Skip to main content
SpringerLink
Log in

Structure and ring-chain tautomerism of 3-(1-hydroxy-4-bromo-2-naphthyl)propenal

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The previously undescribed 3-(1-hydroxy-4-bromo-2-naphthyl)propenal was synthesized. This aldehyde exists primarily in the form of the cyclic 2H-chromene tautomer in the crystalline state, in solutions in nonpolar solvents, and in acetonitrile, ethanol, and acetone. Ring-chain tautomeric equilibrium between the 2H-chromene and quinoid structures is observed in dimethyl sulfoxide.

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

Literature cited

  1. I. M. Andreeva, O. M. Babeshko, E. A. Medyantseva, and V. I. Minkin, Zh. Org. Khim., 15, 1899 (1979).

    Google Scholar 

  2. I. M. Andreeva, E. M. Bondarenko, E. A. Medyantseva, R. G. Pudeyan, and V. I. Minkin, Khim. Geterotsikl. Soedin., No. 5, 610 (1982).

    Google Scholar 

  3. J. H. Billman and J. A. Tonnis, Pharm. Sci., 60, 1188 (1971).

    Google Scholar 

  4. H. Gross, A. Rieche, and B. Mattey, Chem. Ber., 96, 308 (1963).

    Google Scholar 

  5. E. A. Medyantseva, O. M. Babeshko, and V. I. Minkin, Zh. Org. Khim., 12, 837 (1976).

    Google Scholar 

  6. H. Weil and W. Heerdt, Chem. Ber., 55, 228 (1922).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Rostov State University, 344006, Rostov-on-Don

    I. M. Andreeva, E. M. Bondarenko, E. A. Medyantseva & V. I. Minkin

Authors
  1. I. M. Andreeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. M. Bondarenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. E. A. Medyantseva
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. I. Minkin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 181–184, February, 1983.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Andreeva, I.M., Bondarenko, E.M., Medyantseva, E.A. et al. Structure and ring-chain tautomerism of 3-(1-hydroxy-4-bromo-2-naphthyl)propenal. Chem Heterocycl Compd 19, 146–149 (1983). https://doi.org/10.1007/BF00506421

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00506421

Keywords

Search

Navigation