The rate of the Dakin-West reaction have been investigated in Me2SO, THF and CH3CN at the temperature range (55–70) are reported. First order rate constants were obtained in each case. A Bronsted slope was found to be equal -0.0277 indicates that the transition state is very reactant-like and the proton has barely moved. Further, the solvent effect was considered from two points of mechanistic view: the thermodynamic transfer function of Me2SO to CH3CN and THF where the rate was found to be fast in Me2SO and slow in THF and CH3CN and the Kirkwood-Buff preferential solvation with aqueous Me2SO, CH3CN and THF. The techniques supported the proposed transition state structure.
| Published in | American Journal of Physical Chemistry (Volume 5, Issue 6) |
| DOI | 10.11648/j.ajpc.20160506.13 |
| Page(s) | 118-127 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
| Copyright |
Copyright © The Author(s), 2017. Published by Science Publishing Group |
Dakin-West Reaction, Kirkwood-Buff Theory, Azlactone, Thermodynamic Transfer Function, Solvent Effect, Bronsted Plot, Activity Coefficient
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APA Style
Ayman Abdelaziz Osman. (2017). Solvent Effects on the Kinetics of the Dakin-West Reaction. American Journal of Physical Chemistry, 5(6), 118-127. https://doi.org/10.11648/j.ajpc.20160506.13
ACS Style
Ayman Abdelaziz Osman. Solvent Effects on the Kinetics of the Dakin-West Reaction. Am. J. Phys. Chem. 2017, 5(6), 118-127. doi: 10.11648/j.ajpc.20160506.13
AMA Style
Ayman Abdelaziz Osman. Solvent Effects on the Kinetics of the Dakin-West Reaction. Am J Phys Chem. 2017;5(6):118-127. doi: 10.11648/j.ajpc.20160506.13
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Download@article{10.11648/j.ajpc.20160506.13,
author = {Ayman Abdelaziz Osman},
title = {Solvent Effects on the Kinetics of the Dakin-West Reaction},
journal = {American Journal of Physical Chemistry},
volume = {5},
number = {6},
pages = {118-127},
doi = {10.11648/j.ajpc.20160506.13},
url = {https://doi.org/10.11648/j.ajpc.20160506.13},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajpc.20160506.13},
abstract = {The rate of the Dakin-West reaction have been investigated in Me2SO, THF and CH3CN at the temperature range (55–70) are reported. First order rate constants were obtained in each case. A Bronsted slope was found to be equal -0.0277 indicates that the transition state is very reactant-like and the proton has barely moved. Further, the solvent effect was considered from two points of mechanistic view: the thermodynamic transfer function of Me2SO to CH3CN and THF where the rate was found to be fast in Me2SO and slow in THF and CH3CN and the Kirkwood-Buff preferential solvation with aqueous Me2SO, CH3CN and THF. The techniques supported the proposed transition state structure.},
year = {2017}
}
TY - JOUR T1 - Solvent Effects on the Kinetics of the Dakin-West Reaction AU - Ayman Abdelaziz Osman Y1 - 2017/01/12 PY - 2017 N1 - https://doi.org/10.11648/j.ajpc.20160506.13 DO - 10.11648/j.ajpc.20160506.13 T2 - American Journal of Physical Chemistry JF - American Journal of Physical Chemistry JO - American Journal of Physical Chemistry SP - 118 EP - 127 PB - Science Publishing Group SN - 2327-2449 UR - https://doi.org/10.11648/j.ajpc.20160506.13 AB - The rate of the Dakin-West reaction have been investigated in Me2SO, THF and CH3CN at the temperature range (55–70) are reported. First order rate constants were obtained in each case. A Bronsted slope was found to be equal -0.0277 indicates that the transition state is very reactant-like and the proton has barely moved. Further, the solvent effect was considered from two points of mechanistic view: the thermodynamic transfer function of Me2SO to CH3CN and THF where the rate was found to be fast in Me2SO and slow in THF and CH3CN and the Kirkwood-Buff preferential solvation with aqueous Me2SO, CH3CN and THF. The techniques supported the proposed transition state structure. VL - 5 IS - 6 ER -
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