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β‐Cyclodextrin–micelle mixed systems as a reaction medium. Denitrosation of N ‐methyl‐ N ‐nitroso‐ p ‐toluenesulfonamide
Author(s) -
Fernández I.,
GarcíaRío L.,
Hervés P.,
Mejuto J. C.,
PérezJuste J.,
RodríguezDafonte P.
Publication year - 2000
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 - 10.1002/1099-1395(200010)13:10<664::aid-poc264>3.0.co;2-u
Subject(s) - chemistry , micelle , pulmonary surfactant , bromide , nitroso , cationic polymerization , cyclodextrin , medicinal chemistry , critical micelle concentration , kinetics , inorganic chemistry , organic chemistry , polymer chemistry , aqueous solution , biochemistry , physics , quantum mechanics
The kinetics of the acid hydrolysis of N ‐methyl‐ N ‐nitroso‐ p ‐toluenesulfonamide (MNTS) were studied in media containing different cationic micellar aggregates (lauryltrimethylammonium bromide, tetradecyltrimethylammonium bromide and cetyltrimethylammonium chloride) and β‐cyclodextrin (β‐CD). The results were interpreted in terms of the pseudo‐phase model. The model takes into account the formation of both β‐CD–surfactant and β‐CD–MNTS complexes. The presence of β‐CD has no effect on existing micelles but raises the cmc. Complexation of surfactant by β‐CD makes the cmc dependent on β‐CD concentration because the cmc is now the sum of the concentrations of free and complexed surfactant when micelles begin to form. At surfactant concentrations above the cmc, competition between the micellization and complexation processes leads to the existence of a significant concentration of free cyclodextrin. Copyright © 2000 John Wiley & Sons, Ltd.