A possible new disinfection by-product - 2-Chloro-5-oxo-3-hexene diacyl chloride (COHC) - In formation of MX by chlorinating model compounds

Water Research

Volumn 36, Issue 18, 2002, Pages 4535-4542

  Huixian, Zou ^a   Zirui, Yu ^a   Junhe, Lu ^a   Xu, Xu ^b   Jinqi, Zhang ^a  

^a NANJING UNIVERSITY   (China)

^b RUTGERS UNIVERSITY   (United States)

Author keywords

COHC; DPBs; GC MS; MX

Indexed keywords

ALDEHYDES; AMINO ACIDS; CHLORINATION; DISINFECTION; PHENOLS;

LABORATORY CONDITIONS;

POTABLE WATER;

2 CHLORO 5 OXO 3 HEXENE DIACYLCHLORIDE; 3 CHLORO 4 (DICHLOROMETHYL) 5 HYDROXYL 2(5H) FURANONE; AROMATIC CARBOXYLIC ACID; CHLORIDE; DRINKING WATER; FURANONE DERIVATIVE; PHENOL; UNCLASSIFIED DRUG;

CHLORINATION; DISINFECTION; DRINKING WATER;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL COMPOSITION; CHEMICAL STRUCTURE; CHLORINATION; DISINFECTION; LAKE; MASS SPECTROMETRY; PRIORITY JOURNAL; SEDIMENT; STRUCTURE ANALYSIS;

EID: 0036827215     PISSN: 00431354     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0043-1354(02)00190-2     Document Type: Article

References (22)

1. Holmbom B., Boss R., Mortimer R., Wong A. Fractionation, isolation, and characterization of Ames-mutagenic compound present in Kraft chlorination effluents. Environ Sci Tech. 18:1984;333.
2. Hemming J., Holmbom B., Reunanen M., Kronberg L. Determination of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in chlorinated drinking and humin waters. Chemosphere. 15:1986;549-556.
3. Horth H, Fielding M, Gibson T, James HA, Ross H. Identification of mutagens in drinking water, Technical report PRD 2038-M, UK. Swindon: Water Research Centre, 1989.
4. Meier J.R., Knohl R.B., Coleman W.E., Ringhand H.P., Munch J.W., Kaylor W.H., Streicher R.P., Kopfler F.C. Studies on the potent mutagen, 3-Chloro-4-(dichloromethyl) -5-hydroxy-2(5H)-furanone. aqueous stability, XAD recovery and analytical determination in drinking water and in chlorinated humic acid solutions Mutation Research. 189:1987;363-373.
5. Zou Huixian, Xu Xu, Zhang Jinqi, et al. The determination of strong mutagen MX [3-chloro-4- (dichloromethyl)-5-hydroxyl-2(5H)- furanone] in drinking water in China. Chemospere 1995;30(2):2219-2225.
6. Suzuki N., Nakanishi J. The determination of strong mutagen, 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in drinking water in Japan. Chemosphere. 21(1/2):1990;387-392.
7. Backlund P., Wondergem E., Voogd K., de Jong A. Mutagenic activity and presence of the strong mutagen 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in chlorinated raw and drinking water in The Netherlands. Sci Total Environ. 84:1989;273-282.
8. Andrews R.C., Daignault S.A., Laverdrue C., Williams D.T., Huck P.M. Occurrence of the mutagenic compound 'MX' in drinking water and its removal by activated carbon. Environ Technol. 11:1990;685-694.
9. Smeds A., Vartiainen T., Maki-Paakanen J., Kronberg L. Concentrations of Ames mutagenic chlorohydroxyfuranones and related compounds in drinking water. Environ Sci Technol. 31:1997;1033-1039.
10. Kronberg L., Vertiainen T. Ames mutagenicity and concentration of the strong mutagen 3-chloro-4- (dichloromethyl)-5-hydroxy-2 (5H)-furanone and of its geometric isomer E-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid in chlorine-treated tap waters. Mutat Res. 206:1988;177-182.
11. Komulainen H., Kosma V.M., Vaittinen S.L., Vartiainen T., Kaliste-Korhonen E., Loetjoenen S., Tuominen R.K., Tuomisto J. Carcinogenicity of the drinking water mutagen 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in the rat. Journal of the National Cancer Institute. 89(12):1997;848-856.
12. Backlund P., Kronberg L., Tikkanen L. Formation of Ames mutagenicity and of the strong bacterial mutagen 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone and other halogenated compounds during disinfection of hunic water. Chemosphere. 17:1988;1329-1336.
13. Backlund P., Wondergem E., Voogol K., De Jong A. Influence of chlorination pH and chlorine dose on the formation of mutagenic activity and the strong bacterial mutagen 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in water. Chemosphere. 18(9/10):1989;1903-1911.
14. Charles M.J., Chen G., Kannlgantl R., Marbury G.D. High-resolution mass spectrometry method for the analysis of 3-chloro-4-(dichloromethyl)-5-hydroxyl-2(5H)-furanone in waters. Environ Sci Technol. 26:1992;1030-1035.
15. Kronberg L., Holmbom B., Tikkanen L. Identification of the strong mutagen 3-Chloro-4- (dichloromethyl)-5-hydroxy-2(5H)-furanone and of its geometric isomer E-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid in chlorine-treated humic water and drinking water extracts. Environ Sci Technol. 22:1988;1097-1103.
16. Långvic V., Holmbom B. Formation of mutagen organic by-products and AOX by chlorination of fractions of humic water. Wat Res. 28(3):1994;553-557.
17. Xu Xu, Liang Lin, Zou Huixian, Liu Yongbin. Studies on the precursors of strong mutagen [3-chloro-4- (dichloromethyl)-5-hydroxy-2 (5H)-furanane] MX by chlorination of fractions from different waters. Chemosphere 1997;35(8):1709-1715.
18. Långvic V., Hormi O., Tikkamen L., Holmbom B. Formation of the mutagen 3-chloro-4-(dichloromethyl)-5-hydroxyl-2(5H)-furanone and related compounds by chlorination of phenolic compounds. Chemosphere. 22(5-6):1991;547-555.
19. Holmbom B., Kronberg L., Backlund P.et al. Formation and properties of the mutagens 3-chloro-4-(dichloromethyl)-5-hydroxyl-2(5H)-furanone, a potent mutagen in chlorinated waters. Jolley R.L.et al. Water Chlorination, Environmental Impac and Health Effects. Vol. 6:1987;125-135 Lewis Publishers, MI, USA.
20. Holmbom B., Kronberg L., Smeds A. Chemical stability of the mutagens 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) and E-2-chloro-3-(dichloromethyl)-4-oxobutenoic acid (E-MX). Chemosphere. 18(11/12):1989;2237-2245.
21. Zhang Jinqi, Zhu Zhen, Zou Huixian, Yang Minmin. Modification of Synthesis of MX. Synthetic Communications 1995;25(21):3401-3405.
22. Zou Huixian, Lu Junhe, Chen Zhuo, Yang Chengyong, Zhang Jinqi, Zhou Wen. Screening the precursors of strong mutagen [3-Chloro-4-(dichloromethyl)-5-hydroxy- 2(5H)-furanone] from chlorinated water. wat Res 2000;34(1):225-229.