluorochemical FM 3924 in Rats 4) Ongoing 2-Year Study a) Summary Report of Week 53,104-Week Dietary Carcinogenicity Study with Narrow Range (98.1%) N-Ethyl Perfluorooctanesulfanoamido Ethanol in Rats, 3M Reference No. T-6316.1, Covance Laboratories, 6329-212 and-228 (draft final report expected fall 2000) Pharmacokinetic Studies 1) Synthesis and Characterization of N-Ethyl FOSE 14C, Riker Laboratories, March 17, 1981 2) Final Report, Absorption and Biotransformation of N-Ethyl FOSE and Tissue Distribution and Elimination of Carbon-14 after Administration of N-Ethyl FOSE 14C in Feed, Riker Laboratories, Inc., January 19, 1983 000032 14- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds Previously submitted with May 4, 2000 letter - Qualitative Investigation of the In Vitro Metabolism of T-6292 (n-ethyl FOSE), T-6293 (n-ethyl FOSE phosphate diammonium salt(ester)), T-6294 (n-ethyl perfluorooctane sulfonamide) and T-6295 (perflurooctane sulfonate) by Rat and Human Hepatocytes Using Ion Spray LC/MS and LC/MS/MS, Advanced Bioanalytical Services, Inc., [Preliminary] Analytical Report, Report 96ADEM01.3M, November 12,1996 Previously submitted with May 4, 2000 letter - Advanced Bioanalytical Services, Inc., Analytical Report, Additional Characterization of Metabolites of T-6292, T-6293 and T6294 from Rat and Human Hepatocytes by TurboIonSpray LC/MS and LC/MS/MS. Semi-Quantitative Analysis of T-6295 in Rat and Human Hepatocytes Incubated with T6292, T-6293 and T-6294 by LC/MS/MS, January 28,1998, Report 98AGKP01.3M Mechanistic 1) Final Report, Analysis of T-5877 in a Cell Proliferation Assay in Rat Liver Cells, Hazelton Washington, Inc., Study No. 154-208, 3M Reference T-5877 (wide range ethyl FOSE), FM-3924, Lot 547, L-13202, November 1,1994, with Protocol and Protocol Addendum, Key to FC Alcohol Tox Samples (including 5877), and Analytical data Teratology 1) Oral (Gavage) Developmental Toxicity Study of N-EtFOSE in Rats a) Final Report, Oral (Gavage) Developmental Toxicity Study of N-EtFOSE in Rats, 3M Reference No. T-6316.7, December 17, 1998 b) Summary N-Etfose Rat Teratology, Oral (Gavage) Developmental Toxicity Study of N-EtFOSE in Rats, 3M Reference No. T-6316.7 2) Oral (Stomach Tube) Developmental Toxicity Study of N-EtFOSE in Rabbits a) Final Report, Oral (Stomach Tube) Developmental Toxicity Study of N-EtFOSE in Rabbits, 3M Reference No. T-6316.8, January 11, 1999 b) Summary N-EtFOSE Rabbit Teratology, Oral (Stomach Tube) Developmental Toxicity Study of N-EtFOSE in Rabbits, 3M Reference No. T-6316.8 3) Teratology Studies of T-2999 (FM-3924) in Rabbits 000033 Attachments to Letter to C. Auer dated May 18, 2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds a) Final Report, Oral Rangefinder Study of T-2999CoC in Pregnant Rabbits, Safety Evaluation Laboratory, Riker Laboratories, Inc., Study No. 0680RB0019, June 25,1981 b) Final Report and Protocol, Oral Teratology Study of T-2999CoC in Rabbits, Safety Evaluation Laboratory, Riker Laboratories, Inc., Study No. 0681TB0212, 3M Reference No. FM 3924 (88% ethyl FOSE), January 7, 1982 c) 3M Internal Correspondence re alcohols being used in Riker studies, from DR Ricker to WC McCormick, dated December 10, 1980 d) Analytical Analyses of Suspension of FM-3924, Internal Memo, from TR Mathisen to EG Gortner, dated April 8,1981 e) 3M Internal Correspondence, Analytical Evaluation of FM-3924, dated June 22, 1982 4) Oral Teratology Study of FM-3422 in Rats a) Final Report, Oral Teratology Study of FM-3422 in Rats, Safety Evaluation Laboratory, Riker Laboratories, Inc., Study No. 0680TR0010, January 22,1981 b) 3M Internal Correspondence re alcohols being used in Riker studies, from DR Ricker to WC McCormick, dated December 10, 1980 5) Teratology Studies of T-2999CoC (FM-3924) in Rats a) Final Report, Special Lens Oral Teratology Study of T-2999CoC in Rats, Safety Evaluation Laboratory, Riker Laboratories, Inc., Study No. 0680TR0020, 3M Reference No. FM-3924, December 22, 1981 b) Final Report and Protocol, Special Lens Oral Teratology Study of T-2999CoC in Two Strains of Rats, Safety Evaluation Laboratory, Riker Laboratories, Inc., Study No. 0681TR0362, July 20,1982 c) 3M Internal Correspondence re alcohols being used in Riker studies, from DR Ricker to WC McCormick, dated December 10,1980 d) Analytical Analyses of Suspension of FM-3924, Internal Memo, from TR Mathisen to EG Gortner, dated April 8,1981 e) 3M internal correspondence re analytical analysis of FM-3924, from EG Gortner to RM Payfer, dated June 22, 1982 000034 -16- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 6) Memo from EG Lambrecht to Riker Study Files re Fetal Lens Artifact --Summary of Developments to Date, dated November 6, 1981 Previously submitted to TSCA 8e docket, Final Report, Combined Oral (Gavage) Fertility, Developmental and Perinatal/Postnatal Reproduction Toxicity Study of N-EtFOSE in Rats, 3M Reference No. T-6316.5, June 30,1999 Note: weight gain effects in F] generation currently being reanalyzed. Report may require amendment. Studies In Progress 1) Protocol, N-EtFOSE Bile Method Development in Rats, 3M Strategic Toxicology Laboratory, Study No. T-6316.15; ST-30, In-Life Start Date August 12, 1999, In-Life End Date August 20, 1999 2) Protocol, Feces Method Development Metabolism Study for Perfluorooctanesulfonate Derivatives [N-EtFOSE, PFOS, and FOSA], 3M Strategic Toxicology Laboratory, Study Nos., T-636.17; T-6295.21; T-7132.3; ST-41, In-Life Start Date November 22, 1999, In-Life End Date November 24, 1999 3) Protocol, Cell Proliferation Study with N-Ethyl Perfluorooctanesulfonamido Ethanol (N-EtFOSE; 3M T-6316.11), Perfluorooctane Sulfonic Acid Potassium Salt (PFOS; 3M T-6295.16), and N-Ethyl Perfluorooctanesulfonamide (PFOSA 3M T-7091.1) in Rats, Pathology Associates International, Study No. 1132-100 Pre-1976 Studies (bibliography only) 1) Final Report, Oral LD 50 (4 levels), 3M Reference No. T-961, WARF Institute, Inc., Study No. 4043911, June 12, 1974 2) Final Report, Acute Vapor Inhalation Toxicity Study in Rats, 3M Reference No. T1260, Industrial Bio-Test Laboratories, Inc., July 21, 1975 3) Final Report, Acute Vapor Inhalation Toxicity Study in Rats, 3M Reference No. T1259, Industrial Bio-Test Laboratories, Inc., July 21,1975 4) Final Report, Skin and Eye Irritation Study, WARF Institute, Inc., Study No. 5060080, 3M Reference No. T-1260, June 17,1975 5) Final Report, Skin and Eye Irritation Study, WARF Institute, Inc., Study No. 5060079, 3M Reference No. T-1259, June 17, 1975 000035 Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 9. N-MeFOSE alcohol N-methylperfluorooctane sulfonamidoethanol Acute Toxicity 1) Acute Oral Toxicity - Rats, Biosearch, Inc., 3M Ref. T-2038CoC (L-4309, FC-5160) (75% in 25% CaC03), Study No. 78-1161 A, Feb. 2,1978 2) Primary Eye Irritation Study - Rabbits, Biosearch, Inc., 3M Ref. T-2038CoC (L4309, FC-5160) (75% in 25% CaC03) , Study No. 78-1161 A, Feb. 2, 1978 3) Primary Skin Irritation Study - Rabbits, Biosearch, Inc., 3M Ref. T-2038CoC (L4309, FC-5160) (75% in 25% CaC03), Study No. 78-1161 A, Feb. 2, 1978 4) Acute Oral Toxicity Screen with T-2574CoC in Albino Rats, Riker Laboratories, Inc., Experiment 0979AR0037, September 26, 1979 Genotoxicitv 1) Genotoxicity Test on T-5711.1 in the In Vivo/In Vitro Unscheduled DNA Synthesis and Cell Proliferation Assays in Rat Liver Cells, Hazelton Washington, HWA Study No. 15515-0-494, September 14,1993, and attached protocol 2) Mutagenicity Test on T-5711 in an In Vivo Rat Micronucleus Assay, Hazelton Washington, HWA Study No. 15515-0-454, April 30,1993, and attached Protocol and memorandum containing analytical data 3) Evaluation of the Mutagenic Activity of T-5874 in the Ames Salmonella/Microsome Test (with Independent Repeat), NoTox Project 115932, NoTox Substance 38187, 3M Reference T-5874.1, April 19, 1994 4) Evaluation of the Ability of T-5874 to Induce Chromosome Aberrations in Cultured Peripheral Human Lymphocytes (with Independent Repeat), NoTox Project 115919, NoTox Substance 38187, 3M Reference T-5874.2, May 5,1994 5) Evaluation of the Mutagenic Activity of T-5874 in an In Vitro Mammalian Cell Gene Mutation Test with L5178Y Mouse Lymphoma Cells (with Independent Repeat), NoTox Project 115921, NoTox Substance 38187, 3M Reference T-5874.3, April 19, 1994 000036 - 18- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds Repeated-Dose Toxicity 1) 13-Week Dietary Toxicity Study with N-Methyl Perfluorooctanesulfonamide Ethanol (N-MeFOSE, T-6314) in Rats, Covance Study No. 6329-225, 3M Reference No. T6314.1 a) Audited Draft Report, May 25, 1999 b) Letter from Andrew M. Seacat, Ph.D., Study Monitor, to Peter J. Thomford, Ph.D., Study Director at Covance, regarding errors in draft report Mechanistic 1) Analysis of T-5794 in a Cell Proliferation Assay in Rat Liver Cells, Hazelton Washington, Inc., Final Report, HWA Study No. 154-207, January 26, 1994, and protocol and analytical data 2) Analysis of T-5878 in a Cell Proliferation Assay in Rat Liver Cells, Hazelton Washington, Inc., Final Report, HWA Study No. 154-209, November 1,1994, and protocol and analytical data 000037 - 19- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 10. N-EtFOSEA N-ethylperfluorooctane sulfonamidoethyl acrylate Acute Toxicity 1) Acute Oral Toxicity Screen with T-3493 in Albino Rats, Safety Evaluation Laboratory, Riker Laboratories, Inc., Project No. 0884AR0010, 3M Reference No. T3943, February 7,1984 2) Primary Skin Irritation Test with T-3493 in Albino Rabbits, Safety Evaluation Laboratory, Riker Laboratories, Inc., Project No. 0884EB0009, 3M Reference No. T3943, February 7, 1984 3) Acute Ocular Irritation Test with T-3493 in Albino Rabbits, Safety Evaluation Laboratory, Riker Laboratories, Inc., Project No. 0884EB0008, 3M Reference No. T3943, January 24, 1984 Immunotoxicitv 1) Guinea Pig Maximization - Method, Summary, and Raw Data Appendix, Hazleton Laboratories America, Inc., Project No. 40703984, 3M Reference No. T-3609, October 5,1984 (plus May 13, 1985 report amendment) Genotoxicitv 1) Chromosomal Aberration Study of Sample D-l in Cultured Mammalian Cells, Mitsubishi Chemical Safety Institute, Ltd., Study No. 2L162, 3M Reference No. T6322.3 (FX-13), October 23, 1995 2) Mutagenicity Testing of 2-[N-ethyl-N-perfluoroalkyl (C=l~8)sulfonylamino]ethyl acrylate in Bacterial Reverse Mutation Assays, BML, Inc., Study No. 2862, 3M Reference No. T-6322.5 (FX-13), April 24, 1996 3) In Vitro Microbiological Mutagenicity Assays of 3M Company's Compound T-3609, SRI International, Project No. LSC-3145, September, 1984 Repeated-Dose Toxicity 1) Twenty-Eight-Day Repeated Dose Oral Toxicity Study of Sample D-l in Rats, BioMedical Research Laboratories Co., Ltd., Study No. BMR143C, 3M Reference No. T-6322 (FX-13), February 16, 1993 000038 -20- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 11. N-EtFOSEMA N-ethyl perfluorooctane suIfonamido ethyl methacrylate Acute Toxicity 1) Acute Oral Toxicity Screen with T-3494 in Albino Rats, Safety Evaluation laboratory, Riker Laboratories, Inc., Project No. 0884AR0013, 3M Reference No. T3494 (L-1048, FX-14), March 13, 1984 2) Primary Skin Irritation Test with T-3494 in Albino Rabbits, Safety Evaluation laboratory, Riker Laboratories, Inc., Project No. 0884EB0012, 3M Reference No. T3494 (L-1048, FX-14), February 7, 1984 3) Acute Ocular Irritation Test with T-3494 in Albino Rabbits, Safety Evaluation laboratory, Riker Laboratories, Inc., Project No. 0884EB0011, 3M Reference No. T3494 (L-1048, FX-14), January 24,1984 Immunotoxicitv 1) Guinea Pig Maximization, Hazleton Laboratories America, Inc., Project No. 40703985, 3M Reference No. T-3610 (NB No. 63601-32, FX-14), October 9, 1984 Genotoxicitv 1) In Vitro Microbiological Mutagenicity Assays of 3M Company's Compound T-3610, SRI International, Project No. LSC-3145, 3M Reference No. T-3610 (NB No. 6360132, FX-14), September, 1984 000039 -21 - Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 12. N-MeFOSEA N-methylperfluorooctane sulfonamidoethyl acrylate Genotoxicity 1) Evaluation of the Mutagenic Activity of T-5869 in the Ames Salmonella/Microsome Test (with independent repeat), NOTOX, Project No. 115965, 3M Reference No. T5869.1 (FMZ-3559, Lot 2408, wide-range), April 20, 1994 2) Evaluation of the Ability of T-5869 to Induce Chromosome Aberrations in Cultured Human Lymphocytes (with independent repeat), NOTOX, Project No. 115943, 3M Reference No. T-5869.2 (FMZ-3559, Lot 2408, wide-range), June 5, 1994 3) Evaluation of the Mutagenic Activity of T-5869 in an In Vitro Mammalian Cell Gene Mutation Test with L5178Y Mouse Lymphoma Cells (with independent repeat), NOTOX, Project No. 115954, 3M Reference No. T-5869.3 (FMZ-3559, Lot 2408, wide-range), April 20,1994 000040 -22- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 13. PFOS Additional Studies on Perfluorooctane Sulfonate Acute Toxicity 1) Acute Toxicity Tests for T-T-6684, Didecyldimethylammonium salt of perfluorooctanesulfonate: a) Acute Oral Toxicity Study of T-6684 in Rats (OECD Guidelines), Coming Hazleton, Inc., Project No. CHW 61101149, 3M Reference No. T-6684 January 31,1997 b) Primary Dermal Irritation / Corrosion Study of T-6684 in Rabbits (OECD Guidelines), Coming Hazleton, Inc., Project No. CHW 61101150, 3M Reference No. T-6684 (didecyldimethylammonium salt of perfluorooctanesulfonate), January 10, 1997 c) Primary Eye Irritation / Corrosion Study of T-6684 in Rabbits (OECD Guidelines), Coming Hazleton, Inc., Project No. CHW 61101151, 3M Reference No. T-6684 (didecyldimethylammonium salt of perfluorooctanesulfonate), January 28,1997 2) Acute Toxicity Tests for T-5898, lithium perfluorooctane sulfonate, 3M Ref. FC-94: a) Final Report, Acute Oral Toxicity Study of T-5898 in Rats, Hazelton Wisconsin, Study No. 40200468, April 22, 1994 b) Final Report, Primary Eye Irritation/Corrosion Study of T-5898 in Rabbits, Hazelton Wisconsin, Study No. 40200469, April 7, 1994 c) Final Report, Primary Dermal Irritation/Corrosion Study of T-5898 in Rabbits, Hazelton Wisconsin, Study No. 40200470, March 23, 1994 3) Acute Oral Toxicity - Rats, Biosearch, Inc., 3M Reference No. T-1388 (perfluorooctanesulfonic acid), March 4, 1976 Pharmacokinetic Studies 1) Draft Report, 5-Daily Dose Dermal Absorption / Toxicity Study of T-6684 in Rabbits, Covance Laboratories, Inc., Study No. 6329-200, 3M Reference No. T-6684 (didecyldimethylammonium salt of perfluorooctanesulfonate, slurry), July 11, 1997 000041 Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 2) Qualitative Investigation of the In Vitro Metabolism of T-6292 (n-ethyl FOSE), T6293 (n-ethyl FOSE phosphate diammonium salt(ester)), T-6294 (n-ethyl perfluorooctane sulfonamide) and T-6295 (perflurooctane sulfonate) by Rat and Human Hepatocytes Using Ion Spray LC/MS and LC/MS/MS, Advanced Bioanalytical Services, Inc., [Preliminary] Analytical Report, Report 96ADEM01.3M, November 12,1996 Teratology 1) Memorandum from E. G. Lamprecht re Fetal Rat Lens Artifact - Summary of Developments to Date, Nov. 6,1981 Analytical Ion Spray LC/MC Determination of Perfluoro Analytical Standards Provided by 3M Medical Department, Advanced Bioanalytical Services, Inc., No. 95MYHW01.3M, August 30, 1995 Studies in Progress 1) Protocol, Feces Method Development Metabolism Study for Perfluorooctanesulfonate Derivatives [N-EtFOSE, PFOS, and FOSA], 3M Strategic Toxicology Laboratory, Study Nos., T-636.17; T-6295.21; T-7132.3; ST-41, In-Life Start Date November 22, 1999, In-Life End Date November 24, 1999 2) Protocol, Cell Proliferation Study with N-Ethyl Perfluorooctanesulfonamido Ethanol (N-EtFOSE; 3M T-6316.11), Perfluorooctane Sulfonic Acid Potassium Salt (PFOS; 3M T-6295.16), and N-Ethyl Perfluorooctanesulfonamide (PFOSA 3M T-7091.1) in Rats, Pathology Associates International, Study No. 1132-100 000042 -24- Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 13. PFOS Additional Studies on Perfluorooctane Sulfonate Bibliography Showing Studies in 3M's Possession Believed To Be In FIFRA Docket. REDACTED 000043 -25- Attachments to Letter to C. Auer dated May 18,2000 Bibliography of Published Literature in 3M's Possession 1. POSF - Perfluorooctanesulfonyl fluoride No literature located. 2. FOSA - Perfluorooctanesulfonamide Arrendale, R.F., J.T. Stewart, R. Manning, and B. Vitayavirasuk. Determination of GX-071 and its major metabolite in rat blood by cold on-column injection capillary GC-ECD. Journal o f Agricultural and Food Chemistry 37 (1989) 1130-1135. Cross, T.J., and R-G. Schnellmann. Mechanism of toxicity of a unique pesticide Nethylperfluorooctane sulfonamide (NEPFOS), and its metabolite perfluorooctane sulfonamide (PFOS) to isolated rabbit renal cortical mitochondria (RCM). Toxicologist 9 (1989) 224. Grossman, M.R. Tissue analysis o f afluorinated sulfonamide pesticide: An evaluation o f distribution, elimination, andpotentialfo r bioaccumulation in orally exposed rats. MS Thesis, University of Georgia, Athens, 1990. Lofgren, C.S., W.A. Banks, R.K. Vander Meer, and D.F. Williams. Residual toxicity of some fluoroaliphatic sulfones to the red imported fire ant, Solenopsis invier (Hymenoptera, Formicidae). Florida Entomologist 72 (1989) 140-146. Manning, R.O., J.V. Bruckner, M.E. Mispagel, and J.M. Bowen. Metabolism and disposition of Sulfluramid, a unique polyfluorinated insecticide, in the rat. Drug Metabolism and Disposition 19(1990) 205-211. Schnellmann, R.G., and R.O. Manning. Perfluorooctane sulfonamide: a structurally novel uncoupler of oxidative phosphorylation. Biochimica et Bicphysica Acta 1016 (1990) 344-348 Vander Meer, R-K., C.S. Lofgren, and D.F. Williams. Fluoroaliphatic sulfones: A new class o f delayed-action insecticides for control of Solenopsis iniicta (Hymenoptera: Formicidae). Journal o fEconomic Entomology 78 (1985) 1190-1197. Williams, D.F., C.S. Lofgren, and R-K. Vander Meer. The red imported fire ant, Solenopsis invicta: control with fluoroaliphatic sulfone bait toxicants. Journal o fAgricultural Entomology 4 (1987)41-47. 3. PFOSAA - Perfluorooctane sulfonylamido (ethyl) acetate No literature located. 4. PFDS - Perfluorodecanesulfonate No literature located. 5. PFHS - Perfluorohexanesulfonate No literature located. 000044 Attachments to Letter to C. Auer dated May 18,2000 Bibliography of Published Literature in 3M's Possession 6. N-EtFOSA --N-ethyl perfluorooctanesulfonamide Appel, A.G., and S.F. Abd-Elghafar. Toxicity, sublethal effects, and performance of Sulfluramid against the German cockroach (Dictyoptera: Blattellidae). Journal o fEconomic Entomology 83 (1990) 1409-1414. Appel, A.G. Laboratory and field performance of consumer bait products for German cockroach (Dictyoptera: Blattellidae) control. Journal o f Economic Entomology 83 (1990) 153-159. Arrendale, R.F., J.T. Stewart, R. Manning, and B. Vitayavirasuk. Determination of GX-071 and its major metabolite in rat blood by cold on-column injection capillary GC-ECD. Journal o f Agricultural and Food Chemistry 37 (1989) 1130-1135. Cross, T.J., and R-G. Schnellmann. Mechanism of toxicity of a unique pesticide Nethylperfluorooctane sulfonamide (NEPFOS), and its metabolite perfluorooctane sulfonamide (PFOS) to isolated rabbit renal cortical mitochondria (RCM). Toxicologist 9 (1989) 224. Forschler, B.T., and Evans, G.M. Perimeter treatment strategy using containerized to manage Argentine ants, Linepithema humile (Mayr) (Hymenoptera: Formicidae) (abstract). J. Entomol. Sci. 29 (1994) 264-267. Grossman, M.R., Mispagel, M.E., and Bowen, J.M. Distribution and tissue elimination in rats during and after prolonged dietary exposure to a highly fluorinated sulfonamide pesticide. Journal o f Agric. Food Chem. 40 (1992) 2505-2509. Grossman, M.R. Tissue analysis o f afluorinated sulfonamide pesticide: An evaluation o f distribution, elimination, andpotentialfo r bioaccumulation in orally exposed rats. MS Thesis, University of Georgia, Athens, 1990. Lofgren, C.S., W.A. Banks, R.K. Vander Meer, and D.F. Williams. Residual toxicity of some fluoroaliphatic sulfones to the red imported fire ant, Solenopsis invicra (Hymenoptera, Formicidae). Florida Entomologist 72 (1989) 140-146. Manning, R.O., J.V. Bruckner, M.E. Mispagel, and J.M. Bowen. Metabolism and disposition of Sulfluramid, a unique polyfluorinated insecticide, in the rat. Drug Metabolism and Disposition 19(1990) 205-211 Nabbefeld, DJ. An Investigation of the Effects of Fluorochemicals on Liver Fatty Acid-Binding Protein. A thesis submitted to the Graduate School of the University of Minnesota, April 1998. Reid, B.L., G.W. Bennett, and S.J. Barcay. Topical and oral toxicity of Sulfluramid, a delayedaction insecticide, against the German cockroach (Dictyoptera: Blattellidae). Journal o f Economic Entomology 83 (1990) 148-152. Schal, C. Sulfluramid resistance and vapor toxicity in field-collected German cockroaches (Dictyoptera: Blattellidae) (abstract). J. Medical Entomology 29(2) (1992) 207-215. Schnellmann, R.G., and R.O. Manning. Perfluorooctane sulfonamide: a structurally novel uncoupler of oxidative phosphorylation. Biochimica et Bicphysica Acta 1016 (1990) 344-348 Schnellmann, R-G. The cellular effects of a unique pesticide Sulfluramid (Nethylperfluorooctane sulfonamide) on rabbit renal proximal tubules. Toxicology in Vitro 4 (1990) 71-74. 000045 Attachments to Letter to C. Auer dated May 18,2000 Bibliography of Published Literature in 3M's Possession Smith, L.M., Appel, A.G. Toxicity, repellence, and effects of starvation compared among brown cockroaches (Dictyoptera: Blattidae) (abstract). J. Econ. Entomol. 89(2) (1996) 402-410. Stump, DG; Nemec, MD; Holson, JF; Piccarillo, VJ; Mares, JT. Study of the Effects of Sulfuramid on Pre- and Post natal Development, Maturation and Fertility in the Rabbit. Toxicology (1997) 357. Su, N.-Y., and R.H. Schefffahn. Laboratory evaluation of two slow-acting toxicants against Formosan and eastern subterranean termites. Journal o fEconomic Entomology 84 (1991) 170175. Su, N.-Y., and R.H. Schefffahn. Toxicity and lethal time of N-ethylperfluorooctanesulfonamide against two subterranean termite species Isoptera Rhinotermitidae. Florida Entomologist 71 (1988) 73-78. Su, N.-Y., Tokoro, M., and R.H. Schefffahn. Estimating oral toxicity of slow-acting toxicants against subterranean termites (Isoptera Rhinotermitidae) (abstract). J. Economic Entomology 87 (1994) 398-401. U.S. EPA Office of Pesticides and Toxic Substances. Pesticide fact sheet number 205: Sulfluramid. Washington, DC 1989. United States Air Force, Tyndal AFB, Florida. Environmentally Acceptable Live Fire Training Facility. 5 pages. Vander Meer, R-K., C.S. Lofgren, and D.F. Williams. Control ofSolenopsis invicta with delayed-action fluorinated toxicants. Pesticide Science 17 (1986) 449-455. Vander Meer, R-K., C.S. Lofgren, and D.F. Williams. Fluoroaliphatic sulfones: A new class of delayed-action insecticides for control ofSolenopsis iniicta (Hymenoptera: Formicidae). Journal o fEconomic Entomology 78 (1985) 1190-1197. Williams, D.F., C.S. Lofgren, and R-K. Vander Meer. The red imported fire ant, Solenopsis invicta: control with fluoroaliphatic sulfone bait toxicants. Journal o fAgricultural Entomology 4 (1987)41-47. 7. N-MeFOSA - N-methyl perfluorooctanesulfonamide No literature located. 8. N-EtFOSE alcohol - N-ethyl perfluorooctane sulfonamidoethanol Nabbefeld, DJ. An Investigation of the Effects of Fluorochemicals on Liver Fatty Acid-Binding Protein. A thesis submitted to the Graduate School of the University of Minnesota, April 1998. 9. N-MeFOSE alcohol - N-methyl perfluorooctane sulfonamidoethanol No literature located. 000046 Attachments to Letter to C. Auer dated May 18,2000 Bibliography of Published Literature in 3M's Possession 10. N-EtFOSEA - N-ethyl perfluorooctane sulfonamidoethyl acrylate No literature located. 11. N-EtFOSEMA - N-ethylperfluorooctane sulfonamidoethyl methacrylate No literature located. 12. N-MeFOSEA - N-methylperfluorooctane sulfonamidoethyl acrylate Lawson, R.G., Jurs, P.C. Cluster analysis of acrylates to guide sampling for toxicity testing (abstract). J Chem. Inf. Comput. Sci. 30 (1990) 137-144. Lawson, R.G., Jurs, P.C. Cluster analysis of acrylates to guide sampling for toxicity testing (erratum). J. Chem. Inf. Comput. Sci. 31 (1991) 361. 13. PFOS - Additional references on Perfluorooctane sulfonate PFOS Schnellmann, R-G. The cellular effects of a unique pesticide Sulfluramid (Nethylperfluorooctane sulfonamide) on rabbit renal proximal tubules. Toxicology in Vitro 4 (1990) 71-74. PFOSH Derbel, M., Hosokawa, M., Satoh, T. Differences in the induction of carboxylesterase RL4 in rat liver microsomes by various perfluorinated fatty acids, metabolically inert derivatives of fatty acids (abstract). Biological & Pharmaceutical Bulletin 19(5) (1996) 765-767. Haughom, B., and O. Spydevold. The Mechanism Underlying the Hypolipmie Effect of Perfluorooctanoic Acid (PFOA), Perfluorooctane Sulphonic Acid (PFSA) and Clofibric Acid. Biochim. Biophys. Acta. 1128[1] (1992) 65-72. Henwood, S.M., McKee-Pesik, P., Costello, A.C., Osimitz, T.G. Developmental toxicity study with lithium perfluorooctane sulfonate in rabbits (abstract). Teratology 49(5) (1994) 398. Costello, A.C., Henwood, S.M., Osimitz, T.G. Developmental toxicity study with lithium perfluorooctane sulfonate in rabbits (abstract). Toxicologist 14(1) (1994) 161. Hato, M., and Shinoda, K. Solubility and critical micelle concentrations of fluorinated surfactants in water (abstract). Nippon Kagaku Zasshi 91(1) (1970) 27-31. He, M., and Fu, X. Kinetics and linear free energy relationship of superacid POSA (perfluorooctane sulfonic acid) catalyzed esterification (abstract). Wuli HuaxueXuebao 6(6) (1990) 739-742. Hosokawa, M., and T. Satoh. Differences in the induction of carboxylesterase isozymes in rat liver microsomes by perfluorinated fatty acids. Xenobiorica 23 (1993) 1125-1133. Ikeda, T., K. Fukuda, 1. Mori, M. Enomoto, T. Komai, and T. Suga. Induction of cytochrome P450 and peroxisome proliferation in rat liver by perfluorinated octane sulphonic acid (PFOS/ 000047 Attachments to Letter to C. Auer dated May 18,2000 Bibliography of Published Literature in 3M's Possession Peroxisomes in Biology and Medicine. H.D. Fahimi and H. Sies, Eds., Berlin: Springer-Verlag, 1987, 304-308. Kozuka, H., Yamada, J., Horie, S., Watanabe, T., Suga, T., Ikeda, T. Characteristics of induction o f peroxisomal fatty acid oxidation-related enzymes in rat liver by drugs: relationships between structure and inducing activity (abstract). Biochem. Pharmacol. 41(4) (1991) 617-623. Lyon, P.A., Tomer, K.B., Gross, M.L. Fast atom bombardment and tandem mass spectrometry for characterizing fluoroalkanesulfonates. Anal. Chem. 57(14) (1985) 2984-2989. Remde, A., and Debus, R. Biodegradability of fluorinated surfactants under aerobic and anaerobic conditions (abstract). Chemosphere 32(8) (1996) 1563-1574. Sohlenius-, A.K., A.M. Eriksson, C. Hogstrom, M. Kimland, J.W. Depierre. Perfluorooctane sulfonic acid is a potent inducer of peroxisomal fatty acid B-oxidation and other activities known to be affected by peroxisome proliferators in mouse liver. Pharmacology and Toxicology 72 (1993) 90. PFOS.K salt Brown, R.B. The Treatment and Disposal of Aqueous Film Forming Foam. Masters Thesis in Public Health Engineering, University of New South Wales, Australia, 1986. Cavalli, L., A. Gellera, and A. Landone. Las removal and biodegradation in a wastewater treatment plant. Environmental Toxicology and Chemistry 12 (1993) 1777-1788. Chan, D.B., and E.S.K. Chian. Economics of membrane treatment of wastewaters containing firefighting foam. Environmental Progress 5 No. 2, May 1986, 104-109. Chan, D.B. Disposal of wastewater containing aqueous film forming foam (AFFF). TM No. M54-78-06, Civil Engineering Laboratory, Naval Construction Battalion Center, Port Hueneme, Calif. 93043, April 1978,19 pgs. Chan, D.B. Disposal of wastewater containing aqueous film forming foam (AFFF) - by physico chemical processes. TM No. M-54-79-19, Civil Engineering Laboratory, Naval Construction Battalion Center, Port Hueneme, Calif. 93043, Sept. 1979, 21 pgs. Chan, D.B. Toxic substance: Disposal of wastewater containing aqueous film forming foam (AFFF) - A summary of progress to date on development of all AFFF treatment processes. TM No. M-54-80- 10, Civil Engineering Laboratory, Naval Construction Battalion Center, Port Hueneme, Calif. 93043, August, 1980, 6 pgs. Chian, E.S.K., T.-P. Wu, and R.W. Rowland. Membrane treatment of aqueous film forming foam (AFFF) wastes for recovery of its active ingredients. Georgia Institute of Technology for U.S. Navy Civil Engineering Laboratory, Port Hueneme, CA 93043, Oct. 1980, 10 pgs. Darwin, R. L., R. E. Ottman, E. C. Norman, J. E. Gott, and C.P. Hanauska. Foam and the Environment: A Delicate Balance. National Fire Protection Association Journal, May/ June 1995,67-73. DiMaio, L. R., and R. F. Lange. Effect of Water Quality on Fire Fighting Foams. Plant. 1Operations Progress 3 (1984) 42-46. 000048 Attachments to Letter to C. Auer dated May 18, 2000 Bibliography of Published Literature in 3M's Possession Hylton, T.D., and J.F. Walker. Environmental studies in support of the live fire training facilities project. Prepared for the US Air Force under Interagency Agreement DOE 1489-1489-A1 by Oak Ridge National Laboratory, Aug. 1989, 55 pgs. Johnson, J.D., SJ . Gibson, and R.E. Ober. Cholestyramine-enhanced fecal elimination of Carbon-14 in rats after administration of ammonium perfluorooctanoate or potassium perfluorooctanesulfonate. Fundamental and Applied Toxicology 4 (1984) 972-976. Kroop, R.H., and J.E. Martin. Treatability of aqueous film-forming foams used for fire fighting. Technical Report No. AFWL-TR-73-279, Air Force Weapons Laboratory (DEE), Kirtland AFB, New Mexico, 87117, Feb. 1974, 94 pgs. Available from NTIS, order no. AD-755 336. Landon-Arnold, S., and D.B. Chan. Application of rotating biological contactor (RBC) process for treatment of wastewater containing a firefighting agent (AFFF), undated report, 17 pgs. Landon-Arnold, S.E. Microbial treatability of aqueous film forming foam (AFFF) with a chemostat and a rotating biological contactor. Ph.D. Dissertation, University of Oklahoma, Norman, Okla. 1982. (University Microfilms International, 300 N. Zeeb Road, Ann Arbor, Mich. 48106, 800-521-0600, Order No. 8302452;. McKay, J.C., and B. Mason. Improved fire training facility plan. The Military Engineer 523 August 1988, 457-8. Mueller, J.A., E.W. Poth, and W.W. Melvin. REHL(K) 67-14 Biological treatment of fire fighting foam waste. Regional Environmental Health Laboratory (AFLC), USAF, Kelly AFB, TX, 78241, Sept. 1967, 38 pgs. O'Brien, A. F. Treatment of Aqueous Film Forming Foam (AFFF) Wastewater at Andrews Air Force Base, Maryland. Masters Thesis, University of Maryland, College Park, Maryland, December 1, 1994. Saam, R-D., P.A. Rakowski, and G.M. Aydlett. Treatability of firefighting school wastewaters: U.S. Navy Compliance with POTW pretreatment requirements. Presented at the 34th Annual Purdue Industrial Waste Conference, undated, 40 pgs. Salazar, S. M. Toxicity of Aqueous Film Forming Foams to Marine Organisms: Literature Review and Biological Assessment. Naval Ocean Systems Center, San Diego, California, Technical Document 825, July 1985. Shinoda, K., and T. Nomura. Miscibility of fluorocarbon and hydrocarbon surfactants in micelles and liquid mixtures. Basic studies of oil repellent and fire extinguishing agents. Journal o f Physical Chemistry 84 (1980) 365-369. Ventullo, R. M. Biodegradation of Aqueous Film Forming Foam Component in Laboratory Scale Microcosms. Department of Biology, University of Dayton, Dayton, OH. November 30, 1986 - November 30, 1987, 34 pages. PFOS.Li salt Costello, Henwood, and Osimitz, "Developmental Toxicity Study with Lithium Perfluorooctane Sulfonate in Rabbits" (abstract) 000049 Attachments to Letter to C. Auer dated May 18,2000 Bibliography of Published Literature in 3M's Possession EPA, "New Pesticide Fact Sheet: Lithium Perfluorooctane Sulfonate (LPOS)" (abstract) Henwood, Costello and Osimitz, "Developmental Toxicity Study with Lithium Perfluorooctane Sulfonate in Rats" (abstract) Matsuki, H., N. Ikeda, M. Aratono, S. Kaneshina, and K. Motomura. Study on the miscibility of lithium tetradecyl sulfate and lithium perfluorooctane sulfonate in the adsorbed film micelle. Journal o f Colloid and Interface Science 154 (1992) 454-460. Shinoda, K., M. Kobayashi, and N. Yamaguchi. Effect of "iceberg" formation of water on the enthalpy and entropy of solution of paraffin chain compounds: The effect of temperature on the critical micelle concentration of lithium perfluorooctanesulfonate. Journal O fPhysical Chemistry 91 (1987) 5292-5294. Tamori., K.,- K. Kihara, H. Sanda, K. Esumi, K. Meguro, C. Thunig, and H. Hoffmann. Phase behavior and dynamic properties in mixed systems of anionic and cationic surfactants: lithium perfluorooctanesulfonate/diethanolheptadecafluoro-2-undecanolmethylammonium chloride (DEFUMAQ and lithium dodecyl sulfate/DEFUMAC aqueous mixtures. Colloid and Polymer Science 270 (1992) 883-893. 000050 Attachments to Letter to C. Auer dated May 18,2000 Studies and Other Information on Certain Perfluorooctane Sulfonate-Related Compounds 1. POSF Perfluorooctanesulfonyl fluoride Acute Toxicity 1) Primary Skin Irritation Test with T-3874 in Albino Rabbits, Pathology and Toxicology, Riker Laboratories, Project No. 0386EB0135, 3M Reference No. T3874, April 14, 1986 2) T-3607 Acute Inhalation Toxicity Test, Bushy Run Research Center, Project No. 47527, 3M Reference No. T-3607, December 19, 1984 3) Acute Oral Toxicity Study - Method, Summary, Pathology and Raw Data Appendix, Hazleton Laboratories America, Inc., Project No. 40703983, October 5, 1984 Genotoxicity 1) In Vitro Microbiological Assays of 3M Company Compounds T-2540 CoC and T2541 CoC, SRI International, Project No. LSC 4442-16, 3M Reference No. T-2541.1 (FC-3452), August, 1979 Ongoing Research/Study Protocols 1) Protocol, Pharmacokinetic Study of POSF in Rats, 3M Strategic Toxicology Laboratory, 3M Reference No. T-7098.1 Pre-1976 Studies (bibliography only) 1) Skin Irritation and Eye Irritation Study Report, WARF Institute, Inc., Project No. 5091241, 3M Reference No. T-1329, September 9, 1975 2) Acute Vapor Inhalation Toxicity Study in Rats, Industrial Bio-Test Laboratories, Project No. 663-07513, 3M Reference No. T-1329, October 23, 1975 000051 - 1-