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Nonaqueous Solution Studies on the Protonation Equilibria of some Phenolic Acids

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Abstract

The protonation equilibria for some phenolic acids in nonaqueous solutions have been studied by pH-potentiometry. The dissociation constants, pK a, of these phenolic acids and the thermodynamic functions, ΔG o,ΔH o and ΔS o, for the successive and overall protonation processes of these phenolic acids have been derived at different temperatures in three different mixtures of water and dioxane (mole fractions of dioxane were 0.083, 0.174 and 0.33). Titrations were also carried out in (water + dioxane) with ionic strengths of 0.15, 0.20 and 0.25 mol⋅dm−3 NaNO3, and the resulting dissociation constants are reported. A detailed thermodynamic analysis of the effects of organic solvent, dioxane, temperature and ionic strength on the protonation processes of phenolic acids is presented and discussed to determine the factors which control these processes.

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Authors and Affiliations

  1. Department of Chemical Engineering, National Taiwan University of Science and Technology, 43 Keelung Road, Section 4, Taipei, 106-07, Taiwan

    Ahmed Eid Fazary & Yi-Hsu Ju

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  1. Ahmed Eid Fazary
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  2. Yi-Hsu Ju
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Correspondence to Ahmed Eid Fazary.

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Ahmed E. Fazary; previous address: Egyptian Organization for Biological Products and Vaccines, 51 Wezaret El-Zeraa Street, Agouza, Giza, Egypt. Tel. +2010-3017357.

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Fazary, A.E., Ju, YH. Nonaqueous Solution Studies on the Protonation Equilibria of some Phenolic Acids. J Solution Chem 37, 1305–1319 (2008). https://doi.org/10.1007/s10953-008-9305-z

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