Reactions of the flavonoid hesperetin with chlorine: A spectroscopic study of the reaction pathways

Environmental Science and Technology

Volumn 38, Issue 17, 2004, Pages 4603-4611

  Lu, Junhe ^a   Benjamin, Mark M ^a   Korshin, Gregory V ^a   Gallard, Hervé ^b  

^a University of Washington   (United States)

^b UNIVERSITÉ DE POITIERS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATICITY; MOLAR RATIO; ORGANIC MATTER;

ABSORPTION SPECTROSCOPY; AROMATIC COMPOUNDS; CARBON; CHLORINATION;

CHLORINE;

ACTIVATED CARBON; AROMATIC COMPOUND; CHLORINE; FLAVONOID; HESPERETIN; HYDROXYL GROUP; METHOXYL GROUP; ORGANIC MATTER; OXYGEN; UNCLASSIFIED DRUG;

CHEMICAL REACTION; CHLORINE;

ABSORPTION SPECTROPHOTOMETRY; ACIDITY; AQUEOUS SOLUTION; ARTICLE; CHLORINATION; ELECTROSPRAY MASS SPECTROMETRY; REACTION ANALYSIS; SPECTROSCOPY; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION; TANDEM MASS SPECTROMETRY;

CHLORINE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HESPERIDIN; HYDROGEN-ION CONCENTRATION; MASS SPECTROMETRY; MODELS, CHEMICAL; MOLECULAR STRUCTURE; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION; SPECTROPHOTOMETRY, ULTRAVIOLET; WATER PURIFICATION;

EID: 4444226014     PISSN: 0013936X     EISSN: None     Source Type: Journal    
DOI: 10.1021/es049575c     Document Type: Article

References (22)

1. Reckhow, D. A.; Singer, P. C.; Malcolm, R. L. Environ. Sci. Technol., 1990, 24, 1655-1664.
2. Harrington, G. W.; Bruchet, A.; Rybacki, D.; Singer, P. C. 1996. Characterization of natural organic matter and its reactivity with chlorine. In Water Disinfection and Natural Organic Matter: Characterization and Control; Minear, R. A., Amy, G. L., Eds.; ACS Symposium Series 649, Am. Chem. Soc., Washington, DC, pp 138-158.
3. Chaidou, C. I.; Georgakilas, V. I.; Stalikas, C.; Saraci, M.; Lahaniatis, E. S. Chemosphere 1999, 39, 587.
4. Gallard, H.; Von Gunten, U. Environ. Sci. Technol. 2002, 36, 884.
5. Rios, R. V. R. A.; daRocha, L. L.; Vieira, T. G.; Lago, R. M.; Augusti, R. J. Mass Spectrom. 2000, 35, 618.
6. Rook, J. J. Environ. Sci. Technol. 1977, 11, 478.
7. Boyce, S. D.; Hornig, J. F. Environ. Sci. Technol. 1983, 17, 202.
8. Reckhow, D. A.; Singer, P. C. Mechanisms of Organic Halide Formation During Fulvic Acid Chlorination and Implications with Respect to Preozonation. In Water Chlorination: Environmental Impact and Health Effects; Jolley, R. L., Bull, R. J., David, W. P., Katz, S., Roberts, M. H., Jr., Jacobs, V. A. Eds.; Lewis Publishers: Chelsea MI, 1985, Vol. 5, pp 1229-1257.
9. Croué, J. P.; Korshin, G. V.; Leenheer, J. A.; Benjamin, M. M. Characterization of Natural Organic Matter in Drinking Water, AWWA Research Foundation and American Water Works Association: Denver, CO, 2000.
10. Larson, R. A.; Weber, E. J. Reaction Mechanisms in Environmental Organic Chemistry, Lewis Publishers: Boca Raton, FL, 1994.
11. th Ed.; APHA, AWWA, and WEF: Washington, DC, 1995.
12. Alemán, C.; Ishiki, H. M. J. Org. Chem. 1999, 64, 1768-1769.
13. McLafferty, F. W.; Turecek, F. Interpretation of Mass Spectra; University Science Books, Mill Valley, 1993.
14. Weintraub, R. A.; Ameer, B.; Johnson, J. V.; Yost, R. A. J. Agric. Food Chem. 1995, 43, 1966-1968.
15. Jovanovic S. V.; Steenken S.; Tosic M.; Marjanovic B.; Simic M. G. J. Am. Chem. Soc. 1994, 116, 4846-4851.
16. Lemanska, K.; Szymusiak, H.; Tyrakowska, B.; Zielinski, R.; Soffers, A. E. M. F.; Rietjens, I. M. C. M. Free Radical Biol. Med. 2001, 31, 7, 869-881.
17. Brittain, J. M.; de la Mare, P. B. In The Chemistry of Functional Groups. Supplement D; Patai, D. S.; Rappoport, Z., Eds.; John Wiley and Sons: New York, 1983; Chapter 12, pp 481-548.
18. Korshin, G. V.; Benjamin; M. M.; Xiao, H.-B. Acta Hydrochim. Hydrobiol. 2001, 28, 378.
19. Sadtler Research Laboratories. Sadtler Ultraviolet (Non-Polar) Spectra; The Laboratories: Philadelphia, PA, 1975.
20. Christman, R. F.; Johnson, J. D.; Hass, J. R.; Pfaender, F. K.; Liaw, W. T.; Morwood, D. L.; Alexander, J. J. In Water Chlorination: Environmental Impact and Health Effects; Jolley, R. L., Gorchev, H., Hamilton, D. H., Eds.; Ann Arbor Science Publishers: Ann Arbor, MI, 1978; Vol. 2, pp 15-28.
21. Rebenne, L. M.; Gonzalez, A. C.; Olson, T. M. Environ. Sci. Technol. 1996, 30, 2235.
22. Heasley, L.; Burns, M. D.; Kemalyan, N.; McKee, T. C.; Schroeter, H.; Teegardern, B. R.; Whitney, S. E.; Wershaw. R. L. Environ. Toxicol. Chem. 1989, 8, 1159.