Abstract

The ranges of variation of the rate constant (0.031– 0.153 L·mol^–1·s^–1), energy of activation (21– 55 kJ/mol), and entropy of activation (88–191 J·mol^–1·K^–1) for the reaction of benzamide with 3-nitrobenzenesulfonyl chloride in aqueous 1,4-dioxane with a concentration of water of 15–40 wt % have been determined by studying the reaction kinetics in the temperature range 298–313 K. The potential energy surface for the gas-phase reaction of benzamide with 3-nitrobenzenesulfonyl chloride has been simulated at the DFT B3LYP/ 6-311G(d,p) level of theory; the results of quantum chemical simulation suggest bimolecular nucleophilic substitution mechanism of this reaction.

中文翻译：

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苯甲酰胺对磺酰化的反应性

摘要

速率常数 (0.031– 0.153 L·mol ^–1 ·s ^–1 )、活化能 (21– 55 kJ/mol) 和活化熵 (88–191 J·mol ^–1 ·K) 的变化范围^–1 ) 苯甲酰胺与 3-硝基苯磺酰氯在水浓度为 15-40 wt % 的 1,4-二恶烷水溶液中的反应，已通过研究 298-313 K 温度范围内的反应动力学确定。在DFT B3LYP/6-311G( d , p )理论水平上模拟了苯甲酰胺与3-硝基苯磺酰氯气相反应的能面；量子化学模拟的结果表明该反应的双分子亲核取代机制。