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Some reactions of 3-hydroxythietane

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

3-Hydroxythietane is readily oxidized by hydrogen peroxide in acetone or acetic acid solution at 0°C to give 3-hydroxythietane-1-oxide. 3-Thietyl acetate is oxidized similarly. 3-Hydroxythietane-1-oxide reacts vigorously with SOCl2 in benzene, with the formation of bis-2, 3-dichloropropyl disulfide. 3-Hydroxythietane-1,1-dioxide reacts with phosgene to give 3-thietyl-1, 1-dioxide chloroformate, which gives with diethylamine 3-thietyl-1, 1-dioxide N, N-dimethylcarbamate. Sodium peroxide and barium perbenzoate with the chloroformate give the corresponding di-(3-thietyl-1, 1-dioxide) peroxydicarbonate and 3-thietyl-1, 1-dioxide perbenzoate.

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Etlis, V.S., Trofimov, N.N. Some reactions of 3-hydroxythietane. Chem Heterocycl Compd 5, 351–353 (1969). https://doi.org/10.1007/BF00471142

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  • DOI: https://doi.org/10.1007/BF00471142

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