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Title

Generalization of ionic partition diagrams to lipophilic compounds and to biphasic systems with variable phase volume ratios

Authors
Gobry, V.
Ulmeanu, S. M.
Reymond, F.
Bouchard, Géraldine
Testa, Bernard
Girault, H. H.
Published in Journal of the American Chemical Society. 2001, vol. 123, no. 43, p. 10684-10690
Abstract The ionic partition diagram methodology has been generalized to address both hydrophilic and lipophilic compounds and to consider biphasic systems with variable phase volume ratios. With this generalized approach electrochemical measurements of ion transfer potentials afford the determination of the standard partition coefficients of all forms of ionizable molecules, including the neutral form, as well as the evaluation of the dissociation constant of monoprotic substances. An interesting consequence of this approach is the definition of an extraction pK(a,ext) which is the apparent pK(a) of neutral acids and bases when dissolved in the organic phase.
Keywords Acids/chemistryAniline Compounds/chemistryElectrochemistryHydrogen-Ion ConcentrationIons/chemistryKineticsLipids/*chemistrySolubilityThermodynamicsWater/chemistry
Stable URL http://archive-ouverte.unige.ch/unige:10584
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Other version: http://pubs.acs.org/doi/pdfplus/10.1021/ja015914f
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PMID: 11674000
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