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KMID : 1059519990430050527
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Journal of the Korean Chemical Society
1999 Volume.43 No. 5 p.527 ~ p.534
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Kinetic Studies on Solvolyses of Substituted Cinnamoyl Chlorides in Alcohol-Water Mixture
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Koo In-Sun
Kim Jung-Soon
An Sun-Kyoung
Yang Kyu-Il
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Abstract
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Solvolyses of para-substituted cinnamoyl chlorides in aqueous binary mixtures of acetone, ethano!, methanol were investigated at 25.0℃. These data were interpreted using the Grunwald-Winstein relationship, Hammett equation, and quantum mechanical model. Grunwald-Winstein plots of the first-order rate constants for para-substituted cinnamoyl chlorides with Ycl showed marked dispersions into three separate curves for the three aqueous mixtures with a large m vaIue for aqueous alcohol solvents. This study has shown that the potential energy surface and quanturm mechanical model predict transition state variation correctly for Sn1 like Sn2 reaction mechanism of para-substituted cinnamoyl chlorides.
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