Reactions of Aryl Acetates with Secondary Alicyclic Amines in Ethanol/Water Mixtures: Effect of the Solvent Composition on the Kinetics and Mechanism
dc.contributor.author | Castro, Enrique A. | |
dc.contributor.author | Millan, Daniela | |
dc.contributor.author | Aguayo, Raúl | |
dc.contributor.author | Campodónico, Paola | |
dc.contributor.author | Santos, José G. | |
dc.date.accessioned | 2016-12-12T21:08:22Z | |
dc.date.available | 2016-12-12T21:08:22Z | |
dc.date.issued | 2011 | |
dc.description.abstract | We report a kinetic study on the reactions of secondary alicyclic amines toward 4-nitrophenyl, 2,4-dinitrophenyl, and 2,4,6-trinitrophenyl acetates (1, 2, and 3) in ethanol/water mixtures of different compositions. It is found that (i) the intermediate in the reaction of 1 is stabilized in a mixture of 90 vol% ethanol; (ii) for the reaction of 2, the mechanism is stepwise in water but concerted in the mixtures; (iii) For the reaction of 3, the mechanism is concerted along the whole range of composition; (iv) the effect of -NO(2) outweighs the solvent effect; (v) preferential solvation in the core of reaction can be ruled out. (C) 2011 Wiley Periodicals, Inc. Int J Chem Kinet 43: 687-693, 2011 | |
dc.identifier.citation | International Journal of Chemical Kinetics, 2011, vol. 43, n° 12, p. 687-693 | |
dc.identifier.uri | http://hdl.handle.net/11447/882 | |
dc.identifier.uri | http://dx.doi.org/10.1002/kin.20598 | |
dc.language.iso | en_US | |
dc.subject | Structure-reactivity correlations | |
dc.subject | X-Substituted benzoates | |
dc.subject | 2,4,6-Trinitrophenyl methyl carbonate | |
dc.subject | Rate-determining step | |
dc.subject | Aqueous-ethanol | |
dc.subject | 2,4-Dinitrophenyl acetate | |
dc.subject | Ester aminolysis | |
dc.subject | Phenyl carbonate | |
dc.subject | Nonleaving group | |
dc.subject | Pyridinolysis | |
dc.title | Reactions of Aryl Acetates with Secondary Alicyclic Amines in Ethanol/Water Mixtures: Effect of the Solvent Composition on the Kinetics and Mechanism | |
dc.type | Artículo |
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