beta-cyclodextrin-micelle mixed systems as a reaction medium. Denitrosation of N-methyl-N-nitroso-p-toluenesulfonamide

Citation
I. Fernandez et al., beta-cyclodextrin-micelle mixed systems as a reaction medium. Denitrosation of N-methyl-N-nitroso-p-toluenesulfonamide, J PHYS ORG, 13(10), 2000, pp. 664-669
Citations number
24
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
ISSN journal
08943230 → ACNP
Volume
13
Issue
10
Year of publication
2000
Pages
664 - 669
Database
ISI
SICI code
0894-3230(200010)13:10<664:BMSAAR>2.0.ZU;2-Y
Abstract
The kinetics of the acid hydrolysis of N- methyl-N- nitroso-p- toluenesulfo namide (MNTS) were studied in media containing different cationic micellar aggregates (lauryltrimethylammonium bromide, tetradecyltrimethyl-ammonium b romide and cetyltrimethylammonium chloride) and beta -cyclodextrin (beta -C D). The results were interpreted in terms of the pseudo-phase model. The mo del takes into account the formation of both beta -CD-surfactant and beta - CD-MNTS complexes. The presence of beta -CD has no effect on existing micel les but raises the cmc. Complexation of surfactant by beta -CD makes the cm c dependent on beta -CD concentration because the cme is now the sum of the concentrations of free and complexed surfactant when micelles begin to for m. At surfactant concentrations above the cmc, competition between the mice llization and complexation processes leads to the existence of a significan t concentration of free cyclodextrin. Copyright (C) 2000 John Wiley & Sons, Ltd.