Micellar Effects on SN2 Reactions of Alkyl Naphthalene-2-sulfonates:The Role of Hydrophobic Substituents

Effect of Ethanol on Micellization and on Decarboxylation of 6-Nitrobenzisoxazole-3-carboxylate in Aqueous Cationic Micelles

“…On the other hand, the expected behavior has been obtained for the other cationic surfactants CTABr, CTEABr, and CTPABr up to concentrations of 0.15 M (20). A similar anomalous behavior for the big-head surfactant CTBABr has already been observed in the bimolecular S N 2 reaction of bromide with alkyl naphthalene-2-sulfonates (21). A similar abrupt change in k obs is evident at low ethanol content (x EtOH 0.02 M, Fig.…”

Effects of alcohols on micellization and on the reaction methyl 4‐nitrobenzenesulfonate + Br− in cetyltrimethylammonium bromide aqueous micellar solutions

“…The catalytic effect of cationic micelles can be explained by considering that the interaction between the aromatic π system of the organic substrate with the quaternary ammonium head groups increases the reactivity of the MBS molecules because the 4-nitrobenzenesulfonate ion becomes a better leaving group [37].…”

Decarboxylation of 6-nitrobenzisoxazole-3-carboxylate as kinetic probe for piperazinium-based cationic micelles

“…All these changes have been related to new structures of the micelle comparing at high surfactant, when structural features of monomer are present, as confirmed by structural micellar investigations [17]. Anomalies have been observed also for bimolecular reactions of bromide with methylnaphthalene-2-sulfonates in big-head surfactants of the family of cetyltrialkylammonium bromide, i.e., CTBABr [18,19].…”