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Title: Kinetics and mechanism of the oxidative regeneration of carbonyl compounds from oximes by tetrabutylammonium tribromide
Authors: Kumar, Ashok
Choudhary, Kirti
Sharma, Pradeep K.
Banerji, Kalyan K
Issue Date: Mar-2001
Publisher: NISCAIR-CSIR, India
Abstract: The oxidative deoximination of several aldo- and keto-oximes by tetrabutylammonium tribromide (TBAT) in 1 : 1 (v/v) acetic acid-water exhibits a first order dependence on each the oxime and TBAT. The oxidation of ketoximes is slower than that of aldoximes. The rates of oxidation of aldoximes correlate well in terms of Pavelich-Taft dual substituent-parameter equation. The low positive value of polar reaction constant indicates a nucleophilic attack by a tribromide ion on the carbonyl carbon. The reaction is subject to steric hindrance by the alkyl groups. A mechanism involving the formation of a cyclic activated complex in the rate-determining step has been proposed.
Page(s): 252-255
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.40A(03) [March 2001]

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