Tetrahedron p. 5323 - 5330 (1992)
Update date:2022-08-16
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Gupta, Kalyan Kali Sen
Banerjee, Amalendu
Chatterjee, Hrishikesh
The oxidation kinetics of some α-hydroxy acids by potassium bromate in dilute hydrochloric acid medium have been studied. The reactions are first order with respect to bromate ion. α-hydroxy acid and hydrogen ion concentrations. The reaction rate is governed by two factors : (i) the ease with which the protonated hydroxy acid is produced and (ii) the stability of the intermediate (1:1) bromate ester. The activation parameters of the reactions have been compared. The plausible mechanism of the oxidation process has been suggested. The reactivity of the α-hydroxy acids towards bromate ion are as follows: 9-hydroxy-9-carboxy fluorene> atrolactic acid> mandelic acid> benzilic acid> α-hydroxyisobutyric acid> lactic acid> glycolic acid.
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