Correlation of Solute Transfer Into Toluene and Ethylbenzene from Water and from the Gas Phase Based on the Abraham Model

Abstract

Experimental data have been compiled from the published literature on the partition coefficients of solutes and vapors into ethylbenzene and toluene at 298 K. The logarithms of the water-to-ethylbenzene and water-to-toluene partition coefficients, log P, and gas-to-ethylbenzene and gas-to-toluene partition coefficients, log K, were correlated with the Abraham solvation parameter model. The derived mathematical expressions described the observed log P and log K data for the two aromatic hydrocarbon solvents to within average deviations of 0.13 log units or less.

The Block Relevance (BR) analysis supports the dominating effect of solutes hydrogen bond acidity on ΔlogPoct–tol

“…The log P tol values used in this work have been retrieved from three different sources (Stephens et al, 2011) (Abraham et al, 2010a) (Box et al, 2012). Data obtained using DMSO as a cosolvent were discarded.…”

Group Contribution and Machine Learning Approaches to Predict Abraham Solute Parameters, Solvation Free Energy, and Solvation Enthalpy

“…We also convert octanol-water partition coefficient data (log P ow ) from the in-house database and solvent-water partition coefficient (log P ) data from OCHEM, 79 DrugBank, 80 PHYSPROP, 81 and published work by Abraham, Acree, and coworkers 47,48,[52][53][54][55][56][57][58][59][60][61][62][63][64][65][66][67][68][69][70][73][74][75][76][77]82 to solvation free energies by assuming that log P is measured in dry solvents, i.e. the solvents do not dissolve into one another while in contact.…”

IUPAC-NIST Solubility Data Series. 102. Solubility of Nonsteroidal Anti-inflammatory Drugs (NSAIDs) in Neat Organic Solvents and Organic Solvent Mixtures

“…(10) and (11) are obtained by multiple linear regression analysis of experimental partition coefficient data and solubility ratios for a specific biphasic system. To date, Abraham model correlations have been developed for predicting the solubility of crystalline nonelectrolytes in more than 70 different organic solvents, [28][29][30][31][32][33][34][35] for predicting the water-toorganic solvent and gas-to-organic solvent partition coefficient for more than 70 different biphasic systems, [28][29][30][31][32][33][34][35][36][37] and for predicting the partition coefficients of organic vapors and gaseous solutes into aqueous micellar solvent media, 38,39 into humic acid, 40 and into various body tissues and fluids. [41][42][43][44][45][46][47] Each of the aforementioned predictions requires a priori knowledge of the compound's solute descriptors as input parameters.…”