Development of Abraham model correlations for solvation characteristics of linear alcohols

Abstract

Data have been compiled from the published literature on the partition coefficients of solutes and vapors into the anhydrous linear alcohols (methanol through 1-heptanol, and 1-decanol) from both water and from the gas phase. The logarithms of the water-to-alcohol partition coefficients (log P) and gas-to-alcohol partition coefficients (log K) were correlated with the Abraham solvation parameter model. The derived correlations described the observed log P and log K values to within average standard deviations of 0.14 and 0.12 log units, respectively. The predictive abilities of the each correlation were assessed by dividing databases into a separate training set and test set.

Determination of Abraham model solute descriptors for benzoin based on measured solubility ratios

“…To date, Abraham model correlations have been developed for predicting the solubility of: crystalline nonelectrolytes in more than 70 different organic solvents [3][4][5], the water-to-organic solvent and gas-to-organic solvent partition coefficients for more than 70 different biphasic systems [5][6][7][8][9][10][11][12] and the partition coefficients of organic vapours and gaseous solutes into aqueous micellar solvent media [13,14], into humic acid [15] and into various body tissues and fluids [16][17][18][19][20][21][22]. Each of the afore-mentioned predictions requires a priori knowledge of the compound's solute descriptors as input parameters.…”

Enthalpy of solvation correlations for organic solutes and gases dissolved in 2-propanol, 2-butanol, 2-methyl-1-propanol and ethanol

“…Such transfer processes form the basis of chemical separations involving gas-liquid chromatography, absorption of gases onto solid-phase microextraction absorbents, atmospheric transport and redistribution of volatile organic pollutants in the environment, and chemical purifications involving gas stripping methods. To date, we have developed Abraham model correlations for describing the logarithm of the gas-to-organic solvent partition coefficients, log K, [1][2][3][4][5][6][7] log K = c + e·E + s·S + a·A + b·B + l·L (1) of organic vapors and gases into more than 70 different organic solvents of varying polarity and Δ Solv H o = c + e·E + s·S + a·A + b·B + v·V (3) of organic vapors and gases into water [8], and into four alkanes (hexane [9], heptane [10], hexadecane [10] and cyclohexane [10]), into two aromatic hydrocarbons (benzene [10] and toluene [11]), into five alcohols (methanol [12], ethanol [12], 1-butanol [12], 1-octanol [8] and tert-butanol [13]), into three chloroalkanes (chloroform [14], carbon tetrachloride [11] and 1,2-dichloroethane [14]), and into seven other organic solvents (dibutyl ether [15], ethyl acetate [15], acetone [16], dimethyl sulfoxide [17], acetonitrile [16], propylene carbonate [17] and N,Ndimethylformamide [13] …”

Abraham model correlations for estimating solute transfer of neutral molecules into anhydrous acetic acid from water and from the gas phase

“…different organic solvents for log P and log K partitioning systems, including several systems containing linear and cyclic alkanes [6,14,15], alkylbenzenes [6,16,17], chloroalkanes [18,19], dialkyl ethers [6,20] and cyclic ethers [21], halobenzenes [22], alkanones [23], alkyl alkanoates [24], amides [25], mono-functional alcohols [6,26,27] [42], and 2-butoxyethanol [43]. In the present communication we extend our considerations to include solute transfer into anhydrous acetic acid, which is used as a solvent used in the manufacture of terephthalic acid and in non-aqueous acid-base titrations for determining the concentrations of weakly alkaline substances (e.g., organic amides).…”