Abstract
The IR spectra of nitro- and polynitroimidazoles, and their salts are investigated. Salt formation with nitroimidazoles is shown to involve one nitro group, with conversion of the imidazole ring to an isoimidazole one. Assignment of frequencies to valence vibrations of NO in charged and uncharged NO2 groups, and to skeleton vibrations of the ring, is made for nitroimidazoles, so that these data can be used to identify newly synthesized compounds.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
W. Otting, Chem. Ber., 89, 1956, 2887, 1940.
D. Gorfinkel and J. Edsall, J. Am. Chem. Soc., 80, 3807, 1958.
A. Katritzky, Quart. Rev., 13, 359, 1959.
C. Rao and R. Venkataraghavan, Can. J. Chem., 42, 43, 1964.
K. Morgan, J. Chem. Soc., 2343, 1961.
D. White and J. Sonnenberg, J. Org. Chem., 29, 1926, 1964.
L. J. Bellamy, Infrared Spectra of Complex Molecules [Russian Translation], IL, Moscow, 1963.
J. Nakamura, Pharm. Bull., Japan, 3, 379, 1955.
J. Brown, J. Am. Chem. Soc., 77, 6341, 1955.
A. Augeli and L. Alessandri, Atti reali acad. Lincei, 20[5], 311, 1911.
S. S. Novikov, V. M. Belikov, Yu. P. Egorov, E. N. Safonova, and L. V. Semenov, Izv. AN SSSR, OKhN, 1438, 1959.
L. Kaplan, J. Org. Chem., 29, 1638, 1964.
V. I. Slovitskii, S. A. Shevelev, V. I. Erashko, A. A. Fainzil'berg, and S. S. Novikov, Izv. AN SSSR, OKhN, 57, 1963.
N. Jonatan, J. Mol. Spectr., 7, 105, 1961.
Synthesis of Organic Preparations [in Russian], 3, 254, Moscow, 1952.
R. Fargher and F. Pyman, J. Chem. Soc., 115, 217, 1919.
G. Gallo, C. Pasquelucci, P. Radaelli and G. Lancini, J. Org. Chem., 29, 862, 1964.
W. Forsyth and F. Pyman, J. Chem. Soc., 127, 576, 1925.
C. Hazeldine, F. Pyman, and J. Winchester, J. Chem. Soc., 125, 1434, 1924.
K. Lehmstedt, Ann., 507, 213, 1933.
A. Beaman, W. Tautz, T. Gabriel, and R. Duschinsky, J. Am. Chem. Soc., 87, 389, 1965.
G. Lancini and E. Lazzari, Experientia, 21, 831, 1965.
V. I. Slovitskii, L. I. Khmel'nitskii, O. V. Lebedev, T. S. Novikova, and S. S. Novikov, KhGS [Chemistry of Heterocyclic Compounds], 835, 1965.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Epishina, L.V., Slovetskii, V.I., Osipov, V.G. et al. Infrared spectra and the structure of salts of imidazoles. Chem Heterocycl Compd 3, 570–575 (1967). https://doi.org/10.1007/BF00481609
Issue Date:
DOI: https://doi.org/10.1007/BF00481609