Model studies in aqueous chlorination: The chlorination of phenols in dilute aqueous solutions |
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| Authors: | James G Smith Siow-Fong Lee Aharon Netzer |
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| Affiliation: | 1. Guelph-Waterloo Centre for Graduate Work in Chemistry, Waterloo Campus, Department of Chemistry, University of Waterloo, Waterloo, Ontario Canada;1. Water and Wastewater Treatment Subdivision, Canada Centre for Inland Waters, Burlington, Ontario, Canada |
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| Abstract: | A study of the chlorination of four phenols in dilute aqueous solution at initial pH's of 6.0 and 3.5 is described. Extensive chlorination is observed under these mild reaction conditions. Identification of the products indicates that the reactions occurring involve chlorination to more highly chlorinated phenols, oxidation to chlorinated p-benzoquinones, chlorine addition to the aromatic ring to form chlorinated 2,5-cyclohexadienones, and addition of 2 moles of chlorine or one each of chlorine and hypochlorous acid to give chlorinated cyclohexenones and chlorinated hydroxycyclohexenones. |
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