Abstract

AbstractFormation of a series of Schiff bases derived from p‐aminosalicylic acid I and various aromatic aldehydes has been studied kinetically in ethanol medium in presence of piperidine as a basic catalyst. The order of the reaction is determined to each reactant by following the concentration of the Schiff base formed during the reaction. The reaction is Kinetically third‐order in the presence of low concentration of piperidine, first‐order to each of I, aldehyde and piperidine. On the other hand, in presence of ≥5×10−4 M of piperidine the order of the reaction changed to second‐order, thus much the reaction is independent of piperidine concentration. The rate determining step is suggested to be the dehydration of the carbinolamine intermediate step 4. Variation in reaction rate constants with the different substituent of the aromatic aldehyde, with substituents of aromatic amine and with the nature of the hydroxylic organic solvents as reaction medium are studied and discussed.

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