(R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone

The title compound, C(11)H(14)Cl(4)O, was efficiently synthesized by atom-transfer radical addition between (R)-carvone and tetra­chloro­methane. In the mol­ecule, both chiral centres are of the absolute configuration R. The cyclo­hex-2-enone ring has an envelope conformation with the chiral C atom...

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Detalles Bibliográficos
Autores principales: Boualy, Brahim, Harrad, Mohamed Anouar, El Firdoussi, Larbi, Ali, Mustapha Ait, Stoeckli-Evans, Helen
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/PMC3414363/
https://www.ncbi.nlm.nih.gov/pubmed/22904896
http://dx.doi.org/10.1107/S1600536812031194
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author Boualy, Brahim
Harrad, Mohamed Anouar
El Firdoussi, Larbi
Ali, Mustapha Ait
Stoeckli-Evans, Helen
author_facet Boualy, Brahim
Harrad, Mohamed Anouar
El Firdoussi, Larbi
Ali, Mustapha Ait
Stoeckli-Evans, Helen
author_sort Boualy, Brahim
collection PubMed
description The title compound, C(11)H(14)Cl(4)O, was efficiently synthesized by atom-transfer radical addition between (R)-carvone and tetra­chloro­methane. In the mol­ecule, both chiral centres are of the absolute configuration R. The cyclo­hex-2-enone ring has an envelope conformation with the chiral C atom displaced by 0.633 (2) Å from the mean plane through the other five C atoms [maximum deviation = 0.036 (2) Å]. In the crystal, mol­ecules are linked via C—H⋯O inter­actions, leading to the formation of helical chains propagating along [100].
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spelling pubmed-34143632012-08-17 (R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone Boualy, Brahim Harrad, Mohamed Anouar El Firdoussi, Larbi Ali, Mustapha Ait Stoeckli-Evans, Helen Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(14)Cl(4)O, was efficiently synthesized by atom-transfer radical addition between (R)-carvone and tetra­chloro­methane. In the mol­ecule, both chiral centres are of the absolute configuration R. The cyclo­hex-2-enone ring has an envelope conformation with the chiral C atom displaced by 0.633 (2) Å from the mean plane through the other five C atoms [maximum deviation = 0.036 (2) Å]. In the crystal, mol­ecules are linked via C—H⋯O inter­actions, leading to the formation of helical chains propagating along [100]. International Union of Crystallography 2012-07-14 /pmc/articles/PMC3414363/ /pubmed/22904896 http://dx.doi.org/10.1107/S1600536812031194 Text en © Boualy 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
Boualy, Brahim
Harrad, Mohamed Anouar
El Firdoussi, Larbi
Ali, Mustapha Ait
Stoeckli-Evans, Helen
(R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
title (R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
title_full (R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
title_fullStr (R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
title_full_unstemmed (R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
title_short (R)-2-Methyl-5-[(R)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
title_sort (r)-2-methyl-5-[(r)-2,4,4,4-tetra­chloro­butan-2-yl]cyclo­hex-2-enone
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414363/
https://www.ncbi.nlm.nih.gov/pubmed/22904896
http://dx.doi.org/10.1107/S1600536812031194
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