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Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions
The dehydrobromination reaction 2-(p-nitrophenyl)ethyl bromide + OH(−)was investigated in several alkanediyl-α-ω-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 rat...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264658/ https://www.ncbi.nlm.nih.gov/pubmed/22081123 http://dx.doi.org/10.3390/molecules16119467 |
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author | Graciani, María del Mar Rodríguez, Amalia Martín, Victoria I. Moyá, María Luisa |
author_facet | Graciani, María del Mar Rodríguez, Amalia Martín, Victoria I. Moyá, María Luisa |
author_sort | Graciani, María del Mar |
collection | PubMed |
description | The dehydrobromination reaction 2-(p-nitrophenyl)ethyl bromide + OH(−)was investigated in several alkanediyl-α-ω-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. |
format | Online Article Text |
id | pubmed-6264658 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62646582018-12-10 Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions Graciani, María del Mar Rodríguez, Amalia Martín, Victoria I. Moyá, María Luisa Molecules Article The dehydrobromination reaction 2-(p-nitrophenyl)ethyl bromide + OH(−)was investigated in several alkanediyl-α-ω-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. MDPI 2011-11-11 /pmc/articles/PMC6264658/ /pubmed/22081123 http://dx.doi.org/10.3390/molecules16119467 Text en © 2011 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Graciani, María del Mar Rodríguez, Amalia Martín, Victoria I. Moyá, María Luisa Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions |
title | Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions |
title_full | Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions |
title_fullStr | Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions |
title_full_unstemmed | Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions |
title_short | Study of the Reaction 2-(p-Nitrophenyl)ethyl Bromide + OH(−) in Dimeric Micellar Solutions |
title_sort | study of the reaction 2-(p-nitrophenyl)ethyl bromide + oh(−) in dimeric micellar solutions |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6264658/ https://www.ncbi.nlm.nih.gov/pubmed/22081123 http://dx.doi.org/10.3390/molecules16119467 |
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