Abstract
The π*, α, and β Kamlet–Taft solvatochromic solvent parameters have been determined for nonaqueous binary mixtures commonly used in normal-phase liquid chromatography (NPLC), such as ethyl acetate n-hexane, tetrahydrofurane n-hexane, and 2-propanol n-hexane from spectroscopic data by using several UV-visible absorbing probes. Because preferential solvation is almost nonexistent for the π* probes in the different binary mixtures, we conclude that the measured values reflect quite well the dipolarity–polarizability of the bulk solution. However, strong preferential solvation for the different α and β probes in all mixtures studied here shows that the solvent parameters obtained reflect the properties of the solvation shell more than the bulk properties. This observation does not necessarily mean that the α and β values obtained will not be useful in multiple linear regressions (MLR), but results should be interpreted with care and will depend on the particular situation. Actually, results will make sense only if the particular solute under study preferentially solvates in a fashion similar to that of the α and β solvatochromic probes.
Similar content being viewed by others
REFERENCES
C. Reichardt, Chem. Rev. 94, 2319 (1994).
J.-L. M. Abboud and R. Notario, Pure Appl. Chem. 71, 645 (1999).
M. J. Kamlet and R. W. Taft, J. Amer. Chem. Soc. 98, 377 (1976).
M. J. Kamlet, J.-L. M. Abboud, and R. W. Taft, J. Amer. Chem. Soc. 99, 6027 (1977).
R.W. Taft, J.-L. M. Abboud, M. J. Kamlet, and M. H. Abraham, J. Solution Chem. 14, 153 (1985).
M. J. Kamlet, R. M. Doherty, M. H. Abraham, Y. Marcus, and R.W. Taft, J. Phys. Chem. 92, 5244 (1988).
J. D. Choi and W. J. Cheong, J. Korean Chem. Soc. 8, 221 (1994).
L. Giacomelli, H. Boggetti, H. Agnelli, J. Anunziata, R. Cattana, and J. J. Silber, Anal. Chim. Acta 370, 79 (1998).
L. Giacomelli, H. Boggetti, H. Agnelli, J. Anunziata, R. Cattana, and J. J. Silber, Anal. Chim. Acta 402, 285 (1999).
P. C. Sadek, P.W. Carr, R.M. Doherty, M. J. Kamlet, R.W. Taft, and M. H. Abraham, Anal. Chem. 57, 2971 (1985).
J. H. Park, J. J. Chae, T. H. Nah, and M. D. Jang, J. Chromatogr. A664, 149 (1994).
P. W. Carr, R. M. Doherty, M. J. Kamlet, R. W. Taft, W. Melander, and C. Horvàth, Anal. Chem. 58, 2674 (1986).
J. H. Park, M. D. Jang, and S. M. Kwon, Bull. Korean Chem. Soc. 13, 75 (1992).
M. Reta, R. Cattana, J. Anunziatta, and J. J. Silber, Anal. Chim. Acta 306, 81 (1995).
J. H. Park, M. D. Jang, D. S. Kim, and P. W. Carr, J. Chromatogr. 513, 107 (1990).
J. H. Park and P. W. Carr, J. Chromatogr. 465, 123 (1989).
H. Boggetti, M. Reta, R. Cattana, and J. J. Silber, Atualidades Fisico. Organ. 69 (1993).
M. J. Kamlet, J.-L. M. Abboud, M. H. Abraham, and R. W. Taft, J. Org. Chem. 48, 2877 (1983).
W. J. Cheong and P. W. Carr, Anal. Chem. 61, 1524 (1989).
J. Dorsey and K. Dill, Chem. Rev. 89, 331 (1989).
W. J. Cheong, S. H. Chung, and G. Y. Lee, J. Liquid, Chromatogr. Rel. Technol. 19, 277 (1996).
R. J. Sindreu, M. L. Moyá, F. S. Burgos, and A. G. González, J. Solution Chem. 25, 289 (1996).
A. F. Lagalante, C. Wond, A. M. Clarke, and T. J. Bruno, J. Solution Chem. 27, 887 (1998).
Y. Migron and Y. Marcus, J. Chem. Soc., Faraday Trans. 87, 1339 (1991).
Y. Marcus and Y. Migron, J. Phys. Chem. 95, 400 (1991).
C. Lerf and P. Suppan, J. Chem. Soc., Faraday Trans. 88, 963 (1992).
J. G. Dawber, J. Ward, and R. A. Williams, J. Chem. Soc., Faraday Trans. 1, 84, 713 (1988).
P. Chatterjee and S. Bagchi, J. Chem. Soc., Faraday Trans. 86, 1785 (1990).
J. G. Dawber, J. Chem. Soc., Faraday Trans. 86, 287 (1990).
J. H. Park, A. J. Dallas, P. Chau, and P. W. Carr, J. Chromatogr. A677, 1 (1994).
N. M. Correa, A. M. Biasutti, and J. J. Silber, J. Colloid. Interface Sci. 172, 71 (1995).
Y. Marcus, Chem. Soc. Rev., p. 409 (1993).
P. Nicolet and C. Laurence, J. Chem. Soc., Perkin Trans. 2, p. 1071 (1986).
C. Laurence, P. Nicolet, and M. Helbert, J. Chem. Soc., Perkin Trans. 2, p. 1081 (1986).
M. D. Joesten and L. J. Schaad, Hydrogen Bonding, (maycil Dekker, New York, 1974).
P. C. Maria, J. F. Gal, J. Franceschi, and E. Fargin, J. Amer. Chem. Soc. 109, 483 (1987).
P. C. Maria and J. F. Gal, J. Phys. Chem. 89, 1296 (1985).
P. Chatterjee and S. Bagchi, J. Chem. Soc., Faraday Trans. 86, 1785 (1990).
P. Chatterjee, A. Kumar, and S. Bagchi, J. Chem. Soc., Faraday Trans. 88, 1675 (1992).
C. Reichardt, Solvents and Solvent Effects in Organic Chemistry, 2nd edn. (VCH, Weinheim, 1990).
L. S. Frankel, C. H. Langford, and T. R. Stengle, J. Phys. Chem. 74, 1376 (1970).
P. M. E. Mancini, A. Terenzani, C. Adam, A. Pérez, and L. R. Vottero, J. Phys. Org. Chem. 12, 207 (1999).
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Reta, M., Cattana, R. & Silber, J.J. Kamlet–Taft's Solvatochromic Parameters for Nonaqueous Binary Mixtures between n-Hexane and 2-Propanol, Tetrahydrofurane, and Ethyl Acetate. Journal of Solution Chemistry 30, 237–252 (2001). https://doi.org/10.1023/A:1005275432313
Issue Date:
DOI: https://doi.org/10.1023/A:1005275432313