MICELLAR EFFECTS UPON ALKENE BROMINATION .2. THE ROLE OF ALKENE HYDROPHOBICITY

被引：37

作者：

CERICHELLI, G

GRANDE, C

LUCHETTI, L

MANCINI, G

机构：

[1] Centro CNR di Studio sui Meccanismi di Reazione, Universita’ “La Sapienza”, 00185 Roma, c/o Dipartimento di Chimica

[2] Dipartimento di Scienze e Tecnologie Chimiche, II Universita’ degli Studi di Roma, 00173 Roma, Via Orazio Raimondo

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 09期

关键词：

D O I：

10.1021/jo00009a019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Surface polarity of cetyltrimethylammonium bromide (CTAB) aqueous micelles was checked by use of as a probe the bromination reaction of a series of 1-alkenes and a water-soluble alkene, cis-4-cyclohexene-1,2-dicarboxylic acid dimethyl ester (I). There was strong inhibition (10(5)-10(6)-fold) of the second-order reaction rate constants relative to those in water; moreover, both kinetics and the product distributions suggested that alkenes had different locations at the micellar surface. Kinetics in the presence of added NaBr and n-decane supported this location hypothesis.

引用

页码：3025 / 3030

页数：6

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