Hydroxylic solvent effects on the reaction rates of diazodiphenyl methane with 2-substituted cyclohex-1-enylcarboxylic and 2-substituted benzoic acids: Part II

Abstract

The rate constants for the reaction of diazodiphenylinethane with 2-substituted cyclohex-1-enylcarboxylic acids, determined in butan-1-ol, 2-methylpropan-1-ol and ethylene glycol, together with the rate constants determined previously in methanol, ethanol, propan-1-ol and propan-2-ol, are correlated using the total solvtochromic equation, of the form log k = A(o) + s pi* + a alpha + b beta the two parameter model log k =A(o)+ s pi* + a alpha and the single parameter model log k = A(o) + b beta, where pi*, beta and alpha represent the solvent dipolarity/polarizability, solvent hydrogen bond acceptor basicity and hydrogen bond donor acidity, respectively. The correlation of the kinetic data are carried Out by means of multiple linear regression analysis and solvent effects on the reaction rates have been analysed in terms of initial state and transition state contributions. The results obtained for 2-substituted cyclohex-1-enylcarboxylic acids are compared with the results for 2-subsituted benzoic acids under the same experimental conditions.