1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone

The title compound, C(16)H(24)Br(2)O, was synthesized by three steps from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from essential oil of the Atlas cedar cedrus atlantica. The asymmetric unit contains two independent mol­ecules with almos...

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Autores principales: Zaki, Mohamed, Benharref, Ahmed, El Ammari, Lahcen, Saadi, Mohamed, Berraho, Moha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998595/
https://www.ncbi.nlm.nih.gov/pubmed/24826147
http://dx.doi.org/10.1107/S1600536814005431
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author Zaki, Mohamed
Benharref, Ahmed
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
author_facet Zaki, Mohamed
Benharref, Ahmed
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
author_sort Zaki, Mohamed
collection PubMed
description The title compound, C(16)H(24)Br(2)O, was synthesized by three steps from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from essential oil of the Atlas cedar cedrus atlantica. The asymmetric unit contains two independent mol­ecules with almost identical conformations. Each mol­ecule is built up from two fused six-membered rings, one having a chair conformation and the other a boat conformation, and an additional three-membered ring arising from the reaction of himachalene with di­bromo­carbene. In the crystal, there are no significant intermolecular interactions present. The absolute structure of the title compound was confirmed by resonance scattering.
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spelling pubmed-39985952014-05-13 1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone Zaki, Mohamed Benharref, Ahmed El Ammari, Lahcen Saadi, Mohamed Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(24)Br(2)O, was synthesized by three steps from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from essential oil of the Atlas cedar cedrus atlantica. The asymmetric unit contains two independent mol­ecules with almost identical conformations. Each mol­ecule is built up from two fused six-membered rings, one having a chair conformation and the other a boat conformation, and an additional three-membered ring arising from the reaction of himachalene with di­bromo­carbene. In the crystal, there are no significant intermolecular interactions present. The absolute structure of the title compound was confirmed by resonance scattering. International Union of Crystallography 2014-03-15 /pmc/articles/PMC3998595/ /pubmed/24826147 http://dx.doi.org/10.1107/S1600536814005431 Text en © Zaki et al. 2014 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
Zaki, Mohamed
Benharref, Ahmed
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
title 1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
title_full 1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
title_fullStr 1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
title_full_unstemmed 1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
title_short 1-[(1S,6R,7S,9R)-8,8-Di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
title_sort 1-[(1s,6r,7s,9r)-8,8-di­bromo-5,5,9-tri­methyl­tri­cyclo­[4.4.0.1(7,9)]decan-1-yl]ethanone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998595/
https://www.ncbi.nlm.nih.gov/pubmed/24826147
http://dx.doi.org/10.1107/S1600536814005431
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