Miyoshi K, Nishio T, Yasuhara A, Morita M
Department of Chemistry, University of Tsukuba, Ibaraki, Japan.
Chemosphere. 2000 Sep;41(6):819-24. doi: 10.1016/s0045-6535(99)00557-3.
2,2',4,4',5,5'-Hexachlorobiphenyl (HCB) was dechlorinated with potassium-sodium (K-Na) alloy under an inert gas atmosphere. Solvent effect was observed in the reaction. Dechlorination yields in benzene and cyclohexane were 99.9998%, and 99.99996%, respectively. The reaction was exothermic and proceeded at room temperature. In benzene, trace amounts of polychlorinated biphenyls (PCBs) as products by stepwise dechlorination and polychlorinated quarterphenyls as product of Wurtz-Fittig reaction were detected as reaction intermediate. Reaction products were biphenyl, cyclohexylbenzene, and dicyclohexyl. In cyclohexane, there were no products of Wurtz-Fittig reaction. Dechlorination at para-position preferred to that at ortho-position, judging from analysis of PCBs as intermediates of stepwise dechlorination.
在惰性气体氛围下，用钾钠（K-Na）合金对2,2',4,4',5,5'-六氯联苯（HCB）进行脱氯反应。该反应中观察到了溶剂效应。在苯和环己烷中的脱氯产率分别为99.9998%和99.99996%。该反应是放热反应，在室温下即可进行。在苯中，检测到作为逐步脱氯产物的痕量多氯联苯（PCBs）以及作为武兹-费蒂希反应产物的多氯四联苯作为反应中间体。反应产物为联苯、环己基苯和二环己基。在环己烷中，没有武兹-费蒂希反应的产物。从作为逐步脱氯中间体的多氯联苯分析判断，对位脱氯比邻位脱氯更占优势。
