Abstract
The UV spectra of seven methyl derivatives of 4-nitropyridine N-oxide in ethanol have been examined. The electronic spectra were calculated by a modified INDO method. Transition energies, intensities and assignments were compared with UV spectra. Spectroscopic manifestations of intramolecular interaction indicate that methyl groups modify the electronic interaction between the N-oxide and NO2 groups mainly through a steric strain.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
M. Yamakawa, T. Kubota, and M. Akazowa,Theor. Chim. Acta,15, 244 (1969).
M. Ito and N. Hata,Bull. Chem. Soc. Jpn.,28, 260 (1955).
M. Izo and W. Mizushima,J. Chem. Phys.,24, 495 (1956).
K. Scibold, G. Wagmere, and H. Lobharb,Helv. Chim. Acta,52, 789 (1969).
J. C. D. Brand and K. T. Tang,J. Mol. Spectrosc.,39, 171 (1971).
J. Sidman,Chem. Rev.,58, 689 (1958).
E. M. Evleth,Theor. Chim. Acta,11, 145 (1968).
J. Delbemz and H. H. Jaffe,J. Chem. Phys. 49, 1221 (1968).
S. Kobinate and S. Nagakura,Theor. Chim. Acta,14, 415 (1969).
C. Leibovici and J. Streith,Tetrahedron Lett.,5, 378 (1971).
H. Myazaki and T. Kubota,Bull. Chem. Soc. Jpn.,45, 78 (1972).
S. X. Don, D. Josse, R. Hverle, and J. Zyss,J. Opt. Soc. Am., B9, 687 (1992).
J. M. Essery and K. Schofield,J. Chem. Soc., No. 9, 4953 (1960).
H. J. den Hertog, C. R. Kolder, and W. P. Combe,Rec. Trav. Chim.,70, 593 (1951).
E. C. Taylor, Jr. and A. J. Crovetti,J. Org. Chem.,19, 1633 (1954).
R. F. Evans and W. Kynaston,J. Chem. Soc., No.7, 5556 (1961).
E. Profit, W. Krueger, P. Kuhn, and W. Lietz, Germ. Pat. (East), 69126 (1969);Chem. Abstr.,72, 90309 (1970).
J. A. Pople and D. L. Beveridge,Approximate Molecular Orbital Theory, McGraw-Hill, New York (1970).
J. Lipinski, A. Nowak, and H. Chojnacki,Acta Phys. Pol. A,53, 229 (1978).
J. Lipinski and J. Leszczynski,Int. J. Quantum Chem.,22, 253 (1983).
J. Lipinski,J. Quantum Chem.,34, 423 (1988).
A. Puszko,Khim. Geterotsikl. Soedin., No. 2, 197 (1998).
R. Katritzky and J. M. Lagowski,Chemistry of Heterocyclic Compounds, Academic Press, London (1971).
A. Puszko, I. Wasylina, and Z. Pawelka,Monatsh. Chem. 127, 601 (1996).
A. Puszko,Chem. Papers,49, 182 (1995).
A. Puszko,J. Crystallogr. Spectrosc. Res.,23/1, 1 (1993).
A. Puszko,Chem. Papers,52, 29 (1998).
Additional information
Department of Organic Chemistry, University of Economics, Pl-53342 Wroclaw, Poland. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 786–793, June, 2000.
Rights and permissions
About this article
Cite this article
Wasylina, L., Puszko, A. Electronic spectra and structure of methyl derivatives of 4-nitropyridine N-oxide. Chem Heterocycl Compd 36, 686–692 (2000). https://doi.org/10.1007/BF02297677
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02297677