Ultraviolet spectra of 2-phenyl-4- and 2-phenyl-5-azaindan-1, 3-diones
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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.
KeywordsAbsorption Band Sulfuric Acid Oxygen Atom Acid Solution Hydrochloric Acid
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