Chemistry of Heterocyclic Compounds

, Volume 1, Issue 1, pp 62–65 | Cite as

Ultraviolet spectra of 2-phenyl-4- and 2-phenyl-5-azaindan-1, 3-diones

  • L. E. Neiland
  • G. Ya. Vanag


The UV spectra of 2-phenyl-4-azaindan-1, 3-dione (I), 2-phenyl-5-azaindan-1, 3-dione (II), and their N-methylbetaines are investigated. 2×10−5 M aqueous alcoholic solutions of 2-phenyl-4-azaindan-1, 3-dione (I) contain the anionic form (IA), and in solutions of 2-phenyl-5-azaindan-1, 3-dione (II) the betaine form (IIB) is also in equilibrium with the anion (IIA). Solutions of I and II in 0.1 M sulfuric acid are characterized by a wide and rather intense absorption band at about 500 mμ, indicating the presence of a betaine form (IB and IIB). In 2M hydrochloric acid solution 2-phenylazaindan-1, 3-diones and their N-methylbetaines (III and IV) are protonated at the oxygen atom, giving the enol forms of the N-protonated or corresponding N-methylated 2-phenylazaindandiones.


Absorption Band Sulfuric Acid Oxygen Atom Acid Solution Hydrochloric Acid 
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  1. 1.
    Th. Zincke, E. Winzheimer, Ann., 290, 321, 1896.Google Scholar
  2. 2.
    B. Fels, Ber., 37, 2137, 1904.Google Scholar
  3. 3.
    L. E. Neiland, G. Ya. Vanag, Izv. AN Latv. SSR, ser. khim., 203, 1964.Google Scholar
  4. 4.
    Ya. F. Freimanis, G. Ya. Vanag, ZhOKh, 30, 3362, 1960.Google Scholar
  5. 5.
    O. Neiland, Symposium: Cyclic β-Diketones [in Russian], AN Latv. SSR, Riga, 41, 1961.Google Scholar
  6. 6.
    Ya. Ya. Linaberg, A. R. Veis, Izv. AN Latv. SSR, ser. khim., 213, 1962.Google Scholar
  7. 7.
    Ya. Linaberg, O. Neiland, A. Veis, and G. Vanag, DAN, 154, 1385, 1964.Google Scholar
  8. 8.
    Ya. Ya. Linaberg, E. Ya. Gren, G. Ya. Vanag, and A. R. Veis, Izv. AN Latv. SSR, ser. khim., 325, 1963.Google Scholar

Copyright information

© The Faraday Press, Inc. 1965

Authors and Affiliations

  • L. E. Neiland
    • 1
  • G. Ya. Vanag
    • 1
  1. 1.Riga Polytechnic InstituteUSSR

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