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3-Methylideneoxolane-2,5-dione
The title compound (itaconic anhydride), C(5)H(4)O(3), consists of a five-membered carbon–oxygen ring in a flat envelope conformation (the unsubstituted C atom being the flap) with three exocyclic double bonds to two O atoms and one C atom. In contrast to the bond lengths, which are very similar to...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588448/ https://www.ncbi.nlm.nih.gov/pubmed/23476519 http://dx.doi.org/10.1107/S1600536813002924 |
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author | Beginn, Uwe Frosinn, Martin Reichelt, Martin Reuter, Hans |
author_facet | Beginn, Uwe Frosinn, Martin Reichelt, Martin Reuter, Hans |
author_sort | Beginn, Uwe |
collection | PubMed |
description | The title compound (itaconic anhydride), C(5)H(4)O(3), consists of a five-membered carbon–oxygen ring in a flat envelope conformation (the unsubstituted C atom being the flap) with three exocyclic double bonds to two O atoms and one C atom. In contrast to the bond lengths, which are very similar to those in itaconic acid in its pure form or in adducts with other molecules, the bond angles differ significantly because of the effect of ring closure giving rise to strong distortions at the C atoms involved in the exocyclic double bonds. In the crystal, C—H⋯O interactions link the molecules, forming an extended three-dimensional network. |
format | Online Article Text |
id | pubmed-3588448 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35884482013-03-08 3-Methylideneoxolane-2,5-dione Beginn, Uwe Frosinn, Martin Reichelt, Martin Reuter, Hans Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound (itaconic anhydride), C(5)H(4)O(3), consists of a five-membered carbon–oxygen ring in a flat envelope conformation (the unsubstituted C atom being the flap) with three exocyclic double bonds to two O atoms and one C atom. In contrast to the bond lengths, which are very similar to those in itaconic acid in its pure form or in adducts with other molecules, the bond angles differ significantly because of the effect of ring closure giving rise to strong distortions at the C atoms involved in the exocyclic double bonds. In the crystal, C—H⋯O interactions link the molecules, forming an extended three-dimensional network. International Union of Crystallography 2013-02-02 /pmc/articles/PMC3588448/ /pubmed/23476519 http://dx.doi.org/10.1107/S1600536813002924 Text en © Beginn et al. 2013 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 Beginn, Uwe Frosinn, Martin Reichelt, Martin Reuter, Hans 3-Methylideneoxolane-2,5-dione |
title | 3-Methylideneoxolane-2,5-dione |
title_full | 3-Methylideneoxolane-2,5-dione |
title_fullStr | 3-Methylideneoxolane-2,5-dione |
title_full_unstemmed | 3-Methylideneoxolane-2,5-dione |
title_short | 3-Methylideneoxolane-2,5-dione |
title_sort | 3-methylideneoxolane-2,5-dione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588448/ https://www.ncbi.nlm.nih.gov/pubmed/23476519 http://dx.doi.org/10.1107/S1600536813002924 |
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