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Reactions of Aryl Acetates with Secondary Alicyclic Amines in Ethanol/Water Mixtures: Effect of the Solvent Composition on the Kinetics and Mechanism

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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.identifier.citation International Journal of Chemical Kinetics, 2011, vol. 43, n° 12, p. 687-693 es_CL
dc.identifier.uri http://dx.doi.org/10.1002/kin.20598 es_CL
dc.identifier.uri http://hdl.handle.net/11447/882
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 es_CL
dc.language.iso en_US es_CL
dc.subject Structure-reactivity correlations es_CL
dc.subject X-Substituted benzoates es_CL
dc.subject 2,4,6-Trinitrophenyl methyl carbonate es_CL
dc.subject Rate-determining step es_CL
dc.subject Aqueous-ethanol es_CL
dc.subject 2,4-Dinitrophenyl acetate es_CL
dc.subject Ester aminolysis es_CL
dc.subject Phenyl carbonate es_CL
dc.subject Nonleaving group es_CL
dc.subject Pyridinolysis es_CL
dc.title Reactions of Aryl Acetates with Secondary Alicyclic Amines in Ethanol/Water Mixtures: Effect of the Solvent Composition on the Kinetics and Mechanism es_CL
dc.type Artículo es_CL


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