Occurrence and formation of chloro- and bromo-benzoquinones during drinking water disinfection

Water Research

Volumn 46, Issue 14, 2012, Pages 4351-4360

  Zhao, Yuli ^a   Anichina, Janna ^a   Lu, Xiufen ^a   Bull, Richard J ^b   Krasner, Stuart W ^c   Hrudey, Steve E ^a   Li, Xing Fang ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

^b MoBull Consulting   (United States)

^c METROPOLITAN WATER DISTRICT OF SOUTHERN CALIFORNIA   (United States)

Author keywords

Disinfection byproducts; Drinking water; Formation; Halobenzoquinones; Occurrence

Indexed keywords

AMINES; BYPRODUCTS; CHLORINATION; DISINFECTION; EFFLUENTS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; OZONE; OZONE WATER TREATMENT; OZONIZATION; PHASE SEPARATION;

BENZOQUINONES; CHLORAMINATION; CHLORINATED DRINKING WATERS; DETECTION LIMITS; DISINFECTION BY-PRODUCT; DISINFECTION BYPRODUCTS; DRINKING WATER DISINFECTION; FORMATION; HALOBENZOQUINONE; OCCURRENCE;

POTABLE WATER;

1,4 BENZOQUINONE DERIVATIVE; 2,3 DIBROMO 5,6 DIMETHYL 1,4 BENZOQUINONE; 2,3,6 TRICHLORO 1,4 BENZOQUINONE; 2,5 DIBROMO 1,4 BENZOQUINONE; 2,6 DIBROMO 1,4 BENZOQUINONE; 2,6 DICHLORO 1,4 BENZOQUINONE; 2,6 DICHLORO 3 METHYL 1,4 BENZOQUINONE; 3 HYDROXYL 2,6 DICHLORO 1,4 BENZOQUINONE; BENZOQUINONE DERIVATIVE; BROMANIL; BROMIDE; CHLORINE; DISINFECTANT AGENT; DRINKING WATER; OZONE; PHENOL; TETRABROMO 1,2 BENZOQUINONE; TOSYLCHLORAMIDE SODIUM; UNCLASSIFIED DRUG;

AROMATIC HYDROCARBON; CANCER; CHLORINATION; CONCENTRATION (COMPOSITION); DISINFECTION; DRINKING WATER; EPIDEMIOLOGY; HYDROLYSIS; LIQUID CHROMATOGRAPHY; PHENOL; TOXICOLOGY;

ANALYTIC METHOD; ARTICLE; BIODEGRADATION; CANADA; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHLORAMINATION; CHLORINATION; CHLORINATION WITH CHLORAMINATION; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DISINFECTION; EFFLUENT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROLYSIS; LABORATORY; LIMIT OF DETECTION; LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY TANDEM MASS SPECTROMETRY; MOLECULAR STABILITY; OZONATION; OZONATION WITH CHLORAMINATION; PH; PRIORITY JOURNAL; SOLID PHASE EXTRACTION; SYNTHESIS; TANDEM MASS SPECTROMETRY; UNITED STATES; WASTE WATER TREATMENT PLANT; WATER MANAGEMENT; WATER SAMPLING;

EID: 84863541049     PISSN: 00431354     EISSN: 18792448     Source Type: Journal    
DOI: 10.1016/j.watres.2012.05.032     Document Type: Article

References (22)

1. Aceroa J.L., Pirioub P., von Gunten U. Kinetics and mechanisms of formation of bromophenols during drinking water chlorination: assessment of taste and odor development. Water Res. 2005, 39:2979-2993.
2. Bull R.J., Krasner S.W., Daniel P.A., Bull R.D. Health Effects and Occurrence of Disinfection By-Products 2001, AWWA Research Foundation, Denver CO.
3. Bull R.J., Reckhow D.A., Rotello V., Bull O.M., Kim J. Use of Toxicological and Chemical Models to Prioritize DBP Research 2006, AWWA Research Foundation and American Water Works Association, Denver CO.
4. Bull R.J., Reckhow D.A., Li X.-F., Humpage A.R., Joll C., Hrudey S.E. Potential carcinogenic hazards of non-regulated disinfection by-products: haloquinones, halo-cyclopentene and cyclohexene derivatives, N-halamines, halonitriles, and heterocyclic amines. Toxicology 2011, 286:1-19.
5. Costet N., Villanueva C.M., Jaakkola J.J.K., Kogevinas M., Cantor K.P., King W.D., Lynch C.F., Nieuwenhuijsen M.J., Cordier S. Water disinfection by-products and bladder cancer: is there a European specificity? A pooled and meta-analysis of European case - control studies. Occup. Environ. Med. 2011, 68:379-385.
6. Grellier J., Bennett J., Patelarou E., Smith R.B., Toledano M.B., Rushton L., Briggs D.J., Nieuwenhuijsen M.J. Exposure to disinfection by-products, fetal growth, and prematurity: a systematic review and meta-analysis. Epidemiology 2010, 21:300-313.
7. Heasley V.L., Fisher A.M., Herman E.E., Jacobsen F.E., Miller E.W., Ramirez A.M., Royer N.R., Whisenand J.M., Zoetewey D.L., Shellhamer D.F. Investigations of the reactions of monochloramine and dichloramine with selected phenols: examination of humic acid models and water contaminants. Environ. Sci. Technol. 2004, 38:5022-5029.
8. Hoq M.F., Indu B., Ernst W.R., Neumann H.M. Kinetics of the reaction of chlorine with formic acid in aqueous sulfuric acid. J. Phys. Chem. 1991, 95:681-683.
9. Hrudey S.E. Chlorination disinfection by-products, public health risk tradeoffs and me. Water Res. 2009, 43:2057-2092.
10. Krasner S.W., Weinberg H.S., Richardson S.D., Pastor S.J., Chinn R., Sclimenti M.J., Onstad G.D., Thruston A.D. Occurrence of a new generation of disinfection byproducts. Environ. Sci. Technol. 2006, 40:7175-7185.
11. Mills C.J., Bull R., Cantor K., Reif J., Hrudey S.E., Huston P. Health risks of drinking water chlorination byproducts: report of an expert working group. Chronic. Dis. Can. 1998, 19:91-102.
12. Mitch W.A., Sharp J.O., Trussell R.R., Valentine R.L., Alvarez-Cohen L., Sedlak D.L. N-nitrosodimethylamine (NDMA) as a drinking water contaminant: a review. Environ. Eng. Sci. 2003, 20:389-404.
13. Qin F., Zhao Y., Zhao Y., Boyd J.M., Zhou W., Li X.-F. A toxic disinfection by-product, 2,6-dichloro-1,4-benzoquinone, identified in drinking water. Angew. Chem. Int. Ed 2010, 49:790-792.
14. Richardson S.D., Plewa M.J., Wagner E.D., Schoeny R., Demarini D.M. Occurrence, genotoxicity, and carcinogenicity of emerging disinfection by-products in drinking water: a review and roadmap for research. Mutat. Res. 2007, 636:178-242.
15. Richardson S.D., Fasano F., Ellington J.J., Crumley F.G., Buettner K.M., Evans J.J., Blount B.C., Silva L.K., Waite T.J., Luther G.W., McKague A.B., Miltner R.J., Wagner E.D., Plewa M.J. Occurrence and mammalian cell toxicity of iodinated disinfection byproducts in drinking water. Environ. Sci. Technol. 2008, 42:8330-8338.
16. Singer P. Formation and Control of Disinfection By-Products in Drinking Water 1999, American Water Works Association, Denver CO, pp. 424.
17. West H.L., Rollefson G.K. The photochemical reaction of chlorine with formic acid. J. Am. Chem. Soc. 1936, 58:2140-2144.
18. Worley, J.L., 2004. Evaluation of de-chlorinating agents and disposable containers for odor testing of drinking water. M Sc. thesis. Faculty of the Virginia Polytechnic Institute and State University, Blacksburg Virginia, pp. 10 and 78.
19. Yu H.G., Francisco J.S., Muckerman J.T. Ab initio and direct dynamics study of the reaction of Cl atoms with HOCO. J. Chem. Phys. 2008, 129:064301.
20. Zhao Y., Qin F., Boyd J.M., Anichina J., Li X.-F. Characterization and determination of chloro- and bromo-benzoquinones as new chlorination disinfection byproducts in drinking water. Anal. Chem. 2010, 82:4599-4605.
21. Zhao Y., Boyd J.M., Hrudey S.E., Li X.-F. Characterization of new nitrosamines in drinking water using liquid chromatography tandem mass spectrometry. Environ. Sci. Technol. 2006, 40:7636-7641.
22. Zhou W., Boyd J.M., Qin F., Hrudey S.E., Li X.-F. Formation of N-nitrosodiphenylamine and two new N-containing disinfection byproducts from chloramination of water containing diphenylamine. Environ. Sci. Technol. 2009, 43:8443-8448.