The chlorination transformation characteristics of benzophenone-4 in the presence of iodide ions |
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| Authors: | Fan Yang Dongbin Wei Ming Xiao Xuefeng Sun Qiaorong Guo Yi Liu and Yuguo Du |
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| Institution: | StateKeyLaboratoryofEnvironmentalChemistryandEcotoxicology,ResearchCenterforEco-EnvironmentalSciences,ChineseAcademyofSciences, Beijing 100085, China. E-mail: yangfan715@mails.ucas.ac.cn;University of Chinese Academy of Sciences, Beijing 100049, China,StateKeyLaboratoryofEnvironmentalChemistryandEcotoxicology,ResearchCenterforEco-EnvironmentalSciences,ChineseAcademyofSciences, Beijing 100085, China. E-mail: yangfan715@mails.ucas.ac.cn;University of Chinese Academy of Sciences, Beijing 100049, China,tateKeyLaboratoryofEnvironmentalChemistryandEcotoxicology,ResearchCenterforEco-EnvironmentalSciences,ChineseAcademyofSciences, Beijing 100085, China. E-mail: yangfan715@mails.ucas.ac.cn;University of Chinese Academy of Sciences, Beijing 100049, China,tateKeyLaboratoryofEnvironmentalChemistryandEcotoxicology,ResearchCenterforEco-EnvironmentalSciences,ChineseAcademyofSciences, Beijing 100085, China. E-mail: yangfan715@mails.ucas.ac.cn;University of Chinese Academy of Sciences, Beijing 100049, China,StateKeyLaboratoryofEnvironmentalChemistryandEcotoxicology,ResearchCenterforEco-EnvironmentalSciences,ChineseAcademyofSciences, Beijing 100085, China. E-mail: yangfan715@mails.ucas.ac.cn;University of Chinese Academy of Sciences, Beijing 100049, China,College of Chemistry and Chemical Engineering, Yantai University, Yantai, Shandong Province 264005, China and StateKeyLaboratoryofEnvironmentalChemistryandEcotoxicology,ResearchCenterforEco-EnvironmentalSciences,ChineseAcademyofSciences, Beijing 100085, China. E-mail: yangfan715@mails.ucas.ac.cn;University of Chinese Academy of Sciences, Beijing 100049, China |
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| Abstract: | Benzophenone-type UV filters are a group of compounds widely used to protect human skin from damage of UV irradiation. Benzophenone-4 (BP-4) was targeted to explore its transformation behaviors during chlorination disinfection treatment in the presence of iodide ions. With the help of ultra performance liquid phase chromatograph and high-resolution quadrupole time-of-flight mass spectrometer, totally fifteen halogenated products were identified, and five out of them were iodinated products. The transformation mechanisms of BP-4 involved electrophilic substitution generating mono- or di-halogenated products, which would be oxidized into esters and further hydrolyzed into phenolic derivatives. The desulfonation and decarboxylation were observed in chlorination system either. Obeying the transformation pathways, five iodinated products formed. The pH conditions of chlorination system determined the reaction types of transformation and corresponding species of products. The more important was that, the acute toxicity had significant increase after chlorination treatment on BP-4, especially in the presence of iodide ions. When the chlorination treatment was performed on ambient water spiked with BP-4 and iodide ions, iodinated by-products could be detected. |
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| Keywords: | Benzophenone Chlorination Iodinated disinfection by-products Mechanism Toxicity |
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