Skip to main content
Log in

Study of the structure and reactivity of nitrogen-containing derivatives of carbonyl compounds

Communication 29. Structure of arylhydrazones of ω-methylglyoxal and the ethyl ester of diketobutyric acid

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The IR, NMR, UV, and Raman spectra of arylhydrazones ofω-methylglyoxal and diketobutyric acid were taken and discussed.

  2. 2.

    All the products considered possessed a hydrazone structure.

  3. 3.

    Arylhydrazones ofω-methylglyoxal are inclined to form intermolecular hydrogen bonds, while derivatives of diketobutyric acid in solutions represent a mixture of approximately equal amounts of the isomers with intramolecular hydrogen bonds formed by the hydrazone protons with the ketone and ester groups.

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. S. M. Parmerter, Organic Reactions [Russian translation], Collection 10, IL (1963), p. 7.

  2. E. M. Tanner, Spectrochim. Acta,15, 20 (1959).

    Google Scholar 

  3. R. A. Abramovitch and J. D. Spenser, J. Chem. Soc.,1957, 3767.

  4. J. Fabian, M. Legrand, and P. Poirier, Bull. Soc. Chim. France,57, 1499 (1956).

    Google Scholar 

  5. A. E. Arbuzov, Yu. P. Kitaev, R. R. Shagidullin, and L. E. Petrova, Izv. Akad. Nauk SSSR, Ser. Khim.,1967, 1897.

  6. O. A. Raevskii, R. R. Shagidullin, and Yu. P. Kitaev, Dokl. Akad. Nauk SSSR,159, 900 (1964).

    Google Scholar 

  7. J. Pimental and O. McClellan, The Hydrogen Bond [Russian translation], “Mir” (1964), pp. 106, 154.

  8. B. Helferich, Ber.,90, 1060 (1957).

    Google Scholar 

  9. N. V. Sidgwick and E. K. Ewbank, J. Chem. Soc.,119, 491 (1921).

    Google Scholar 

  10. L. J. Simon, Compt. Rend.,131, 682 (1900).

    Google Scholar 

  11. H. C. Yao, J. Organ. Chem.,29, 2959 (1964).

    Google Scholar 

  12. G. J. Karabatsos and R. A. Taller, J. Amer. Chem. Soc.,85, 3624 (1963).

    Google Scholar 

  13. H. C. Yao and P. Resnick, J. Amer. Chem. Soc.,84, 3514 (1962).

    Google Scholar 

  14. R. O'Connor, J. Organ. Chem.,26, 4375 (1961).

    Google Scholar 

  15. R. E. Bowman and C. S. Franklin, J. Chem. Soc.,1957, 1583.

  16. L. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], IL (1963).

  17. V. N. Drozd, V. I. Sheichenko, and V. N. Postnov, Izv. Akad. Nauk SSSR, Ser. Khim.,1965, 1888.

  18. B. H. Arison, A. E. Ericksen, N. R. Trenner, and E. F. Schoenwaldt, Chem. and Industr., 1627 (1958).

  19. D. Shapiro, R. A. Abramovich, and S. Pinchas, J. Amer. Chem. Soc.,78, 2144 (1957).

    Google Scholar 

  20. N. A. Domnin and S. I. Yakimovich, Zh. Organ. Khim.,1, 658 (1965).

    Google Scholar 

  21. Syntheses of Organic Preparations [Russian translation], IL (1953), p. 508.

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 729–735, April, 1968.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kitaev, Y.P., Nivorozhkin, L.E., Titova, Z.S. et al. Study of the structure and reactivity of nitrogen-containing derivatives of carbonyl compounds. Russ Chem Bull 17, 705–710 (1968). https://doi.org/10.1007/BF00905736

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00905736

Keywords

Navigation