The kinetics of oxidation of several para- substituted benzaldehydes by imidazolium fluorochromate (IFC) has been studied in the presence of p-toluenesulphonic acid (TsOH) in different (hydrogen bond donor and hydrogen bond acceptor) organic solvents. The reaction was run under pseudo-first-order conditions. Various thermodynamic parameters for the oxidation have been reported and discussed along with the validity of isokinetic relationship. The rate data showing satisfactory correlation with Kamlet-Taft solvatochromic parameters (α, β and π*) which suggests that the specific solute-solvent interactions play a major role in governing the reactivity, and the observed solvent effects have been explained on the basis of solute-solvent complexation