Journal of Environmental Chemistry
Online ISSN : 1882-5818
Print ISSN : 0917-2408
ISSN-L : 0917-2408
Transformation of Aqueous Phenolic Compounds in the Presence of Natural Organics and Chlorine into Ames Mutagenic Chloro-o-benzoquinones
Sukeo ONODERAKei-ichiro YOSHIMATSUMasanori YONAHA
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JOURNAL FREE ACCESS

1997 Volume 7 Issue 1 Pages 31-37

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Abstract
Some of chlorinated o-benzoquinones (o-BQs) have been shown to be mutagenic in Ames Salmonella assays. However, no study has been reported on the quantitative estimate of such compounds in aqueous solution. These mutagenic chemicals present in chlorine-treated aqueous solutions of mono- and dihydric phenols were, therefore, quantitatively determined by GC-MS as their phenazine derivatives.
Chlorination of aqueous catechol solution was shown to produce a series of chlorinated compounds, including Chloro-o-BQs, and Chloro-hydroxy-o-BQ, in addition to o-BQ. No Chloro-o-BQs were found to be present in chlorine-treated resolcinol and hydroquinone solutions. After treatment with chlorine of aqueous chlorophenol solutions, dichloro-o-BQs were detected in these solutions. Production of chloro-o-BQs in water is dependent on the equivalents of chlorine per mole of compound, the reaction pH and the presence of lignin or humic acid. These results show that treatment with chlorine of water and wastewater contaminated with phenolic compounds leads to the production of mutagenic chlorinated o-BQs.
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© Japan Society for Environmental Chemistry
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