Recent advances for estimating environmental properties for small molecules from chromatographic measurements and the solvation parameter model

Abstract

The transfer of neutral compounds between immiscible phases in chromatographic or environmental systems can be described by six solute properties (solute descriptors) using the solvation parameter model. The solute descriptors are size (McGowan's characteristic volume), V, excess molar refraction, E, dipolarity/polarizability, S, hydrogen-bond acidity and basicity, A and B, and the gas-liquid partition constant on n-hexadecane at 298.15 K, L. V and E for liquids are accessible by calculation but the other descriptors and E for solids are determined experimentally by chromatographic, liquid-liquid partition, and solubility measurements. These solute descriptors are available for several thousand compounds in the Abraham solute descriptor databases and for several hundred compounds in the WSU experimental solute descriptor database. In the first part of this review, we highlight features important in defining each descriptor, their experimental determination, compare descriptor quality for the two organized descriptor databases, and methods for estimating Abraham solute descriptors. In the second part we focus on recent applications of the solvation parameter model to characterize environmental systems and its use for the identification of surrogate chromatographic models for estimating environmental properties.

Keywords: Environmental properties; Linear free energy relationships; Solute descriptors; Solvation parameter model; Surrogate chromatographic models.