Differences in the isomer composition of perfluoroctanesulfonyl (PFOS) derivatives

References

• Kissa , E. 2001 . Fluorinated Surfactants and Repellents , 615 New York : Marcel Dekker .
   Google Scholar
• Lehmler , H. J. 2006 . “ Production of fluorinated surfactants via electrochemical fluorination ” . In Handbook of Detergents. Part F. Production Edited by: Zoeller , U. in press
   Google Scholar
• Lehmler , H. J. 2005 . Synthesis of environmentally relevant fluorinated surfactants—A review . Chemosphere , 58 : 1471 – 1496 .
   PubMed Web of Science ®Google Scholar
• Martin , J. W. , Muir , D. C. , Moody , C. A. , Ellis , D. A. , Kwan , W. C. , Solomon , K. R. and Mabury , S. A. 2002 . Collection of airborne fluorinated organics and analysis by gas chromatography/chemical ionization mass spectrometry . Anal. Chem. , 74 : 584 – 590 .
   PubMed Web of Science ®Google Scholar
• Shoeib , M. , Harner , T. , Ikonomou , M. and Kannan , K. 2004 . Indoor and outdoor air concentrations and phase partitioning of perfluoroalkyl sulfonamides and polybrominated diphenyl ethers . Environ. Sci. Technol. , 38 : 1313 – 1320 .
   PubMed Web of Science ®Google Scholar
• Shoeib , M. , Harner , T. , Wilford , B. H. , Jones , K. C. and Zhu , J. 2005 . Perfluorinated sulfonamides in indoor and outdoor air and indoor dust: Occurrence, partitioning, and human exposure . Environ. Sci. Technol. , 39 : 6599 – 6606 .
   PubMed Web of Science ®Google Scholar
• Stock , N. L. , Lau , F. K. , Ellis , D. A. , Martin , J. W. , Muir , D. C.G. and Mabury , S. A. 2004 . Polyfluorinated telomer alcohols and sulfonamides in the North American troposphere . Environ. Sci. Technol. , 38 : 991 – 996 .
   PubMed Web of Science ®Google Scholar
• Houde , M. , Martin , J. W. , Letcher , R. J. , Solomon , K. R. and Muir , D. C.G. 2006 . Biological monitoring of polyfluoroalkyl substances: A review . Environ. Sci. Technol. , 40 : 3463 – 3473 .
   PubMed Web of Science ®Google Scholar
• Key , B. D. , Howell , R. D. and Criddle , C. S. 1998 . Defluorination of organofluorine sulfur compounds by pseudomonas sp. strain D2 . Environ. Sci. Technol. , 32 : 2283 – 2287 .
   Web of Science ®Google Scholar
• Remde , A. and Debus , R. 1996 . Biodegradability of fluorinated surfactants under aerobic and anaerobic conditions . Chemosphere , 32 : 1563 – 1574 .
   PubMed Web of Science ®Google Scholar
• Martin , J. W. , Whittle , D. M. , Muir , D. C.G. and Mabury , S. A. 2004 . Perfluoroalkyl contaminants in a food web from lake Ontario . Environ. Sci. Technol. , 38 : 5379 – 5385 .
   PubMed Web of Science ®Google Scholar
• Martin , J. W. , Mabury , S. A. , Solomon , K. R. and Muir , D. C.G. 2003 . Dietary accumulation of perfluorinated acids in juvenile rainbow trout (Oncorhynchus mykiss) . Environ. Toxicol. Chem. , 22 : 189 – 195 .
   PubMed Web of Science ®Google Scholar
• Beach , S. A. , Newsted , J. L. , Coady , K. and Giesy , J. P. 2006 . Ecotoxicological evaluation of perfluorooctanesulfonate (PFOS) . Rev. Environ. Contam. Toxicol. , 186 : 133 – 174 .
   PubMed Web of Science ®Google Scholar
• Arsenault , G. , McCrindle , R. , Chittim , B. and McAlees , A. 2005 . Separation and fluorine nuclear magnetic resonance spectroscopy (19F-NMR) analysis of the individual branched isomers present in technical perfluorooctanesulfonic acid (PFOS) . Organohalogen Compd. , : 818 – 822 .
   Google Scholar
• Seacat , A. M. , Thomford , P. J. , Hansen , K. J. , Clemen , L. A. , Eldridge , S. R. , Elcombe , C. R. and Butenhoff , J. L. 2003 . Sub-chronic dietary toxicity of potassium perfluorooctanesulfonate in rats . Toxicology , 183 : 117 – 131 .
   PubMed Web of Science ®Google Scholar
• Langlois , I. and Oehme , M. 2006 . Structural identification of isomers present in technical perfluorooctane sulfonate by tandem mass spectrometry . Rapid Commun. Mass Spectrom. , 20 : 844 – 850 .
   PubMed Web of Science ®Google Scholar
• Organization for Economic Cooperation and Development . 2005 . Results of survey on production and use of PFOS, PFAS and PFOA, related substances and products/mixtures containing these substances , 1 – 59 . Paris : Organization for Economic Cooperation and Development . Report ENV/JM/MONO(2005)1
   Google Scholar
• Brownlee , R. T.C. and Craik , D. J. 1980 . 19F NMR chemical shifts in substituted benzotrifluorides and benzal fluorides . Aust. J. Chem. , 33 : 2555 – 2559 .
   Web of Science ®Google Scholar
• Ellis , D. A. , Martin , J. W. , Muir , D. C.G. and Mabury , S. A. 2000 . Development of an 19F NMR method for the analysis of fluorinated acids in environmental water samples . Anal. Chem. , 72 : 726 – 731 .
   PubMed Web of Science ®Google Scholar
• Weigert , F. J. and Karel , K. J. 1987 . A fluorine NMR database . J. Fluor. Chem. , 37 : 125 – 149 .
   Web of Science ®Google Scholar
• Tan , B. , Lehmler , H. J. , Vyas , S. M. , Knutson , B. L. and Rankin , S. E. 2005 . Controlling nanopore size and shape by fluorosurfactant templating of silica . Chem. Mater. , 17 : 916 – 925 .
   Web of Science ®Google Scholar
• Gramstad , T. and Haszeldine , R. N. 1957 . Perfluoroalkyl derivatives of sulphur. Part VI Perfluoroalkanesulphonic acids CF3(CF2)nSO3H (n = 1–7) . J. Chem. Soc. , : 2640 – 2645 .
   Web of Science ®Google Scholar
• Martin , J. W. , Kannan , K. , Berger , U. , De Voogt , P. , Field , J. , Franklin , J. , Giesy , J. P. , Harner , T. , Muir , D. C.G. , Scott , B. , Kaiser , M. , Jaernberg , U. , Jones , K. C. , Mabury , S. A. , Schroeder , H. , Simcik , M. , Sottani , C. , Van Bavel , B. , Kaerrman , A. , Lindstroem , G. and Van Leeuwen , S. 2004 . Analytical challenges hamper perfluoroalkyl research . Environ. Sci. Technol. , 38 : 248A – 255A .
   PubMed Web of Science ®Google Scholar
• 3M Company . 1997 . Fluorochemical Isomer Distribution by ¹⁹ F-NMR Spectroscopy , Washington , DC : US EPA . U.S. EPA Administrative Record AR226-0564
   Google Scholar
• Meussdoerffer , J. N. , Niederpruem , H. and Wechsberg , M. 1974 . Separation of linear perfluorooctylsulfonyl halides from branched isomers DE 2238152, (CAN 80:120258)
   Google Scholar
• Hebert , G. N. , Odom , M. A. , Craig , P. S. , Dick , D. L. and Strauss , S. H. 2002 . Method for the determination of sub-ppm concentrations of perfluoroalkylsulfonate anions in water . J. Environ. Monit. , 4 : 90 – 95 .
   PubMedGoogle Scholar
• Loveless , S. E. , Finlay , C. , Everds , N. E. , Frame , S. R. , Gillies , P. J. , O'Connor , J. C. , Powley , C. R. and Kennedy , G. L. 2006 . Comparative responses of rats and mice exposed to linear/branched, linear, or branched ammonium perfluorooctanoate (APFO) . Toxicology , 220 : 203 – 217 .
   PubMed Web of Science ®Google Scholar