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Issue 6, 1988
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Isotopic fractionation factor of the hydrogen-bonded complex AcO⋯(HOAc)n and kinetic and equilibrium solvent isotope effects on reactions of acetate ion in acetic acid

Abstract

A value of φ 0.58 ± 0.05 has been obtained for the deuterium fractionation factor of the hydrogen-bonded complex AcO⋯(HOAc)n from 1H n.m.r. studies of solutions of potassium acetate in AcOH and 97% AcOD–3% AcOH. The result is used to account for the kinetic solvent isotope effect kAcOAcOH/kAcOAcOD 0.66 ± 0.10 measured for formation of acetic anhydride from 2,4,6-trinitrophenyl acetate in AcOH and AcOD in the presence of potassium acetate. The equilibrium solvent isotope effect on complex formation between 2,4,6-trinitrophenol and acetate ion in AcOH and 97% AcOD-3% AcOH, KAcOH/KAcOD 0.83 ± 0.1, leads to a value φca. 0.7 for the complex [2,4,6-(NO2)3C6H2O ⋯ H ⋯ OAc].

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Article type: Paper
DOI: 10.1039/P29880000919
Citation: J. Chem. Soc., Perkin Trans. 2, 1988,0, 919-922
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    Isotopic fractionation factor of the hydrogen-bonded complex AcO⋯(HOAc)n and kinetic and equilibrium solvent isotope effects on reactions of acetate ion in acetic acid

    D. R. Clark, J. Emsley and F. Hibbert, J. Chem. Soc., Perkin Trans. 2, 1988, 0, 919
    DOI: 10.1039/P29880000919

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