Factors determining the reactivity of the bromine atom toward haloalkanes

Factors determining the reactivity of the bromine atom toward haloalkanes Experimental data concerning reactions of the bromine atoms with haloalkanes and carbonyl compounds (25 reactions) have been analyzed within the intersecting parabolas model. The following factors have an effect on the activation energy of these reactions: enthalpy of reaction, triplet repulsion, electronegativity of reaction center atoms, dipole–dipole and multidipole interactions of the reaction center with polar groups, and the interaction of π electrons with electrons of the reaction center. The increments characterizing the contribution from each factor to the activation energy of the reaction have been calculated. The increment ΔEμ, which characterizes the dipole–dipole interaction in the transition state, and the dipole moment of the polar group (μ) are correlated by the following empirical equation: ln(ΔE μ/Σμ) = −0.14 + 0.47(ΔE μ/Σμ) − 0.024(ΔE μ/Σμ)2. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Kinetics and Catalysis Springer Journals

Factors determining the reactivity of the bromine atom toward haloalkanes

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Publisher
Pleiades Publishing
Copyright
Copyright © 2017 by Pleiades Publishing, Ltd.
Subject
Chemistry; Catalysis; Physical Chemistry
ISSN
0023-1584
eISSN
1608-3210
D.O.I.
10.1134/S0023158417040061
Publisher site
See Article on Publisher Site

Abstract

Experimental data concerning reactions of the bromine atoms with haloalkanes and carbonyl compounds (25 reactions) have been analyzed within the intersecting parabolas model. The following factors have an effect on the activation energy of these reactions: enthalpy of reaction, triplet repulsion, electronegativity of reaction center atoms, dipole–dipole and multidipole interactions of the reaction center with polar groups, and the interaction of π electrons with electrons of the reaction center. The increments characterizing the contribution from each factor to the activation energy of the reaction have been calculated. The increment ΔEμ, which characterizes the dipole–dipole interaction in the transition state, and the dipole moment of the polar group (μ) are correlated by the following empirical equation: ln(ΔE μ/Σμ) = −0.14 + 0.47(ΔE μ/Σμ) − 0.024(ΔE μ/Σμ)2.

Journal

Kinetics and CatalysisSpringer Journals

Published: Aug 2, 2017

References

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