CLEAVAGE OF THE CARBON-SULFUR BOND - KINETICS OF THE REACTION OF THIOBENZOIC ACID WITH ANILINE
CLEAVAGE OF THE CARBON-SULFUR BOND - KINETICS OF THE REACTION OF THIOBENZOIC ACID WITH ANILINE
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DOI：
10.1021/ja01114a020
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发表时间：
1953-01-01
影响因子：
15
通讯作者：
NOBLE, P
中科院分区：
文献类型：
--
作者：
HAWKINS, PJ;TARBELL, DS;NOBLE, P
研究了硫代苯甲酸和苯胺之间的反应动力学。在氯苯溶液中，速率由 ¿(CeH5COSH)(C6H6NH2) 给出；不同硫代苯甲酸样品之间 k 的差异可能是由于存在少量苯甲酸杂质所致。已经测量了其他物质对速率的影响。在乙酸水溶液中，动力学根据溶液的组成而变化，但大多数运行在初始阶段遵循上述动力学。在苯胺溶液中，动力学遵循方程，速率=¿(CeHBCOSH) 2。讨论了与苯甲酸相比，硫代苯甲酸对苯胺的酰化速率要大得多。文献1中的各种观察表明，硫醇酸，RCOSH，与胺的反应比羧酸，RCOOH要快得多，并且最近从合成中研究了使用硫醇酸作为酰化剂。边。 2 我们对硫代苯甲酸和苯胺之间生成苯苯胺（方程式 1）的反应进行了动力学研究，以确定产生苯胺的原因
The kinetics of the reaction between thiobenzoic acid and aniline has been studied. In chlorobenzene solution, the rate is given by¿(CeH5COSH)(C6H6NH2); variations in k between different samples of thiobenzoic acid are probably due to the presence of small amounts of benzoic acid as impurity. The effect of other substances on the rate has been measured. In aqueous acetic acid, the kinetics vary, depending on the composition of the solution, but most runs follow the above kinetics in the initial stage. Inaniline solution, the kinetics follow the equation, rate=¿(CeHBCOSH) 2. The much greater rate of acylation of aniline by thiobenzoic acid, comparedto benzoic acid, is discussed.Various observations in the literature1 indicate that the thiol acids, RCOSH, react far more rap-idly with amines than the carboxylic acids, RCOOH, and the use of thiol acids as acylating agents has been studied recently from the synthetic side. 2 We have undertaken a kinetic study of the reaction between thiobenzoic acid and aniline to yield benz-anilide (eq. 1) in orderto determine the cause for