2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid

The title compound, C(16)H(20)O(2), was synthesized to study the hydrogen-bonding inter­action of the two enanti­omers in the solid state. The racemate is made up of carboxylic acid RS dimers. Inter­molecular O—H⋯O hydrogen bonds produce centrosymmetric R (2) (2)(8) rings which dimerize the two chir...

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Detalles Bibliográficos
Autores principales: Xie, Songwen, Stein, Holly J., Pink, Maren
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959375/
https://www.ncbi.nlm.nih.gov/pubmed/21201085
http://dx.doi.org/10.1107/S1600536808027542
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author Xie, Songwen
Stein, Holly J.
Pink, Maren
author_facet Xie, Songwen
Stein, Holly J.
Pink, Maren
author_sort Xie, Songwen
collection PubMed
description The title compound, C(16)H(20)O(2), was synthesized to study the hydrogen-bonding inter­action of the two enanti­omers in the solid state. The racemate is made up of carboxylic acid RS dimers. Inter­molecular O—H⋯O hydrogen bonds produce centrosymmetric R (2) (2)(8) rings which dimerize the two chiral enanti­omers through their carboxyl groups. The chirality of this compound is generated by the presence of the double bond in the cyclo­hexene ring and a chiral axis due to the meta-methyl substituent on the aromatic ring.
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spelling pubmed-29593752010-12-30 2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid Xie, Songwen Stein, Holly J. Pink, Maren Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(20)O(2), was synthesized to study the hydrogen-bonding inter­action of the two enanti­omers in the solid state. The racemate is made up of carboxylic acid RS dimers. Inter­molecular O—H⋯O hydrogen bonds produce centrosymmetric R (2) (2)(8) rings which dimerize the two chiral enanti­omers through their carboxyl groups. The chirality of this compound is generated by the presence of the double bond in the cyclo­hexene ring and a chiral axis due to the meta-methyl substituent on the aromatic ring. International Union of Crystallography 2008-09-06 /pmc/articles/PMC2959375/ /pubmed/21201085 http://dx.doi.org/10.1107/S1600536808027542 Text en © Xie et al. 2008 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
Xie, Songwen
Stein, Holly J.
Pink, Maren
2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
title 2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
title_full 2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
title_fullStr 2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
title_full_unstemmed 2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
title_short 2,6-Dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
title_sort 2,6-dimethyl-4-m-tolyl­cyclo­hex-3-enecarboxylic acid
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959375/
https://www.ncbi.nlm.nih.gov/pubmed/21201085
http://dx.doi.org/10.1107/S1600536808027542
work_keys_str_mv AT xiesongwen 26dimethyl4mtolylcyclohex3enecarboxylicacid
AT steinhollyj 26dimethyl4mtolylcyclohex3enecarboxylicacid
AT pinkmaren 26dimethyl4mtolylcyclohex3enecarboxylicacid

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