9951. Veratraldehyde

Nomenclature

CAS number: 120-14-9
3,4-Dimethoxybenzaldehyde; 3,4-dimethoxybenzenecarbonal; veratric aldehyde; protocatechualdehyde dimethyl ether.
C9H10O3; mol wt 166.17.
C 65.05%, H 6.07%, O 28.88%.

Description and references

Prepd by methylation of vanillin: Kostanecki, Tambor, Ber. 39, 4022 (1906); Buck, Org. Synth. 13, 102 (1933); Alt, US 3007968 (1957 to Monsanto); by oxidation of veratryl alcohol with chromium(VI) oxide-pyridine complex: Holum, J. Org. Chem. 26, 4814 (1961).

Chemical structure

Properties

Needles from ether, petr ether, toluene, or carbon tetrachloride. Odor of vanilla beans; mp 42-43°; bp760 281°; bp53 201°; bp10 155°. Slightly sol in hot water; freely sol in alcohol and ether. Solns are oxidized to veratric acid under the influence of light.