Recent studies on polychloronaphthalenes are focused on the strongly bioaccumulating isomers of hexachloronaphthalenes (HxCN), i. e. 1, 2, 3, 4, 6, 7-and 1, 2, 3, 5, 6, 7-HxCN. However, not all of HxCN isomers are identified yet. In this study, three of the four unidentified HxCN isomers are synthesized as follows:
1, 2, 3, 4, 5, 8-HxCN was obtained by heating 2, 3-dichloro-5, 8-dihydroxy-1, 4-naphthoquinone with phosphorous pentachloride. 1, 2, 3, 4, 5, 7-HxCN was obtained by chlorination of 1, 2, 3, 4-tetrachloronaphthalene together with three separable isomers. 1, 2, 3, 5, 6, 8-HxCN was obtained by heating 2, 5, 6, 7-tetrachloro-1, 4-naphthoquinone, which was derived from 1, 2, 3, 6-tetrachloronaphthalene. All peaks of HxCN in Halowax 1014 and municipal fly ash samples were identified and the strongly bioaccumulating HxCNs were dominant isomers in most of the fly ash samples.
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