ChemInform Abstract: OXIDATION OF THIOLS TO DISULFIDES BY CERIC AMMONIUM NITRATE

Dhar, D. N.; Bag, A. K.

doi:10.1002/chin.198507106

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“…A large number of reagents have been reported for this purpose and their specific utility depends on the nature of the application. Conventional reagents employed for oxidation include permanganate, dichromate, cerium(IV) salts, nitric oxide and nitric acid, transition metal catalysts, and other metal catalysts . Molecular O 2 and H 2 O 2 are among the best examples of clean oxidizing reagents, , for example, the oxidation of thiols to disulfides with H 2 O 2 and the epoxidation of styrene with O 2 , respectively.…”

Section: Introductionmentioning

confidence: 99%

Making Full Use of the Oxidizing Equivalents in Bromate in the Selective Oxidation of Thiols, Sulfides, and Benzylic/Secondary Alcohols into Disulfides, Sulfoxides, and Aldehydes/Ketones

Joshi¹,

Bhadra²,

Ghosh³

et al. 2010

Ind. Eng. Chem. Res.

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The oxidation of thiols to disulfides was achieved in high yields with 6:1 mol ratio of thiol to NaBrO 3 , while the oxidation of sulfides and benzylic/secondary alcohols to the corresponding sulfoxides and aldehydes/ ketones was successfully undertaken with 3:1 mol ratio of substrate to NaBrO 3 . These ratios correspond to the minimum theoretical requirement of NaBrO 3 . The reactions were conducted at 0-30 °C, depending upon substrate, and were initiated with catalytic amounts of H + and Br -(initial Br -/BrO 3 -) 1:3.5 for thiol oxidation and 1:8 for sulfide and alcohol oxidation). Further, regeneration and reuse of the spent reagent in the aqueous effluent was demonstrated.

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