Chemistry of Heterocyclic Compounds

, Volume 20, Issue 4, pp 409–412 | Cite as

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

  • Z. A. Okhrimenko
  • V. G. Chekhuta
  • O. I. Kachurin


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.


Alcohol Organic Chemistry Sulfuric Acid Isopropyl Alcohol Alkylation 
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Literature cited

  1. 1.
    Z. A. Okhrimenko, O. I. Kachurin, and V. G. Chekhuta, Reakts. Sposobn. Org. Soedin., 14, 324 (1977).Google Scholar
  2. 2.
    O. I. Kachurin, Z. A. Okhrimenko, and V. G. Chekhuta, Ukr. Khim. Zh., 47, 1258 (1981).Google Scholar
  3. 3.
    V. G. Chekhuta, O. I. Kachurin, and Z. A. Okhrimenko, Ukr. Khim. Zh., 48, 1171 (1982).Google Scholar
  4. 4.
    J. H. P. Utley and T. A. Vaughan, J. Chem. Soc., Perkin Trans. II, No. 15, 2343 (1972).Google Scholar
  5. 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.Google Scholar
  6. 6.
    J. Vaughan and J. Wright, J. Org. Chem., 33, 2580 (1968).Google Scholar
  7. 7.
    H. Cerfontain, Z. R. H. Nienhuis, and W. A. Zwartvoorspuj, J. Chem. Soc., Perkin Trans. II, No. 14, 2087 (1972).Google Scholar
  8. 8.
    J. Vaughan, G. J. Welch, and J. Wright, Tetrahedron, 21., 1665 (1965).Google Scholar
  9. 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. 10.
    G. R. Pinkus, Chem. Ber., 25, 279 (1892).Google Scholar
  11. 11.
    A. Wishnegradsky, Chem. Ber., 12, 1481 (1879).Google Scholar
  12. 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).Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • Z. A. Okhrimenko
    • 1
  • V. G. Chekhuta
    • 1
  • O. I. Kachurin
    • 1
  1. 1.Institute of Physical Organic Chemistry and Coal ChemistryAcademy of Sciences of the Ukrainian SSRDonetsk

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