Application of the extended Grunwald-Winstein equation to solvolyses of n-propyl fluoroformate and a consideration of leaving group effects

Title
Application of the extended Grunwald-Winstein equation to solvolyses of n-propyl fluoroformate and a consideration of leaving group effects
Author
경진범
Keywords
n-Propyl fluoroformate; Addition-elimination; Grunwald-Winstein equation; Leaving group effect
Issue Date
2008-09
Publisher
대한화학회
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v. 29, No. 9, Page. 1747-1751
Abstract
Reactions of n-propyl fluoroformate in a variety Of pure and binary solvents have been Studied at 40.0 degrees C. The extended (two-term) Grunwald-Winstein equation has been applied to the specific rates of solvolysis of n-propyl fluoroformate. The sensitivities (l = 1.80 +/- 0.17 and m = 0.96 +/- 0.10) to changes in solvent nucleophilicity and solvent ionizing power and the k(F)/k(Cl), values are similar to those for solvolyses of n-octyl fluoroformate over the full range of solvents, Suggesting that the addition step of an addition-elimination mechanism is rate-determining. These observations are also compared with those previously reported for the corresponding chloroformate and fluoroformate esters.
URI
http://koreascience.or.kr/article/JAKO200802727150203.pagehttp://repository.hanyang.ac.kr/handle/20.500.11754/104854
ISSN
0253-2964
DOI
10.5012/bkcs.2008.29.9.1747
Appears in Collections:
COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY[E](과학기술융합대학) > CHEMICAL AND MOLECULAR ENGINEERING(화학분자공학과) > Articles
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