The Henry's law constants of the haloacetic acids

Journal of Atmospheric Chemistry

Volumn 29, Issue 1, 1998, Pages 85-107

  Bowden, D J ^a   Clegg, S L ^a   Brimblecombe, P ^a  

^a UNIVERSITY OF EAST ANGLIA   (United Kingdom)

Author keywords

Aerosol; Bromoacetic acid; Chloro difluoroacetic acid; Chloroacetic acid; Dibromoacetic acid; Dichloroacetic acid; Difluoroacetic acid; Fluoroacetic acid; Henry's law; Solubility; Tribromoacetic acid; Trichloroacetic acid; Trifluoroacetic acid

Indexed keywords

ACETIC ACID; BROMOACETIC ACID; CARBOXYLIC ACID; CHLOROACETIC ACID; FLUOROACETIC ACID; HALOGEN; RAIN; TRICHLOROACETIC ACID; TRIFLUOROACETIC ACID;

AEROSOL; ATMOSPHERIC CHEMISTRY; CLOUD; FOG; HALOACETIC ACID; HENRY'S LAW;

ARTICLE; CHEMICAL STRUCTURE; CLOUD; DISSOLUTION; ENVIRONMENTAL TEMPERATURE; FOG; PH; PHOTOCHEMISTRY; SOLUBILITY;

EID: 0031931123     PISSN: 01677764     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1005899813756     Document Type: Article

References (55)

1. AFEAS (Alternative Fluorocarbons Acceptability Study), 1994: AFEAS Workshop on the Environmental Fate of Trifluoroacetic Acid, Miami Beach, FL.
2. Bell, R. P. and Kuhn, A. T., 1963: Dissociation constants of some acids in deuterium oxide, Trans. Faraday Soc. 59, 1789-1793.
3. Bonner, O. D., Jackson, R., and Rogers, O. C., 1962: Determining ionization constants from ion exchange equilibrium measurements, J.Chem. Educ. 39, 37-39.
4. Bowden, D. J., Clegg, S. L., and Brimblecombe, P., 1996: The Henry's law constant of trifluoroacetic acid and its partitioning into liquid water in the atmosphere, Chemosphere 32, 405-420.
5. Bowden, D. J., Clegg, S. L., and Brimblecombe, P., 1997: The Henry's law constant of trichloroacetic acid, Water, Air Soil Pollut., in press.
6. Bowden, K., Hardy, M., and Parkin, D. C., 1968: The transmission of polar effects. Part V. The kinetics of esterification with dazodiphenylmethane and the ionization of substituted acetic and propionic acids in several solvents, Can. J. Chem. 46, 2929-2940.
7. Brimblecombe, P. and Dawson, G. A., 1984: Wet removal of highly soluble gases, J.Atmos. Chem. 2, 95-107.
8. 2O, including solubilities of HBr, from 328 K to < 200 K, J.Phys. Chem. 99, 11557-11574.
9. Clegg, S. L. and Brimblecombe, P., 1985: The Henry's law constant of methanesulphonic acid and its implications for atmospheric chemistry, Environ. Technol. Lett. 6, 269-278.
10. 3, Atmos. Environ. 22, 91-100.
11. Clegg, S. L., Pitzer, K. S., and Brimblecombe, P., 1992: Thermodynamics of multicomponent, miscible, ionic solutions. II. Mixtures including unsymmetrical electrolytes, J.Phys. Chem. 96, 9470-9479; 1994, 98, 1368; 1995, 99, 6755.
12. Clegg, S. L., Pitzer, K. S., and Brimblecombe, P., 1992: Thermodynamics of multicomponent, miscible, ionic solutions. II. Mixtures including unsymmetrical electrolytes, J.Phys. Chem. 96, 9470-9479; 1994, 98, 1368; 1995, 99, 6755.
13. Clegg, S. L., Pitzer, K. S., and Brimblecombe, P., 1992: Thermodynamics of multicomponent, miscible, ionic solutions. II. Mixtures including unsymmetrical electrolytes, J.Phys. Chem. 96, 9470-9479; 1994, 98, 1368; 1995, 99, 6755.
14. Clegg, S. L. and Whitfield, M., 1991: Activity coefficients in natural waters, in K. S. Pitzer (ed.), Activity Coefficients in Electrolyte Solutions, CRC Press, Boca Raton, FL, Chap. 6.
15. Crafts, A. S. and Robbins, P., 1962: Weed Control, McGraw-Hill, New York.
16. Dawson, H. M. and Lowson, W., 1929: Acid and salt effects in catalysed reactions. Part XX. The ionisation of acids in salt solutions, J.Chem. Soc. 1217-1229.
17. Dean, J. A. and Lange, N. A., 1992: Lange's Handbook of Chemistry, 14th edn, McGraw-Hill, New York.
18. Dictionary of Organic Compounds, 1982: Vol. 5, Chapman and Hall, London.
19. Frank, H., Klein, A., and Renschen, D., 1996: Environmental trifluoroacetate, Nature 382, 34.
20. Frank, H., Renschen, D., Klein, A., and Scholl, H., 1995: Trace analysis of airborne haloacetates, J.High Resol. Chromatogr. 18, 83-88.
21. Grosselin R. E., Smith R. P., and Hodge N. C., 1984: Clinical Toxicology of Commercial Products, Williams and Wilkins, Baltimore.
22. Harned, H. S. and Ehlers, R. W., 1933: The dissociation constant of acetic acid from 0° to 60 °C, J.Am. Chem. Soc. 55, 652-656.
23. Harned, H. S. and Hawkins, J. E., 1928: The catalysis of ethyl formate by monochloro-acetic acid and ethyl acetate by dichloro-acetic acid in neutral salt solutions, J.Am. Chem. Soc. 50, 85-93.
24. Hine, J. and Mookerjee, P. K., 1975: The intrinsic hydrophilic character of organic compounds. Correlations in terms of structural contributions, J.Org. Chem. 40, 292-298.
25. Ives, D. J. G. and Pryor, J. H., 1955: The conductometric evaluation of the ionisation functions of the monohalogenoacetic acids, J.Chem. Soc., 2104-2114.
26. Juuti, S., Norokorpi, Y., Helle, T., and Ruuskanen, J., 1996: Trichloroacetic acid in conifer needles and arboreal lichens in forest environments, Sci. Total Environ. 180, 117-124.
27. Kendall, J. and King, C. V., 1925: Additive compounds in the ternary system: Ester - acid - water, J.Chem. Soc., 1778-1791.
28. 6) carboxylic acids. Experimental determination of equilibrium vapour pressures above pure aqueous and salt solutions, J. Atmos. Chem. 22, 285-302.
29. Klotz, I. M. and Rosenberg, R. M., 1972: Chemical Thermodynamics, Basic Theory and Methods, Benjamin/Cummings, Menlo Park, CA.
30. Kolenbrander, J., 1995: Estimating Physico-Chemical Properties of Organic Compounds Using DESOC, Stanford University Bookstore, Stanford, CA.
31. Kurz, J. L. and Farrar, J. M., 1969: The entropies of dissociation of some moderately strong acids, J.Am. Chem. Soc. 91, 6057-6062.
32. Lindstrom, K. and Osterberg, F., 1986: Chlorinated carboxylic acids in softwood Kraft pulp spent bleach liquors, Environ. Sci. Technol. 20, 133-138.
33. Long, F. A. and McDevit, W. F., 1952: Activity coefficients of nonelectrolyte solutes in aqueous salt solutions, Chem. Rev. 51, 119-169.
34. Macaskill, J. B. and Bates, R. G., 1983: Osmotic coefficients and activity coefficients of aqueous hydrobromic acid at 25 °C, J.Soln. Chem. 12, 607-619.
35. 2O, J. Phys. Chem. 66, 429-433.
36. Metzler, D. E., 1977: Biochemistry. The Chemical Reactions of Living Cells, Academic Press, New York.
37. Meylan, W. H. and Howard, P. H., 1991: Bond contribution method for estimating Henry's law constants, Environ. Toxicol. Chem. 10, 1283-1293.
38. Miller, J. W. and Uden, P. C., 1983: Characterisation of nonvolatile aqueous chlorination products of humic substances, Environ. Sci. Technol. 17, 150-157.
39. Pitzer, K. S., 1995: Chemical Thermodynamics, McGraw-Hill, New York.
40. Pitzer, K. S., 1991 : Ion interaction approach: theory and data correlation, in K. S. Pitzer (ed.), Activity Coefficients in Electrolyte Solutions, CRC Press, Boca Raton, FL, Chap. 3.
41. Plumacher, J. and Renner, I., 1993: Determination of volatile chlorinated hydrocarbons and trichloroacetic acid in conifer needles by headspace gas chromatography, Fresenius J. Anal. Chem. 347, 129-135.
42. Randall, M. and Failey, C. F., 1927: Activity coefficients of the undissociated part of weak electrolytes, Chem. Rev. 4, 291-318.
43. Reimann, S., Grob, K. and Frank, H., 1996: Chloroacetic acids in rainwater, Environ. Sci. Technol. 30, 2340-2344.
44. Rodriguez, J. M., Ko, M. K. W., Sze, N. D., and Heisey, C. W., 1993: Two-dimensional assessment of the degradation of HFC-134a: tropospheric accumulations and deposition of trifluoroacetic acid, in Kinetics and Mechanisms for the Reactions of Halogenated Organic Compounds in the Troposphere, STEP-HALOCSIDE/AFEAS Workshop, pp. 104-112.
45. Russell, C. J., Dixon, S. L., and Jurs, P. C., 1992: Computer assisted study of the relationship between molecular structure and Henry's law constant, Anal. Chem. 64, 1350-1355.
46. Saxena, P. and Hildemann, L. M., 1996: Water-soluble organics in atmospheric particle - a critical review of the literature and application of thermodynamics to identify candidate compounds, J.Atmos. Chem. 24, 57-109.
47. Saxton, B. and Langer, T. W., 1933: The ionization constant of monochloroacetic acid, at 25 °C, from conductance measurements, J.Am. Chem. Soc. 55, 3638-3645.
48. Shmidt, L. L., 1960: Total and partial vapour pressure of chloroacetic acid solutions in water, Tr. Talinsk. Politekhn. Inst. Ser. A, 221-244.
49. Staudinger, J. and Roberts, P. V., 1996: A critical review of Henry's law constants for environmental applications, Crit. Rev. Environ. Sci. Technol. 26, 205-297.
50. Suzuki, T., Ohtaguchi, K., and Koide, K., 1992: Application of principal components analysis to calculate Henry's constant from molecular structure, Computers Chem. 16, 41-52.
51. Tromp, T. K., Ko, M. K. W., Rodriguez, J. M., and Sze, N. D., 1995: Potential accumulation of CFC-replacement degradation product in seasonal wetlands, Nature 376, 327-330.
52. Tromp, T. K., Rodriguez, J. M., Ko, M. K. W., Heisey, C. W., and Sze, N. D., 1994: Scenarios for delivery of TFA to the global environment: model predictions of environmental load, in AFEAS Workshop on the Environmental Fate of Trifluoroacteic Acid, Miami Beach, FL.
53. Weast R. C., 1988: CRC Handbook of Chemistry and Physics, CRC Press, Boca Raton, FL.
54. Williams, D. T., Le Bel, G. L., and Benoit, F. M., 1997: Disinfection by-products in Canadian drinking water, Chemosphere 34, 299-316.
55. 3CCl and their degradation products against dissolution and/or degradation in seawater and cloud water, in Scientific Assessment of Stratospheric Ozone: 1989, WMO Global Ozone Research and Monitoring Project, Report No. 20, Vol. II, pp. 273-298.