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Aqueous 4-methylphenol solution with bromide ion was treated with hypochlorite at 20◦C under various ex- perimental conditions. Changes in the composition of the halogenated products in water were determined by gas chromatographic (GC) and GC-mass spectrometric (GC/MS) analyses of diethyl ether extracts. 4-Methylphenol was shown to produce a variety of halogenated compounds, including polybrominated/chlorinated phenoxyphenols (Br/Cl-predioxins), having one to four halogen atoms, as by-products in the chlorine-treated water. Production of these predioxins is dependent on the number of equivalent of chlorine atoms per mole of compound and on the reac- tion pH. These results suggest that the chlorine treatment of water contaminated with 4-methylphenol and bromide ion leads to the formation of Br/Cl-predioxins, which are precursor of the highly toxic halogenated dibenzo-p-

journal of health science

Characterization of Polyhalogenated 4-Methylphenol Dimers (Br/Cl-Predioxins) Formed during Aqueous Chlorination of 4-Methylphenol Solution in the Presence of Bromide Ion