Abstract
Enthalpies of solution have been used to calculate transfer enthalpies for phenol, pyridine, and DMSO between the solvent cyclohexane and the solvents CCl4, benzene, and CHCl3. By use of model compounds, enthalpies due to interactions with phenol, pyridine, and DMSO have been determined. These enthalpies are used to calculate the effect of solvation relative to cyclohexane on hydrogen bonded complexes in CCl4 and benzene solvents. Correlations with enthalpies due to interactions and frequency shifts for the hydroxyl stretch in these solvents have also been made.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
R. S. Drago, L. B. Parr, and C. S. Chamberlain,J. Am. Chem. Soc. 99, 3203 (1977).
J. N. Spencer, S. K. Berger, C. R. Powell, B. D. Henning, G. S. Furman, W. M. Loffredo, E. M. Rydberg, R. A. Neubert, C. E. Shoop, and D. N. Blanch,J. of Solution Chem. 10, 501 (1981).
A. Allerhand and P. Von R. Schleyer,J. Am. Chem. Soc. 85, 371 (1963).
H. E. Hallam, J. Mol.Structure 3, 43 (1969).
L. J. Bellamy, K. J. Morgon, and R. J. Pace,Spectrochim. Acta 22, 535 (1966).
E. Osawa and Z. Yoshida,Spectrochim. Acta 23, 2029 (1967).
M. Horak, J. Moravec, and J. Pliva,Spectrochim. Acta 21, 919 (1965).
J. N. Spencer, J. R. Sweigart, M. E. Brown, R. L. Bensing, T. L. Hassinger, W. Kelly, D. L. Housel, G. W. Reisinger, D. S. Reifsnyder, J. E. Gleim, and J. C. Peiper,J. Phys. Chem. 81, 2237 (1977).
S. D. Christian, and E. H. Lane inWeissberger: Techniques of Chemistry, Vol. 8, Part 1, M. R. J. Dack, ed., (1975), Chpt. VI.
M. S. Nozari and R. S. Drago,J. Am. Chem. Soc. 94, 6877 (1972).
R. S. Drago, J. A. Nusz, and R. C. Courtright,J. Am. Chem. Soc. 96, 2082 (1974).
P. L. Huyskens, W. Cleuren, H. M. Van Brabant-Govaerts, and M. A. Vuylsteke,J. Phys. Chem. 84, 2740 (1980).
J. Grundnes, S. D. Christian, V. Cheam, and S. B. Farnum,J. Am. Chem. Soc. 93, 20 (1971).
E. M. Arnett, L. Joris, E. Mitchell, T. S. S. R. Murty, T. M. Gorrie, and P. V. R. Schleyer,J. Am. Chem. Soc. 92, 2365 (1970).
J. N. Spencer, J. E. Gleim, C. H. Blevins, R. C. Garrett, and F. J. Mayer,J. Phys. Chem. 83, 1249 (1979).
R. Fuchs, T. M. Young, and R. F. Rodewald,J. Am. Chem. Soc. 96, 4705 (1974).
M. D. Joesten and L. J. Schaad,Hydrogen Bonding, (Marcel Dekker, New York, 1974).
S. D. Christian and E. E. Tucker,J. Phys. Chem. 74, 214 (1970).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Spencer, J.N., Holmboe, E.S., Firth, D.W. et al. Solvent effects on hydrogen bond formation. J Solution Chem 10, 745–756 (1981). https://doi.org/10.1007/BF00646724
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00646724