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Kinetic Studies on Solvolyses of Substituted Cinnamoyl Chlorides in Alcohol-Water Mixture
Kinetic Studies on Solvolyses of Substituted Cinnamoyl Chlorides in Alcohol-Water Mixture
Journal of the Korean Chemical Society. 1999. Oct, 43(5): 527-534
  • Published : October 00, 1999
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Koo, In Sun
Kim, Jung Soon
An, Sun Kyoung
Yang, Kyu Il
Lee, Ic Hoon

Abstract
Solvolyses of para-substituted cinnamoyl chlorides in aqueous binary mixtures of acetone, ethanol, methanol were investigated at 25.0$^{\circ}C$. 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 $Y_{CI}$ 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 $S_N1$ like $S_N2$ reaction mechanism of para-substituted cinnamoyl chlorides.???????????A��??????