Micellar effects on alkene bromination. 2. The role of alkene hydrophobicity

G Cerichelli, C Grande, L Luchetti…

Index: Cerichelli, Giorgio; Grande, Celeste; Luchetti, Luciana; Mancini, Giovanna Journal of Organic Chemistry, 1991 , vol. 56, # 9 p. 3025 - 3030

Full Text: HTML

Citation Number: 40

Abstract

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-l, 2-dicarboxylic acid dimethyl ester (I). There was strong inhibition (1O6-1@-fold) of the second-order reaction rate constants relative to thw in water; moreover, both kinetica and the product distributions suggested that alkenes had different ...