Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2016-08-28T10:08:12Z | - |
dc.date.available | 2016-08-28T10:08:12Z | - |
dc.date.issued | 2013 | - |
dc.identifier.issn | 0253-2964 | - |
dc.identifier.other | OAK-10250 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/223860 | - |
dc.description.abstract | A kinetic study on nucleophilic substitution reactions of phenyl Y-substituted-phenyl carbonates (5a-5j) with ethylamine in 80 mol % H2O/20 mol % DMSO at 25.0 ± 0.1 oC is reported. The plots of kobsd vs. [amine] are linear for the reactions of substrates possessing a strong electron-withdrawing group (EWG) but curve upward for those of substrates bearing a weak EWG, indicating that the electronic nature of the substituent Y in the leaving group governs the reaction mechanism. The reactions have been concluded to proceed through a stepwise mechanism with one or two intermediates (a zwitterionic tetrahedral intermediate T± and its deprotonated form T-) depending on the nature of the substituent Y. Analysis of Brønsted-type plots and dissection of kobsd into microscopic rate constants have revealed that the reactions of substrates possessing a strong EWG (e.g., 5a-5f) proceed through T± with its formation being the rate-determining step, while those of substrates bearing a weak EWG (e.g., 5g-5j) proceed through T± and T-. | - |
dc.language | English | - |
dc.title | A kinetic study on ethylaminolysis of phenyl y-substituted-phenyl carbonates: Effect of leaving-group substituents on reactivity and reaction mechanism | - |
dc.type | Article | - |
dc.relation.issue | 6 | - |
dc.relation.volume | 34 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.index | KCI | - |
dc.relation.startpage | 1722 | - |
dc.relation.lastpage | 1726 | - |
dc.relation.journaltitle | Bulletin of the Korean Chemical Society | - |
dc.identifier.doi | 10.5012/bkcs.2013.34.6.1722 | - |
dc.identifier.wosid | WOS:000321234300021 | - |
dc.identifier.scopusid | 2-s2.0-84879205224 | - |
dc.author.google | Song Y.-J. | - |
dc.author.google | Kim M.-Y. | - |
dc.author.google | Um I.-H. | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |