PMID- 29807344 OWN - NLM STAT- MEDLINE DCOM- 20180822 LR - 20191210 IS - 1879-1298 (Electronic) IS - 0045-6535 (Linking) VI - 207 DP - 2018 Sep TI - Degradation of triclosan by chlorine dioxide: Reaction mechanism,2,4-dichlorophenol accumulation and toxicity evaluation. PG - 449-456 LID - S0045-6535(18)30914-7 [pii] LID - 10.1016/j.chemosphere.2018.05.065 [doi] AB - The mechanism and toxicity of TCS degradation by ClO(2) was investigated. Intermediate products during the oxidation process were identified by GC/MS and LC/MS. A microtox bioassay and a SOS/umu assay were employed to evaluate the acute toxicity and genotoxicity of the resulting solutions during the chlorination process. The results showed that the reaction between TCS and ClO(2) was of second-order overall. The pseudo first-order rate constants (k(obs)) exhibited significant dependence on solution pH and chlorine dioxide concentration, with the apparent second-order rate constant, k(app), being 7.07 x 10(4) M(-1)s(-1) in the pH range of 6.80-7.02. TCS decomposition was accompanied by the accumulation of 2,4-dichlorophenol (2,4-DCP), and the maximum molar yield ratios of 2,4-DCP/TCS were in the range of 31.71%-35.43%. The major intermediates identified were 2,7/2,8-dichlorodibenzop-dioxin (2,7/2.8-Cl(2)DD), 2,4-DCP, 2,4,6-trichlorophenol (2,4,6-TCP), tetraclosan and pentaclosan. The proposed mechanism for TCS oxidation involved the cleavage of the ether link in TCS, chlorination of the phenolic ring and ring closure of a single TCS molecule. The transformation and degradation of TCS led to reduction of the acute toxicity and genotoxicity. However, irregular fluctuations in the toxicity changes indicated that the oxidation of TCS was not a simultaneous detoxification process. CI - Copyright (c) 2018 Elsevier Ltd. All rights reserved. FAU - Li, Qingsong AU - Li Q AD - Water Resources and Environmental Institute, Xiamen University of Technology, Xiamen, 361005, China. Electronic address: leetsingsong@sina.com. FAU - Yu, Jianwei AU - Yu J AD - Key Laboratory of Drinking Water Science and Technology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing, 100085, China; University of the Chinese Academy of Sciences, Beijing, 100019, China. Electronic address: jwyu@rcees.ac.cn. FAU - Chen, Weizhu AU - Chen W AD - Third Institute of Oceanography, State Oceanic Administration, People Republic of China, Xiamen, 361005, China. Electronic address: chen1050@gmail.com. FAU - Ma, Xiaoyan AU - Ma X AD - College of Civil Engineering and Architecture, Zhejiang University of Technology, Hangzhou, 310014, China. Electronic address: mayaner620@sohu.com. FAU - Li, Guoxin AU - Li G AD - Water Resources and Environmental Institute, Xiamen University of Technology, Xiamen, 361005, China. Electronic address: 2011111701@xmut.edu.cn. FAU - Chen, Guoyuan AU - Chen G AD - Water Resources and Environmental Institute, Xiamen University of Technology, Xiamen, 361005, China. Electronic address: chengy@xmut.edu.cn. FAU - Deng, Jing AU - Deng J AD - College of Civil Engineering and Architecture, Zhejiang University of Technology, Hangzhou, 310014, China. Electronic address: zjut_djing@163.com. LA - eng PT - Evaluation Study PT - Journal Article DEP - 20180514 PL - England TA - Chemosphere JT - Chemosphere JID - 0320657 RN - 0 (Chlorine Compounds) RN - 0 (Chlorophenols) RN - 0 (Oxides) RN - 0 (Water Pollutants, Chemical) RN - 4NM5039Y5X (Triclosan) RN - 8061YMS4RM (chlorine dioxide) RN - R669TG1950 (2,4-dichlorophenol) SB - IM MH - Aliivibrio fischeri/*drug effects/genetics MH - Chlorine Compounds/*chemistry MH - Chlorophenols/metabolism/*toxicity MH - Halogenation MH - Oxidation-Reduction MH - Oxides/*chemistry MH - Salmonella typhimurium/*drug effects/genetics MH - Toxicity Tests, Acute/*methods MH - Triclosan/*chemistry MH - Water Pollutants, Chemical/analysis OTO - NOTNLM OT - Chlorine dioxide OT - Degradation intermediates OT - Toxicity OT - Triclosan EDAT- 2018/05/29 06:00 MHDA- 2018/08/23 06:00 CRDT- 2018/05/29 06:00 PHST- 2018/01/03 00:00 [received] PHST- 2018/05/10 00:00 [revised] PHST- 2018/05/12 00:00 [accepted] PHST- 2018/05/29 06:00 [pubmed] PHST- 2018/08/23 06:00 [medline] PHST- 2018/05/29 06:00 [entrez] AID - S0045-6535(18)30914-7 [pii] AID - 10.1016/j.chemosphere.2018.05.065 [doi] PST - ppublish SO - Chemosphere. 2018 Sep;207:449-456. doi: 10.1016/j.chemosphere.2018.05.065. Epub 2018 May 14.