Veratraldehyde

Veratraldehyde (3,4-dimethoxybenzaldehyde) is an organic compound with the formula (CH₃O)₂C₆H₃CHO. Several isomers are known. The compound is widely used as a flavorant and odorant. The compound is structurally related to benzaldehyde, with two methoxy groups.

Veratraldehyde

Names
Preferred IUPAC name 3,4-Dimethoxybenzaldehyde
Systematic IUPAC name 3,4-Dimethoxybenzenecarbaldehyde
Other names Methylvanillin; Veratric aldehyde; Veratral; Veratryl aldehyde; Veratrum aldehyde; Vanillin methyl ether
Identifiers
CAS Number	120-14-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17098 Y
ChEMBL	ChEMBL1088937 Y
ChemSpider	21106008 Y
ECHA InfoCard	100.003.976
PubChem CID	8419
UNII	UI88P68JZD Y
CompTox Dashboard (EPA)	DTXSID7026285
InChI InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3 Y Key: WJUFSDZVCOTFON-UHFFFAOYSA-N Y InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3 InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3 Key: WJUFSDZVCOTFON-UHFFFAOYSA-N
SMILES COc1cc(ccc1OC)C=O
Properties
Chemical formula	C9H10O3
Molar mass	166.176 g·mol−1
Appearance	Peach coloured crystals
Density	1.114 g/mL
Melting point	40 to 43 °C (104 to 109 °F; 313 to 316 K)
Boiling point	281 °C (538 °F; 554 K)
Solubility in water	organic solvents
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Harmful
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

This compound is popular commercially because of its pleasant woody fragrance. It is derivative of vanillin, from which it is prepared by methylation.^[1] It can be obtained by chemical degradation of lignin.^[2]

Uses

Veratraldehyde can be used as an intermediate in the synthesis of some pharmaceutical drugs including amiquinsin, hoquizil, piquizil, prazosin, quinazoline, tiapamil, toborinone, verazide, and vetrabutine.^{[citation needed]}

See also

• 3,4,5-Trimethoxybenzaldehyde