Journal of the Korean Chemical Society | |
Mechanistic Studies of the Solvolyses of Cyclohexanesulfonyl Chloride | |
article | |
Suk Jin Kang1  Han Joong Koh1  | |
[1] Department of Science Education, Jeonju National University of Education | |
关键词: Cyclohexanesulfonyl chloride; Extended Grunwald-Winstein equation; SN2 mechanism; Solvent kinetic isotope effect; | |
DOI : 10.5012/jkcs.2019.63.4.233 | |
学科分类:化学(综合) | |
来源: Korean Chemical Society | |
【 摘 要 】
In this study, the solvolysis of cyclohexanesulfonyl chloride (1) was studied by kinetics in ethanol-water, methanol-water, acetone-water, and 2,2,2-trifluoroethanol (TFE)-water binary solvent systems. The rate constants were applied to the extended Grunwald-Winstein equation, to obtain the values of m = 0.41 and l = 0.81. These values suggested SN2 mechanism in which bond formation is more important than bond breaking in the transition state (TS). Relatively small activation enthalpy values (11.6 to 14.8 kcal·mol-1), the large negative activation entropy values (-29.7 to -38.7 cal·mol-1·K-1) and the solvent kinetic isotope effects (SKIE, 2.29, 2.30), the solvolyses of the cyclohexanesulfonyl chloride (1) proceeds via the SN2 mechanism.
【 授权许可】
Unknown
【 预 览 】
Files | Size | Format | View |
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RO202108140000062ZK.pdf | 386KB | download |