Advertisement

Chemistry of Heterocyclic Compounds

, Volume 3, Issue 2, pp 486–487 | Cite as

Heteroatom derivatives of aziridine

VI. Reaction of ethyleneimine with boron trichloride and tribromide
  • L. A. Fedotova
  • M. G. Voronkov
Article

Abstract

Reaction of ethyleneimine with boron trichloride and tribromide below −20° C, with reactants in ratios 1∶1 and 2∶1, gives labile N-β-halo-genoethyl-substituted halogenoborazenes of the types XCH2CH2NHBX2 and (XCH2CH2NH)2BX (X = Cl, Br). These compounds decomposed spontaneously on coming to room temperature, with the evolution of HX and formation of substances whose compositions are, respectively C2H4NBX2 and C4H9N2BX2. With a 3∶1 ratio of reactants the product is the relatively stable tris(β-halogenoethylamino)borane (XCH2CH2NH)3 B (X = Cl, Br), which loses only one molecule of HX when heated under vacuum.

Keywords

Boric Acid Aziridine Tribromide Ethyleneimine Hydrogen Halide 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

References

  1. 1.
    M. G. Voronkov and L. A. Fedotova, KhGS [Chemistry of Heterocyclic Compounds], 302, 1967.Google Scholar
  2. 2.
    G. D. Johnson, J. Phys. Chem., 16, 1912.Google Scholar
  3. 3.
    H. S. Truner and R. I. Warne, Chem. Inc., 526, 1958.Google Scholar
  4. 4.
    K. Niedenzu and J. W. Dawson, J. Am. Chem. Soc., 81, 5553, 1959.CrossRefGoogle Scholar
  5. 5.
    W. Gerrard, H. R. Hudson, and E. F. Mooney, Chem. Ind., 432, 1959.Google Scholar
  6. 6.
    W. Gerrard and M. F. Lappert, Chem. Rev., 58, 1081, 1958.CrossRefGoogle Scholar
  7. 7.
    W. Gerrard, H. R. Hudson, and E. F. Mooney, J. Chem. Soc., 5168, 1960.Google Scholar
  8. 8.
    E. Wiberg and K. Hertwig, Z. anorg. Chem., 255, 141, 1947.CrossRefGoogle Scholar
  9. 9.
    J. Goubeau, M. Ratz, and H. J. Becher, Z. anorg. Chem., 275, 161, 1954.CrossRefGoogle Scholar
  10. 10.
    I. F. Brown, J. Am. Chem. Soc., 74, 1219, 1952.CrossRefGoogle Scholar
  11. 11.
    O. C. Musgrave, J. Chem. Soc., 4305, 1956.Google Scholar
  12. 12.
    J. M. Butcher and W. Gerrard, J. Inorg. Nucl. Chem., 27, 823, 1965.CrossRefGoogle Scholar
  13. 13.
    M. G. Voronkov, L. A. Fedotova, and G. F. Evdokimova, Author's Certificate 1166697, 1964.Google Scholar
  14. 14.
    M. G. Voronkov and L. A. Fedotova, KhGS [Chemistry of Heterocyclic Compounds], 545, 1966.Google Scholar
  15. 15.
    M. G. Voronkov, L. A. Fedotova, and G. F. Evdokimova, Author's Certificate 175510, 1965.Google Scholar
  16. 16.
    Handbook of Preparative Inorganic Chemistry [Russian translation], ed. G. Brauer, IL Moscow.Google Scholar

Copyright information

© The Faraday Press, Inc. 1969

Authors and Affiliations

  • L. A. Fedotova
    • 1
  • M. G. Voronkov
    • 1
  1. 1.Institute of Organic SynthesisAS LatvSSRRiga

Personalised recommendations