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Kamlet–Taft's Solvatochromic Parameters for Nonaqueous Binary Mixtures between n-Hexane and 2-Propanol, Tetrahydrofurane, and Ethyl Acetate

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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.

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REFERENCES

  1. C. Reichardt, Chem. Rev. 94, 2319 (1994).

    Google Scholar 

  2. J.-L. M. Abboud and R. Notario, Pure Appl. Chem. 71, 645 (1999).

    Google Scholar 

  3. M. J. Kamlet and R. W. Taft, J. Amer. Chem. Soc. 98, 377 (1976).

    Google Scholar 

  4. M. J. Kamlet, J.-L. M. Abboud, and R. W. Taft, J. Amer. Chem. Soc. 99, 6027 (1977).

    Google Scholar 

  5. R.W. Taft, J.-L. M. Abboud, M. J. Kamlet, and M. H. Abraham, J. Solution Chem. 14, 153 (1985).

    Google Scholar 

  6. M. J. Kamlet, R. M. Doherty, M. H. Abraham, Y. Marcus, and R.W. Taft, J. Phys. Chem. 92, 5244 (1988).

    Google Scholar 

  7. J. D. Choi and W. J. Cheong, J. Korean Chem. Soc. 8, 221 (1994).

    Google Scholar 

  8. L. Giacomelli, H. Boggetti, H. Agnelli, J. Anunziata, R. Cattana, and J. J. Silber, Anal. Chim. Acta 370, 79 (1998).

    Google Scholar 

  9. L. Giacomelli, H. Boggetti, H. Agnelli, J. Anunziata, R. Cattana, and J. J. Silber, Anal. Chim. Acta 402, 285 (1999).

    Google Scholar 

  10. P. C. Sadek, P.W. Carr, R.M. Doherty, M. J. Kamlet, R.W. Taft, and M. H. Abraham, Anal. Chem. 57, 2971 (1985).

    Google Scholar 

  11. J. H. Park, J. J. Chae, T. H. Nah, and M. D. Jang, J. Chromatogr. A664, 149 (1994).

    Google Scholar 

  12. P. W. Carr, R. M. Doherty, M. J. Kamlet, R. W. Taft, W. Melander, and C. Horvàth, Anal. Chem. 58, 2674 (1986).

    Google Scholar 

  13. J. H. Park, M. D. Jang, and S. M. Kwon, Bull. Korean Chem. Soc. 13, 75 (1992).

    Google Scholar 

  14. M. Reta, R. Cattana, J. Anunziatta, and J. J. Silber, Anal. Chim. Acta 306, 81 (1995).

    Google Scholar 

  15. J. H. Park, M. D. Jang, D. S. Kim, and P. W. Carr, J. Chromatogr. 513, 107 (1990).

    Google Scholar 

  16. J. H. Park and P. W. Carr, J. Chromatogr. 465, 123 (1989).

    Google Scholar 

  17. H. Boggetti, M. Reta, R. Cattana, and J. J. Silber, Atualidades Fisico. Organ. 69 (1993).

  18. M. J. Kamlet, J.-L. M. Abboud, M. H. Abraham, and R. W. Taft, J. Org. Chem. 48, 2877 (1983).

    Google Scholar 

  19. W. J. Cheong and P. W. Carr, Anal. Chem. 61, 1524 (1989).

    Google Scholar 

  20. J. Dorsey and K. Dill, Chem. Rev. 89, 331 (1989).

    Google Scholar 

  21. W. J. Cheong, S. H. Chung, and G. Y. Lee, J. Liquid, Chromatogr. Rel. Technol. 19, 277 (1996).

    Google Scholar 

  22. R. J. Sindreu, M. L. Moyá, F. S. Burgos, and A. G. González, J. Solution Chem. 25, 289 (1996).

    Google Scholar 

  23. A. F. Lagalante, C. Wond, A. M. Clarke, and T. J. Bruno, J. Solution Chem. 27, 887 (1998).

    Google Scholar 

  24. Y. Migron and Y. Marcus, J. Chem. Soc., Faraday Trans. 87, 1339 (1991).

    Google Scholar 

  25. Y. Marcus and Y. Migron, J. Phys. Chem. 95, 400 (1991).

    Google Scholar 

  26. C. Lerf and P. Suppan, J. Chem. Soc., Faraday Trans. 88, 963 (1992).

    Google Scholar 

  27. J. G. Dawber, J. Ward, and R. A. Williams, J. Chem. Soc., Faraday Trans. 1, 84, 713 (1988).

    Google Scholar 

  28. P. Chatterjee and S. Bagchi, J. Chem. Soc., Faraday Trans. 86, 1785 (1990).

    Google Scholar 

  29. J. G. Dawber, J. Chem. Soc., Faraday Trans. 86, 287 (1990).

    Google Scholar 

  30. J. H. Park, A. J. Dallas, P. Chau, and P. W. Carr, J. Chromatogr. A677, 1 (1994).

    Google Scholar 

  31. N. M. Correa, A. M. Biasutti, and J. J. Silber, J. Colloid. Interface Sci. 172, 71 (1995).

    Google Scholar 

  32. Y. Marcus, Chem. Soc. Rev., p. 409 (1993).

  33. P. Nicolet and C. Laurence, J. Chem. Soc., Perkin Trans. 2, p. 1071 (1986).

    Google Scholar 

  34. C. Laurence, P. Nicolet, and M. Helbert, J. Chem. Soc., Perkin Trans. 2, p. 1081 (1986).

    Google Scholar 

  35. M. D. Joesten and L. J. Schaad, Hydrogen Bonding, (maycil Dekker, New York, 1974).

    Google Scholar 

  36. P. C. Maria, J. F. Gal, J. Franceschi, and E. Fargin, J. Amer. Chem. Soc. 109, 483 (1987).

    Google Scholar 

  37. P. C. Maria and J. F. Gal, J. Phys. Chem. 89, 1296 (1985).

    Google Scholar 

  38. P. Chatterjee and S. Bagchi, J. Chem. Soc., Faraday Trans. 86, 1785 (1990).

    Google Scholar 

  39. P. Chatterjee, A. Kumar, and S. Bagchi, J. Chem. Soc., Faraday Trans. 88, 1675 (1992).

    Google Scholar 

  40. C. Reichardt, Solvents and Solvent Effects in Organic Chemistry, 2nd edn. (VCH, Weinheim, 1990).

    Google Scholar 

  41. L. S. Frankel, C. H. Langford, and T. R. Stengle, J. Phys. Chem. 74, 1376 (1970).

    Google Scholar 

  42. P. M. E. Mancini, A. Terenzani, C. Adam, A. Pérez, and L. R. Vottero, J. Phys. Org. Chem. 12, 207 (1999).

    Google Scholar 

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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

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