Full metadata record
DC Field | Value | Language |
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dc.contributor.author | 엄익환 | - |
dc.date.accessioned | 2016-08-27T04:08:54Z | - |
dc.date.available | 2016-08-27T04:08:54Z | - |
dc.date.issued | 2014 | - |
dc.identifier.issn | 0253-2964 | - |
dc.identifier.issn | 1229-5949 | - |
dc.identifier.other | OAK-11670 | - |
dc.identifier.uri | https://dspace.ewha.ac.kr/handle/2015.oak/216870 | - |
dc.description.abstract | A kinetic study is reported on nucleophilic substitution reactions of 4-nitrophenyl isonicotinate (7) with a series of cyclic secondary amines in MeCN. The plots of k(obsd) vs. [amine] curve upward for the reactions with weakly basic amines (e.g., morpholine, 1-(2-hydroxyethyl)piperazine, and piperazine) but are linear for those with strongly basic amines (e.g., piperidine and 3-methylpiperidine). The curved plots for the reactions with the weakly basic amines are typical for reactions reported previously to proceed through uncatalyzed and catalyzed routes with two intermediates (e.g., a zwitterionic tetrahedral intermediate T-+/- and its deprotonated form T-). In contrast, the linear plots for the reactions with the strongly basic amines indicate that the catalytic route (i.e., the deprotonation process to yield T- from T-+/- by a second amine molecule) is absent. The Bronsted-type plots for Kk(2) and Kk(3) (i.e., the rate constants for the uncatalyzed and catalyzed routes, respectively) exhibit excellent linear correlations with,beta(nuc) = 0.99 and 0.69, respectively. The effect of amine basicity on the reaction mechanism is discussed in detail. | - |
dc.language | English | - |
dc.publisher | KOREAN CHEMICAL SOC | - |
dc.subject | Aminolysis | - |
dc.subject | 4-Nitrophenyl isonicotinate | - |
dc.subject | Energy profile | - |
dc.subject | Stepwise mechanism | - |
dc.subject | Catalysis | - |
dc.title | Kinetic Study on Aminolysis of 4-Nitrophenyl Isonicotinate in Acetonitrile: Effect of Amine Basicity on Reactivity and Reaction Mechanism | - |
dc.type | Article | - |
dc.relation.issue | 7 | - |
dc.relation.volume | 35 | - |
dc.relation.index | SCI | - |
dc.relation.index | SCIE | - |
dc.relation.index | SCOPUS | - |
dc.relation.index | KCI | - |
dc.relation.startpage | 2130 | - |
dc.relation.lastpage | 2134 | - |
dc.relation.journaltitle | BULLETIN OF THE KOREAN CHEMICAL SOCIETY | - |
dc.identifier.doi | 10.5012/bkcs.2014.35.7.2130 | - |
dc.identifier.wosid | WOS:000339642700038 | - |
dc.author.google | Shin, Minah | - |
dc.author.google | Kim, Min-Young | - |
dc.author.google | Um, Ik-Hwan | - |
dc.contributor.scopusid | 엄익환(7006725706;6506759437) | - |
dc.date.modifydate | 20230411105538 | - |