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Kinetics of ‘initial burst’ in the solid–liquid phase‐transfer catalysis. Nucleophilic substitution of 2‐octyl mesylate with potassium bromide
Author(s) -
Yufit S. S.,
Zinovyev S. S.
Publication year - 2001
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.375
Subject(s) - chemistry , catalysis , kinetics , mesylate , mass transfer , nucleophilic substitution , bromide , solvent , phase (matter) , phase transfer catalyst , nucleophile , organic chemistry , chromatography , physics , quantum mechanics
The S N 2 substitution of 2‐octyl mesylate with solid KBr under the conditions of phase‐transfer catalysis was studied kinetically using the model approach of ‘initial burst.’ It is suggested that such kinetics reflect the contribution of mass transfer and surface poisoning. The proposed model is used to explain the influences of catalyst, solvent, stirring speed, activation and agitation effects. The mechanistic scheme suggests that the reaction is described by two separate kinetic stages, one of which reflects the intrinsic rate‐limited step and the other the mass transfer‐controlled step. Copyright © 2001 John Wiley & Sons, Ltd.