Syringaldehyde

Syringaldehyde
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
Identifiers
CAS number 134-96-3 Y
PubChem 8655
ChemSpider 8333 Y
EC number 205-167-5
ChEMBL CHEMBL225303 Y
RTECS number CU5760000
Jmol-3D images Image 1
Properties
Molecular formula C9H10O4
Molar mass 182.17 g/mol
Appearance Light green to tan powder crystals
Density 1.01 g/cm3
Melting point

110–113 °C (383–386 K)
Boiling point

192–193 °C at 19 kPa
Solubility in water Insoluble
Hazards
MSDS External MSDS
S-phrases S24/25, S28A, S37, S45
Main hazards Irritant (Xi)
NFPA 704
0
1
0
Flash point > 110 °C c.c.
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Syringaldehyde is a naturally occurring aromatic aldehyde soluble in alcohol. Some species of insects use syringaldehyde in their chemical communication systems.

Refractive index of syringaldehyde is 1.53.

Contents

Natural Sources

Syringaldehyde can be found naturally in the wood of Spruce and Maple trees.[1]

Preparation

This compound may be prepared by the Duff reaction:[2]

See also

References

  1. ^ R.H.J. Creighton, J.L. McCarthy, H. Hibbert (1941). "Aromatic Aldehyde from Spruce and Maple Woods". J. Am. Chem. Soc. 63: 312. doi:10.1021/ja01846a501. 
  2. ^ C. F. H. Allen and Gerhard W. Leubner (1963), "Syringic aldehyde", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv4p0866 ; Coll. Vol. 4: 866