Abstract
The kinetics of the oxidation of benzyl alcohol to benzaldehyde by acid permanganate in the presence of fluoride ions have been studied. The reaction constant ρ for the oxidation of benzyl alcohol and nine substituted benzyl alcohols has a value of –1·76 ± 0·05 at 30 °C. The activation enthalpies and entropies for the ten compounds are linearly related. The oxidation of αα-dideuteriobenzyl alcohol indicated a kinetic isotope effect; kH/kD= 2·70 at 30 °C. The reaction does not show any solvent isotope effect. A mechanism involving transfer of a hydride ion from the alcohol carbon to the oxidant is suggested.
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