Skip to main content
SpringerLink
Log in

Spectroscopic studies on the utility of charge transfer interactions for determination of phenytoin sodium

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Electron donor acceptor complexes (EDA) of the phenytoin sodium (Pyn) as a rich donor with different π-acceptors like p-chloranil (p-CHL), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), tetracyanoquinodimethane (TCNQ), chloranilic acid (CLA), N-bromosuccinimide (NBS) and picric acid (PA) have been synthesized. Spectroscopic and physical data such as formation constant (K CT), molar extinction coefficient (ɛCT), standard free energy (ΔG 0), oscillator strength (f), transition dipole moment (μ), resonance energy (R N) and ionization potential (I p) have been determined. Based on the elemental analysis and photometric titrations the CT-complexes were found to have 1 : 1 stoichiometry.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Rogawski, M.A. and Löscher, W., Nat. Rev. Neurosci., 2004, vol. 5. p. 553.

    Article  CAS  Google Scholar 

  2. AHFS Drug Information 2004, McEvoy, G.K., Ed., American Society of Health-System Pharmacists, 2004, pp. 2117–2120.

    Google Scholar 

  3. Kosower, E.M., Prog. Phys. Org. Chem., 1965, vol. 3, p. 81.

    CAS  Google Scholar 

  4. Fla, F.P., Palou, J., Valero, R., Hall, C.D., and Speers, P., JCS Perkin Trans. 2, 1991, p. 1925.

    Google Scholar 

  5. Yakuphanoglu, F. and Arslan, M., Opt. Mater., 2004, vol. 27, p. 29.

    Article  CAS  Google Scholar 

  6. Yakuphanoglu, F. and Arslan, M., Solid State Commun., 2004, vol. 132, p. 229.

    Article  CAS  Google Scholar 

  7. Yakuphanoglu, F., Arslan, M., Kucukislamoglu, M., and Zengin, M., Sol. Energy, 2005, vol. 79, p. 96.

    Article  CAS  Google Scholar 

  8. Chakraborty, B., Mukherjee, A.S., and Seal, B.K., Spectrochim. Acta A, 2001, vol. 57, p. 223.

    Article  CAS  Google Scholar 

  9. Korolkovas, A., Essentials of Medical Chem., 2 ed., New York: Wiley, ch. 3, 1998.

    Google Scholar 

  10. Takahasi, K., Horino, K., Komura, T., and Murata, K., Bull. Chem. Soc. Jpn. 1993, vol. 66, p. 733.

    Article  Google Scholar 

  11. Andrade, S.M., Costa, S.M.B., and Pansu, R., J. Colloid. Interf. Sci., 2000, vol. 226, p. 260.

    Article  CAS  Google Scholar 

  12. Slifkin, A.M., Charge-Transfer Interaction of Biomolecules, New York: Academic Press, 1971.

    Google Scholar 

  13. Abou Attia, F.M., Farmaco, 2000, vol. 55, p. 659.

    Article  Google Scholar 

  14. Basavaiah, K., Farmaco, 2004, vol. 59, p. 315.

    Article  CAS  Google Scholar 

  15. Das, S.K., Krishnamoorthy, G., and Dofra, S.K., Can. J. Chem., 2000, vol. 78, p. 191.

    Article  CAS  Google Scholar 

  16. Jones, G., and Jimenez, J.A.C., Tetrahedron Lett., 1999, vol. 40, p. 8551.

    Article  CAS  Google Scholar 

  17. Smith, G., Bott, R.C., Rae, A.D., and Willis, A.C., Aust. J. Chem., 2000, vol. 53, p. 531.

    Article  CAS  Google Scholar 

  18. Smith, G., Lynch, D.E., and Bott, R.C., Aust. J. Chem., 1998, vol. 51, p. 159.

    Article  CAS  Google Scholar 

  19. Smith, G., Lynch, D.E., Byriel, K.A., and Kennard, C.H.L., J. Chem. Crystallogr., 1997, vol. 27, p. 307.

    Article  CAS  Google Scholar 

  20. Refat, M.S., Ibrahim, O.B., Saad, H.A., and Adam, A.M.A., J. Mol. Struct., 2014, vol. 1064, p. 58.

    Article  CAS  Google Scholar 

  21. Eldaroti, H.H., Gadir, S.A., Refat, M.S., and Adam, A.M.A., J. Pharm. Anal., 2014, vol. 4, p. 81.

    Article  CAS  Google Scholar 

  22. El-Habeeb, A.A., Al-Saif, F.A., and Refat, M.S., Spectrochim. Acta Part A, 2014, vol. 123, p. 455.

    Article  CAS  Google Scholar 

  23. Elqudaby, H.M., Mohamed, G.G., and El-Din, G.M.G., Spectrochim. Acta Part A., 2014, vol. 129, p. 84.

    Article  CAS  Google Scholar 

  24. Eldaroti, H.H., Gadir, S.A., Refat, M.S., and Adam, A.M.A., Spectrochim. Acta Part A, 2013, vol. 115, p. 309.

    Article  CAS  Google Scholar 

  25. El-Habeeb, A.A., Al-Saif, F.A., and Refat, M.S., J. Mol. Struct., 2013, vol. 1036, p. 464.

    Article  CAS  Google Scholar 

  26. El-Habeeb, A.A., Al-Saif, F.A., and Refat, M.S., J. Mol. Struct., 2013, vol. 1034, p. 1.

    Article  CAS  Google Scholar 

  27. Skoog, D.A., Principle of Instrumental Analysis, 3 ed., New York: Saunders College Publishing, 1985, ch. 7.

    Google Scholar 

  28. Abu-Eittah, R. and Al-Sugeir, F., Can. J. Chem., 1976, vol. 54, p. 3705.

    Article  CAS  Google Scholar 

  29. Tsubomura, H. and Lang, R.P., J. Am. Chem. Soc., 1964, vol. 86, p. 3930.

    Article  Google Scholar 

  30. Teleb, S.M. and Refat, M.S., Spectrochimica Acta Part A, 2004, vol. 60, p. 1579.

    Article  CAS  Google Scholar 

  31. Nour, E.M., Teleb, S.M., El-Mosallamy, M.A.F., and Refat, M.S., South Afr. J. Chem., 2003, vol. 56, p. 10.

    CAS  Google Scholar 

  32. Rathone, R., Lindeman, S.V., and Kochi, J.K., J. Am. Chem. Soc., 1997, vol. 119, p. 9393.

    Article  Google Scholar 

  33. Aloisi, G, and Pignataro, S., J. Chem. Soc. Faraday Trans., 1972, vol. 69, p. 534.

    Article  Google Scholar 

  34. Briegleb, G., Z. Angew. Chem., 1960, vol. 72, p. 401.

    Article  CAS  Google Scholar 

  35. Briegleb, G., Z. Angew. Chem., 1964, vol. 76, p. 326.

    Article  CAS  Google Scholar 

  36. Briegleb, G., and Czekalla, J., Z. Physikchem. (Frankfurt), 1960, vol. 24, p. 237.

    Google Scholar 

  37. Martin, A.N., Swarbrick, J., and Cammarata, A., Physical Pharmacy, 3 ed., Philadelphia: Lee and Febiger, 1969, p. 344.

    Google Scholar 

  38. Bellamy, L.J., The Infrared Spectra of Complex Molecules, London: Chapman & Hall, 1975.

    Book  Google Scholar 

  39. Kross, R.D. and Fassel, V.A., J. Am. Chem. Soc., 1957, vol. 79, p. 38.

    Article  CAS  Google Scholar 

  40. Foster, R., Organic Charge-Transfer Complexes, London: Academic Press, 1969, pp. 51, 387.

    Google Scholar 

  41. Fukuzumi, S. and Kochi, J.K., J. Am. Chem. Soc., 1982, vol. 104, p. 7599.

    Article  CAS  Google Scholar 

  42. Melby, L.R., Harder, R.J., Hertler, W.R., Benson, R.L., and Mochel, W.E., J. Am. Chem. Soc., 1962, vol. 84, p. 3374.

    Article  CAS  Google Scholar 

  43. Garito, A.F. and Heeger, A.J., J. Acc. Chem. Res., 1974, vol. 7, p. 232.

    Article  CAS  Google Scholar 

  44. Wheland, R.C. and Gillson, J.L., J. Am. Chem. Soc., 1976, vol. 98, p. 3916.

    Article  CAS  Google Scholar 

  45. Bell, S.E.J. and Sirimuthu, N.M.S., Chem. Soc. Rev., 2008, vol. 37, p. 1012.

    Article  CAS  Google Scholar 

  46. Kagan, M.R. and McCreery, R.L., Anal. Chem., 1994, vol. 66, p. 4159.

    Article  CAS  Google Scholar 

  47. Shamsipur, M. and Mashhadizadeh, M., J. Incl. Phenom. & Macrocyclic Chem., 2000, vol. 38, p. 277.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Princess Nora Bint Abdul Rahman University, Riyadh, Kingdom Saudi Arabia

    Abeer A. El-Habeeb

  2. Department of Chemistry, Faculty of Science, Port Said, Port Said University, Port Said, Egypt

    Moamen S. Refat

  3. Department of Chemistry, Faculty of Science, Taif University, Al-Haweiah, P.O. Box 888, Zip Code 21974, Taif, Saudi Arabia

    Moamen S. Refat

Authors
  1. Abeer A. El-Habeeb
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Moamen S. Refat
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Moamen S. Refat.

Additional information

The text was submitted by the authors in English.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

El-Habeeb, A.A., Refat, M.S. Spectroscopic studies on the utility of charge transfer interactions for determination of phenytoin sodium. Russ J Gen Chem 85, 939–950 (2015). https://doi.org/10.1134/S1070363215040313

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363215040313

Keywords

Search

Navigation