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The Effect of ortho Substituents on the Solvolyses of Benzyl and Benzoyl Derivatives

등록일
2008년 2월 14일 13시 02분 53초
접수번호
1370
발표코드
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발표시간
금 <발표Ⅴ>
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
김동국, 경진범1, 이영훈2, 성미혜1
한양대학교 화학과,
1한양대학교 응용화학과,
2한서대학교 식품생물공학과,
Rates for the solvolyses of o-nitrobenzyl bromide(o-NBB) and o-nitrobenzoyl chloride(o-NBC) in several binary solvent mixtures have been measured using the titrimetric method at various temperatures. Rate constants obtained by this method, were applied to the simple and extended Grunwald-Winstein equations in order to know the sensitivities of solvent ionizing power(m) and solvent nucleophilicity(l). From the results, the rates constants for the effect of neighboring group participation have been classified into two terms. One is related to the neighboring group participation and the other is not related to it. The l and m values for the rate constants, which is not related to the effects of neighboring group participation, were 1.09 and 0.51 (r=0.992), respectively. On the other hand, the m value for the rate constants, which is related to those effects, was 0.61(r=0.982). The products of the solvolyses of o-NBB and o-NBC were analyzed using the HPLC and GC/mass.

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