Veratraldehyde

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
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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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]

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.

See also

References
  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
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