Solvatochromism of Heteroaromatic Compounds: IX. Anions of 3-Nitro-1,2,4-triazol-5-ones

Authors: Vokin A.I.; Sherstyannikova L.V.; Kanitskaya L.V.; Abzaeva K.A.; Lopyrev V.A.; Turchaninov V.K.

Source: Russian Journal of General Chemistry, Volume 71, Number 11, November 2001 , pp. 1708-1716(9)

Publisher: MAIK Nauka/Interperiodica

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Abstract:

Solvatochromism of the long-wave band in the electronic absorption spectra of 3-nitro-1,2,4-triazol-5-one anions was studied and quantitatively described with the Kamlet-Taft solvent parameters. Azole anions are specifically solvated in amphiprotic solvents. The strength of the hydrogen bond in H complexes with amphiprotic solvents decreases in going to the Franck-Condon excited state. The UV and IR specrta show that 3-nitro-1,2,4-triazol-5-one anions, in contrast to nitroazole anions, are specifically solvated with participation of the carbonyl group. In highly polar organic solvents the 3-nitro-1,2,4-triazol-5-one anion mainly exists in the form of the 1H tautomer.

Language: English

Document Type: Regular paper

Affiliations: 1: Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, Russia

Publication date: 2001-11-01

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