scholarly journals Solvation Descriptors for Zwitterionic α-Aminoacids; Estimation of Water–Solvent Partition Coefficients, Solubilities, and Hydrogen-Bond Acidity and Hydrogen-Bond Basicity

ACS Omega ◽  
2019 ◽  
Vol 4 (2) ◽  
pp. 2883-2892 ◽  
Author(s):  
Michael H. Abraham ◽  
William E. Acree
Keyword(s):  
Hydrogen Bond ◽  
Partition Coefficients ◽  
Water Solvent ◽  
Hydrogen Bond Basicity ◽  
Hydrogen Bond Acidity

Hydrogen-bond basicity of solutes in hydroxylic solvents from octanol-water partition coefficients

2002 ◽  
Vol 15 (4) ◽  
pp. 218-228 ◽  
Author(s):  
Michel Berthelot ◽  
Jérôme Graton ◽  
Carole Ouvrard ◽  
Christian Laurence
Keyword(s):  
Hydrogen Bond ◽  
Partition Coefficients ◽  
Hydrogen Bond Basicity

scholarly journals Dipolarity, Hydrogen-Bond Basicity and Hydrogen-Bond Acidity of Aqueous Poly(ethylene glycol) Solutions.

2002 ◽  
Vol 18 (12) ◽  
pp. 1357-1360 ◽  
Author(s):  
In-Whan KIM ◽  
Myung Duk JANG ◽  
Young Kyun RYU ◽  
Eun Hee CHO ◽  
Young Kyu LEE ◽  
...  
Keyword(s):  
Hydrogen Bond ◽  
Ethylene Glycol ◽  
Poly Ethylene Glycol ◽  
Hydrogen Bond Basicity ◽  
Poly Ethylene ◽  
Hydrogen Bond Acidity

The solubility of gases and vapours in ethanol - the connection between gaseous solubility and water-solvent partition

1998 ◽  
Vol 76 (6) ◽  
pp. 703-709 ◽  
Author(s):  
Michael H Abraham ◽  
Gary S Whiting ◽  
Wendel J Shuely ◽  
Ruth M Doherty
Keyword(s):  
Hydrogen Bond ◽  
Hydrogen Bonding ◽  
Correlation Equation ◽  
Strong Hydrogen Bond ◽  
Log P ◽  
Water Solvent ◽  
Chemical Factors ◽  
Solubility Of Gases ◽  
Solubility Coefficients ◽  
Hydrogen Bond Acidity

Ostwald solubility coefficients, as log L, for solutes in water and ethanol have been combined to give log PEtOH for partition between the two pure solvents. Sixty-four such values have been correlated through our solvation equation, the coefficients of which lead to the conclusion that ethanol and water solvents are equally strong hydrogen-bond bases, but that ethanol is much weaker as a hydrogen-bond acid. A slightly different solvation equation has been used to correlate 68 values of log LEtOH; the coefficients in this equation yield the same conclusions as to the hydrogen-bond acidity and basicity of bulk ethanol. In addition, an analysis of the various terms in the log LEtOH correlation equation allows the elucidation of the various chemical factors that govern the solubility of gaseous solutes in ethanol solvent at 298 K.Key words: solubility, partition, hydrogen-bonding, ethanol, water.

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.

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.

A closer look into deep eutectic solvents: exploring intermolecular interactions using solvatochromic probes

2018 ◽  
Vol 20 (1) ◽  
pp. 206-213 ◽  
Author(s):  
C. Florindo ◽  
A. J. S. McIntosh ◽  
T. Welton ◽  
L. C. Branco ◽  
I. M. Marrucho
Keyword(s):  
Hydrogen Bond ◽  
Ammonium Salt ◽  
Quaternary Ammonium ◽  
Quaternary Ammonium Salt ◽  
Deep Eutectic Solvents ◽  
Solvatochromic Parameters ◽  
Wide Range ◽  
Solvatochromic Probes ◽  
Hydrogen Bond Basicity ◽  
Hydrogen Bond Acidity

Kamlet Taft solvatochromic parameters, namely the hydrogen-bond acidity, hydrogen-bond basicity and dipolarity/polarizability and ETN parameters of a wide range of DESs composed of cholinium chloride, dl-menthol and a quaternary ammonium salt ([N4444]Cl), and corresponding ILs are here presented.

Spectral analysis of naringenin deprotonation in aqueous ethanol solutions

2013 ◽  
Vol 67 (5) ◽  
Author(s):  
Ali Farajtabar ◽  
Farrokh Gharib
Keyword(s):  
Hydrogen Bond ◽  
Spectral Analysis ◽  
Spectral Characteristics ◽  
Sodium Perchlorate ◽  
Chemical Species ◽  
Hydroxyl Groups ◽  
Energy Relationships ◽  
Linear Solvation Energy ◽  
Hydrogen Bond Basicity ◽  
Hydrogen Bond Acidity

AbstractThe deprotonation of 5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one (naringenin) was studied in aqueous solutions of ethanol and 0.1 mol L−1 sodium perchlorate at 25°C. The chemical species that contributed to deprotonation were evaluated together with their pure spectral characteristics and concentration profiles by some chemometric methods. The deprotonation constants assigned by pK 1, pK 2, and pK 3 were determined by multivariate curve analysis of spectral data at different pcH values. The pure spectral analysis concordant with the theoretical prediction of deprotonation constants indicates that the acidity of hydroxyl groups in naringenin decreases in the order: 7-OH, 4′-OH, 5-OH. The effects of the solvent on deprotonation were analysed in terms of the linear solvation energy relationships using the model of Kamlet, Abboud, and Taft (KAT). Multiple linear regressions were aimed towards correlating the deprotonation constants with the microscopic parameters containing hydrogen-bond acidity (α), dipolarity/polarisability (π*), and hydrogen-bond basicity (β). The most significant parameter was found to be the hydrogen-bond acidity of binary mixtures.

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