대한화학회지 (Journal of the Korean Chemical Society)

  • 제19권4호
  • /
  • Pages.240-245
  • /
  • 1975
  • /
  • 1017-2548(pISSN)
  • /
  • 2234-8530(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지

置換 Benzyl Arenesulfonate 와 N,N-Dimethylanilines와의 反應 (第2報). 核置換 Benzyl Arenesulfonate의 置換基效果

The Reactions of Substituted Benzyl Arenesulfonates with N,N-Dimethylaniline (II). Substituent Effects of Benzyl Substrates for Benzyl Arenesulfonates

  • 여수동 (慶北大學校 師範大學 化學科)
  • Yoh Soo Dong (Department of Chemistry, Teacher's College, Kyungpook National University)
  • 발행 : 1975.08.30
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초록

置換 benzyl (X)arensulfornate (Z)와 置換디메틸아닐린(Y)을 아세톤 容媒中에서 Menschatkin型 反應에 對한 벤질核의 置換基 效果를 檢討하였다. Z의 置換基가 電子끄는基에서 주는 基로 變할때 ZY 間에 存在하던 相互作用項이 消失되었다. ZY間의 相互作用項의 유무는 Z의 置換基 變化에 依한 $S_N2{\longrightarrow}S_N1$에의 機構의 變化에 對應된다고 생각된다.

Substituent effects of benzyl substrates for the reaction of substituted benzyl(Z) arenesulfonate(X) with dimethylanilines in (Y) acetone at $35^{circ}$ were studied. The interactions between Z and Y disappeared when changed from electron withdrawing group to releasing group in benzyl substrates. The disappearance of interactions between Z and Y infers change of mechanism from $S_N2 to S_N1$ in substituent Z.

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