rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane

The title compound, C(16)H(14)Cl(2)O(2), is a chiral mitotane derivative that contains a dioxolane ring and crystallizes from methanol as a racemic mixture. It was obtained in high yield from mitotane and ethyl­eneglycol in alkaline medium, followed by neutralization with sulfuric acid and extractio...

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Detalles Bibliográficos
Autores principales: Maluf, Daniela F., dos Santos, Sailer S., Gatto, Claudia C., de Oliveira, Brás H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393280/
https://www.ncbi.nlm.nih.gov/pubmed/22807837
http://dx.doi.org/10.1107/S1600536812023781
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author Maluf, Daniela F.
dos Santos, Sailer S.
Gatto, Claudia C.
de Oliveira, Brás H.
author_facet Maluf, Daniela F.
dos Santos, Sailer S.
Gatto, Claudia C.
de Oliveira, Brás H.
author_sort Maluf, Daniela F.
collection PubMed
description The title compound, C(16)H(14)Cl(2)O(2), is a chiral mitotane derivative that contains a dioxolane ring and crystallizes from methanol as a racemic mixture. It was obtained in high yield from mitotane and ethyl­eneglycol in alkaline medium, followed by neutralization with sulfuric acid and extraction with ethyl acetate. The mol­ecular structure is stabilized by an intra­molecular C— H⋯ O hydrogen bond. The dihedral angle between the aromatic rings is 80.1 (2)°. The dioxolane ring adopts a puckered envelope conformation with an O atom as the flap.
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spelling pubmed-33932802012-07-17 rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane Maluf, Daniela F. dos Santos, Sailer S. Gatto, Claudia C. de Oliveira, Brás H. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(14)Cl(2)O(2), is a chiral mitotane derivative that contains a dioxolane ring and crystallizes from methanol as a racemic mixture. It was obtained in high yield from mitotane and ethyl­eneglycol in alkaline medium, followed by neutralization with sulfuric acid and extraction with ethyl acetate. The mol­ecular structure is stabilized by an intra­molecular C— H⋯ O hydrogen bond. The dihedral angle between the aromatic rings is 80.1 (2)°. The dioxolane ring adopts a puckered envelope conformation with an O atom as the flap. International Union of Crystallography 2012-06-13 /pmc/articles/PMC3393280/ /pubmed/22807837 http://dx.doi.org/10.1107/S1600536812023781 Text en © Maluf 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
Maluf, Daniela F.
dos Santos, Sailer S.
Gatto, Claudia C.
de Oliveira, Brás H.
rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
title rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
title_full rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
title_fullStr rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
title_full_unstemmed rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
title_short rac-2-[(2-Chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
title_sort rac-2-[(2-chloro­phen­yl)(4-chloro­phen­yl)meth­yl]-1,3-dioxolane
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3393280/
https://www.ncbi.nlm.nih.gov/pubmed/22807837
http://dx.doi.org/10.1107/S1600536812023781
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