Syringaldehyde
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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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3D model (JSmol)
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| E number | Lua error in Module:Wikidata at line 880: attempt to index field 'wikibase' (a nil value). |
PubChem CID
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CompTox Dashboard (EPA)
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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 | |
| GHS labelling:[1] | |
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| Warning | |
| H302, H315, H319, H335 | |
| P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501 | |
| NFPA 704 (fire diamond) | |
| 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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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
[edit | edit source]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
[edit | edit source]This compound may be prepared from syringol by the Duff reaction:[4]
See also
[edit | edit source]References
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- ^ 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)
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