Abstract
According to mass-spectral data, 9-hydroxy-10-nitrosophenanthrene in the gas phase exists primarily in this tautomeric form rather than in the 9-oxo-10-hydroxyimino tautomeric form, while passing to its 4,5-diaza and, particularly, its 1,8-diaza analogs shifts the equilibrium sharply to favor the o-quinoid form. The character of the fragmentation of the molecular ions of the polycyclic compounds differs markedly from the fragmentation of the acyclic rearrangement product — 2-carboxy-2'-cyanobiphenyl.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1518–1521, November, 1988.
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Terent'ev, P.B., Stankyavichyus, A.P. Mass-spectrometric behavior of 9-hydroxy-10-nitrosophenanthrene and its diaza analogs. Chem Heterocycl Compd 24, 1258–1262 (1988). https://doi.org/10.1007/BF00633506
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DOI: https://doi.org/10.1007/BF00633506