Critical behavior studies of 2,4-Dichlorobenzoic Acid-Amines Hydrogen-bonded Complexes Utilizing Fourier-Transform Infrared Spectroscopy

• Autorzy: Haeeb M.
• Języki publikacji: EN

Abstrakty

EN

A series of crystalline 1:1 hydrogen-bonded complexes between 2,4-dichlorobenzoic acid (DCBA) and various quinolines and pyridines was prepared. Fourier-transform infrared spectra (FTIR) of these complexes are presented and analyzed in the _OH and _C=O regions. The correlation between the gravity center of the protonic vibrations _cg (cm-1), the quantity __/__0 and the pKa values of the amines are presented. The integrated intensities in solution A(Lmol-1 cm-2) and in the crystalline state A(kg mol-1 cm-2) in the _C=O region were correlated with the pKa values of the investigated amines. Striking anomalies are observed at the critical region (50% proton transfer). These results can be interpreted by assuming that quasi-symmetrical O..H..N bridge is formed with a single, flat minimum potential in the solid state and a double minimum potential in solution.

Słowa kluczowe

EN

hydrogen bond; IR spectra; critical behavior

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 2003
• Tom: Vol. 77 / nr 1
• Strony: 1--12
• Opis fizyczny: Bibliogr. 28 poz., rys.

Twórcy

autor

Haeeb M.

• Chemistry Department, Faculty of Education, Alexandria University, Alexandria, Egypt

Bibliografia

• 1. Custelcean R. and Jackson J., Chem. Rev., 101, 1963 (2001).
• 2. Jeffrey G. A., An Introduction to Hydrogen Bonding, Oxford University Press, Oxford (1997).
• 3. Jeffrey G.A. and Saenger W., Hydrogen Bonding in Biological Structure, Springer -Verlag, Berlin (1991).
• 4. Sobczyk L., Wiad. Chem., 55, 594 (2001).
• 5. Calhorda M., J. Chem. Commun., 801 (2000).
• 6. Kalenik J., Majerz I., Sobczyk L., Grech E. and Habeeb M.M., J Chem. Soc. Farad. Trans I., 85, 3187 (1989) .
• 7. Belabbes Y. and Lautie A., Vibrat. Spectr., 9,131 (1995).
• 8. Lautie A. and Belabbes Y., Spectrochim. Acta, 52A, 1531 (1996).
• 9. Wolfs I. and Dessyn O., Spectrochim. Acta, 52A, 1521 (1996).
• 10. Habeeb M.M., App. Spectr. Rev., 32, 103 (1996).
• 11. Sobczyk L, J. Mol. Struct., 177, 111 (1990).
• 12. Nogai B., Dulewicz E., Szafran Z. and Katritzky R., J. Phys. Chem., 94, 1279 (1990).
• 13. NogaiB., Brycki B.,SzafranZ. and Maćkowiak M., y. Chem. Soc. Farad. Trans I., 83,2541 (1987).
• 14. Kalenik J., Majerz I., Sobczyk L., Grech E. and Habeeb M.M., Collec. Czech. Chem. Commun., 55, 80 (1990) .
• 15. Habeeb M.M. and Awad M.K., Mag. Res. Chem., 33,476 (1995).
• 16. Brzeziński P., Szafran Z. and Szafran M., J. Chem. Soc. Perkin Trans. II., 765 (1985).
• 17. Szafran Z. and Dulewicz E., J. Org. Mag. Res., 16, 214 (1981).
• 18. Habeeb M.M., Alwakil H.A., El-Dissouky A. and Fattah H.A., Polish J. Chem., 69, 1428 (1995).
• 19. Johnson L. and Rumon A., J. Phys. Chem., 69, 74 (1965).
• 20. Koll A. and Majerz 1., Bull. Soc. Chim. Belg., 103, 629 (1994).
• 21. Awad M.K. and Habeeb M.M., J. Mol. Struct., 378, 103 (1996).
• 22. Odinokov E., Nabilullin A., Mashkovsky A. and Glazunov P., Spectrochim. Acta, 39A, 1055 (1983).
• 23. Habeeb M.M., Alwakil H.A., El-Dissouky A. and Refat N.M., Spectr., 15, 33 (2001).
• 24. Migcheles P., Leroux N. and Huskens Th Vibrat. Spectr., 2, 81 (1991).
• 25. Anderegg G. and Wenk R, Helv. Chim. Acta, 50, 2330 (1967).
• 26. Szafran Z., Dulewicz E. and Szafran M., J. Mol. Struct., 177, 317 (1988).
• 27. Habeeb M.M., Alwakil H.A., El-Dissouky A. and Refat N.M., J. Chem. Res. (S), 200 (2001).
• 28. Habeeb M.M. and Gohar G., J. Chem. Res. (M), 316(2002).