Formation of trichloronitromethane and dichloroacetonitrile in natural waters: Precursor characterization, kinetics and interpretation

Journal of Hazardous Materials

Volumn 283, Issue , 2015, Pages 218-226

  Chuang, Yi Hsueh ^a   Tung, Hsin Hsin ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

4 Hydroxybenzaldehyde; Chloramines; Disinfection byproducts; Haloacetonitriles; Trichloronitromethane; Tyrosine

Indexed keywords

AMINATION; AMINES; AMINO ACIDS; BIOLOGICAL MATERIALS; BYPRODUCTS; DISINFECTION; KINETICS; NITROGEN; WATER ANALYSIS; WATER POLLUTION CONTROL;

4-HYDROXYBENZALDEHYDE; CHLORAMINES; DISINFECTION BY-PRODUCT; HALOACETONITRILES; TRICHLORONITROMETHANE; TYROSINE;

REACTION KINETICS;

4 HYDROXYBENZALDEHYDE; ALDEHYDE; CHLORAMINE DERIVATIVE; CHLOROACETONITRILE; CHLOROPICRIN; DICHLOROACETONITRILE; DISSOLVED ORGANIC MATTER; DISSOLVED ORGANIC NITROGEN; HYDROXYL GROUP; NATURAL ORGANIC MATTER; NITROGEN; NITROGEN 15; ORGANIC NITROGEN; TOSYLCHLORAMIDE SODIUM; TYROSINE; UNCLASSIFIED DRUG; WATER; ACETONITRILE DERIVATIVE; CHLORINATED HYDROCARBON; WATER POLLUTANT;

AMINO ACID; DISINFECTION; DISSOLVED ORGANIC NITROGEN; HALOGENATED HYDROCARBON; METHANE; ORGANIC MATTER; ORGANIC NITROGEN COMPOUND; OXIDATION; REACTION KINETICS; REACTION RATE;

ARTICLE; CHEMICAL REACTION; CHEMICAL REACTION KINETICS; CHLORAMINATION; CHLORINATION; DECARBOXYLATION; DISINFECTION; OXIDATION REDUCTION POTENTIAL; PRECURSOR; ANALYSIS; ENVIRONMENTAL MONITORING; KINETICS; PROCEDURES; WATER MANAGEMENT; WATER POLLUTANT;

ACETONITRILES; DISINFECTION; ENVIRONMENTAL MONITORING; HYDROCARBONS, CHLORINATED; KINETICS; WATER POLLUTANTS, CHEMICAL; WATER PURIFICATION;

EID: 84945967663     PISSN: 03043894     EISSN: 18733336     Source Type: Journal    
DOI: 10.1016/j.jhazmat.2014.09.026     Document Type: Article

References (27)

1. S.D. Richardson, M.J. Plewa, E.D. Wagner, R. Schoeny, D.M. DeMarini, Occurrence, genotoxicity, and carcinogenicity ofregulated and emerging disinfection by-productsin drinking water: A review and roadmap for research, Mutat. Res. Rev. Mutat. 636 (2007) 178-242.
2. M.G. Muellner, E.D. Wagner, K. McCalla, S.D. Richardson, Y.T. Woo, M.J. Plewa, Haloacetonitriles vs. regulated haloacetic acids: Are nitrogen-containing DBPs more toxic? Environ. Sci. Technol. 41 (2007) 645-651.
3. M.J. Plewa, E.D. Wagner, P.Jazwierska, S.D. Richardson, P.H. Chen, A.B. McKague, Halonitromethane drinking water disinfection byproducts: Chemical charac-terization and mammalian cell cytotoxicity and genotoxicity, Environ. Sci. Technol. 38 (2004) 62-68.
4. A.D. Shah, W.A. Mitch, Halonitroalkanes, halonitriles, haloamides, and N-nitrosamines: A critical review of nitrogenous disinfection byproduct for-mation pathways, Environ. Sci. Technol. 46 (2012) 119-131.
5. T. Bond, M.R. Templeton, N. Graham, Precursors of nitrogenous disinfection by-products in drinking water-a critical review and analysis, J. Hazard.-Mater. 235-236 (2012) 1-16.
6. J.Hu, H. Song, J.W. Addison, T.Karanfil, Halonitromethane formation potentials in drinking waters, Water Res. 44 (2010) 105-114.
7. X. Yang, Q. Shen, W. Guo, J. Peng, Y. Liang, Precursors and nitrogen origins of trichloronitromethane and dichloroacetonitrile during chlorina-tion/chloramination, Chemosphere 88 (2012) 25-32.
8. M. Deborde, U. von Gunten, Reactions of chlorine with inorganic and organic compounds during water treatment-kinetics and mechanisms: a critical review, Water Res. 42 (2008) 13-51.
9. X. Yang, C. Shang, Q.Q. Shen, B.Y. Chen, P. Westerhoff, J.F. Peng, W.H. Guo, Nitrogen origins and the role of ozonation in the formation of haloacetonitriles and halonitromethanes in chlorine water treatment, Environ. Sci. Technol. 46 (2012) 12832-12838.
10. J. Fang, X. Yang, J. Ma, C. Shang, Q. Zhao, Characterization of algal organic matter andformationofDBPsfromchlor(am)ination, WaterRes.44(2010)5897-5906.
11. Y.-H. Chuang, A.Y.-C. Lin, X.-H. Wang, H.-H. Tung, The contribution of dissolved organic nitrogen and chloramines to nitrogenous disinfection byproduct formation from natural organic matter, Water Res. 47 (2013) 1308-1316.
12. X. Yang, C. Fan, C. Shang, Q. Zhao, Nitrogenous disinfection byproducts formation and nitrogen origin exploration during chloramination of nitrogenous organic compounds, Water Res. 44 (2010) 2691-2702.
13. H. Huang, Q.-Y. Wu, H.-Y. Hu, W.A. Mitch, Dichloroacetonitrile and dichloroac-etamide can form independently during chlorination and chloramination of drinking waters, model organic matters, and wastewater effluents, Environ. Sci. Technol 46 (2012) 10624-10631.
14. S.W. Krasner, M.J. Sclimenti, Y.C. Guo, C.J. Hwang, P. Westerhoff, Develop-mentof DBP and nitrosamine formation potential tests for treated wastewater, reclaimed water, and drinking water, in: AWWA Water Quality Technology Conference, AWWA, Denver, CO, 2004.
15. S.W. Krasner, M.J. Sclimenti, W. Mitch, P. Westerhoff, A. Dotson, Using formation potential tests to elucidate the reactivity of DBP precursors with chlorine versus with chloramines, in: AWWA Water Quality Technology Conference, AWWA, Denver, CO, 2007.
16. A. Dotson, P.Westerhoff, S.Krasner, Nitrogen enriched dissolved organic matter (DOM) isolates and their affinity to form emerging disinfection by-products, Water Sci. Technol. 60 (2009) 135.
17. APHA, Standard Methods for The Examination of Water and Wastewa-ter, 20th ed., APHA, American Public Health Association, American Water Works Association & Water Environment Federation, Washington, DC, USA, 1998.
18. D.A. Reckhow, T.L. Platt, A.L. MacNeill, J.N. McClellan, Formation and degrada-tion of dichloroacetonitrile in drinking waters, J. Water Supply Res. T. 50 (2001) 1-13.
19. H. Gallard, U. von Gunten, Chlorination of natural organic matter: kinetics of chlorination and of THM formation, Water Res. 36 (2002) 65-74.
20. W.A. Mitch, I.M. Schreiber, Degradation of tertiary alkylamines during chlorination/chloramination: Implications for formation of aldehydes, nitriles, halonitroalkanes, and nitrosamines, Environ. Sci. Technol. 42 (2008) 4811-4817.
21. M.L. Trehy, R.A. Yost, C.J. Miles, Chlorination byproducts of amino acids in natural waters, Environ. Sci. Technol. 20 (1986) 1117-1122.
22. W.H. Chu, N.Y. Gao, S.W. Krasner, M.R. Templeton, D.Q. Yin, Formation of halo-genated C-, N-DBPs from chlor(am)ination and UV irradiation of tyrosine in drinking water, Environ. Pollut. 161 (2012) 8-14. rdous Materials 283 (2015) 218-226
23. D.L. Norwood, R.F. Christman, P.G. Hatcher, Structural characterization of aquatic humic material.2. Phenolic content and its relationship to chlorination mechanism in an isolated aquatic fulvic-acid, Environ. Sci. Technol. 21 (1987) 791-798.
24. S.D.Boyce, J.F.Hornig, Reaction pathways of trihalomethane formation from the halogenation of dihydroxyaromatic model compounds forhumic-acid, Environ. Sci. Technol. 17 (1983) 202-211.
25. R.F. Leo, E.S. Barghoor, Phenolic aldehydes-generation from fossil woods and carbonaceous sediments by oxidative degradation, Science 168 (1970) 582.
26. R.D.Hartley, H.Buchan, High-performance liquid-chromatography of phenolic-acids and aldehydes derived from plants orfrom the decomposition of organic-matter in soil, J. Chromatogr. 180 (1979) 139-143.
27. Y. Pan, X.R. Zhang, Four groups of new aromatic halogenated disinfection byproducts: effect ofbromide concentration ontheir formation and speciation in chlorinated drinking water, Environ. Sci. Technol. 47 (2013) 1265-1273.