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Effects of anionic micelles on intramolecular general base-catalysed aminolysis of ionized phenyl salicylate (PS−3)

✍ Scribed by M. Niyaz Khan

Publisher
John Wiley and Sons
Year
1999
Tongue
English
Weight
110 KB
Volume
12
Category
Article
ISSN
0894-3230

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✦ Synopsis

The effects of micelles of sodium dodecyl sulphate (SDS) on the rates of reactions of ionized phenyl salicylate (PS À ) with n-butylamine, piperidine and pyrrolidine were studied at 35 °C. Pseudo-first-order rate constants (k obs ) show a linear increase with increase in the total concentration of amine ([Am] T ) at a constant [SDS]. An increase in the total concentration of SDS from 0.0 to 0.2 mol dm À3 results in a decrease in the observed nucleophilic second-order rate constants by the factors of ca 2.6, 5.2 and 3.9 for the reactions of PS À with n-butylamine, piperidine and pyrrolidine, respectively. The rate constants, k obs , show a non-linear increase with increase in [NaOH] from 0.0 to 0.04 mol dm À3 at a constant [SDS] and [Am] T . The observed results of aminolysis of PS À in the presence of SDS micelles are rationalized in the light of the pseudophase model of micelles.

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