Conclusions
-
1.
The reaction of vicinal dihalopolyfluoroalkanes and related compounds with sodium azide causes replacement of halogen by an azide group, probably by an ionic cleavageaddition chain mechanism.
-
2.
Nucleophilic azidobromination of fluoroolefins has been carried out by the action of sodium azide and bromine.
-
3.
These reactions were used to synthesize new β-halopolyfluoroalkyl azides.
Similar content being viewed by others
Literature cited
V. F. Cherstkov, S. A. Postovoi, L. T. Lantseva, S. R. Sterlin, Yu. V. Zeifman, and L. S. German, Izv. Akad. Nauk SSSR, Ser. Khim., 2740 (1984).
S. A. Postovoi, L. T. Lantseva, Yu. V. Zeifman, and I. L. Knunyants, Izv. Akad. Nauk SSSR, Ser. Khim., 2531 (1982).
Ya. Ch.-V. Kim, A. A. Glazkov, A. V. Ignatenko, S. P. Krukovskii, and V. A. Ponomarenko, Izv. Akad. Nauk SSSR, Ser. Khim., 2319 (1984).
X. Li, H. Pan, and X. Jiang, Tetrahedron Lett.,25, 4937 (1984).
I. Rico and C. J. Wakselman, J. Fluor. Chem.,20, 759 (1982).
S. P. Khrlakyan, Dissertation, Moscow (1966).
R. E. Banks and M. J. McGlinchey, J. Chem. Soc. C. 3971 (1971).
R. S. Atkinson, in: General Organic Chemistry [Russian translation], Vol. 3, Khimiya, Moscow (1982), p. 313.
C. G. Krespan, F. A. Van Catledge, and B. E. Smart, J. Am. Chem. Soc.,106, 5544 (1984).
I. L. Knunyants and É. G. Bykhovskaya, Dokl. Akad. Nauk SSSR,131, 1338 (1960).
R. E. Banks, D. Berry, M. J. McGlinchey, and G. J. Moore, J. Chem. Soc. C, 1017 (1970).
S. P. Makarov, A. Ya. Yakubovich, A. S. Filatov, M. A. Énglin, and T. Ya. Nikiforova, Zh. Obshch. Khim.,38, 709 (1968).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 3306–1310, June, 1986.
Rights and permissions
About this article
Cite this article
Postovoi, S.A., Zeifman, Y.V. & Knunyants, I.L. Reaction of vicinal dihalopolyfluoroalkanes with sodium azide. Russ Chem Bull 35, 1183–1186 (1986). https://doi.org/10.1007/BF00956593
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00956593