Abstract
Abstract The oxidation of benzaldehydes by peroxomonophosphoric acid has been found to proceed by (i) −d[peroxomonophosphoric acid]⁄dt∝ [benzaldehyde][peroxomonophosphoric acid][H+]x where x=a fraction at [H+]<0.5 M and x=0 at [H+]>0.5 M and (ii) −d[peroxomonophosphate]⁄dt∝ [benzaldehyde][peroxomonophosphate][OH−]y where y=a fraction at [OH−]<0.1 M and y=0 at [OH−]>0.1 M. In the alkaline oxidation Hammett relationship is obeyed excellently, unlike the oxidation in the acid medium. The oxidation mechanisms are discussed in terms of a nucleophilic attack of the peroxomonophosphoric acid species on the carbonyl carbon centre. Thermodynamic parameters have been evaluated to substantiate the mechanisms.
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