Bulletin of the Korean Chemical Society

  • 제13권4호
  • /
  • Pages.395-398
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  • 1992
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  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Limitations of the Transition State Variation Model(5) Dual Reaction Channels for Solvolysis of Dansyl Chloride

  • Koo In Sun (Department of Chemical Education, Gyeongsang National University) ;
  • Lee Ocg-Kyeong (Department of Chemical Education, Gyeongsang National University) ;
  • Lee Ikchoon (Department of Chemistry, Inha University)
  • 발행 : 1992.08.20
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초록

Rate of solvolysis of dansyl chloride in aqueous binary mixtures of acetone, methanol and ethanol are reported. Kinetic solvent isotope effects in methanol and product selectivities in alcohol-water mixtures are also reported. Kinetic data are interpreted with the Grunwald-Winstein and Kivinen equations. The value of $k_{CH3OH}/k_{CH3OD}=1.76$ suggests that a general have catalyzed and/or an $S_AN$ pathway is operative in methanol, a less polar solvent. Rate-rate profiles for solvolysis of dansyl chloride in the aqueous binary media indicate a change in reaction channel from $S_AN$ (in less polar media) to $S_N2$ (in more polar media) mechanism.

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참고문헌

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피인용 문헌

  1. Calculated Third Order Rate Constants for Interpreting the Mechanisms of Hydrolyses of Chloroformates, Carboxylic Acid Halides, Sulfonyl Chlorides and Phosphorochloridates vol.16, pp.5, 2015, https://doi.org/10.3390/ijms160510601