Analysis of the Solvolysis of Anthraquinone-2-Carbonyl Chloride in Various Mixed Solvents

被引:0
作者
Koh, Han Joong [1 ]
Kang, Suk Jin [1 ]
机构
[1] Jeonju Natl Univ Educ, Dept Sci Educ, Jeonju 55101, South Korea
来源
JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE | 2018年 / 62卷 / 04期
关键词
Anthraquinone-2-carbonyl chloride; Extended Grunwald-Winstein equation; Associative S(N)2 mechanism; Solvent kinetic isotope effect;
D O I
10.5012/jkcs.2018.62.4.265
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The solvolyses of anthraquinone-2-carbonyl chloride (1) were studied kinetically in 27 pure and various mixed solvents. The analysis using the extended Grunwald-Winstein equation in the solvolyses of anthraquinone-2-carbonyl chloride (1) obtained the l value of 2.11 +/- 0.11, the m value of 0.54 +/- 0.06, and the correlation coefficient of 0.955. The solvolysis reaction of 1 might proceed via an associative S(N)2 mechanism enhancing bond making than bond breaking in the transition state (TS). This interpretation is further supported by a relatively large solvent kinetic isotope effect (SKIE, 2.27).
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页码:265 / 268
页数:4
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