(1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one

The title compound, C(16)H(24)Cl(2)O, was synthesized in 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 sim...

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Autores principales: Benharref, Ahmed, EL Karroumi, Jamal, Daran, Jean-Claude, Berraho, Moha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884353/
https://www.ncbi.nlm.nih.gov/pubmed/24454129
http://dx.doi.org/10.1107/S1600536813028791
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author Benharref, Ahmed
EL Karroumi, Jamal
Daran, Jean-Claude
Berraho, Moha
author_facet Benharref, Ahmed
EL Karroumi, Jamal
Daran, Jean-Claude
Berraho, Moha
author_sort Benharref, Ahmed
collection PubMed
description The title compound, C(16)H(24)Cl(2)O, was synthesized in 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 similar conformations. Each mol­ecule is built up from two fused seven-membered rings and an additional three-membered ring arising from the reaction of himachalene with di­chloro­carbene. The dihedral angles between the mean planes of the two seven-membered rings are 75.03 (9) and 75.02 (9)° in the two independent mol­ecules.
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spelling pubmed-38843532014-01-17 (1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one Benharref, Ahmed EL Karroumi, Jamal Daran, Jean-Claude Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(24)Cl(2)O, was synthesized in 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 similar conformations. Each mol­ecule is built up from two fused seven-membered rings and an additional three-membered ring arising from the reaction of himachalene with di­chloro­carbene. The dihedral angles between the mean planes of the two seven-membered rings are 75.03 (9) and 75.02 (9)° in the two independent mol­ecules. International Union of Crystallography 2013-10-26 /pmc/articles/PMC3884353/ /pubmed/24454129 http://dx.doi.org/10.1107/S1600536813028791 Text en © Benharref et al. 2013 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
Benharref, Ahmed
EL Karroumi, Jamal
Daran, Jean-Claude
Berraho, Moha
(1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
title (1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
title_full (1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
title_fullStr (1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
title_full_unstemmed (1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
title_short (1R,4R,6S,7S)-5,5-Di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
title_sort (1r,4r,6s,7s)-5,5-di­chloro-1,4,8,8-tetra­methyl­tri­cyclo­[5.4.1(1,7).0(4,6)]dodecan-12-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884353/
https://www.ncbi.nlm.nih.gov/pubmed/24454129
http://dx.doi.org/10.1107/S1600536813028791
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