The Relative Behavior of Benzylic Alcohols and Mercaptans Toward Oxidation By Sodium Anthraquinone-1-Monosulfonate (Ams)

Abstract
The reactions of 1-phenylethanol and 1-phenylethanethiol, either alone or together, with AMS in alkaline 50Z aqueous dioxane at 88∗ have been studied. The mercaptan is oxidized several hundred times faster than the alcohol. The results imply that benzyl mer-captans, such as those produced during the kraft pulping of wood, could serve as reaction partners in the reduction of anthraquinone to anthrahydroquinone during kraft/anthraquinone pulping.

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