Kinetics of uncatalysed hydrolysis of 1-benzoyl-3-phenyl-1,2,4-triazole and p-methoxyphenyl dichloroethanoate in aqueous solution containing ureas, carboxamides, sulfonamides, sulfones and sulfoxides

Abstract

Rate constants are reported for the hydrolysis of 1-benzoyl-3-phenyl-1,2,4-triazole and p-methoxyphenyl dichloroethanoate in aqueous solutions containing formamide, acetamide, propionamide, isobutyramide, N-methylformamide, N,N-dimethylformamide, n-butyramide, N-methylacetamide, N,N-dimethylacetamide, urea, 1,3-dimethylurea, 1,1,3,3-tetramethylurea, methanesulfonamide, N-methyl-methanesulfonamide, dimethylsulfonamide, dimethyl sulfone, tetramethylene sulfone, diethyl sulfone, DMSO, tetramethylene sulfoxide or diethyl sulfoxide. The data are analysed to yield quantities defined as G(c) which describe Gibbs energies for substrate ↔ added solute interactions. The G(c) parameters are used to calculate group interaction parameters. Trends in derived G(c) parameters can be understood in terms of additivity of group interactions following the pattern described by Savage and Wood for pairwise solute–solute interactions in aqueous solutions.