Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2016-08-28T12:08:30Z | - |
dc.date.available | 2016-08-28T12:08:30Z | - |
dc.date.issued | 2010 | - |
dc.identifier.issn | 0253-2964 | - |
dc.identifier.other | OAK-6753 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/220937 | - |
dc.description.abstract | Second-order rate constants (k N) have been measured for reactions of 2,4-dinitrophenyl phenyl carbonate (2) with a series of pyridines in 80 mol % H 2O/20 mol % DMSO at 25.0 ± 0.1 °C, and compared with the k N values reported for the corresponding reactions of 2,4-dinitrophenyl benzoate (1) to investigate the effect of nonleaving group on reactivity and mechanism. The reactions of 2 result in larger k N values than those of 1. The Brønsted-type plot for the reactions of 2 exhibits a downward curvature (i.e., β 2 = 0.84 and β 1 = 0.16), which is typical for reactions reported to proceed through a stepwise mechanism with a change in rate-determining step. The pK a at the center of the Brønsted curvature, defined as pK q o, has been found to be 8.5 and 9.5 for the reactions of 2 and 1, respectively. Dissection of kN into the microscopic rate constants (e.g., k 1 and k 2/k -1 ratio) has revealed that the reactions of 2 result in larger k 1 values than those of 1, indicating that PhO behaves as a stronger electron-withdrawing group than Ph. However, the k 2/k -1 ratio has been found to be independent of the electronic nature of Ph and PhO. | - |
dc.language | English | - |
dc.title | Pyridinolyses of 2,4-dinitrophenyl phenyl carbonate and 2,4-dinitrophenyl benzoate: Effect of nonleaving group on reactivity and mechanism | - |
dc.type | Article | - |
dc.relation.issue | 7 | - |
dc.relation.volume | 31 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.index | KCI | - |
dc.relation.startpage | 1915 | - |
dc.relation.lastpage | 1919 | - |
dc.relation.journaltitle | Bulletin of the Korean Chemical Society | - |
dc.identifier.doi | 10.5012/bkcs.2010.31.7.1915 | - |
dc.identifier.wosid | WOS:000280244700022 | - |
dc.identifier.scopusid | 2-s2.0-77954933090 | - |
dc.author.google | Um I.-H. | - |
dc.author.google | Son M.J. | - |
dc.author.google | Kim S.-I. | - |
dc.author.google | Akhtar K. | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |