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The Effect of Solvent on the $alpha$-Effect(3): Nucleophilic Substitution Reactions of Aryl Acetates in $MeCN-H_2O$ Mixtures of Varying Compositions
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  • The Effect of Solvent on the $alpha$-Effect(3): Nucleophilic Substitution Reactions of Aryl Acetates in $MeCN-H_2O$ Mixtures of Varying Compositions
  • The Effect of Solvent on the $alpha$-Effect(3): Nucleophilic Substitution Reactions of Aryl Acetates in $MeCN-H_2O$ Mixtures of Varying Compositions
저자명
Um. Ik-Hwan,Hahn. Gee-Jung,Lee. Gwang-Ju,Kwon. Dong-Song
간행물명
Bulletin of the Korean Chemical Society
권/호정보
1992년|13권 6호|pp.642-647 (6 pages)
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대한화학회
파일정보
정기간행물|ENG|
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이 논문은 한국과학기술정보연구원과 논문 연계를 통해 무료로 제공되는 원문입니다.
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기타언어초록

Second-order rate constants have been measured spectrophotometrically for the reactions of substituted phenyl acetates with butane-2,3-dione monoximate and p-chlorophenoxide anions in MeCN-H$_2$O mixtures of varying compositions. The reaction rate, unexpectedly, decreased remarkably upon initial additions of MeCN to H$_2$O up to 30-40 mole ${\%}$ MeCN, and followed by a gradual increase upon further additions of MeCN. The change in solvent composition also influenced the magnitude of the ${alpha}$-effect, i.e., the ${alpha}$-effect increased as the mole ${\%}$ MeCN increased. The solvent dependent ${alpha}$-effect for the present system appears to indicate that the differential solvation between the ${alpha}$-effect nucleophile and the corresponding normal nucleophile is not solely responsible but the difference in the transition-state stabilization is also responsible for the ${alpha}$ -effect in organic solvent-rich region.