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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 19, Number 4
JKCSEZ 19(4)
August 20, 1975 

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

치환 Benzyl Arenesulfonate 와 N,N-Dimethylanilines와의 반응 (제2보). 핵치환 Benzyl Arenesulfonate의 치환기효과
Author
Soo Dong Yoh

여수동
Keywords
Abstract
치환 benzyl (X)arensulfornate (Z)와 치환디메틸아닐린(Y)을 아세톤 용기중에서 Menschatkin형 반응에 대한 벤질핵의 치환기 효과를 검토하였다. Z의 치환기가 전자끄는기에서 주는 기로 변할때 ZY 감에 존재하던 상호작용항이 소실되었다. ZY간의 상호작용항의 유무는 Z의 치환기 변화에 의한 SN2→SN1에의 기구의 변화에 대응된다고 생각된다.

Substituent effects of benzyl substrates for the reaction of substituted benzyl(Z) arenesulfonate(X) with dimethylanilines in (Y) acetone at 35℃ 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 SN2 to SN1 in substituent Z.

Page
240 - 245
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