Skip to main content
Log in

Effect op protonation of 2,2′-dithienyl carbonyl compounds on the direction of substitution during nitration

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The nitration of 5-formyl- and 5-acetyl-2,2′-dithienyls by the action of potassium nitrate in 60–95% sulfuric acid solutions was studied. An increase in the acidity of the medium and a decrease in the reaction temperature from +30°C to −30°C lead to an increase in the percentage of the 5′-nitro isomer in the mixture.

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.

Similar content being viewed by others

Literature cited

  1. Ya. L. Gol'dfarb, G. M. Zhidomirov, N. D. Chuvylkin, and L. I. Belen'kii, Khim. Geterotsikl. Soedin., No. 2, 155 (1972).

    Google Scholar 

  2. Ya. L. Gol'dfarb, É. I. Novikova, and L. I. Belen'kii, Izv. Akad, Nauk SSSR, Ser. Khim., No. 6, 1233 (1971).

    Google Scholar 

  3. L. I. Belen'kii, É. I. Novikova, L. A. D'yachenko, and Ya. L. Gol'dfarb, Zh. Org. Khim., 7, 1736 (1971).

    Google Scholar 

  4. E. Lescot, N. Buu-Hoi, and N. Xuong, J. Chem. Soc., No. 11, 3234 (1959).

    Google Scholar 

  5. K. I. Vakhreeva and A. E. Lipkin, Khim. Geterotsikl. Soedin., No. 7, 918 (1971).

    Google Scholar 

  6. A. E. Lipkin, Zh. Obshch. Khim., 33, 2274 (1963).

    Google Scholar 

  7. L. P. Hammett, Fundamentals of Physical Organic Chemistry [Russian translation], Mir, Moscow (1972), p. 350[Physical Organic Chemistry, McGraw-Hill (1970)].

    Google Scholar 

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

  9. M. I. Vinnik, Usp. Khim., 35, 1922 (1966).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1047–1050, August, 1977.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zimichev, A.V., Lipkin, A.E. & Safargalina, T.M. Effect op protonation of 2,2′-dithienyl carbonyl compounds on the direction of substitution during nitration. Chem Heterocycl Compd 13, 840–843 (1977). https://doi.org/10.1007/BF00488904

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00488904

Keywords

Navigation