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dc.contributor.author엄익환-
dc.date.accessioned2016-08-28T10:08:12Z-
dc.date.available2016-08-28T10:08:12Z-
dc.date.issued2013-
dc.identifier.issn0253-2964-
dc.identifier.otherOAK-10250-
dc.identifier.urihttps://dspace.ewha.ac.kr/handle/2015.oak/223860-
dc.description.abstractA 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.languageEnglish-
dc.titleA kinetic study on ethylaminolysis of phenyl y-substituted-phenyl carbonates: Effect of leaving-group substituents on reactivity and reaction mechanism-
dc.typeArticle-
dc.relation.issue6-
dc.relation.volume34-
dc.relation.indexSCIE-
dc.relation.indexSCOPUS-
dc.relation.indexKCI-
dc.relation.startpage1722-
dc.relation.lastpage1726-
dc.relation.journaltitleBulletin of the Korean Chemical Society-
dc.identifier.doi10.5012/bkcs.2013.34.6.1722-
dc.identifier.wosidWOS:000321234300021-
dc.identifier.scopusid2-s2.0-84879205224-
dc.author.googleSong Y.-J.-
dc.author.googleKim M.-Y.-
dc.author.googleUm I.-H.-
dc.contributor.scopusid엄익환(7006725706;6506759437)-
dc.date.modifydate20180104081001-
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자연과학대학 > 화학·나노과학전공 > Journal papers
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