Detailed Information
Cited 0 time in 
Cited 0 time in 
Cited 0 time in
Metadata Downloads
Rate and Product Studies of 1-Adamantylmethyl Haloformates Under Solvolytic Conditions
- Issue Date
- Nov-2012
- Publisher
- 대한화학회
- Keywords
- 1-Adamantylmethyl haloformates; Grunwald-Winstein equation; Leaving group effect; Solvent isotope effect
- Citation
- Bulletin of the Korean Chemical Society, v.33, no.11, pp.3657 - 3664
- Indexed
- SCIE
SCOPUS
KCI
- Journal Title
- Bulletin of the Korean Chemical Society
- Volume
- 33
- Number
- 11
- Start Page
- 3657
- End Page
- 3664
- ISSN
- 0253-2964
- Abstract
- Reactions of 1-adamantylmethyl chloroformate (1-AdCH2OCOCl, 1) and 1-adamantylmethyl fluoroformate (1-AdCH2OCOF, 2) in hydroxylic solvents have been studied. Application of the extended Grunwald-Winstein (G-W) equation to solvolyses of 1 in a variety of pure and binary solvents indicates an addition-elimination pathway in the majority of the solvents except an ionization pathway in the solvents of relatively low nucleophilcity and high ionizing power. The solvolyses of 2 show an addition-elimination pathway in all of the mixed solvents. The leaving group effects (kF/kCl), the kinetic solvent isotope effects (KSIEs, kMeOH/kMeOD), and the enthalpy and entropy of activation for the solvolyses of 1 and 2 were also calculated. The selectivity values (S) for each solvent composition are reported and discussed. These observations are compared with those previously reported for other alkyl haloformate esters.
- Files in This Item
- Go to Link
Items in ScholarWorks are protected by copyright, with all rights reserved, unless otherwise indicated.
Related Researcher
- LEE, YONG WOO
- COLLEGE OF SCIENCE AND CONVERGENCE TECHNOLOGY (DEPARTMENT OF CHEMICAL AND MOLECULAR ENGINEERING)