Atmospheric chemistry of perfluoroalkanesulfonamides: Kinetic and product studies of the OH radical and Cl atom initiated oxidation of N-ethyl perfluorobutanesulfonamide

Environmental Science and Technology

Volumn 40, Issue 3, 2006, Pages 864-872

  Martin, J W ^a,c   Ellis, D A ^a   Mabury, S A ^a   Hurley, M D ^b   Wallington, T J ^b  

^a UNIVERSITY OF TORONTO   (Canada)

^b FORD MOTOR COMPANY   (United States)

^c UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; ATMOSPHERIC CHEMISTRY; CHLORINE; DEPOSITION; KETONES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NITROGEN; OXIDATION; POLLUTION; RATE CONSTANTS; SULFUR DIOXIDE; TROPOSPHERE;

ATMOSPHERIC TRANSPORT; PERFLUOROCARBOXYLATES (PFCA); PERFLUOROOCTANESULFONAMIDES; PERFLUOROOCTANESULFONATE (PFOS); SMOG CHAMBER;

NITROGEN COMPOUNDS;

ALDEHYDE; ALKANE DERIVATIVE; CHLORIDE; KETONE; N ETHYL PERFLUOROBUTANESULFONAMIDE; PERFLUORO COMPOUND; PERFLUOROALKANESULFONAMIDE DERIVATIVE; PERFLUOROCARBOXYLATE; PERFLUOROOCTANESULFONIC ACID; RADICAL; SULFONAMIDE; UNCLASSIFIED DRUG;

ALDEHYDES; ATMOSPHERIC CHEMISTRY; CHLORINE; DEPOSITION; KETONES; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; NITROGEN; NITROGEN COMPOUNDS; OXIDATION; POLLUTION; RATE CONSTANTS; SULFUR DIOXIDE; TROPOSPHERE;

ATMOSPHERIC CHEMISTRY; HYDROXYL RADICAL;

ARTICLE; ATMOSPHERE; CHEMICAL COMPOSITION; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; DRY DEPOSITION; GAS ANALYSIS; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; OXIDATION; POLLUTION; REACTION ANALYSIS; STRUCTURE ANALYSIS; WET DEPOSITION;

CHLORINE; ENVIRONMENTAL POLLUTANTS; FLUOROCARBONS; HYDROXYL RADICAL; KINETICS; OXIDANTS; OXIDATION-REDUCTION;

EID: 32344444989     PISSN: 0013936X     EISSN: None     Source Type: Journal    
DOI: 10.1021/es051362f     Document Type: Article

References (31)

1. Giesy, J. P.; Kannan, K. Global distribution of perfluorooctane sulfonate in wildlife. Environ. Sci. Technol. 2001, 35, 1339-1342.
2. Martin, J. W.; Smithwick, M. M.; Braune, B. M.; Hoekstra, P. F.; Muir, D. C. G.; Mabury, S. A. Identification of long-chain perfluorinated acids in biota from the Canadian Arctic. Environ. Sci. Technol. 2004, 38, 373-380.
3. Martin, J. W.; Mabury, S. A.; Solomon, K. R.; Muir, D. C. G. Dietary accumulation of perfluorinated acids in juvenile rainbow trout (Oncorhynchus mykiss). Environ. Toxicol. Chem. 2003, 22, 189-195.
4. Martin, J. W.; Whittle, M.; Muir, D. C. G.; Mabury, S. A. Perfluoroalkyl contaminants in a foodweb from Lake Ontario. Environ. Sci. Technol. 2004, 38, 5379-5385.
5. Li, Y. F.; Macdonald, R. W.; Jantunen, L. M. M.; Harner, T.; Bidleman, T. F.; Strachan, W. M. J. The transport of β-hexachlorocyclohexane to the western Arctic Ocean: a contrast to α-HCH. Sci. Total Environ. 2002, 291, 229-246.
6. Martin, J. W.; Muir, D. C. G.; Solomon, K. R.; Moody, C. A.; Ellis, D. A.; Kwan, W.; Mabury, S. A. Collection of airborne fluorinated organics and analysis by gas chromatography-chemical ionization-mass spectrometry. Anal. Chem. 2001, 74, 584-590.
7. Ellis, D. A.; Martin, J. W.; De Silva, A. O.; Mabury, S. A.; Hurley, M. D.; Andersen, M. P. S.; Wallington, T. J. Degradation of fluorotelomer alcohols: a likely atmospheric source of perfluorinated carboxylic acids. Environ. Sci. Technol. 2004, 38, 3316-3321.
8. 3M Company, Fluorochemical Use, Distribution, and Release Overview. Submitted to U.S. Environmental Protection Agency (AR-226-0550), 1999.
9. Ellis, D. A.; Martin, J. W.; Mabury, S. A.; Hurley, M. D.; Andersen, M. P. S.; Wallington, T. J. Atmospheric lifetime of fluorotelomer alcohols. Environ. Sci. Technol. 2003, 37, 3816-3820.
10. 2. Chem. Phys. Lett. 1993, 211, 41-47.
11. 2. J. Phys. Chem. 1983, 87, 3572-3578.
12. Sorensen, M.; Kaiser, E. W.; Hurley, M. D.; Wallington, T. J.; Nielsen, O. J. Kinetics of the reaction of OH radicals with acetylene in 25-8000 Torr of air at 296 K. Int. J. Chem. Kinet. 2003, 35, 191-197.
13. Singh, H. B.; Thakur, A. N.; Chen, Y. E.; Kanakidou, M. Tetrachloroethylene as an indicator of low Cl atom concentrations in the troposphere. Geophys. Res. Lett. 1996, 23, 1529-1532.
14. Lawrence, M. G.; Joeckel, P.; von Kuhlmann, R. What does the global mean OH concentration tell us? Atmos. Chem. Phys. 2001, 1, 37-49.
15. 2H: Reaction with Cl Atoms and OH Radicals, Degradation Mechanism, Global Warming Potentials, and Empirical Relationship between k(OH) and k(Cl) for Organic Compounds. J. Phys. Chem. A 2005, 109, 3926-3934.
16. Shoeib, M.; Harner, T.; Ikonomou, M.; Kannan, K. Indoor and outdoor air concentrations and phase partitioning of some perfluoroalkyl sulfonamides and polybrominated diphenyl ethers. Environ. Sci. Technol. 2004, 38, 1313-1320.
17. Lei, Y. D.; Wania, F.; Mathers, D.; Mabury, S. A. Determination of Vapor Pressures, Octanol-Air, and Water-Air Partition Coefficients for Polyfluorinated Sulfonamide, Sulfonamidoethanols, and Telomer Alcohols. J. Chem. Eng. Data 2004, 49, 1013-1022.
18. Mackay, D.; Shiu, W. Y.; Ma, K. C. Henry's Law Constant. In Property estimation methods for chemicals; Boethling, R. S., Mackay, D., Eds.; Lewis Publishers: New York, 2000; pp 69-87.
19. Signorelli, M.; Christensen, L.; Marquis, P. Determination of Vapor Pressure Curve by Dynamic Method for U1464 (ET POSA). Submitted by 3M Company to U.S. Environmental Protection Agency Administration, Record AR226-0335, 1998.
20. 3M Company. 3M Report: Bioaccumulation Studies. Submitted to U.S. Environmental Protection Agency, Administrative Record AR226-0970, 1993.
21. Brimblecombe, P.; Dawson, G. A. Wet removal of highly soluble gases. J. Atmos. Chem. 1984, 2, 95-107.
22. Shepson, P. B.; Mackay, E.; Muthuramu, K. Henry's Law Constants and Removal Processes for Several Atmospheric β-Hydroxy Alkyl Nitrates. Environ. Sci. Technol. 1996, 30, 3618-3623.
23. van Pul, W. A. J.; de Leeuw, J. A.; van der Gaag, M. A.; Sliggers, C. J. The potential for long-range transboundary atmospheric transport. Chemosphere 1998, 37, 113-141.
24. Anderson, P. N.; Hites, R. A. System to Measure Relative Rate Constants of Semivolatile Organic Compounds with Hydroxyl Radicals. Environ. Sci. Technol. 1996, 30, 301-306.
25. Finlayson-Pitts, B. J.; Pitts, J. N. J. Chemistry of the Upper and Lower Atmosphere: Theory, Experiments, and Applications; Academic Press: San Diego, CA, 1999.
26. Woodrow, J. E.; Crosby, D. G.; Mast, T.; Moilanen, K. W.; Seiber, J. N. Rates of transformation of trifluralin and parathion vapors in air. J. Agric. Food Chem. 1978, 26, 1312-1316.
27. 2 radicals with oxygen using FTIR product analysis. J. Geophys. Res. [Atmos.] 1991, 96, 20761-20768.
28. De Silva, A. O.; Mabury, S. A. Isolating isomers of perfluorocarboxylates in polar bears (Ursus maritimus) from two geographical locations. Environ. Sci. Technol. 2004, 38, 6538-6545.
29. Barone, S. B.; Turnipseed, A. A.; Ravishankara, A. R. Role of adducts in the atmospheric oxidation of dimethyl sulfide. Faraday Discuss. 1995, 100, 39-54.
30. Bates, T.; Calhoun, J.; Quinn, P. Variations in the methane-sulfonate to sulfate molar ratio in submicrometer marine aerosol particles over the South Pacific Ocean. J. Geophys. Res. 1992, 97, 9859-9865.
31. Campolongo, F.; Saltelli, A.; Jensen, N. R.; Wilson, J.; Hjorth, J. The role of multiphase chemistry in the oxidation of dimethyl sulfide (DMS). A latitude dependent analysis. J. Atmos. Chem. 1999, 32, 327-356.