2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited
The structure of ortho-vanillin, C[subscript 8]H[subscript 8]O[subscript 3], has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976). Acta Cryst. B32, 1264-1266] is confirmed, but geometric precision is improved by an order of magnitude. T...
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| Format: | Article |
| Language: | en_US |
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International Union of Crystallography (IUCr)
2014
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| Online Access: | http://hdl.handle.net/1721.1/89833 |
| _version_ | 1826193893248466944 |
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| author | Shin, David Mueller, Peter |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Shin, David Mueller, Peter |
| author_sort | Shin, David |
| collection | MIT |
| description | The structure of ortho-vanillin, C[subscript 8]H[subscript 8]O[subscript 3], has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976). Acta Cryst. B32, 1264-1266] is confirmed, but geometric precision is improved by an order of magnitude. The C atom of the methoxy group lies close to the benzene ring plane, which is the most common geometry for -OMe groups lying ortho to -OH groups on an aromatic ring. The crystal structure displays one intramolecular O-H...O and three weak intermolecular C-H...O hydrogen bonds. |
| first_indexed | 2024-09-23T09:46:58Z |
| format | Article |
| id | mit-1721.1/89833 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T09:46:58Z |
| publishDate | 2014 |
| publisher | International Union of Crystallography (IUCr) |
| record_format | dspace |
| spelling | mit-1721.1/898332022-09-26T13:41:38Z 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited Shin, David Mueller, Peter Massachusetts Institute of Technology. Department of Chemistry Mueller, Peter The structure of ortho-vanillin, C[subscript 8]H[subscript 8]O[subscript 3], has been revisited with modern methods and at low temperature (100 K). The previous structure [Iwasaki et al. (1976). Acta Cryst. B32, 1264-1266] is confirmed, but geometric precision is improved by an order of magnitude. The C atom of the methoxy group lies close to the benzene ring plane, which is the most common geometry for -OMe groups lying ortho to -OH groups on an aromatic ring. The crystal structure displays one intramolecular O-H...O and three weak intermolecular C-H...O hydrogen bonds. 2014-09-19T14:07:05Z 2014-09-19T14:07:05Z 2012-08 2012-06 Article http://purl.org/eprint/type/JournalArticle 1600-5368 http://hdl.handle.net/1721.1/89833 Shin, David, and Peter Mueller. “ 2-Hydroxy-3-Methoxybenzaldehyde ( o -Vanillin) Revisited .” Acta Cryst E 68, no. 8 (July 4, 2012): o2336–o2337. © International Union of Crystallography en_US http://dx.doi.org/10.1107/s1600536812029571 Acta Crystallographica Section E Structure Reports Online Creative Commons Attribution http://creativecommons.org/licenses/by/2.0 application/pdf International Union of Crystallography (IUCr) International Union of Crystallography (IUCr) |
| spellingShingle | Shin, David Mueller, Peter 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited |
| title | 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited |
| title_full | 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited |
| title_fullStr | 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited |
| title_full_unstemmed | 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited |
| title_short | 2-Hydroxy-3-methoxybenzaldehyde (o-vanillin) revisited |
| title_sort | 2 hydroxy 3 methoxybenzaldehyde o vanillin revisited |
| url | http://hdl.handle.net/1721.1/89833 |
| work_keys_str_mv | AT shindavid 2hydroxy3methoxybenzaldehydeovanillinrevisited AT muellerpeter 2hydroxy3methoxybenzaldehydeovanillinrevisited |