Prediction of esterification rate constants for secondary alkan-2-ols based on one- and two-parameter Taft equations

IF 2.1 4区 化学 Q3 CHEMISTRY, PHYSICAL Progress in Reaction Kinetics and Mechanism Pub Date : 2020-01-01 DOI:10.1177/1468678319825731
J. Vojtko, Jaroslav Durdiak, Zuzana Lukáčová-Chomisteková, P. Tomčík
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引用次数: 3

Abstract

Equilibrium constants and reaction rate constants for the esterification of secondary alkan-2-ols with acetic acid were measured at 60°C in 1,4-dioxane. Taft coefficients, as single parameter (without inductive effects), and two-parameter correlation (including inductive and steric effects), of the measurements were used for the prediction of esterification rate constants for secondary alkan-2-ols with monocarboxylic acids. For this prediction, previously observed results of linear correlation of rate constants for the esterification of propan-1-ol with monocarboxylic acids measured under identical experimental conditions were applied. Two parameter Taft equations for the correlation of secondary alkan-2-ols and for monocarboxylic acids were combined, resulting in an overall correlation equation usable for the prediction of reaction rates for secondary alkan-2-ols with any monocarboxylic acid. This equation was experimentally verified for the esterification of three randomly chosen alkan-2-ols with three randomly chosen monocarboxylic acids.
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基于单参数和双参数Taft方程的仲烷烃-2-醇酯化速率常数预测
在1,4-二氧六环中,测定了60℃条件下仲烷烃-2-醇与乙酸酯化反应的平衡常数和反应速率常数。采用塔夫脱系数作为单参数(无感应效应)和双参数相关(包括感应效应和位阻效应)预测仲烷烃-2-醇与单羧酸的酯化速率常数。为了进行预测,采用了在相同实验条件下测定的丙烯-1-醇与单羧酸酯化反应速率常数的线性相关结果。将仲烷烃-2-醇和单羧酸相关的两个参数Taft方程结合起来,得到了一个总体相关方程,可用于预测仲烷烃-2-醇与任何单羧酸的反应速率。用随机选择的三种烷烃-2-醇与三种单羧酸的酯化反应验证了该方程。
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来源期刊
CiteScore
2.10
自引率
0.00%
发文量
5
审稿时长
2.3 months
期刊介绍: The journal covers the fields of kinetics and mechanisms of chemical processes in the gas phase and solution of both simple and complex systems.
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