Experiment-based Abraham model solute descriptors for 2,3-dimethoxybenzoic acid from measured solubility data

Abstract

ABSTRACT Mole fraction solubilities have been experimentally determined for 2,3-dimethoxybenzoic acid dissolved in propanenitrile and diisopropyl ether, in two more alkyl alkanoates (tert-butyl acetate, methyl butanoate), and in ten more alcohols (1-pentanol, 1-hexanol, 1-heptanol, 1-octanol, 2-methyl-1-propanol, 2-butanol, 2-pentanol, 3-methyl-1-butanol, 4-methyl-2-pentanol, cyclopentanol) at 298.15 K using a spectrophotometric method of chemical analysis based on the Beer-Lambert law. Experiment-based solute descriptors for the monomeric form of the dissolved carboxylic acid solute have been calculated using the results from our solubility measurements, combined with published solubility data taken from the chemical literature. The calculated solute descriptors provide a reasonably accurate mathematical description of the observed solubility data, with the overall standard deviation between the observed and back-calculated values being 0.074 log units. The solute descriptors further suggest that the carboxylic acid solute does not undergo intramolecular hydrogen bonding in the 28 organic solvents considered in the current study.