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Author: search.filters.author.Daniela MillanSubject: search.filters.subject.4

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    Item type:Publication,
    Reactions of aryl acetates with secondary alicyclic amines in ethanol/water mixtures: Effect of the solvent composition on the kinetics and mechanism
    (2011)
    Enrique A. Castro
    ;
    Daniela Millan
    ;
    Raul Aguayo
    ;
    CAMPODONICO GALDAMES, PAOLA ROSSANA  
    ;
    José G. Santos
    <jats:title>Abstract</jats:title><jats:p>We report a kinetic study on the reactions of secondary alicyclic amines toward 4‐nitrophenyl, 2,4‐dinitrophenyl, and 2,4,6‐trinitrophenyl acetates (<jats:bold>1, 2</jats:bold>, and <jats:bold>3</jats:bold>) in ethanol/water mixtures of different compositions. It is found that (i) the intermediate in the reaction of <jats:bold>1</jats:bold> is stabilized in a mixture of 90 vol% ethanol; (ii) for the reaction of <jats:bold>2</jats:bold>, the mechanism is stepwise in water but concerted in the mixtures; (iii) For the reaction of <jats:bold>3</jats:bold>, the mechanism is concerted along the whole range of composition; (iv) the effect of NO<jats:sub>2</jats:sub> outweighs the solvent effect; (v) preferential solvation in the core of reaction can be ruled out. © 2011 Wiley Periodicals, Inc. Int J Chem Kinet 43: 687–693, 2011</jats:p>
    Scopus© Citations 14