Skip to main content
Log in

Reactivities of heterocyclic compounds in nitration. 6. Ionization constants of 2-anilinopyridines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The pKa values of 2-anilinopyridines with electron-acceptor substituents in the 3 and 5 positions of the pyridine ring and in the 2, 4, and 6 positions of the benzene ring determined by spectrophotometry range from 2.4 to -6.4. The sensitivity to the introduction of nitro groups in the pyridine ring is considerably higher than the sensitivity to introduction in the benzene ring in the case of both isomeric dinitro and tri- and tetranitro derivatives of 2-anilinopyridines.

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

Access this article

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

Literature cited

  1. G. P. Sharnin, I. F. Falyakhov, and F. G. Khairutdinov, Khim. Geterotsikl. Soedin., No. 12, 1632 (1980).

    Google Scholar 

  2. C. D. Johnson, A. R. Katritzky, and B. J. Ridgewell, Tetrahedron, 21, 1055 (1965).

    Google Scholar 

  3. A. Albert and E. Serjeant, Ionization Constants of Acids and Bases, Methuen (1962).

  4. L. Hammett, Physical Organic Chemistry, McGraw-Hill (1970).

  5. L. Sobczyk and A. Koll. Bull. Acad. Pol. Sci., Ser. Sci. Chim., 12, 831 (1964).

    Google Scholar 

  6. R. Stewart and I. P. O'Donnell, Can. J. Chem., 42, 1694 (1964).

    Google Scholar 

  7. M. D. Coburn and I. L. Singleton, J. Heterocycl. Chem., 9, 1039 (1972).

    Google Scholar 

  8. Y. Ito, Y. Hamada, and N. Hirota, Chem. Pharm. Bull., 20, 2678 (1972).

    Google Scholar 

  9. Z. Talik, Roczn. Chem., 34, 465 (1960).

    Google Scholar 

  10. G. P. Sharnin, I. F. Falyakhov, and F. G. Khairutdinov, Khim. Geterotsikl. Soedin., No. 3, 363 (1980).

    Google Scholar 

  11. N. C. Deno, I. I. Iaruzelski, and A. Schrissheim, J. Am. Chem. Soc., 77, 304 (1955).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

See [1] for Communication 5.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 635–638, May, 1983.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sharnin, G.P., Falyakhov, I.F. & Khairutdinov, F.G. Reactivities of heterocyclic compounds in nitration. 6. Ionization constants of 2-anilinopyridines. Chem Heterocycl Compd 19, 511–514 (1983). https://doi.org/10.1007/BF00514460

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00514460

Keywords

Navigation