Abstract
Abstract The oxidation of benzyl alcohol and eight monosubstituted benzyl alcohols by chloramine-T in acid solution has been studied. The reaction is of first order with respect to the concentration of alcohol and oxidant. The rate constant is proportional to the square of hydrogen ion concentration. The kinetic isotope effect (kH⁄kD) is 4.13 at 303 K. The solvent isotope effect (k(D2O)/k(H2O)) is 5.93 at 303 K. The activation enthalpies and entropies are linearly related. The reaction exhibited a reaction constant ρ+=−2.08±0.08 at 303 K. The active oxidizing species is considered to be (H2OCl)+. A mechanism involving transfer of a hydride ion to the oxidant is suggested.
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