IR-spectral study of photoinduced tautomerization in 1,3-diphenyl-pyrazol-5-one

Author:

Ivanova Bojidarka1,Tchapkanov Atanas2,Arnaudov Michail1,Petkov Ivan1

Affiliation:

1. 1Faculty of Chemistry, Department of Organic Chemistry, University of Sofia “St. Kliment Ohridski”, 1 J. Bourchier blvd, 1164, Sofia, Bulgaria

2. 2Department of Chemistry, South-West University “Neofit Rilski”, 66 Ivan Milanov Str., 2700, Blagoevgrad, Bulgaria

Abstract

AbstractThe UV-photoinduced prototropic isomerization of 1,3-diphenyl pyrazol-5-one (DPhP) embedded in polyvinyl chloride (PVC) film is studied by means of difference in IR spectral analysis. The initially existing CH-form in non-irradiated compound is transformed to NH-form, and a hydrochloride salt is stabilized because of the photodegradation of the PVC. An additional comparative IR spectral study of DPhP in different solutions as well as of its hydrochloride salts in solid state is also carried out.

Publisher

Walter de Gruyter GmbH

Subject

Materials Chemistry,General Chemistry

Reference19 articles.

1. J. Elguero, C. Marzin, A.R. Katritzky and P. Linda: The tautomerism of Heterocycles, Academic Press, New York, 1976.

2. J. Elguero, A.R. Katritzky and P. Linda: The tautomerism of Heterocycles, Academic Press, New York, 1999.

3. A.R. Katritzky, and A.C. Bolton: Tautomerism of Heterocycles, Suppl. 1, Academic Press, New York, 1976.

4. A.R. Katritzky and F.W. Maine: “The Tautomerism of the heteroaromatic Compounds with Five membered rings”, Tetrahedron, Vol. 20, (1964), pp. 299–314.

5. J. Elguero, R. Jacquier and G. Tarrago: “Recherches la serie des azoles. XXX-Structure des pyrazolones en solution: determination de l'equilibrre et comportement spectral des pyrazolones tautomeres”, Bulletin Soc. Chim. France, (1967), pp. 3780–3794.

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