Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 박경호 | - |
dc.date.accessioned | 2023-12-22T02:37:43Z | - |
dc.date.available | 2023-12-22T02:37:43Z | - |
dc.date.issued | 2021-07 | - |
dc.identifier.citation | International Journal of Molecular Sciences, v. 22, NO. 14, article no. 7394, Page. 1.0-13.0 | - |
dc.identifier.issn | 1661-6596;1422-0067 | - |
dc.identifier.uri | https://www.scopus.com/record/display.uri?eid=2-s2.0-85109343617&origin=inward&txGid=be2d31d4bef4252ee64536e642fc0c76#indexed-keywords | en_US |
dc.identifier.uri | https://repository.hanyang.ac.kr/handle/20.500.11754/187970 | - |
dc.description.abstract | A study was carried out on the solvolysis of 1-adamantyl chlorothioformate (1-AdSCOCl, 1) in hydroxylic solvents. The rate constants of the solvolysis of 1 were well correlated using the Grunwald-Winstein equation in all of the 20 solvents (R = 0.985). The solvolyses of 1 were analyzed as the following two competing reactions: the solvolysis ionization pathway through the intermediate (1-AdSCO)(+) (carboxylium ion) stabilized by the loss of chloride ions due to nucleophilic solvation and the solvolysis-decomposition pathway through the intermediate 1-Ad(+)Cl(-) ion pairs (carbocation) with the loss of carbonyl sulfide. In addition, the rate constants (k(exp)) for the solvolysis of 1 were separated into k through a product study and applied to the Grunwald-Winstein equation to obtain the sensitivity (m-value) to change in solvent ionizing power. For binary hydroxylic solvents, the selectivities (S) for the formation of solvolysis products were very similar to those of the 1-adamantyl derivatives discussed previously. The kinetic solvent isotope effects (KSIEs), salt effects and activation parameters for the solvolyses of 1 were also determined. These observations are compared with those previously reported for the solvolyses of 1-adamantyl chloroformate (1-AdOCOCl, 2). The reasons for change in reaction channels are discussed in terms of the gas-phase stabilities of acylium ions calculated using Gaussian 03. | - |
dc.language | en | - |
dc.publisher | Multidisciplinary Digital Publishing Institute (MDPI) | - |
dc.subject | Grunwald-Winstein equation | - |
dc.subject | 1-adamantyl chlorothioformate | - |
dc.subject | solvolysis | - |
dc.subject | solvolysis-decomposition | - |
dc.subject | ionization pathway | - |
dc.subject | carboxylium ion | - |
dc.title | Rate and Product Studies with 1-Adamantyl Chlorothioformate under Solvolytic Conditions | - |
dc.type | Article | - |
dc.relation.no | 14 | - |
dc.relation.volume | 22 | - |
dc.identifier.doi | 10.3390/ijms22147394 | - |
dc.relation.page | 1.0-13.0 | - |
dc.relation.journal | International Journal of Molecular Sciences | - |
dc.contributor.googleauthor | Park, Kyoung Ho | - |
dc.contributor.googleauthor | Seong, Mi Hye | - |
dc.contributor.googleauthor | Kyong, Jin Burm | - |
dc.contributor.googleauthor | Kevill, Dennis N. | - |
dc.sector.campus | E | - |
dc.sector.daehak | 과학기술융합대학 | - |
dc.sector.department | 화학분자공학과 | - |
dc.identifier.pid | piroho | - |
dc.identifier.article | 7394 | - |
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