Comparative Study of the Oxidation of 1-Hexanol and Cyclohexanol by Chloramine B in Acidic Medium

Abstract

The kinetics of oxidation of 1-hexanol and cyclohexanol to the corresponding carbonyl compounds by Chloramine B in HCl has been studied in the micellar phase using sodium lauryl sulphate in the temperature range 30-50 ºC. The oxidation rate increases with alcohol concentration but decreases with the concentration of Chloramine B. From the effect of temperature on oxidation rate, the themodynamic activation parameters have been calculated. The negative values of ΔS* indicate the reorientation of solvent molecules around the rigid activated complex formed during the course of the reaction. Ni(II), Cu(II) and Zn(II) have been used as effective catalysts for the oxidation of the alcohols under study. Suitable reaction mechanism have been suggested for the oxidation of the alcohols in the presence and absence of metal ions. The oxidation rates follows the sequence 1-hexanol > cyclohexanol.