Determination of pKa for substituted benzoic acids in mixed solvent using density functional theory and QSPR

International Journal of Quantum Chemistry

Volumn 112, Issue 3, 2012, Pages 683-694

  Senior, Samir A ^a   Nassar, Ahmed M ^a  

^a Alexandria University Faculty Of Science   (Egypt)

Author keywords

acidity constants; benzoic acid derivatives; DFT (Density Functional Theory); mixed solvent; QSPR

Indexed keywords

ACIDITY CONSTANTS; BENZOIC ACID DERIVATIVES; DENSITY FUNCTIONALS; MIXED SOLVENT; QSPR;

ACIDITY; CARBOXYLIC ACIDS; CATALYTIC OXIDATION; CHEMICAL COMPOUNDS; QUANTUM CHEMISTRY;

DENSITY FUNCTIONAL THEORY;

EID: 84255191165     PISSN: 00207608     EISSN: 1097461X     Source Type: Journal    
DOI: 10.1002/qua.23048     Document Type: Article

References (45)

1. Sittig, M., Handbook of Toxic and Hazardous Chemicals Carcinogens, 2nd ed.; Noyes Publications: Park Ridge, 1985.
2. Toma's-Barbera'n, F. A.,;, Clifford, M. N., J Sci Food Agric 2000, 80, 1024.
3. Smith, M. R., Biodegradation 1990, 1, 191.
4. Habe, H.,;, Omori, T., Biosci Biotechnol Biochem 2003, 67, 225.
5. Lyman, W. J.,;, Reehl, W. F.,;, Rosenblatt, D. H., Handbook of Chemical Property Estimation Methods: Environmental Behavior of Organic Compounds; American Chemical Society: Washington, 1992.
6. Tewfik, R.,;, Nassar, A. M., Bull Fac Sc Alex Univ 1988, 2, 101.
7. Meloun, M.,;, Havel, J.,;, Hogfeldt, E., Computation of Solution Equilibria: A Guide to Methods in Potentiometry, Extraction and Spectrophotometry; Ellis Horwood Limited: Chichester, 1988.
8. Wrobel, R.,;, Chmurzynski, L., Anal Chim Acta 2000, 405, 303.
9. Janos, P., J Chromatogr A 2004, 1037, 15.
10. Poole, S. K.,;, Patel, S.,;, Dehring, K.,;, Workman, H.,;, Poole, C. F., J Chromatogr A 2004, 1037, 445.
11. Erdemgil, F. Z.,;, Anli, S. S.,;, Anli, N. S.,;, Ozkan, G.,;, Barbosa, J.,;, Guiteras, J.,;, Beltran, J. L., Talanta 2007, 72, 489.
12. Martell, A. B.,;, Motekaitis, R. J., Determination and Use of Stability Constants, 2nd ed.; Wiley-VCH: New York, 1992.
13. Barbosa, J.,;, Barron, D.,;, Beltran, J. L.,;, Sanz-Nebot, V., Anal Chim Acta 1995, 317, 75.
14. Gans, P.,;, Sabatini, A.,;, Vacca, A., Talanta 1996, 43, 1739.
15. Perrin, D. D.,;, Dempsey, B.,;, Serjeant, E. P., pKa Prediction for Organic Acids and Bases; Chapman and Hall: New York, 1981.
16. Citra, M. J., Chemosphere 1999, 38, 191.
17. Tehan, B. G.,;, Lloyd, E. J.,;, Wong, M. G.,;, Pitt, W. R.,;, Montana, J. G.,;, Manallack, D. T.,;, Gancia, E., Quant Struct-Act Relat 2002, 21, 457.
18. Jover, J.,;, Bosque, R.,;, Sales, J., QSAR Comb Sci 2008, 27, 563.
19. Liptak, M. D.,;, Gross, K. C.,;, Seybold, P. G.,;, Feldgus, S.,;, Shields, G. C., J Am Chem Soc 2002, 124, 6421.
20. Olasz, A.,;, Mignon, P.,;, De Proft, F.,;, Veszpremi, T.,;, Geerlings, P., Chem Phys Lett 2005, 407, 504.
21. Gross, K. C.,;, Seybold, P. G., J Quantum Chem 2001, 85, 569.
22. Parthasarathi, R.,;, Padmanabhan, J.,;, Elango, M.,;, Chitra, K.,;, Subramanian, V.,;, Chattaraj, P. K., J Phys Chem A 2006, 110, 6540.
23. Saracino, G. A. A.,;, Improta, R.,;, Barone, V., Chem Phys Lett 2003, 373, 411.
24. Liptak, M. D.,;, Shields, G. C., J Am Chem Soc 2001, 123, 7314.
25. Klamt, A.,;, Eckert, F.,;, Diedenhofen, M.,;, Beck, M. E., J Phys Chem A 2003, 107, 9380.
26. Fu, Y.,;, Liu, L.,;, Li, R.-Q.,;, Liu, R.,;, Guo, Q.-X., J Am Chem Soc 2004, 126, 814.
27. Vianello, R.,;, Maksic, Z. B., Mol Phys 2005, 103, 209.
28. Diaz, N.,;, Sordo, T. L.,;, Suarez, D.,;, Mendez, R.,;, Villacorta, J. M.,;, Simon, L.,;, Rico, M.,;, Jimenez, M. A., J Med Chem 2006, 49, 3235.
29. Lopez, X.,;, Schaefer, M.,;, Dejaegere, A.,;, Karplus, M., J Am Chem Soc 2002, 124, 5010.
30. Blanco, S. E.,;, Almandoz, M. C.,;, Ferretti, F. H., Spectrochim Acta A 2005, 61, 93.
31. Perakyla, M., J Am Chem Soc 1998, 120, 12895.
32. Gaussian 03, Revision B.01; Gaussian, Inc., Pittsburgh PA, 2003.
33. (a), Becke, A. D., J Chem Phys 1993, 98, 5648
34. (b), Lee, C.,;, Yang, W.,;, Parr, R. G., Phys Rev B 1998, 37, 785.
35. Hasanein, A.,;, Senior, S. A., Bull Chem Soc Jpn 2007, 80, 307.
36. Barone, V.,;, Cossi, M.,; J Phys Chem A 1998, 102, 1995.
37. Cossi, M.,;, Rega, N.,;, Scalmani, G.,;, Barone, V., J Comp Chem 2003, 24, 669.
38. McQuarrie, D. M.,; Statistical Mechanics, Harper and Row, New York, 1970.
39. Pliego, J. R., Jr.,;, Riveros, J. M., Chem Phys Lett 2000, 332, 597.
40. Palascak, M. W.,;, Shields, G. C., J Phys Chem A 2004, 108, 3692.
41. Benson, M. T.,;, Moser, M. L.,;, Peterman, D. R.,;, Dinescu, A., J Mol Struct: THEOCHEM 2008, 867, 71.
42. da Silva, C. O.,;, da Silva, E. C.,;, Nascimento, M. A. C., J Phys Chem A 1999, 103, 11194.
43. da Silva, C. O.,;, da Silva, E. C.,;, Nascimento, M. A. C., J Phys Chem A 2000, 104, 2402.
44. Jang, Y. H.,;, Sowers, L. C.,;, Cagin, T.,;, Goddard, W. A., III,. J Phys Chem A 2001, 105, 274.
45. Elashry, S. H.,;, Senior, S. A., Corr Sci 2011, 53, 1025.