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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...

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Detalles Bibliográficos
Autores principales: Graciani, María del Mar, Rodríguez, Amalia, Martín, Victoria I., Moyá, María Luisa
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2011
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.
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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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