Skip to main content
SpringerLink
Log in

Composition of the products and kinetics of the isopropylation of 1,2,3,4-tetrahydroquinoline in sulfuric acid

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The kinetics of the alkylation of 1,2,3,4-tetrahydroquinoline with isopropyl alcohol in 90% sulfuric acid at 60 °C were studied. It was established that the rate of alkylation in the 5 position is higher than for the corresponding position in the acyclic analog N,2-dimethylaniline; this was ascribed to the Mills—Nixon dynamic effect.

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. Z. A. Okhrimenko, O. I. Kachurin, and V. G. Chekhuta, Reakts. Sposobn. Org. Soedin., 14, 324 (1977).

    Google Scholar 

  2. O. I. Kachurin, Z. A. Okhrimenko, and V. G. Chekhuta, Ukr. Khim. Zh., 47, 1258 (1981).

    Google Scholar 

  3. V. G. Chekhuta, O. I. Kachurin, and Z. A. Okhrimenko, Ukr. Khim. Zh., 48, 1171 (1982).

    Google Scholar 

  4. J. H. P. Utley and T. A. Vaughan, J. Chem. Soc., Perkin Trans. II, No. 15, 2343 (1972).

    Google Scholar 

  5. Z. A. Okhrimenko, O. I. Kachurin, and V. G. Chekhuta, in: Summaries of Papers Presented at the 13th Ukrainian Republic Conference on Physical Chemistry [in Russian], Part II, Odessa (1980), p. 234.

  6. J. Vaughan and J. Wright, J. Org. Chem., 33, 2580 (1968).

    Google Scholar 

  7. H. Cerfontain, Z. R. H. Nienhuis, and W. A. Zwartvoorspuj, J. Chem. Soc., Perkin Trans. II, No. 14, 2087 (1972).

    Google Scholar 

  8. J. Vaughan, G. J. Welch, and J. Wright, Tetrahedron, 21., 1665 (1965).

    Google Scholar 

  9. V. G. Chekhuta, in: Reagents and Ultrapure Substances. Reference Collection [in Russian], Vol. 3, Scientific-Research Institute of Technical and Economic Research of the Council of Ministers, USSR, for Chemistry (1976), p. 26.

    Google Scholar 

  10. G. R. Pinkus, Chem. Ber., 25, 279 (1892).

    Google Scholar 

  11. A. Wishnegradsky, Chem. Ber., 12, 1481 (1879).

    Google Scholar 

  12. Z. A. Okhrimenko, V. G. Chekhuta, O. I. Kachurin, and T. A. Shvetsova, USSR Inventor's Certificate No. 734206; Byull. Izobret., No. 18, 154 (1980).

Download references

Author information

Authors and Affiliations

  1. Institute of Physical Organic Chemistry and Coal Chemistry, Academy of Sciences of the Ukrainian SSR, 340114, Donetsk

    Z. A. Okhrimenko, V. G. Chekhuta & O. I. Kachurin

Authors
  1. Z. A. Okhrimenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. G. Chekhuta
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. O. I. Kachurin
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 506–509, April, 1984.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Okhrimenko, Z.A., Chekhuta, V.G. & Kachurin, O.I. Composition of the products and kinetics of the isopropylation of 1,2,3,4-tetrahydroquinoline in sulfuric acid. Chem Heterocycl Compd 20, 409–412 (1984). https://doi.org/10.1007/BF00513857

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00513857

Keywords

Search

Navigation