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 rational...

Full description

Saved in:
Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2011-11, Vol.16 (11), p.9467-9479
Main Authors: Graciani, María Del Mar, Rodríguez, Amalia, Martín, Victoria I, Moyá, María Luisa
Format: Article
Language:English
Subjects:
2-(p-nitrophenyl)ethyl bromide
basic dehydrobromination
Bromides - chemistry
Caustic soda
dimeric surfactants
Enhanced oil recovery
Equilibrium
Hydrocarbons
Hydroxides - chemistry
ion-exchange model
Micelles
Molecular Structure
morphological transitions
Morphology
Pyrenes - chemistry
Solutions - chemistry
Surface-Active Agents - chemistry
Surfactants
Water - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules16119467