Correlation of the Rates of Solvolysis of Phenyl Fluorothionoformate
- Title
- Correlation of the Rates of Solvolysis of Phenyl Fluorothionoformate
- Author
- 이용우
- Keywords
- Phenyl fluorothionoformate; Grunwald-winstein equation; Leaving group effect; Additionelimination; Solvolysis
- Issue Date
- 2011-04
- Publisher
- 대한화학회
- Citation
- Bulletin of the Korean Chemical Society, v. 32, NO. 4, Page. 1268-1272
- Abstract
- The specific rates of solvolysis of phenyl fluorothionoformate (PhOCSF, 1) have been determined in 22 pure and binary solvents at 10.0 ^oC. The extended Grunwald-Winstein equation has been applied to the specific rates of solvolysis of 1 over the full range of solvents. The sensitivities (l = 1.32 ± 0.13 and m = 0.39 ± 0.08) toward the changes in solvent nucleophilicity and solvent ionizing power, and the kF/kCl values are similar to those previously observed for solvolyses of acyl haloformate esters, consistent with the addition step of an additionelimination pathway being rate-determining. The large negative values for the entropies of activation are consistent with the bimolecular nature of the proposed rate-determining step. The results are compared with those reported earlier for phenyl chloroformate and chlorothionoformate esters and mechanistic conclusions are drawn.
- URI
- https://www.kci.go.kr/kciportal/ci/sereArticleSearch/ciSereArtiView.kci?sereArticleSearchBean.artiId=ART001545224https://repository.hanyang.ac.kr/handle/20.500.11754/184183
- ISSN
- 0253-2964;1229-5949
- Appears in Collections:
- COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY[E](과학기술융합대학) > CHEMICAL AND MOLECULAR ENGINEERING(화학분자공학과) > Articles
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