Correlation of the rates of solvolysis of phenyl chloroformate
Correlation of the rates of solvolysis of phenyl chloroformate
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DOI：
10.1039/a701140g
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发表时间：
1997-09-01
期刊：
影响因子：
--
通讯作者：
DSouza, MJ
中科院分区：
文献类型：
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作者：
Kevill, DN;DSouza, MJ
使用扩展的Grunwald-Winstein方程，结合N-T溶剂亲核性尺度和Y-Cl溶剂电离尺度，可以很好地关联氯甲酸苯酯在21种溶剂中的溶剂分解比速率，对尺度变化的敏感度分别为1.68 +/- 0.10和0.57 +/- 0.06。这是一种溶剂分解，根据其他几种类型的证据，认为其遵循加成-消除途径，其中加成是速率决定的（或可能是强制一致的变体），并且这些灵敏度可以被认为是遵循这种途径的氯甲酸酯的代表性值。
The specific rates of solvolysis of phenyl chloroformate in 21 solvents can be very well correlated using the extended Grunwald-Winstein equation, with incorporation of the N-T solvent nucleophilicity scale and the Y-Cl solvent ionizing scale, with sensitivities towards changes in the scale having values of 1.68 +/- 0.10 and 0.57 +/- 0.06, respectively. This is a solvolysis which, on the basis of several other types of evidence, is believed to follow an addition-elimination pathway with addition being rate-determining (or possibly an enforced concerted variant), and these sensitivities can be considered to be representative values for chloroformate esters following such a pathway.