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Title: Kinetics and mechanism of oxidation of alkyl aryl sulphides by N-bromosuccinimide
Authors: Perumal, S
Ahhas, K Syed
Chandrasekaran, R
Issue Date: Jul-1989
Publisher: NISCAIR-CSIR, India
Abstract: Oxidation of alkyl aryl sulphides by N-bromosuccinimide (NBS) in the presence of mercuric acetate exhibits a clean second order kinetics, first order in each reactant. Change in ionic strength, added suecinimide and mercuric acetate have no effect on the rate. The reaction affords a negative ρ-value (-2.0). Addition of H+ catalyses the reaction. These results point to a mechanism involving the rate-limiting electrophilic attack of NBS in neutral medium (and of NBS as well as NBSH+ in acid medium) on the sulphide sulphur resulting in the formation of sulphonium ion which undergoes fast hydrolysis to sulphoxide.
Page(s): 592-594
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.28A(07) [July 1989]

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