Abstract:
The rate of the Dakin-West reaction have been investigated in Me2SO, THF and CH3CN at the temperature range (55–70) are reported. First order rate constants were obtained in each case. A Bronsted slope was found to be equal -0.0277 indicates that the transition state is very reactant-like and the proton has barely moved. Further, the solvent effect was considered from two points of mechanistic view: the thermodynamic transfer function of Me2SO to CH3CN and THF where the rate was found to be fast in Me2SO and slow in THF and CH3CN and the Kirkwood-Buff preferential solvation with aqueous Me2SO, CH3CN and THF. The techniques supported the proposed transition state structure
