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

Molecules

María del Mar Graciani¹  Amalia Rodríguez¹  Victoria I. Martín¹ 

[1] Department of Physical Chemistry, University of Seville, C/ Profesor García González 1, 41012 Seville, Spain

关键词: 2-(p-nitrophenyl)ethyl bromide;    basic dehydrobromination;    dimeric surfactants;    morphological transitions;    ion-exchange model;   

DOI  :  10.3390/molecules16119467

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.