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Syringaldehyde

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Syringaldehyde
Names
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
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.004.698 Edit this at Wikidata
EC Number
  • 205-167-5
RTECS number
  • CU5760000
  • InChI=1S/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3 checkY
    Key: KCDXJAYRVLXPFO-UHFFFAOYSA-N checkY
  • InChI=1/C9H10O4/c1-12-7-3-6(5-10)4-8(13-2)9(7)11/h3-5,11H,1-2H3
    Key: KCDXJAYRVLXPFO-UHFFFAOYAW
  • COc1cc(cc(c1O)OC)C=O
Properties
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
Insoluble
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Irritant (Xi)
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1
0
0
Flash point > 110 °C c.c.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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.

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). "SyringAldehyde from Spruce and Maple Woods". J. Am. Chem. Soc. 63: 312.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ C. F. H. Allen and Gerhard W. Leubner (1963). "Syringic aldehyde". Organic Syntheses; Collected Volumes, vol. 4, p. 866.
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