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Oxidation of Methyl (Methylthio)methyl Sulfoxide

descriptionPublicationkeyboard_double_arrow_right Article , Other literature type 01 May 1980 English Publisher:Oxford University Press (OUP)Journal:Bulletin of the Chemical Society of Japan, volume 53, pages 1,414-1,416 (issn: 0009-2673, eissn: 1348-0634,

Authors: Gen-ichi Tsuchihashi; Michiyo Suzuki; Katsuyuki Ogura;

doi: 10.1246/bcsj.53.1414 , 10.1002/chin.198033133

Oxidation of Methyl (Methylthio)methyl Sulfoxide

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Abstract

Abstract Oxidation of methyl (methylthio)methyl sulfoxide (2) with hydrogen peroxide in acetic acid or methanol produced bis(methylsulfinyl)methane in high yield. Similar results were obtained in oxidation of 2 with ozone, sodium metaperiodate, and m-chloroperbenzoic acid. In contrast, methyl (methylthio)methyl sulfone (4) was exclusively formed when oxidation of 2 with hydrogen peroxide was carried out in methanol in the presence of sodium hydroxide. Furthermore, we established a convenient and efficient method of preparing 4 by oxidation of 2 with potassium permanganate.

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