Catalytic reduction of sulfoxide by bromine-hydrogen bromide system.

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概要

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• A small amount of hydrogen halides or halogens was found to catalyze the decomposition of dimethyl sulfoxide (DMSO), affording dimethyl sulfide (DMS) and other oxidized products. Of the halides or halogens, either bromine or hydrogen bromide is the most effective. DMSO decomposes until it is completely consumed. This catalytic decomposition takes place with other sulfoxides such as diethyl or tetramethylene sulfoxide but sluggishly with alkyl aryl or diaryl sulfoxides. The reaction with bromine apparently proceeds <I>via</I> the initial α-bromination of DMSO to afford α-bromomethyl methyl sulfoxide which is oxidized by (Kornblum Reaction) to afford such products as formaldehyde, methanesulfonic acid, and hydrogen bromide. These consecutive reactions form a process of "Oxidation-Reduction Cycle" between bromine-hydrogen bromide and DMSO-DMS. The effects of salts and DMS on the rate of decomposition are discussed.

• 公益社団法人 日本化学会の論文

著者

• Furukawa Naomichi

  Department Of Chemistry And Tsukuba Advanced Research Alliance Center University Of Tsukuba

• AKASAKA Takeshi

  Department of Cardiology, Kobe General Hospital

• Oae Shigeru

  Deparment of Applied Chemistry Faculty of Engineering Osaka City University

• Akasaka Takeshi

  Department of Chemistry, The University of Tsukuba Sakura-mura

• Aida Tetsuo

  Department of Applied Chemistry, Faculty of Engineering, Osaka City University

• Aida Tetsuo

  Department of Chemistry, The University of Tsukuba Sakura-mura

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