Kinetics and mechanisms of formation of bromophenols during drinking water chlorination: Assessment of taste and odor development

Water Research

Volumn 39, Issue 13, 2005, Pages 2979-2993

  Acero, Juan L ^a,c   Piriou, Philippe ^b   Von Gunten, Urs ^a  

^a SWISS FEDERAL INSTITUTE OF AQUATIC SCIENCE AND TECHNOLOGY   (Switzerland)

^b CIRSEE   (France)

^c UNIVERSITY OF EXTREMADURA   (Spain)

Author keywords

Bromination; Bromophenols; Chlorination; Chlorophenols; Drinking water; Kinetics; Phenol; Taste and odor

Indexed keywords

CHLORINATION; CHLORINE; CONCENTRATION (PROCESS); MATHEMATICAL MODELS; OPTIMIZATION; POTABLE WATER; RATE CONSTANTS; WATER TREATMENT;

BROMOPHENOLS; HALOPHENOLS; ODOR THRESHOLD CONCENTRATIONS (OTC); SECOND-ORDER RATE CONSTANTS;

PHENOLS;

AMMONIA; BROMIDE; BROMINE; CHLORINE; DRINKING WATER; HALOPHENOL; PHENOL; PHENOL DERIVATIVE;

BROMINE; CHLORINATION; DRINKING WATER; ODOR; WATER TREATMENT;

ARTICLE; BROMINATION; CALCULATION; CHEMICAL REACTION; CHLORINATION; COMPARATIVE STUDY; CONCENTRATION (PARAMETERS); KINETICS; ODOR; PH MEASUREMENT; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; QUANTITATIVE STRUCTURE ACTIVITY RELATION; TASTE; WATER QUALITY;

EID: 18244385800     PISSN: 00431354     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.watres.2005.04.055     Document Type: Article

References (30)

1. J.L. Acero, K. Stemmler, and U. von Gunten Degradation kinetics of atrazine and its degradation products with ozone and OH radicals: a predictive tool for drinking water treatment Environ. Sci. Technol. 34 2000 591 597
2. J.L. Acero, S.B. Haderlein, T.C. Schmidt, M.J.F. Suter, and U. von Gunten MTBE oxidation by conventional ozonation and the combination ozone/hydroyen peroxide: efficiency of the processes and bromate formation Environ. Sci. Technol. 35 2001 4252 4259
3. A. Albert, and E.P. Serjeant The Determination of Ionization Constants: A Laboratory Manual 3rd ed 1984 Chapman & Hall New York
4. Y. Bichsel, and U. von Gunten Formation of iodo-trihalomethanes during disinfection and oxidation of iodide-containing waters Environ. Sci. Technol. 34 2000 2784 2791
5. W. Braun, J.T. Herron, and D.K. Kahanar Acuchem: a computer program for modeling complex reaction systems Int. J. Chem. Kinet. 20 1988 51 62
6. R.L. Burtschell, A.A. Rosen, F.M. Middleton, and M.B. Ettinger Chlorine derivatives of phenol causing taste and odor J. Am. Water Works Assoc. 51 2 1959 205 214
7. S. Canonica, and P.G. Tratnyek Quantitative structure-activity relationships for oxidation reactions of organic chemicals in water Environ. Toxicol. Chem. 22 2003 1743 1774
8. R.F. Christman, D.L. Norwood, D.S. Millington, J.D. Johnson, and A.A. Stevens Identity and yields of major halogenated products of aquatic fulvic acid chlorination Environ. Sci. Technol. 17 1983 625 628
9. Echigo, S., Minear, R.A., 2004. Kinetics of the reaction of hypobromous acid and phenolic compounds, in preparation.
10. H. Gallard, and U. von Gunten Chlorination of phenols: kinetics and formation of chloroform Environ. Sci. Technol. 36 2002 884 890
11. H. Gallard, F. Pellizzari, J.P. Croue, and B. Legube Rate constants of reactions of bromine with phenols in aqueous solution Water Res. 37 2003 2883 2892
12. C. Hansch, A. Leo, and R.W. Taft A survey of Hammett substituent constants and resonance and field parameters Chem. Rev. 91 1991 165 195
13. K. Kumar, and D.W. Margerum Kinetics and mechanism of general-acid-assisted oxidation of bromide by hypochlorite and hypochlorous acid Inorg. Chem. 26 1987 2706 2711
14. C.F. Lee Kinetics and reactions between chlorine and phenolic compounds S.D. Faust J.V. Junter Principles and Applications of Water Chemistry 1967 Wiley New York 54 74
15. D.W. Margerum, E.T. Gray Jr., and R.P. Huffman Chlorination and the formation of N-chloro compounds in water treatment F.E. Brinckman J.M. Bellama Organometals and Organometaloids: Occurrence and Fate in the Environment 1978 ACS Books Washington, DC 278 291
16. J.C. Morris, and R.A. Isaac A critical review of kinetic and thermodynamic constants for the aqueous chlorine-ammonia system R.L. Jolley W.A. Brungs J.A. Cotruvo R.B. Cummings J.S. Mattice V.A. Jacobs Water Chlorination: Environmental Impact and Health Effects vol. 4 1981 Ann Arbor Science Ann Arbor, MI 49 62
17. B.G. Oliver Dihaloacetonitriles in drinking water: algae and fulvic acid as precursors Environ. Sci. Technol. 17 1983 80 83
18. U. Pinkernell, and U. von Gunten Bromate minimization during ozonation: mechanistic considerations Environ. Sci. Technol. 35 2001 2525 2531
19. U. Pinkernell, B. Nowack, H. Gallard, and U. von Gunten Methods for the photometric determination of reactive bromine and chlorine species with ABTS Water Res. 34 2000 4343 4350
20. Piriou, P., 2004. Personal communication.
21. M. Rebenne, A.C. Gonzalez, and T.M. Olson Aqueous chlorination kinetics and mechanism of substituted dihydroxybenzenes Environ. Sci. Technol. 37 1996 2235 2242
22. J.J. Rook Formation haloforms during chlorination of natural waters Water Treat. Examination 2 1974 234 243
23. E.P. Serjeant, and B. Dempsey Ionization Constants of Organic Acids in Aqueous Solution (Compiled for IUPAC) 1979 Pergamon Oxford
24. I.H. Suffet, A. Corado, and D. Khiari Brominated organic compounds and taste and odors in water supplies Water Supply 13 1995 85 99
25. O.S. Tee, M. Paventi, and J.M. Bennett Kinetics and mechanism of the bromination of phenols and phenoxide ions in aqueous solution. Diffusion-controlled rates J. Am. Chem. Soc. 111 1989 2233 2240
26. P.G. Tratnyek, and J. Hoigne Kinetics of reactions of chlorine dioxide (OClO) in water-II. Quantitative structure-activity relationships for phenolic compounds Water Res. 28 1994 57 66
27. R.C. Troy, and D.W. Margerum Nonmetal redox kinetics-hypobromite and hypobromous acid reactions with iodide and with sulfite and the hydrolysis of bromosulfate Inorg. Chem. 30 1991 3538 3543
28. USEPA, 2000. Method 628: Determination of phenols in drinking water by solid phase extraction and capillary column gas chromatography/mass spectrometry (GC/MS). April 2000, Cincinnati, OH.
29. J.E. Wajon, and J.C. Morris Rates of formation of N-bromo amines in aqueous solution Inorg. Chem. 21 1982 4258 4263
30. F.B. Whitfield Chemistry of off-flavours in marine organisms Water Sci. Technol. 20 8/9 1988 63 74