Syringol
Page Template:Chembox/styles.css has no content.
Template:Chembox IndexlistTemplate:Chembox ECHATemplate:Chembox CompToxTemplate:Chembox Datapage check| Lua error in package.lua at line 80: module 'Module:InfoboxImage/data' not found. | |
| Names | |
|---|---|
| Preferred IUPAC name
2,6-Dimethoxyphenol | |
| Other names
Syringol
2-Hydroxy-1,3-dimethoxybenzene Pyrogallol 1,3-dimethyl ether | |
| Identifiers | |
| Page Template:Plainlist/styles.css has no content. | |
3D model (JSmol)
|
Page Template:Plainlist/styles.css has no content. |
| 1526871 | |
| ChEBI | Page Template:Plainlist/styles.css has no content. |
| ChEMBL | Page Template:Plainlist/styles.css has no content. |
| ChemSpider | Page Template:Plainlist/styles.css has no content. |
| EC Number | Page Template:Plainlist/styles.css has no content. |
| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
PubChem CID
|
Page Template:Plainlist/styles.css has no content. |
| RTECS number | Page Template:Plainlist/styles.css has no content. |
| UNII | Page Template:Plainlist/styles.css has no content. |
| |
| |
| Properties | |
| C8H10O3 | |
| Molar mass | 154.16 g/mol |
| Appearance | colorless solid |
| Density | 1.15857 g/cm3 (60 °C) [2] |
| Melting point | 50 to 57 °C (122 to 135 °F; 323 to 330 K) |
| Boiling point | 262 °C (504 °F; 535 K)[2] |
| Slightly soluble | |
| Vapor pressure | 15.8 Pa (60 °C) [2] |
| Hazards[1] | |
| Flash point | 140 °C (284 °F; 413 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
Template:Chembox Footer/trackingTemplate:Short description
Syringol is the organic compound with the formula HO(CH3O)2C6H3. The molecule is a phenol, with methoxy groups in the flanking (2 and 6) positions. It is the symmetrically dimethylated derivative of pyrogallol. It is a colorless solid, although typical samples are brown owing to air-oxidized impurities. Together with guaiacol, syringol and its derivatives are produced by the pyrolysis of lignin. Specifically, syringol is derived from the thermal decomposition of the sinapyl alcohol component. As such, syringol is a main component of wood smoke.
Syringyl/guaiacyl ratio
Lignin, comprising a major fraction of biomass, is sometimes classified according to the syringyl component. Pyrolysis of lignin derived from sinapyl alcohol affords syringol. The conversion involves replacement of the propenyl alcohol substituent of the sinapyl alcohol by hydrogen. A high syringyl (or S) content is indicative of lignin from angiosperms. In contrast, pyrolysis of lignin from gymnosperms gives more guaiacol, resulting from conversion of coniferyl alcohol. These lignins have a high guaiacyl (or G) content.[3]
Food preparation
In preparation of food by smoking, syringol is the main chemical responsible for the smoky aroma, while guaiacol contributes mainly to taste. Artificial liquid or solid smoke flavorings also contain these chemicals, on average composing 13.73% and 13.42% of those products by mass respectively.[4]
Chemical feedstock
Pyrolysis oil, a biofuel derived from woody biomass, can be optimized to yield syringol as a byproduct, potentially competing with petroleum-derived phenols.[5] Some studies indicate that syringol can substitute for phenol formaldehyde resin, a commonly used, water resistant adhesive for plywood.[6]
See also
Page Template:Div col/styles.css has no content.
References
Page Template:Reflist/styles.css has no content.
- ^ a b 2,6-Dimethoxyphenol at Sigma-Aldrich
- ^ a b c Page Module:Citation/CS1/styles.css has no content.Baird, Zachariah Steven; Uusi-Kyyny, Petri; Pokki, Juha-Pekka; Pedegert, Emilie; Alopaeus, Ville (6 Nov 2019). "Vapor Pressures, Densities, and PC-SAFT Parameters for 11 Bio-compounds". International Journal of Thermophysics. 40 (11): 102. Bibcode:2019IJT....40..102B. doi:10.1007/s10765-019-2570-9.
- ^ Page Module:Citation/CS1/styles.css has no content.Li, Laigeng; Cheng, Xiao Fei; Leshkevich, Jacqueline; Umezawa, Toshiaki; Harding, Scott A.; Chiang, Vincent L. (2001). "The Last Step of Syringyl Monolignol Biosynthesis in Angiosperms is Regulated by a Novel Gene Encoding Sinapyl Alcohol Dehydrogenase". The Plant Cell. 13 (7): 1567–1586. doi:10.1105/tpc.010111. PMC 139549. PMID 11449052.
- ^ Page Module:Citation/CS1/styles.css has no content.Chichester, C. O.; Mrak, E. M.; Schweigert, B. S., eds. (1984). Advances in Food Research. Vol. 29. London: Academic Press. pp. 129–130. ISBN 978-0-08-056748-8.
- ^ Page Module:Citation/CS1/styles.css has no content.Dinesh Mohan; Charles U. Pittman Jr.; Philip H. Steele (2006). "Pyrolysis of Wood/Biomass for Bio-oil: A Critical Review". Energy & Fuels. 20 (3): 863. doi:10.1021/ef0502397.
- ^ Page Module:Citation/CS1/styles.css has no content.Bridgwater, A.V.; Effendi A; Gerhauser H (2008). "Production of Renewable Phenolic Resin by Thermochemical Conversion of Biomass: A Review". Renewable and Sustainable Energy Reviews. 12 (8): 2092–2116. doi:10.1016/j.rser.2007.04.008.
