Abstract

Pyridinium chlorochromate (PCC) act as two electron oxidant in kinetic studies of the oxidation of lactic and mandelic acid in acidic medium. The influence of several factors such as acidity, salts, solvent composition and temperature on the reaction rate has been studied. The reaction shows first order dependence with respect to [PCC] and [H+]. The various thermodynamic parameters have been evaluated. Products as oxoacids and absence of free radical were confirmed. Suitable reaction mechanism has been proposed.

Highlights

  • Pyridinium Chlorochromate (PCC)[1,2] has been used as a mild and selective oxidizing reagent in synthetic organic chemistry

  • The plot of 1/kobs versus 1/[subsrate] gave linear line passing through origin suggests that the rate does not obey Michaelis-Menten type kinetics

  • The rate of oxidation increased on increasing the concentration of hydroxy acid (HA)

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Summary

Introduction

Pyridinium Chlorochromate (PCC)[1,2] has been used as a mild and selective oxidizing reagent in synthetic organic chemistry. Oxidations of α-hydroxy acid by other pyridinium and quiniolinium halochromate[3], have been reported. These seem to be no report on the oxidation of α-hydroxy acid by PCC and no report on its mechanism. The rate and other experimental data were obtained for both the hydroxy acids studied and similar results were obtained. The oxidation of hydroxy acids resulted in the formation of the corresponding oxoacids.

Results
Conclusion
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