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

The title compound, C(16)H(23)Br(3), 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 add...

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Autores principales: Oukhrib, Abdelouahd, Benharref, Ahmed, Saadi, Mohamed, Daran, Jean-Claude, 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/PMC3588986/
https://www.ncbi.nlm.nih.gov/pubmed/23476222
http://dx.doi.org/10.1107/S1600536812046430
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author Oukhrib, Abdelouahd
Benharref, Ahmed
Saadi, Mohamed
Daran, Jean-Claude
Berraho, Moha
author_facet Oukhrib, Abdelouahd
Benharref, Ahmed
Saadi, Mohamed
Daran, Jean-Claude
Berraho, Moha
author_sort Oukhrib, Abdelouahd
collection PubMed
description The title compound, C(16)H(23)Br(3), 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 (the flap atom being the C atom shared with the three-membered ring, whereas the seven-membered ring displays a screw boat conformation; the dihedral angle between the rings (defined by the near coplanar atoms) is 56.5 (2)°.
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spelling pubmed-35889862013-03-08 (1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene Oukhrib, Abdelouahd Benharref, Ahmed Saadi, Mohamed Daran, Jean-Claude Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(23)Br(3), 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 (the flap atom being the C atom shared with the three-membered ring, whereas the seven-membered ring displays a screw boat conformation; the dihedral angle between the rings (defined by the near coplanar atoms) is 56.5 (2)°. International Union of Crystallography 2012-11-24 /pmc/articles/PMC3588986/ /pubmed/23476222 http://dx.doi.org/10.1107/S1600536812046430 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
Daran, Jean-Claude
Berraho, Moha
(1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title (1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_full (1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_fullStr (1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_full_unstemmed (1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_short (1S,3R,8R)-2,2-Dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
title_sort (1s,3r,8r)-2,2-dibromo-10-bromo­methyl-3,7,7-trimethyl­tricyclo­[6.4.0.0(1,3)]dodec-9-ene
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588986/
https://www.ncbi.nlm.nih.gov/pubmed/23476222
http://dx.doi.org/10.1107/S1600536812046430
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