Kinetic-mechanistic Study of Periodate Oxidation of p-Chloroaniline

Abstract

The kinetic-mechanistic studies related to the periodate oxidation
of p-chloroaniline in acetone-water medium have been reported.
The studies were made by employing the spectrophotometric technique.
The order with respect to both oxidant and substrate has been
found to be one in each. The rate increases on increasing the ionic
strength and decreases with decrease in dielectric constant. The
rate-pH profile has been discussed. The effect of free radical scavengers
rejects the possibility of a free radical mechanism. The
thermodynamic parameters have been evaluated and discussed. The
main product of oxidation characterized by melting point and UV-VIS
and IR and NMR spectrum was 4-chloro-1,2-benzoquinone. A
suitable mechanism has been proposed and the rate law derived. 1
mol of the substrate was found to react with 2 moles of the oxidant.