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

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

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.

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Authors and Affiliations

  1. Riga Polytechnic Institute, USSR

    L. E. Neiland & G. Ya. Vanag

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  1. L. E. Neiland
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  2. G. Ya. Vanag
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Neiland, L.E., Vanag, G.Y. Ultraviolet spectra of 2-phenyl-4- and 2-phenyl-5-azaindan-1, 3-diones. Chem Heterocycl Compd 1, 62–65 (1965). https://doi.org/10.1007/BF01168923

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  • DOI: https://doi.org/10.1007/BF01168923

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