Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Kinetics of Reactions Between Substituted Benzyl Chlorides and Anilines in MeOH-MeCN Mixtures

  • Published : 1983.10.20
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Abstract

Kinetic studies of nucleophilic substitution reactions of para-substituted benzylchlorides with anilines were conducted in a range of MeOH-MeCN mixtures at $55.1^{\circ}C$. Hammett ${\rho}_C$, ${\rho}_N$ values and Bronsted ${\beta}$ values were determined, in other to examine the transition state variations caused by changes in nucleophiles, substituents and solvents properties (${\pi}^{\ast}$ and ${\alpha}$). Applications of potential energy surface (PES) and quantum mechanical (QM) models of transitheion state characterization lead us to conclude that the reaction proceeds via the dissociative $S_N2$ mechanism.

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References

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