Abstract
Oxidation of benzyl alcohol and somemeta- andpara- substituted alcohols by phenyliodoso acetate (PIA) int-butyl alcohol–water medium (50:50) leads to the formation of corresponding benzaldehyde. The stoichiometry of the reaction was found to be 1:1. The reaction was first order each in substrate and oxidant concentrations. This reaction was studied at four different temperatures and the activation parameters were calculated. Correlation analysis was carried out using Taft’s and Swain’s dual substituent parameter (DSP) equation. The rate data ofmeta- compounds showed good correlation with (F,R) values,para-substituted benzyl alcohols showed good correlation with σIσR+A suitable mechanism has been proposed.
Highlights
Pausaucker et al[1] have studied that the oxidation of primary and secondary alcohols by phenyliodoso acetate (PIA) is not facile
This communication deals with the kinetics and mechanism of oxidation of meta- and parasubstituted benzyl alcohols by PIA in t-butyl alcohol-water medium
In order to know the role of H2SO4 the reaction was carried out in the absence of H2SO4 It has been observed that the rate of the reaction increases with increase in H2SO4
Summary
Pausaucker et al[1] have studied that the oxidation of primary and secondary alcohols by phenyliodoso acetate (PIA) is not facile. The oxidation of various organic compounds by phenyliodoso acetate was studied[3,4,5,6,7,8,9]. This communication deals with the kinetics and mechanism of oxidation of meta- and parasubstituted benzyl alcohols by PIA in t-butyl alcohol-water medium.
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