Abstract
A series of New N-[1-(benzotriazol-1-yl)-X-substituted benzyl]-Y-substituted aniline derivaties (S) have been synthesized. And the rate of hydrolysis was investigated kinetically in 25% (v/v) aqueous methanol at 25$^{\circ}C$. On the basis of rate equations, solvent effect $m {\ll} 1,\; n \leq 3\; and\; m {\ll} l$), salt effect, general base catalysis, substituent effect (${\rho}_{xy}$ > > 0), and hydrolysis products analysis, it may be concluded that the hydrolysis of N-[1-(benzotriazol-1-yl)benzyl]aniline proceeds the "A-$S_N2$" mechanism below pH 12.0, while above pH 13.0, the hydrolysis proceeds through a typical "$S_N2$" mechanism.
일련의 새로운 N-[1-(benzotriazol-1-yl)-X-치환-benzyl]-Y-치환-aniline 유도체(S)를 합성하고 25$^{\circ}C$의 25%(v/v) methanol-물의 혼합용액속에서 pH 변화에 따른 가수분해 반응속도 상수를 측정하여 용매효과($m {\ll} 1,\; n \leq 3\; and\; m {\ll} l$), 염 효과, 일반염기 촉매 효과, 치환기 효과(${\rho}_{xy}$ > 0), 가수분해 반응생성물의 분석 및 반응속도식 등의 결과로부터 pH 12.0 이하에서는 주로 "A-$S_N2$형" 반응, 그리고 pH 13.0 이상에서는 전형적인 "$S_N2$형"의 반응으로 진행하는 가수분해 반응 메카니즘을 제안하였다.
