The molecular properties governing solubilities of organic nonelectrolytes in water

  title={The molecular properties governing solubilities of organic nonelectrolytes in water},
  author={Robert W. Taft and Michael H. Abraham and Ruth M. Doherty and Mortimer J. Kamlet},
Among the important problems in solutions chemistry, hitherto unresolved, is that of identifying and evaluating the solute and solvent molecular properties governing solubilities of organic non-electrolytes in water. There are few subjects having such widespread ramifications. The treatment of solubility phenomena in terms of molecular properties of both solutes and solvents is made particularly explicit in the approach in which the endoergic formation of a solvent cavity suitable for the… Expand
Linear solvation energy relationships: 36. Molecular properties governing solubilities of organic nonelectrolytes in water.
The equation, which applies to liquid monofunctional aliphatic solutes is used to calculate additional new beta and beta m values, which are intended to apply to self-associated compounds when acting as "monomer" solutes. Expand
Partitioning of solutes in different solvent systems: the contribution of hydrogen-bonding capacity and polarity.
Comparison of the regression coefficients of pi*, beta, and alpha demonstrated the important role that water content at saturation in the organic solvents plays in the partitioning of solutes. Expand
A thermodynamic analysis of quantitative structure-activity relationships for hydrophobic organic chemicals.
  • F. Gobas
  • Chemistry, Medicine
  • The Science of the total environment
  • 1991
The relationship between aqueous solubility and molecular structure, and, consequently, many quantitative structure-activity relationships (QSARs) for hydrophobic organic substances, reflect molecular interactions between the solute molecules in the pure subcooled liquid phase rather than solute-water interactions. Expand
Analysis of solvation in ionic liquids using a new linear solvation energy relationship
A new linear solvation energy relationship (LSER) equation, where the solute internal energy term has been incorporated into the traditional LSER equation, is used for the analysis of solvation inExpand
Solubility properties in polymers and biological media 5: an analysis of the physicochemical properties which influence octanol-water partition coefficients of aliphatic and aromatic solutes.
A set of "ground rules" (modifications of the input parameters) are described which allow the inclusion of both aliphatic and aromatic solutes in the same correlation equation. Expand
Understanding the volume-solubility dependence: the mobile order and disorder view
In the liquid phase, both the ephemeral character and the mobility of all intermolecular contacts and of H-bonds in particular have the result that, at constant pressure, the dissolution of a liquidExpand
Solubility properties in biological media 9: prediction of solubility and partition of organic nonelectrolytes in blood and tissues from solvatochromic parameters.
The equation for log K(brain--blood) indicates that increasing molar volume favors, whereas increasing dipolarity and hydrogen-bond acceptor basicity oppose, solute transfer from blood into brain. Expand
Liquid chromatographic study of solute hydrogen bond basicity.
Investigation of a liquid chromatographic method for the measurement of relative hydrogen bond basicities of dilute species on a polymeric stationary phase with pendant phenol groups shows that retention correlates very strongly with beta 2H and less strongly withbeta 2C, and as a whole, retention on the phenolic polymeric phase provides an efficient method. Expand
Spectral Properties of Fluorescein in Solvent‐Water Mixtures: Applications as a Probe of Hydrogen Bonding Environments in Biological Systems
Both the absorption and fluorescence properties appear to be dominated by these effects indicating that the spectral shifts of the dianion can be used as an indicator of its hydrogen bonding environment. Expand
Solubility properties in polymers and biological media: 10. The solubility of gaseous solutes in polymers, in terms of solute-polymer interactions
Abstract A general equation SP=SP 0 +l log L 16 +s(π 2 ∗ + d δ 2 ) + aα 2 + bβ 2 has been used to describe solubility properties of a wide range of gaseous solutes in polymers. The property, SP, mayExpand


Solubility and partitioning I: Solubility of nonelectrolytes in water.
An equation was obtained that enables the estimation of the aqueous solubility of either liquid or crystalline organic nonelectrolytes and techniques are provided for estimating the entropy of fusion of organic compounds. Expand
Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, .pi.*, .alpha., and .beta., and some methods for simplifying the generalized solvatochromic equation
Table de donnees (pour de nombreux solvants) des valeurs des parametres M*, α et β donnant respectivement la polarisabilite du solvant, son pouvoir de donneur de proton, et d'accepteur de protonsExpand