Formation Behaviors, Estrogenic Activities, and Mutagenicities of the Chlorinated Bisphenol A from the Reaction of Bisphenol A with Chlorine
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The reaction of bisphenol A (BPA) and chlorine was investigated under the different pHs and chlorine concentrations. The disappearance of BPA in the reaction performed at pH9.0 was faster than those at pH5.0 and 7.0. The amount of chlorinated BPA (ClBPA), particularly 3, 3', 5, 5'-tetraClBPA, at pH9.0 was the highest as compared with those of pH5.0 and 7.0. Furthermore, the addition of high concentration of chlorine resulted in the increase of chlorinated phenols. Four chlorinated BPAs as well as BPA showed estrogenic activity toward estrogen receptor a binding assay. The 3, 3'-diClBPA had stronger activity than BPA, although 3, 3', 5-triClBPA and 3, 3', 5, 5'-tetraClBPA had lower activity. On the other hand, the 3, 3', 5, 5'-tetraClBPA was found to be mutagenic compound by Ames Salmonella test.
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