Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2016-08-28T11:08:30Z | - |
dc.date.available | 2016-08-28T11:08:30Z | - |
dc.date.issued | 2000 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.other | OAK-512 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/218684 | - |
dc.description.abstract | Second-order rate constants (k(N)) have been measured spectrophotometrically for the reaction of 4-nitrophenyl X-substituted benzoates with a series of alicyclic secondary amines in H 2O containing 20 mol % dimethyl sulfoxide at 25.0 °C. The magnitude of the k(N) values increases with increasing the basicity of amines and with increasing the electron-withdrawing ability of the acyl substituent X. The Hammett plots obtained are not linear but show a break or curvature as the acyl substituent X becomes electron withdrawing for all the amines studied, while the Bronsted-type plots are linear with large β(nuc) values for all the substrates investigated. The nonlinear Hammett plots suggest a change in the rate-determining step upon changing the acyl substituent X, whereas the linear Bronsted-type plots indicate that the rate-determining step does not change upon changing amine basicity. The Yukawa-Tsuno plots obtained are also linear with positive ρx and large r values, suggesting that the nonlinear Hammett plots are not due to a change in the rate-determining step upon changing the acyl substituent X, but due to resonance demand of the π-electron donor substituent on the acyl moiety. The magnitude of the ρx and β(nuc) values increases with increasing the basicity of amines and with increasing the electron-withdrawing ability of the acyl substituent X, respectively, while that of the r values decreases with increasing ρx values and amine basicity. | - |
dc.language | English | - |
dc.title | Effect of acyl substituents on the reaction mechanism for aminolyses of 4-nitrophenyl X-substituted benzoates | - |
dc.type | Article | - |
dc.relation.issue | 18 | - |
dc.relation.volume | 65 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.startpage | 5659 | - |
dc.relation.lastpage | 5663 | - |
dc.relation.journaltitle | Journal of Organic Chemistry | - |
dc.identifier.doi | 10.1021/jo000482x | - |
dc.identifier.wosid | WOS:000089310200027 | - |
dc.identifier.scopusid | 2-s2.0-0033835585 | - |
dc.author.google | Um I.-H. | - |
dc.author.google | Min J.-S. | - |
dc.author.google | Ahn J.-A. | - |
dc.author.google | Hahn H.-J. | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |