Syringaldehyde
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| Names | |
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| Preferred IUPAC name
4-Hydroxy-3,5-dimethoxybenzaldehyde | |
| Other names
3,5-Dimethoxy-4-hydroxybenzene carbonal, Gallaldehyde 3,5-dimethyl ether, 4-Hydroxy-3,5-dimethoxybenzaldehyde, Syringic aldehyde
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| Identifiers | |
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C9H10O4 | |
| Molar mass | 182.17 g/mol |
| Appearance | colorless solid |
| Density | 1.01 g/cm3 |
| Melting point | 110 to 113 °C (230 to 235 °F; 383 to 386 K) |
| Boiling point | 192 to 193 °C (378 to 379 °F; 465 to 466 K) at 19 kPa |
| Insoluble | |
| Hazards | |
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| Flash point | > 110 °C (230 °F; 383 K) c.c. |
| Safety data sheet (SDS) | External MSDS |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Template:Chembox Footer/trackingTemplate:Short description
Syringaldehyde is an organic compound that occurs in trace amounts widely in nature. Some species of insects use syringaldehyde in their chemical communication systems. Scolytus multistriatus uses it as a signal to find a host tree during oviposition.[2]
Because it contains many functional groups, it can be classified in many ways - aromatic, aldehyde, phenol. It is a colorless solid (impure samples appear yellowish) that is soluble in alcohol and polar organic solvents.
Natural sources
Syringaldehyde can be found naturally in the wood of spruce and maple trees.[3]
Syringaldehyde is also formed in oak barrels and extracted into whisky, which it gives spicy, smoky, hot and smoldering wood aromas.
Preparation
This compound may be prepared from syringol by the Duff reaction:[4]
See also
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References
- ^ Page Module:Citation/CS1/styles.css has no content."Syringaldehyde". pubchem.ncbi.nlm.nih.gov.
- ^ Vanillin and Syringaldehyde as Attractants for Scolytus multistriatus (Coleoptera: Scolytidae). Meyer H.J. and Norris D.M., Annals of the Entomological Society of America, 17 July 1967, Volume 60, Number 4, pages 858-859, (abstract)
- ^ Page Module:Citation/CS1/styles.css has no content.R.H.J. Creighton; J.L. McCarthy; H. Hibbert (1941). "Aromatic Aldehyde from Spruce and Maple Woods". J. Am. Chem. Soc. 63: 312. Bibcode:1941JAChS..63Q.312C. doi:10.1021/ja01846a501.
- ^ Page Module:Citation/CS1/styles.css has no content.C. F. H. Allen and Gerhard W. Leubner (1963). "Syringic aldehyde". Organic Syntheses; Page Module:Citation/CS1/styles.css has no content.Collected Volumes, vol. 4, p. 866.
