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

The title compound, C(16)H(24)Br(2), 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 two fused six- and seven-membered rings and an...

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Autores principales: Benharref, Ahmed, El Ammari, Lahcen, Lassaba, Essêdiya, Ourhriss, Najia, 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/PMC3414955/
https://www.ncbi.nlm.nih.gov/pubmed/22904942
http://dx.doi.org/10.1107/S1600536812032333
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author Benharref, Ahmed
El Ammari, Lahcen
Lassaba, Essêdiya
Ourhriss, Najia
Berraho, Moha
author_facet Benharref, Ahmed
El Ammari, Lahcen
Lassaba, Essêdiya
Ourhriss, Najia
Berraho, Moha
author_sort Benharref, Ahmed
collection PubMed
description The title compound, C(16)H(24)Br(2), 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 two fused six- and seven-membered rings and an additional three-membered ring from the reaction of β-himachalene with dibromo­carbene. The six-membered ring shows a screw-boat conformation, whereas the seven-membered ring displays a boat conformation; the dihedral angle between the mean planes through the rings is 57.9 (4)°. The absolute structure was established unambiguously from anomalous dispersion effects.
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spelling pubmed-34149552012-08-17 (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene Benharref, Ahmed El Ammari, Lahcen Lassaba, Essêdiya Ourhriss, Najia Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(24)Br(2), 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 two fused six- and seven-membered rings and an additional three-membered ring from the reaction of β-himachalene with dibromo­carbene. The six-membered ring shows a screw-boat conformation, whereas the seven-membered ring displays a boat conformation; the dihedral angle between the mean planes through the rings is 57.9 (4)°. The absolute structure was established unambiguously from anomalous dispersion effects. International Union of Crystallography 2012-07-21 /pmc/articles/PMC3414955/ /pubmed/22904942 http://dx.doi.org/10.1107/S1600536812032333 Text en © Benharref 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
Benharref, Ahmed
El Ammari, Lahcen
Lassaba, Essêdiya
Ourhriss, Najia
Berraho, Moha
(1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_full (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_fullStr (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_full_unstemmed (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_short (1S,3R,8R)-2,2-Dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_sort (1s,3r,8r)-2,2-dibromo-3,7,7,10-tetra­methyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414955/
https://www.ncbi.nlm.nih.gov/pubmed/22904942
http://dx.doi.org/10.1107/S1600536812032333
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