Kinetics and mechanism of oxidation of thioglycolic acid (TGA). Thiolactic acid (TLA) and thiomalic acid (TMA) by tripropylammonium fluorochromate (TriPAFC) have been studied in N, N-dimethyl formamide (DMF). The reaction is first order with respect to TriPAFC and thioacids (TA). p-Toluene sulfonic acid (TsOH) is used as a source of hydrogen ions. The reaction is acid catalyzed. The hydrogen ion dependence has the form: k obs = a + b [H + ]. The reaction has been studied in different percentage of DMF-acetic acid mixture. The effect of dielectric constant of the medium indicates the reaction to be of ion-dipole type. Various thermodynamic parameters for the oxidation have been reported and discussed along with the validity of isokinetic relationship. A suitable mechanism has been proposed.
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