Structural Effects upon Catalysis by Cationic Micelles
Author
Abstract
The catalytic efficiencies of phenyl- and 2,4-dimethoxyphenylcetyldimethylammonium bromides (CPDA and CDPDA) are greater than that of cetyltrimethylammonium bromide (CTABr) for the spontaneous hydrolyses of the dianions of 2,4- and 2,6-dinitrophenyl phosphates, the reactions of hydroxide and fluoride ions with p-nitrophenyl diphenyl phosphate, and the reaction of hydroxide ion with 2,4-dinitrochlorobenzene in water, because of more efficient micelle-substrate binding. There is little effect upon the rate in the micellar phase. 2,4-DimethoxybenzyIcetyldimethylammonium bromide (CDBDA) is an even better catalyst for the spontaneous hydrolysis of 2,4-dinitrophenyl phosphate, but not for the other reactions, probably because of its low solubility in water. © 1970, American Chemical Society. All rights reserved.
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Artículo de publicación SCOPUS
Identifier
URI: https://repositorio.uchile.cl/handle/2250/157602
DOI: 10.1021/jo00826a024
ISSN: 15206904
00223263
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Journal of Organic Chemistry, Volumen 35, Issue 1, 2018, Pages 108-114
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