Determining the Gibbs energies of hydrogen-bonding interactions of proton-accepting solutes in aqueous solutions from thermodynamic data at 298 K with regard to the hydrophobic effect

Journal of Chemical and Engineering Data

Volumn 56, Issue 4, 2011, Pages 1438-1442

  Sedov, Igor A ^a   Solomonov, Boris N ^a  

^a KAZAN FEDERAL UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

AQUEOUS SOLUTIONS; BULK WATER; GIBBS ENERGY; HYDROGEN BONDING INTERACTIONS; HYDROGEN BONDINGS; HYDROPHOBIC EFFECT; ORGANIC MOLECULES; SOLUTE STRUCTURES; SPECTROSCOPIC METHOD; THERMODYNAMIC DATA; THERMODYNAMIC FUNCTIONS; VAN DER WAALS INTERACTIONS; WATER MOLECULE;

EQUILIBRIUM CONSTANTS; GIBBS FREE ENERGY; HYDROGEN; HYDROPHOBICITY; MOLECULES; PROTONS; RATE CONSTANTS; SOLUTIONS; SPECTROSCOPIC ANALYSIS; THERMODYNAMICS; VAN DER WAALS FORCES;

HYDROGEN BONDS;

EID: 79954595070     PISSN: 00219568     EISSN: 15205134     Source Type: Journal    
DOI: 10.1021/je1011532     Document Type: Article

References (22)

1. Akiya, N.; Savage, P. E. Roles of Water for Chemical Reactions in High-Temperature Water Chem. Rev. 2002, 102, 2725-2750 (Pubitemid 35381647)
2. Organic Reactions in Water; Lindström, U. M., Ed.; Blackwell: Oxford, U.K., 2007.
3. Maréchal, Y. The Hydrogen Bond and the Water Molecule; Elsevier: Amsterdam, 2007.
4. Maes, G.; Smets, J. Hydrogen bond cooperativity: A quantitative study using matrix-isolation FT-IR spectroscopy J. Phys. Chem. 1993, 97, 1818-1825
5. Sedov, I. A.; Solomonov, B. N. A method to determine the Gibbs energy of specific interactions in solutions. Hydrogen bonding of proton donating solutes in basic solvents Fluid Phase Equilib. 2009, 276, 108-115
6. Butler, R. N.; Coyne, A. G. Water: Nature's Reaction Enforcer-Comparative Effects for Organic Synthesis "In-Water" and "On-Water Chem. Rev. 2010, 110, 6302-6337
7. Pirrung, M. C. Acceleration of Organic Reactions through Aqueous Solvent Effects Chem-Eur. J. 2006, 12, 1312-1317 (Pubitemid 43200382)
8. Solomonov, B. N.; Sedov, I. A. Quantitative description of the hydrophobic effect: The enthalpic contribution J. Phys. Chem. B 2006, 110, 9298-9303 (Pubitemid 43829027)
9. Solomonov, B. N.; Sedov, I. A. The hydrophobic effect Gibbs energy J. Mol. Liq. 2008, 139, 89-97
10. Solomonov, B. N.; Sedov, I. A.; Akhmadiyarov, A. A. Gibbs energy of cooperative hydrogen-bonding interactions in aqueous solutions of amines and pyridines. J. Phys. Org. Chem. 2009.
11. Sedov, I. A.; Solomonov, B. N. Relation between the characteristic molecular volume and hydrophobicity of nonpolar molecules J. Chem. Thermodyn. 2010, 42, 1126-1130
12. Abraham, M. H.; McGowan, J. C. The use of characteristic volumes to measure cavity terms in reversed phase liquid chromatography Chromatographia 1987, 23, 243-246
13. Stephenson, W. K.; Fuchs, R. Enthlpies of hydrogen bond formation of 1-octanol with aprotic organic solvents. A comparison of the solvation enthalpy, pure base, and non-hydrogen-bonding baseline methods Can. J. Chem. 1985, 63, 342-348
14. Kamlet, M. J.; Abboud, J. L.; Taft, R. W. The solvatochromic comparison method. 6. The π* scale of solvent polarities J. Am. Chem. Soc. 1977, 99, 6027-6038
15. Abraham, M. H.; Andonian-Haftvan, J.; Whiting, G. S.; Leo, A.; Taft, R. S. Hydrogen bonding. Part 34. The factors that influence the solubility of gases and vapours in water at 298 K, and a new method for its determination J. Chem. Soc., Perkin Trans. 2 1994, 1777-1791
16. Li, J.; Zhu, T.; Hawkins, G. D.; Winget, P.; Liotard, D. A.; Cramer, C. J.; Truhlar, D. G. Extension of the platform of applicability of the SM5.42R universal solvation model Theor. Chem. Acc. 1999, 103, 9-63
17. Smirnov, S. A. Ph.D. Thesis, Kazan State University, Kazan, Russia, 1990.
18. Rohrschneider, L. Solvent characterization by gas-liquid partition coefficients of selected solutes Anal. Chem. 1973, 45, 1241-1247
19. Thomas, E. R.; Newman, B. A.; Long, T. C.; Wood, D. A.; Eckert, C. A. Limiting activity coefficients of nonpolar and polar solutes in both volatile and nonvolatile solvents by gas chromatography J. Chem. Eng. Data 1982, 27, 399-405
20. Borisover, M. D.; Solomonov, B. N.; Breus, V. A.; Gorbachuk, V. V.; Konovalov, A. I. Comparative-Analysis of Methods for the Determination of Enthalpy of Solute Specific Interaction with Solvent Zh. Obshch. Khim. 1988, 58, 249-260
21. Abraham, M. H. Scales of solute hydrogen-bonding: Their construction and application to physicochemical and biochemical processes Chem. Soc. Rev. 1993, 22, 73-83
22. Katritzky, A. R.; Tulp, I.; Fara, D. C.; Lauria, A.; Maran, U.; Acree, W. E. A General Treatment of Solubility. 3. Principal Component Analysis (PCA) of the Solubilities of Diverse Solutes in Diverse Solvents J. Chem. Inf. Model. 2005, 45, 913-923 (Pubitemid 41161730)