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The autoxidation of mercaptans in non-aqueous alkaline media

✍ Scribed by H. Berger

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
660 KB
Volume
82
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

The autoxidation of n‐octyl mercaptan and thiophenol in tert‐butanol containing varying amounts of potassium tert. butoxide, yields as the only products disulfide and/or acids (sulfinic and sulfonic). It appears that disulfide is formed from unionized mercaptan, whereas the acids originate in the mercaptide ion. A mechanism for the formation of the acids is presented, in which the sulfenate anion (RSO^βˆ’^) is an important intermediate. The primary species formed in the reaction of mercaptide ion with oxygen is thought to react preferentially with unionized mercaptan to give the disulfide.

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