Synthesis and spectrophotometric determination of acidity constants of 2,3,4,6' -tetrahydroxy-3'-sulfoazobenzene and their use in determination of aluminum
Synthesis and spectrophotometric determination of acidity constants of 2,3,4,6' -tetrahydroxy-3'-sulfoazobenzene and their use in determination of aluminum
A novel azo derivative, 2,3,4,6' -tetrahydroxy-3' -sulfoazobenzene (THSA), was synthesized by using pyrogallol. The acid dissociation constants, or Ka values, of THSA were determined by the UV-visible spectroscopic technique. The protonation and deprotonation behaviors of the title molecule were studied from the super basic to the super acid region (i.e. 10 N NaOH to 98% H2 SO4) , including the pH region. A selective and sensitive UV-visible spectrophotometric method was devised for determination of aluminum by using this ligand. The developed method was successfully applied to an alunite mineral and to pharmaceutical preparations for the determination of aluminum.
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- 1. Peters, A. T.; Chisowa, E. Dyes Pigments 1993, 22, 223-238.
- 2. Dakiky, M.; Nemcova, I. Dyes Pigments 2000, 44, 181-193.
- 3. Zollinger, H. Azo and Diazo Chemistry, Interscience Publishers, New York, 1961.
- 4. Fabian, J.; Hartman, H. Light Absorption of Organic Colorants, Springer-Verlag, New York, 1980.
- 5. Pati, S. The Chemistry of the Azo and Azoxy Groups, Part I, John Wiley, New York, 1975.
- 6. Marczenko, Z. Spectrophotometric Determination of Elements, John Wiley, New York, 1976.
- 7. Khedr, A. M.; Gabar, M.; Issa, R. M.; Erten, H. Dyes Pigments 2005, 67, 117-126.
- 8. Huseyinli, A. A.; Aliyeva, R.; Haciyeva, S.; G¨uray, T. J. Hazard. Mater. 2009, 163, 1001-1007.
- 9. Huseyinli, A. A.; Aliyeva, R. Anal. Sci. ICAS 2001, 17, i1683-i1685.
- 10. Guray, T.; Uysal, Ü. D.; Gedikbey, T.; Huseyinli, A. A. Anal. Chim. Acta 2005, 545, 107-112.
- 11. Ying-Quan, Z.; Lin, Z.; Jun-Yi, L. Talanta 1983, 30, 291-293.
- 12. Tagashira, S. Anal. Chim. Acta 1984, 157, 343-348.
- 13. Martire, C., Hainberger, L. Mikrochim. Acta 1985, 86, 223-229.
- 14. Al-Kindy, S. M. Z.; Suliman, F. O.; Salama, S. B. Microchem. J. 2003, 74, 173-179.
- 15. Abbaspour, A.; Esmaeilbeig, A. R.; Jarrahpour, A. A.; Khajeh, B.; Kia, R. Talanta 2002, 58, 397-403.
- 16. Darbre, P. D. J. App. Tox. 2003, 23, 89-95.
- 17. Lindsay, J.; Laurin, D.; Verreault, R.; Hebert, R.; Helliwell, B.; Hill, G. B.; McDowell, I. Am. J. Epidemiol. 2002, 156, 445-453.
- 18. Miricik, D. K.; Davis, S.; Thomas, D. B. J. Nat. Cancer. Inst. 2002, 94, 1578-1580.
- 19. Carrillo, F.; Perez, C.; Camara, C. Anal. Chim. Acta 1991, 243, 121-125.
- 20. Pereira, L. A.; Amorim, I. G.; Silva, J. B. B. Talanta 2004, 64, 395-400.
- 21. Kovacich, J. A.; Lichtman, D. J. Electron Spectrsc. 1985, 35, 7-18.
- 22. Moshier, R. W.; Schwarberg, J. E. Talanta 1966, 13, 445-456.
- 23. Salacinski, H. J.; Riby, P. G.; Haswell, S. J. Anal. Chim. Acta 1992, 269, 1-7.
- 24. Albert, A.; Serjeant, E. P. The Determination of Ionisation Constants, Chapman and Hall, London, 1971.
- 25. Cookson, R. F. Chem. Rev. 1974, 71, 5-28.
- 26. Bowden, K. Chem. Rev. 1966, 66, 119-131.
- 27. Perrin, D. D. Buffers for pH and Metal Ion Control, Chapman and Hall, London, 1971.
- 28. Tunalı, S.; Ö zcan, A. S.; Özcan, A.; Gedikbey, T. J. Hazard. Mater. 2006, 135, 141-148.
- 29. Berber, H.; Ogretir, C.; Lekesiz, E. C. S.; Ermis, E. J. Chem. Eng. Data 2008, 53, 1049-1055.
- 30. Johnson, C. D.; Katritzky, A. R.; Ridgewell, B. J.; Shakir, N.; White, A. M. Tetrahedron 1965, 21, 1055-1065.
- 31. Hinman, R. L.; Lang, J. J. Am. Chem. Soc. 1964, 86, 3796-3806.
- 32. Deno, N. C.; Jaruzelski, J. J.; Schriesheim, A. J. Am. Chem. Soc. 1955, 77, 3044-3051.
- 33. Johnson, C. D.; Katritzky, A. R.; Shapiro, S. A. J. Am. Chem. Soc. 1969, 91, 6654-6662.
- 34. The United States Pharmacopeia-National Formulary, United States Pharmacopeial Convention, Rockville, MD, 1999.