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Title: Kinetics and mechanism of oxidation of diols by quinolinium fluorochromate
Authors: Choudhary, Kirti
Sharma, Pradeep K
Banerji, Kalyan K
Issue Date: Apr-1999
Publisher: NISCAIR-CSIR, India
Abstract: The kinetics of oxidation of four vicinal diols, four non-vicinal diols and two of their mono ethers by quinolinium fluorochromate (QFC) have been studied in dimethylsulphoxide. The main product of oxidation is the corresponding hydroxycarbonyl compound.The reaction is first order in QFC. Michaelis-Menten type kinetics have been observed with respect to the diols. The oxidation of [1,1 ,2,2- 2H4] ethanediol exhibits a substantial primary kinetic isotope effect (kH/kD = 6.35 at 303 K). The reaction has been in nineteen different organic solvents and the solvent effect has been analysed using Taft's and Swain's multiparametric equation. The temperature dependence of the kinetic isotope effect indicates the presence of a symmetrical transition state in the rate-determining step. A suitable mechanism has been proposed.
Page(s): 325-330
Appears in Collections:IJC-A Vol.38A(04) [April 1999]

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