31334-72-2Relevant academic research and scientific papers
Oxidation of some α-hydroxy acids by tetraethylammonium chlorochromate: A kinetic and mechanistic study
Swami, Preeti,Yajurvedi,Mishra,Sharma, Pradeep K.
experimental part, p. 50 - 55 (2010/04/06)
The oxidation of glycolic, lactic, malic, and a few substituted mandelic acids by tetraethylammonium chlorochromate (TEACC) in dimethylsulfoxide leads to the formation of corresponding oxoacids. The reaction is first order each in TEACC and hydroxy acids. Reaction is failed to induce the polymerization of acrylonitrile. The oxidation of α-deuteriomandelic acid shows the presence of a primary kinetic isotope effect (kH/kD = 5.63 at 298 K). The reaction does not exhibit the solvent isotope effect. The reaction is catalyzed by the hydrogen ions. The hydrogen ion dependence has the following form: kobs = a + b[H+ ]. Oxidation of p-methylmandelic acid has been studied in 19 different organic solvents. The solvent effect has been analyzed by using Kamlet's and Swain's multiparametric equations. A mechanism involving a hydride ion transfer via a chromate ester is proposed.
Kinetics and Mechanism of Oxidation of Substituted Mandelic Acids by Sodium N-chlorobenzenesulphonamide
Jain, Anandi L.,Banerji, Kalyan K.
, p. 654 - 656 (2007/10/02)
The oxidation of mandelic acid and nine monosubstituted mandelic acids by sodium N-chlorobenzenesulphonamide has been studied in aqueous acetic acid and perchloric acid.The reaction is of first order with respect to the concentrations of the oxidant, the hydroxy acid and hydrogen ions.The primary kinetic isotope effect (kH/kD) is 5,11 +/- 0.06 at 303 K.The solvent isotope effect is 0.406 at 303 K.The reaction exhibits a reaction constant p+ = -2.13 at 303 K.PhSO2NHCl has been postulated as the active oxidising species.The rates were determined at four temperatures and the activation parameters were evaluated.A mechanism involving transfer of a hydride ion to the oxidant has been suggested.
