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  • 02월 22일 16시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

Kinetics and Mechanism of Azidolysis of Y-Substituted Phenyl Benzoates

등록일
2008년 2월 14일 13시 28분 17초
접수번호
1375
발표코드
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발표시간
금 <발표Ⅴ>
발표형식
포스터
발표분야
유기화학
저자 및
공동저자
김은희, 엄익환
이화여자대학교 나노과학부,
Second-order rate constants (kN) have been measured spectrophotometrically for reactions of Y-substituted phenyl benzoates with azide ion in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1oC. The Brønsted-type plot for the azidolysis exhibits a downward curvature. The pKao is 4.8, which is practically identical to the pKa of the conjugate acid of N3– ion. Hammett plots correlated with σo and σ– constants exhibit highly scattered points for the azidolysis. On the contrary, the corresponding Yukawa-Tsuno plot results in an excellent linear correlation with ρ = 2.45 and r = 0.40, indicating that the leaving group departs in the rate-determining step. The curved Brønsted-type plot has been interpreted as a change in the rate-determining step in a stepwise mechanism. The microscopic rate constants have been calculated for the azidolysis and found to be consistent with the proposed mechanism.

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