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Molecules 2011, 16(11), 9467-9479; doi:10.3390/molecules16119467

Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH in Dimeric Micellar Solutions

Department of Physical Chemistry, University of Seville, C/ Profesor García González 1, 41012 Seville, Spain
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Received: 13 October 2011 / Revised: 31 October 2011 / Accepted: 8 November 2011 / Published: 11 November 2011
(This article belongs to the Special Issue Reactions in Water)
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Abstract

The dehydrobromination reaction 2-(p-nitrophenyl)ethyl bromide + OH was investigated in several alkanediyl-a-w-bis(dodecyldimethylammonium) bromide, 12-s-12,2Br (with s = 2, 3, 4, 5, 6, 8, 10, 12) micellar solutions, in the presence of NaOH 5 × 10−3 M. The kinetic data were quantitatively rationalized within the whole surfactant concentration range by using an equation based on the pseudophase ion-exchange model and taking the variations in the micellar ionization degree caused by the morphological transitions into account. The agreement between the theoretical and the experimental data was good in all the dimeric micellar media studied, except for the 12-2-12,2Br micellar solutions. In this case, the strong tendency to micellar growth shown by the 12-2-12,2Br micelles could be responsible for the lack of accordance. Results showed that the dimeric micelles accelerate the reaction more than two orders of magnitude as compared to water.
Keywords: 2-(p-nitrophenyl)ethyl bromide; basic dehydrobromination; dimeric surfactants; morphological transitions; ion-exchange model 2-(p-nitrophenyl)ethyl bromide; basic dehydrobromination; dimeric surfactants; morphological transitions; ion-exchange model
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Graciani, M.M.; Rodríguez, A.; Martín, V.I.; Moyá, M.L. Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH in Dimeric Micellar Solutions. Molecules 2011, 16, 9467-9479.

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