Veratraldehyde

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 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17098 checkY
ChEMBL
  • ChEMBL1088937 checkY
ChemSpider
  • 21106008 checkY
ECHA InfoCard 100.003.976 Edit this at Wikidata
PubChem CID
  • 8419
UNII
  • UI88P68JZD checkY
CompTox Dashboard (EPA)
  • DTXSID7026285 Edit this at Wikidata
InChI
  • 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
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).
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Infobox references
Chemical compound

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

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.[citation needed]

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