(1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one

The title compound, C(16)H(22)Br(2)O, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzocyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule is built up from fused six- and seven-membered rings and an ad...

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Autores principales: Oukhrib, Abdelouahd, Benharref, Ahmed, Saadi, Mohamed, El Ammari, Lahcen, Berraho, Moha
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/PMC3588943/
https://www.ncbi.nlm.nih.gov/pubmed/23476179
http://dx.doi.org/10.1107/S1600536812046089
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author Oukhrib, Abdelouahd
Benharref, Ahmed
Saadi, Mohamed
El Ammari, Lahcen
Berraho, Moha
author_facet Oukhrib, Abdelouahd
Benharref, Ahmed
Saadi, Mohamed
El Ammari, Lahcen
Berraho, Moha
author_sort Oukhrib, Abdelouahd
collection PubMed
description The title compound, C(16)H(22)Br(2)O, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzocyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule is built up from fused six- and seven-membered rings and an additional three-membered ring from the reaction of himachalene with dibromo­carbene. The six-membered ring has an envelope conformation, with the C atom belonging to the three-membered ring forming the flap, whereas the seven-membered ring displays a screw-boat conformation; the dihedral angle between the rings (all atoms) is 60.92 (16)°.
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spelling pubmed-35889432013-03-08 (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one Oukhrib, Abdelouahd Benharref, Ahmed Saadi, Mohamed El Ammari, Lahcen Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(22)Br(2)O, was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzocyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The mol­ecule is built up from fused six- and seven-membered rings and an additional three-membered ring from the reaction of himachalene with dibromo­carbene. The six-membered ring has an envelope conformation, with the C atom belonging to the three-membered ring forming the flap, whereas the seven-membered ring displays a screw-boat conformation; the dihedral angle between the rings (all atoms) is 60.92 (16)°. International Union of Crystallography 2012-11-14 /pmc/articles/PMC3588943/ /pubmed/23476179 http://dx.doi.org/10.1107/S1600536812046089 Text en © Oukhrib 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
Oukhrib, Abdelouahd
Benharref, Ahmed
Saadi, Mohamed
El Ammari, Lahcen
Berraho, Moha
(1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_full (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_fullStr (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_full_unstemmed (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_short (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_sort (1s,3r,8r)-2,2-dibromo-3,7,7,10-tetra­methyltricyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588943/
https://www.ncbi.nlm.nih.gov/pubmed/23476179
http://dx.doi.org/10.1107/S1600536812046089
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