Kinetics of hydrolysis of some N′-(4-substituted benzylidene) salicylohydrazides

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Abstract
The rates of hydrolysis of a series of substituted benzylidenesalicylohydrazide derivatives in 40%(v/v) ethanol–buffer mixture have been investigated by differential pulse polarography. The hydrolysis is catalysed by H+ and its rate follows strictly first-order kinetics. The rate constant decreases with increasing pH up to around pH 3.9, beyond which no measurable reaction was observed; here the protonation of imine begins to be significantly incomplete. The attack of water on the protonated substrate is considered to be the rate-determining step. The effects of pH, molecular structure, and temperature on the reaction rate and the activation energy are reported. Thermodynamic parameters (ΔG‡, ΔH‡, and ΔS‡) for the hydrolysis are discussed.

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