Phenyl salicylate methanolysis of ionized

The aminolysis and methanolysis of ionized phenyl salicylate (189) have been examined under micellar conditions. The effect of CTABr on the rates of aminolysis of (189) by -butylamine, piperidine, and pyrrolidine is to bring about a rate decrease (up to 17-fold with pyrrolidine). The results are interpreted in terms of binding constants for the amines with CTABr and the pseudo-phase model.The effects of mixed surfactants SDS and CTABr on the methanolysis of (189) and the alkaline hydrolysis of phenyl benzoate suggest that micellar aggregates are involved in the processes.The effects of NaOH and KBr on the intramolecular general base-catalysed methanolysis of (189) in the presence of CTABr has been investigated. Pseudo-first-order rate constants were not affected by either additive but other changes were noted. The effect of mixed MeCN-water solvents on the same reaction has also been probed. 

FIGURE 1.2 Plots showing the dependence of pseudo-first-order rate constants, for methanolysis of ionized phenyl salicylate upon total concentration of cetyltrimeth-ylammonium bromide, [CTABr]-p at 25°C (O), 35°C (A), 40°C ( ), and 45"C (V). The point of intersection of two linear lines in each plot represents the CMC. (Data from Khan, M.N., Arifin, Z. Kinetics and mechanism of intramolecular general base-catalyzed methanolysis of ionized phenyl salicylate in the presence of eationic micelles. Langmuir 1996,12(2), 261-268.)... 

Z. Kinetics and mechanism of intramolecular general base-catalyzed methanolysis of ionized phenyl salicylate in the presence of cationic micelles. Langmuir 1996,12(2), 261-268. 

The Values of Observed Absorbance (Ao, ) at 280 nm as a Function of Reaction Time (t) for Methanolysis of Ionized Phenyl Salicylate (PS )... 

An extensive kinetic study on methanolysis of ionized phenyl salicylate (PS ), as described elsewhere, reveals that the overall reaction involves PS" and CH3OH as the reactants. Thus, the apparent rate law for methanolysis of PS"... 

The effects of [KBr] and [NaBr] on the rates of CTABr micellar-mediated methanolysis"° and aminolysis " of ionized phenyl salicylate (PS ) showed that the CTABr micellar binding constants (Kg) of PS" followed the following empirical relationship ... 

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