Conclusions
-
1.
The reaction of salts of 1,1,1,3,5,5,5-hepta- and 1,5-difluoro-1,1,3,5,5-pentanitropentane with trifluoroacetic acid yields 1,1,1,5,5,5-hexa- and 1,5-difluoro-1,1,5,5-tetranitropentane-3-nitronic acids.
-
2.
The chemical shifts of the OH protons of 1,5-substituted 1,1,5,5-tetranitro-3-nitronic acids are similar to those of unsubstituted carboxylic acids.
-
3.
Fluorination, chlorination, and bromination of 1,1,1,5,5,5-hexa- and 1,5-difluoro-1,1,5,5-tetranitropentane-3-nitronic acids yields the respective 3-halo derivatives.
Similar content being viewed by others
Literature cited
S. S. Novikov, K. K. Babievskii, and I. S. Korsakova, Dokl. Akad. Nauk SSSR,125, 560 (1959).
M. Frankel, Tetrahedron,19, 213 (1963).
L. T. Eremenko, G. V. Oreshko, M. A. Fadeev, and N. G. Zhitomirskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 2163 (1982).
K. Klager, Monatsh. Chem.,96, 1 (1965).
S. S. Novikov, I. S. Korsakova, and K. K. Babievskii, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 1847 (1959).
A. Pople et al., High-Resolution Nuclear Magnetic Resonance, McGraw-Hill (1959).
A. J. Gordon and R. A. Ford, Chemist's Companion: A Handbook of Practical Data, Techniques, and References, Wiley (1973).
S. S. Novikov, V. I. Slovetskii, A. A. Fainzil'berg, S. A. Shevelev, V. A. Shlyapochnikov, A. I. Ivanov, and V. A. Tarmakovskii, Tetrahedron,20, Suppl. 1, 119 (1964).
L. T. Eremenko, G. V. Oreshko, and M. A. Fadeev, Izv. Akad. Nauk SSSR, Ser. Khim., 1133 (1983).
L. T. Eremenko, G. V. Oreshko, M. A. Fadeev, and G. V. Lagodzinskaya, Izv. Akad. Nauk SSSR, Ser. Khim., 1878 (1983).
Author information
Authors and Affiliations
Additional information
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2555–2557, November, 1984.
Rights and permissions
About this article
Cite this article
Eremenko, L.T., Oreshko, G.V., Fadeev, M.A. et al. 1,3-disubstituted 1,1,5,5-tetranitropentane-3-nitronic acids. Russ Chem Bull 33, 2339–2341 (1984). https://doi.org/10.1007/BF00948849
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00948849