Free available chlorine initiated Baeyer-Villiger oxidation: A key mechanism for chloroform formation during aqueous chlorination of benzophenone UV filters
文献类型：期刊论文
| 作者 | Zhang, Xinyi; Wei, Dongbin ; Sun, Xuefeng; Bai, Chenzhong; Du, Yuguo
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| 刊名 | ENVIRONMENTAL POLLUTION
 |
| 出版日期 | 2021 |
| 卷号 | 268 |
| 关键词 | Chloroform Baeyer-Villiger oxidation Benzophenones Formation mechanisms Kinetics |
| ISSN号 | 0269-7491 |
| 英文摘要 | Chloroform, a regulated disinfection by-product in water, is often generated during chlorination disinfection treatment. However, the formation of chloroform is heavily dependent on the molecular structures of precursors. Moreover, compounds containing ketone moiety are ubiquitous in water environments. However, it is unclear if they can generate chloroform during chlorination. In this study, 14 benzophenones (BPs), efficient and widely used UV filters, with different substituents were selected to explore chloroform formation during chlorination. All 14 BPs generated chloroform, with yields dependent on their molecular structures and operational conditions. Compounds 2,2',4,4'-tetrahydroxy-BP and benzophenone produced the highest and lowest chloroform of 0.313 and 0.013 g/g, respectively, corresponding to the fastest and slowest formation rate constants of 1.41 x 10(-1) and 2.71 x 10(-2) min(-1). Alkaline conditions and high chlorine dosages were favorable to chloroform formation. Three reactions played key roles in chloroform formation from BPs: (1) chlorine initiated Baeyer Villiger oxidation converted ketone moieties of BP molecules into esters; (2) the esters further underwent hydrolysis and formed phenolic and benzoic products; and (3) benzoic acids underwent decarboxylation and hydrolysis to form phenolic products. Subsequently, these phenolic products could further generate chloroform in the chlorination system. More importantly, BPs could generate chloroform in the ambient water matrices during practical chlorination treatment. This work emphasized the critical role of Baeyer-Villiger oxidation for chloroform formation, implying that pollutants containing aromatic ketone moieties generate chloroform during chlorination disinfection, and their potential risk should therefore be reviewed. (C) 2020 Elsevier Ltd. All rights reserved. |
| WOS研究方向 | Environmental Sciences |
| 源URL | [http://ir.rcees.ac.cn/handle/311016/45734]  |
| 专题 | 生态环境研究中心_环境化学与生态毒理学国家重点实验室 |
| 作者单位 | 1.Chinese Acad Sci, Res Ctr Ecoenvironm Sci, State Key Lab Environm Chem & Ecotoxicol, Beijing 100085, Peoples R China 2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China |
| 推荐引用方式 GB/T 7714 | Zhang, Xinyi,Wei, Dongbin,Sun, Xuefeng,et al. Free available chlorine initiated Baeyer-Villiger oxidation: A key mechanism for chloroform formation during aqueous chlorination of benzophenone UV filters[J]. ENVIRONMENTAL POLLUTION,2021,268. |
| APA | Zhang, Xinyi,Wei, Dongbin,Sun, Xuefeng,Bai, Chenzhong,&Du, Yuguo.(2021).Free available chlorine initiated Baeyer-Villiger oxidation: A key mechanism for chloroform formation during aqueous chlorination of benzophenone UV filters.ENVIRONMENTAL POLLUTION,268. |
| MLA | Zhang, Xinyi,et al."Free available chlorine initiated Baeyer-Villiger oxidation: A key mechanism for chloroform formation during aqueous chlorination of benzophenone UV filters".ENVIRONMENTAL POLLUTION 268(2021). |
入库方式： OAI收割
来源：生态环境研究中心
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