Syringaldehyde

Title: Syringaldehyde
CAS Registry Number: 134-96-3
CAS Name: 4-Hydroxy-3,5-dimethoxybenzaldehyde
Additional Names: syringic aldehyde; 3,5-dimethoxy-4-hydroxybenzene carbonal; gallaldehyde 3,5-dimethyl ether
Molecular Formula: C9H10O4
Molecular Weight: 182.17
Percent Composition: C 59.34%, H 5.53%, O 35.13%
Literature References: Widely distributed in plants. Hydrolysis product of the naturally occurring glycosyringic aldehyde: Körner, Gazz. Chim. Ital. 18, 215 (1888). Prepn from heat-treated beechwood and lignin: Kratzl, Silbernagel, C.A. 50, 6040 (1956). Synthesis from pyrogallol 1,3-dimethyl ether: Pearl, J. Am. Chem. Soc. 70, 1746 (1948), cf. Graebe, Martz, Ber. 36, 1032 (1903); Allen, Leubner, Org. Synth. 31, 92 (1951); coll. vol. IV, 866 (1963).
Properties: Very pale yellow needles from petr ether, mp 113°. bp14 192-193°. uv max (dioxane): 305 nm. Very sparingly sol in water, petr ether. Sol in alcohol, ether, chloroform, hot benzene, glacial acetic acid. Forms yellow sodium and potassium salts.
Melting point: mp 113°
Boiling point: bp14 192-193°
Absorption maximum: uv max (dioxane): 305 nm
Syringin Syrosingopine T-2 Toxin Tabernanthine Tabun

Syringaldehyde
Syringaldehyde.png
Identifiers
CAS number 134-96-3 YesY
PubChem 8655
ChemSpider 8333 YesY
EC number 205-167-5
ChEBI CHEBI:67380 N
ChEMBL CHEMBL225303 YesY
RTECS number CU5760000
Jmol-3D images Image 1
Properties
Molecular formula C9H10O4
Molar mass 182.17 g/mol
Appearance colorless solid
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
NFPA 704.svg
0
1
0
Flash point > 110 °C c.c.
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

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.[1]

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. Its refractive index is 1.53.