Abstract
AbstractThe kinetics of the oxidation of seven substituted ethanols by sodium N‐bromobenzenesulphonamide or bromamine‐B (BAB) in the presence of HCl was studied at 45 °C. The rate shows a first‐order dependence on [BAB]0 and is fractional in [alcohol]0, [H+] and [Cl−]. Ionic strength variations, addition of benzenesulphonamide reaction product and variation of dielectric constant of the medium have no effect on the rate. The solvent isotope effect k/k ≈ 0·97. The rates do not correlate satisfactorily with Taft's substituent constants. Activation parameters ΔH≠, ΔS≠, ΔG≠ and log A were calculated by studying the reaction at different temperatures (308–323 K). It was found that ΔH≠ and ΔS≠ are linearly related and an isokinetic relationship is observed with isokinetic temperature β = 393 K, indicating enthalpy as a controlling factor.
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