Solubility of crystalline nonelectrolyte solutes in organic solvents — Mathematical correlation of 2-methoxybenzoic acid and 4-methoxybenzoic acid solubilities with the Abraham solvation parameter model

2004 ◽  
Vol 82 (9) ◽  
pp. 1353-1360 ◽  
Author(s):  
Kaci R Hoover ◽  
Dawn M Stovall ◽  
Eric Pustejovsky ◽  
Rodrick Coaxum ◽  
Krisztina Pop ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Gas Phase ◽  
Organic Solvents ◽  
Molar Refraction ◽  
Solvation Parameter Model ◽  
Water Solvent ◽  
Mathematical Correlation ◽  
Solvation Parameter ◽  
Methoxybenzoic Acid ◽  
Solute Descriptors

The Abraham solvation parameter model is used to calculate the numerical values of the solute descriptors for 2-methoxybenzoic acid and 4-methoxybenzoic acid from experimental solubilities in organic solvents. The mathematical correlations take the form of [Formula: see text] [Formula: see text] where CS and CW refer to the solute solubility in the organic solvent and water, respectively, CG is a gas phase concentration, E is the solute excess molar refraction, V is the McGowan volume of the solute, A and B are measures of the solute hydrogen-bond acidity and hydrogen-bond basicity, S denotes the solute dipolarity–polarizability descriptor, and L is the logarithm of the solute gas phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known solvent coefficients, which have been determined previously for a large number of gas–solvent and water–solvent systems. The Abraham solvation parameter model was found to describe the experimental solubility data and published literature partitioning data of 2-methoxybenzoic acid and 4-methoxybenzoic acid to within overall standard deviations of 0.146 log units and 0.114 log units, respectively.Key words: 2-methoxybenzoic acid solubilities, 4-methoxybenzoic acid solubilities, partition coefficients, molecular solute descriptors, solubility predictions.

Solubility predictions for crystalline nonelectrolyte solutes dissolved in organic solvents based upon the Abraham general solvation model

2001 ◽  
Vol 79 (10) ◽  
pp. 1466-1476 ◽  
Author(s):  
William E Acree, Jr. ◽  
Michael H Abraham
Keyword(s):  
Hydrogen Bond ◽  
Gas Phase ◽  
Organic Solvents ◽  
Molar Refraction ◽  
Solvation Model ◽  
Absolute Deviation ◽  
Solubility Behavior ◽  
Water Solvent ◽  
Solubility Predictions ◽  
Hydrogen Bond Acidity

The Abraham general solvation model is used to predict the saturation solubility of crystalline nonelectrolyte solutes in organic solvents. The derived equations take the form of log (CS/CW) = c + rR2 + sπ2H + aΣα2H + bΣβ2H + vVx and log (CS/CG) = c + rR2 + sπ2H + aΣα2H + bΣβ2H + l log L(16) where CS and CW refer to the solute solubility in the organic solvent and water, respectively, CG is a gas-phase concentration, R2 is the solute's excess molar refraction, Vx is McGowan volume of the solute, Σα2H and Σβ2H are measures of the solute's hydrogen-bond acidity and hydrogen-bond basicity, π2H denotes the solute's dipolarity and (or) polarizability descriptor, and log L(16) is the solute's gas-phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known equation coefficients, which have been determined previously for a large number of gas–solvent and water–solvent systems. Computations show that the Abraham general solvation model predicts the observed solubility behavior of anthracene, phenanthrene, and hexachlorobenzene to within an average absolute deviation of about ±35%.Key words: solubility predictions, organic solvents, nonelectrolyte solutes, partition coefficients.

Mathematical correlation of naproxen solubilities in organic solvents with the abraham solvation parameter model

2004 ◽  
Vol 42 (5) ◽  
pp. 481-491 ◽  
Author(s):  
Charlisa R. Daniels ◽  
Amanda K. Charlton ◽  
Rhiannon M. Wold ◽  
Eric Pustejovsky ◽  
Ashley N. Furman ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Solvation Parameter Model ◽  
Mathematical Correlation ◽  
Solvation Parameter

Thermochemical behavior of dissolved carboxylic acid solutes: Solubilities of 3-methylbenzoic acid and 4-chlorobenzoic acid in organic solvents

2003 ◽  
Vol 81 (12) ◽  
pp. 1492-1501 ◽  
Author(s):  
Charlisa R Daniels ◽  
Amanda K Charlton ◽  
Rhiannon M Wold ◽  
William E Acree, Jr. ◽  
Michael H Abraham
Keyword(s):  
Hydrogen Bond ◽  
Gas Phase ◽  
Molar Refraction ◽  
Solvation Model ◽  
Chlorobenzoic Acid ◽  
Solubility Behavior ◽  
Water Solvent ◽  
Experimental Solubility Data ◽  
Hydrogen Bond Acidity ◽  
Alcohol Solvents

The Abraham general solvation model is used to correlate the solubility behavior of 3-methylbenzoic acid and 4-chlorobenzoic acid in alcohol and ether solvents. The mathematical correlations take the form of [Formula: see text] [Formula: see text] where CS and CW refer to the solute solubility in the organic solvent and water, respectively; CG is a gas-phase concentration; R2 is the solute excess molar refraction; Vx is the McGowan volume of the solute; ΣαH2 and ΣβH2 are measures of the solute hydrogen-bond acidity and hydrogen-bond basicity; πH2 denotes the solute dipolarity–polarizability descriptor; and L(16) is the solute gas-phase dimensionless Ostwald partition coefficient into hexadecane at 298 K. The remaining symbols in the above expressions are known solvent coefficients, which have been determined previously for a large number of gas–solvent and water–solvent systems. The Abraham general solvation model was found to describe the experimental solubility data and published literature partitioning data of 3-methylbenzoic acid and 4-chlorobenzoic acid to within overall standard deviations of 0.079 log units and 0.085 log units, respectively. Key words: 3-methylbenzoic acid solubilities, 4-chlorobenzoic acid solubilities, alcohol solvents, partition coefficients, molecular solute descriptors, solubility predictions.

Mathematical correlation of 4-aminobenzoic acid solubilities in organic solvents with the abraham solvation parameter model

2004 ◽  
Vol 42 (6) ◽  
pp. 633-641 ◽  
Author(s):  
Charlisa R. Daniels ◽  
Amanda K. Charlton ◽  
Rhiannon M. Wold ◽  
Rebekah J. Moreno ◽  
William E. Acree ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Solvation Parameter Model ◽  
Aminobenzoic Acid ◽  
Mathematical Correlation ◽  
Solvation Parameter

Mathematical correlation of salicylamide solubilities in organic solvents with the Abraham solvation parameter model

2007 ◽  
Vol 45 (4) ◽  
pp. 389-398 ◽  
Author(s):  
Brooke H. Blake-Taylor ◽  
Vallerie H. Deleon ◽  
William E. Acree ◽  
Michael H. Abraham
Keyword(s):  
Organic Solvents ◽  
Solvation Parameter Model ◽  
Mathematical Correlation ◽  
Solvation Parameter

Mathematical correlation of 1-chloroanthraquinone solubilities in organic solvents with the Abraham solvation parameter model

2006 ◽  
Vol 44 (4) ◽  
pp. 377-386 ◽  
Author(s):  
Kelly B. Flanagan ◽  
Kaci R. Hoover ◽  
Oscar Garza ◽  
Akiko Hizon ◽  
Tishna Soto ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Solvation Parameter Model ◽  
Mathematical Correlation ◽  
Solvation Parameter
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