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

Abstract

Experimental solubilities are reported for benzoin dissolved in 1 chloroalkane, 15 alcohols, 5 aromatic hydrocarbons, 5 alkyl acetates, 5 alkoxyalcohols and 3 ethers at 298.15 K. The measured solubility data were mathematically correlated with the Abraham solvation parameter model. The solute descriptors that were calculated for benzoin describe the experimental molar solubility data to within an overall average standard deviation of 0.097 log units.

Abraham model correlations for describing solute transfer into 2-butoxyethanol from both water and the gas phase at 298K

“…As part of this study solubilities were also measured for 2-hydroxybenzoic acid, acetylsalicylic acid, 3,5-dinitro-2-methylbenzoic acid, acenaphthene, fluoranthene, trans-stilbene, xanthene, phenothiazine, 3,5-dinitrobenzoic acid, 3-chlorobenzoic acid, 2-methylbenzoic acid, 4-chloro-3-nitrobenzoic acid, 2-chloro-5-nitrobenzoic acid, benzoic acid, 4-aminobenzoic acid, benzil, thioxanthen-9-one, 3-nitrobenzoic acid, and diphenyl sulfone dissolved in 2-butoxyethanol at 298.15 K. The measured partition coefficients and solubilities, combined with published gas solubility data for carbon dioxide [52] and hydrogen gas [53], and our previously reported solubility data for anthracene [54], pyrene [55], benzoin [56], 3,4-dichlorobenzoic acid [57], 3,4-dimethoxybenzoic acid [58], 3-methylbenzoic acid [59], salicylamide [59], 4-nitrobenzoic acid [59], 2-methoxybenzoic acid [59], 4-methoxybenzoic acid [59], 4-chlorobenzoic acid [59], biphenyl [59] and 4-hydroxyacetanilide [59] dissolved in 2-butoxyethanol, were used to derive Abraham model correlations for both water-to-2-butoxyethanol partition coefficients (as log P) and gas-to-2-butoxyethanol partition coefficients (as log K).…”

Studies on the hydrogen bond acidity, and other descriptors and properties for hydroxyflavones and hydroxyisoflavones

“…(3) can be the water-octanol partition coefficient, as log Poct, for a series of solutes, and SP in Eq. (4) can be a gas-solvent partition coefficient, as log K, for a series of solutes [13][14][15]20,21].…”

“…For a few compounds there is available data on solubilities in organic solvents. We have previously described how solubility data for a given compound can be used to determine Abraham descriptors [11][12][13][14][15] and in the present work we use data on solubilities of the isoflavones daidzein and genistein to obtain descriptors. Pogodaeva et al [16] have determined water-octanol partition coefficient for a number of flavones, and these log Poct values are of use in the determination of descriptors.…”

Abraham model correlations for solute transfer into 2-methoxyethanol from water and from the gas phase

“…Molar concentrations of the diluted solutions were determined from a Beer-Lambert law absorbance versus concentration working curve for nine standard solutions of known concentration. The analysis wavelengths and concentration ranges used for each solute have been reported in earlier solubility publications [20][21][22][23][24][25][26][27][28][29][30][31][32][33][34][35][36][37][38].…”