(4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one
In the title compound, alternatively called α-hydroxy-γ-alkylidenebutenolide, C12H16O3, two independent molecules (A and B) crystallize in the asymmetric unit in each of which the 5,6-dihydrobenzo ring has an envelope conformation. The torsion angle along the butadiene chain in the γ-alkyliden...
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| Format: | Online |
| Language: | English |
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International Union of Crystallography
2014
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| Online Access: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4120547/ |
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pubmed-4120547 |
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oai_dc |
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pubmed-41205472014-08-26 (4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one Heinemann, Frank W. Herrera, Alberto Agrifoglio, Giuseppe Dorta, Romano Pastrán, Jesús Organic Papers In the title compound, alternatively called α-hydroxy-γ-alkylidenebutenolide, C12H16O3, two independent molecules (A and B) crystallize in the asymmetric unit in each of which the 5,6-dihydrobenzo ring has an envelope conformation. The torsion angle along the butadiene chain in the γ-alkylidenebutenolide core is −177.9 (2)° for molecule A and 179.9 (2)° for molecule B. In the crystal, O—H⋯O hydrogen bonds between hydroxyl and carbonyl groups of adjacent independent molecules form dimers with R 2 2(10) loops. International Union of Crystallography 2014-06-25 /pmc/articles/PMC4120547/ /pubmed/25161599 http://dx.doi.org/10.1107/S1600536814014524 Text en © Heinemann et al. 2014 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. |
| repository_type |
Open Access Journal |
| institution_category |
Foreign Institution |
| institution |
US National Center for Biotechnology Information |
| building |
NCBI PubMed |
| collection |
Online Access |
| language |
English |
| format |
Online |
| author |
Heinemann, Frank W. Herrera, Alberto Agrifoglio, Giuseppe Dorta, Romano Pastrán, Jesús |
| spellingShingle |
Heinemann, Frank W. Herrera, Alberto Agrifoglio, Giuseppe Dorta, Romano Pastrán, Jesús (4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one |
| author_facet |
Heinemann, Frank W. Herrera, Alberto Agrifoglio, Giuseppe Dorta, Romano Pastrán, Jesús |
| author_sort |
Heinemann, Frank W. |
| title |
(4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one |
| title_short |
(4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one |
| title_full |
(4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one |
| title_fullStr |
(4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one |
| title_full_unstemmed |
(4R)-3-Hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4H)-one |
| title_sort |
(4r)-3-hydroxy-7-isopropyl-4-methyl-5,6-dihydrobenzofuran-2(4h)-one |
| description |
In the title compound, alternatively called α-hydroxy-γ-alkylidenebutenolide, C12H16O3, two independent molecules (A and B) crystallize in the asymmetric unit in each of which the 5,6-dihydrobenzo ring has an envelope conformation. The torsion angle along the butadiene chain in the γ-alkylidenebutenolide core is −177.9 (2)° for molecule A and 179.9 (2)° for molecule B. In the crystal, O—H⋯O hydrogen bonds between hydroxyl and carbonyl groups of adjacent independent molecules form dimers with R
2
2(10) loops. |
| publisher |
International Union of Crystallography |
| publishDate |
2014 |
| url |
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4120547/ |
| _version_ |
1613120510882742272 |