Generalization of Ionic Partition Diagrams to Lipophilic Compounds and to Biphasic Systems with Variable Phase Volume Ratios

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...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2001-10, Vol.123 (43), p.10684-10690
Main Authors: Gobry, Véronique, Ulmeanu, Sorina, Reymond, Frédéric, Bouchard, Géraldine, Carrupt, Pierre-Alain, Testa, Bernard, Girault, Hubert H
Format: Article
Language:English
Subjects:
2,4-Dinitrophenol - chemistry
Acids - chemistry
Aniline Compounds - chemistry
Electrochemistry
Hydrogen-Ion Concentration
Ions - chemistry
Kinetics
Lipids - chemistry
Solubility
Thermodynamics
Water - chemistry
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Summary: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja015914f