The rate and activation parameters for the reaction of benzylbenzenesulfonate with tertiary amines such as pyridine, 4-aminopyridine and M. N-dimethylaniline has been measured in various solvents by conductometry.
As a results, on the whole, the rat...
The rate and activation parameters for the reaction of benzylbenzenesulfonate with tertiary amines such as pyridine, 4-aminopyridine and M. N-dimethylaniline has been measured in various solvents by conductometry.
As a results, on the whole, the rate was increased in proportion to solvent polarity.
Methanol, the most of all, was faster as the reaction rate is in contrast to dielectric constant is the push-pull mechanism.
Activation parameters and isokinetic relationship between ?? and ?? indicated ?? characters in each solvents.
In the case of methanol, when pKa of amine is very large, the reaction rate has been decreased because of nucleophilicity has been weakened by hydrogen bonding and the energy of desolvation has increased.
The other correlative parameters between rate constant and solubility parameters, solvent parameter, dielectric constant, Et was obtained.