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Effects of Amine Oxide Surfactants on Reactions of Bromide and Hydroxide Ions with Methylnaphthalene-2-Sulfonate

✍ Scribed by Lucia Brinchi; Chiara Dionigi; Pietro Di Profio; Raimondo Germani; Gianfranco Savelli; Clifford A. Bunton

Publisher
Elsevier Science
Year
1999
Tongue
English
Weight
76 KB
Volume
211
Category
Article
ISSN
0021-9797

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✦ Synopsis

The S N 2 reaction of Br ؊ with methylnaphthalene-2-sulfonate (MeONs) in water is accelerated by micelles of tetradecyldialkyl amine oxide (alkyl ‫؍‬ methyl, n-propyl) and rates increase sharply in HBr due to increased binding of Br ؊ to the protonated amine oxide. Second-order rate constants at the micellar surface are similar to those at surfaces of trialkylammonium and sulfobetaine micelles. The reaction of OH ؊ with MeONs is weakly inhibited by amine oxide micelles, showing that dispersive, as well as coulombic and charge-dipole, forces play a major role in the association of ions with surfaces of micellar aggregates.

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