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3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none

The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α′-disubstituted cyclo­penta­none with 1,1,3,3-tetra­meth­oxy­propane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screen...

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Autores principales: Rybakov, Victor B., Utkina, Anastasia A., Kurkin, Alexander V., Yurovskaya, Marina A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297902/
https://www.ncbi.nlm.nih.gov/pubmed/22412705
http://dx.doi.org/10.1107/S1600536812007659
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author Rybakov, Victor B.
Utkina, Anastasia A.
Kurkin, Alexander V.
Yurovskaya, Marina A.
author_facet Rybakov, Victor B.
Utkina, Anastasia A.
Kurkin, Alexander V.
Yurovskaya, Marina A.
author_sort Rybakov, Victor B.
collection PubMed
description The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α′-disubstituted cyclo­penta­none with 1,1,3,3-tetra­meth­oxy­propane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screening of new substances with biological activity. In the studied structure, the cyclo­penta­none moiety adopts an envelope conformation, with the hy­droxy-bearing C atom as the flap [deviation from basal plane = 0.643 (3) Å]. The dihedral angle between the two pyrazole rings is 80.02 (8)°. In the crystal, inversion dimers are formed via a pair of O—H⋯N hydrogen bonds.
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spelling pubmed-32979022012-03-12 3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none Rybakov, Victor B. Utkina, Anastasia A. Kurkin, Alexander V. Yurovskaya, Marina A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(12)N(4)O(2), was unexpectedly obtained in the reaction of α,α′-disubstituted cyclo­penta­none with 1,1,3,3-tetra­meth­oxy­propane in the presence of dioxane saturated with HCl. It belongs to a previously unknown class of gem-bihetaryl ketones which may be useful for screening of new substances with biological activity. In the studied structure, the cyclo­penta­none moiety adopts an envelope conformation, with the hy­droxy-bearing C atom as the flap [deviation from basal plane = 0.643 (3) Å]. The dihedral angle between the two pyrazole rings is 80.02 (8)°. In the crystal, inversion dimers are formed via a pair of O—H⋯N hydrogen bonds. International Union of Crystallography 2012-02-24 /pmc/articles/PMC3297902/ /pubmed/22412705 http://dx.doi.org/10.1107/S1600536812007659 Text en © Rybakov et al. 2012 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Rybakov, Victor B.
Utkina, Anastasia A.
Kurkin, Alexander V.
Yurovskaya, Marina A.
3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none
title 3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none
title_full 3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none
title_fullStr 3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none
title_full_unstemmed 3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none
title_short 3-Hy­droxy-2,2-bis­(1H-pyrazol-1-yl)­cyclo­penta­none
title_sort 3-hy­droxy-2,2-bis­(1h-pyrazol-1-yl)­cyclo­penta­none
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297902/
https://www.ncbi.nlm.nih.gov/pubmed/22412705
http://dx.doi.org/10.1107/S1600536812007659
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