Abstract
AbstractOxidation kinetics of benzaldehyde and some of its ortho‐ and para‐monosubstituted derivatives have been studied using cetylpicolinium dichromates, a class of novel phase transfer oxidants, in dichloromethane medium. The rate of reaction is first order with respect to oxidant and fractional order with respect to the substrates. The Michaelis–Menten type oxidation was observed with respect to the substrates. Benzaldehydes are found to be oxidized to their corresponding acids. The mechanism of oxidation reaction has been suggested based on the solvent isotope effect, Hammett plot, and thermodynamic study. The solvent isotope effect (kCHCl3/kCDCl3 = 1.57) indicates the involvement of hydrogen exchange with the medium during oxidation reactions. A strong influence of specific solute–solvent interactions on the rate of the reaction is observed. Both the electron‐withdrawing and electron‐releasing substituents on the substrates accelerate the rate of reaction.
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