Veratraldehyde (3,4-dimethoxybenzaldehyde) is an organic compound that is widely used as a flavorant and odorant. The compound is structurally related to benzaldehyde.

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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.976 Edit this at Wikidata
UNII
  • InChI=1S/C9H10O3/c1-11-8-4-3-7(6-10)5-9(8)12-2/h3-6H,1-2H3 checkY
    Key: WJUFSDZVCOTFON-UHFFFAOYSA-N checkY
  • 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
  • COc1cc(ccc1OC)C=O
Properties
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)
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).
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This compound is popular commercially because of its pleasant woody fragrance. It is derivative of vanillin, from which it is prepared by methylation.[1]

Uses

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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

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References

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  1. ^ Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, , Kurt Bauer, Dorothea Garbe and Horst Surburg "Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2003. doi:10.1002/14356007.a11_141