아세톤 용매에서의 Benzyl Arenesulfonate 의 가용매 분해 (제4보)

Solvolysis of Benzyl Arenesulfonates in Acetone-Water Mixture (IV)

  • 이우붕 (경북대학교 사범대학 화학과) ;
  • 여수동 (경북대학교 사범대학 화학과)
  • Lee, Woo Bung (Department of Chemistry, Teacher's College Kyungpook National University) ;
  • Yoh, Soo Dong (Department of Chemistry, Teacher's College Kyungpook National University)
  • 발행 : 1976.10.30

초록

合成한 benzyl arenesulfonate의 離脫基의 置換基效果를 硏究하기 위하여 10 ∼ 15 vol. % 아세톤-물 混合溶媒속에서 溶媒分解速度를 電氣傳導法으로 測定하였다. 溶媒效果, 置換基效果 그리고 물 含量에 따른 速度變化를 檢討한 結果, 물含量이 적은 部分에서는 $p-OCH_3$$S_N2$性格이 다소 나타나나, 全置換基를 통해서 대체적으로 $S_N1$性格이 支配的인 反應임을 알 수 있었다.

Substituent effects of leaving group in benzylarenesulfonates solvolysis have been carried out in 10∼50% water-acetone mixtures by electric conductivity method. Results of solvent effects, substituent effects and variable rate difference of water contents, show that $S_N1$ character almost predominates through the substituents, though p-MeO favors more or less $S_N2$ character in low water contents.

키워드

참고문헌

  1. J. Amer. Chem. Soc. v.75 J. K. Kochi;G.S. Hammond
  2. Research Review of Kyungpook National Univ. v.17 S.D. Yoh
  3. J. Korean Chem. Soc. W.B. Lee;S.D. Yoh
  4. Organic Solvent J.A. Riddick
  5. Bull. Chem. Soc. Japan v.45 Y. Yukawa(et al.)
  6. Acta Chem. Scand. v.9 E. Tommila
  7. J. Amer. Chem. Soc. v.70 Morgan;Cretcher
  8. Phil. Mag. E.A. Guggenheim
  9. J. Amer. Chem. Soc. v.70 E. Grunwald;S. Winstein
  10. Physical Organic Chemistry(2nd Ed.) L.P. Hammett
  11. J. Amer. Chem. Soc. v.75 Swain;Scott
  12. J. Amer. Chem. Soc. v.73 Swain;Langsdorf
  13. J. Amer. Chem. Soc. v.75 Swain;Scott
  14. J. Chem. Soc. B.L. Archer;R.F. Hudson
  15. Advances in Physical Organic Chemistry v.5 S.L. Johnson
  16. J. Korean Chem. Soc. v.18 W. K. Kim;I. Lee