A Study of the Decomposition Reaction of Cumene Hydroperoxide in the Presence of Triphenylsulfonium Chloride
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概要
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The homogeneous decomposition reaction of cumene hydroperoxide in cumene was studied by the use of triphenylsulfonium chloride over a low-temperature range (30–80°C). The hydroperoxide was decomposed remarkably in the presence of the sulfonium catalyst, whereas in the absence of the catalyst it was decomposed only a little. Among the homolytic decomposition products, acetophenone and dicumyl peroxide were found to be the main products, while α-cumyl alcohol was formed in only a small amount. Moreover, methyl alcohol was found in appreciable amounts. Traces of heterolytic reaction products, such as phenol and acetone, were also detected. After discussing the reaction mechanism and the nature of catalytic action, it is concluded that the partially-occupied <I>d</I> orbital of the sulfonium cation may play a role in breaking the oxygen-oxygen bond of the hydroperoxide homolytically. The counter chloride anion seems to take part in the heterolytic reaction to some extent.
- 公益社団法人 日本化学会の論文
著者
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Fukui Kenichi
Faculty of Engineeering Kyoto University
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FUKUI Kenichi
Faculty of Engineering, Kyoto University
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Ohkubo Katsutoshi
Faculty of Engineering, Kumamoto University
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Yamabe Tokio
Faculty of Engineering, Kyoto University
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