Castro, Enrique A.Millan, DanielaAguayo, RaúlCampodónico, PaolaSantos, José G.2016-12-122016-12-122011International Journal of Chemical Kinetics, 2011, vol. 43, n° 12, p. 687-693http://hdl.handle.net/11447/882http://dx.doi.org/10.1002/kin.20598We 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, 2011en-USStructure-reactivity correlationsX-Substituted benzoates2,4,6-Trinitrophenyl methyl carbonateRate-determining stepAqueous-ethanol2,4-Dinitrophenyl acetateEster aminolysisPhenyl carbonateNonleaving groupPyridinolysisArtículo