Ethylvanillin

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ImageFile = Etvan.png ImageSize = 150px
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OtherNames = 3-ethoxy-4-hydroxybenzaldehyde
Name = Properties
Section1 = Chembox Identifiers
CASNo = 121-32-4
Section2 = Chembox Properties
MolarMass = 122.221 g/mol
Appearance = colourless solid
Solvent =
SolubleOther = organic solvents
MeltingPt = 77 – 78 °C
BoilingPt =
Section7 = Chembox Hazards
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Ethylvanillin is the organic compound with the formula (C₂H₅O)(HO)C₆H₃CHO. This colourless solid consists of a benzene ring with hydroxyl, ethoxy, and formyl groups on the 4, 3, and 1 positions, respectively.

Preparation

Ethylvanillin is prepared via a multistep process from catechol, beginning with ethylation to give "guethol." This ether condenses with glyoxal to give the corresponding phenylglyoxylic acid derivative, which, after oxidation and decarboxylation, gives ethylvanillin.Karl-Georg Fahlbusch, Franz-Josef Hammerschmidt, Johannes Panten, Wilhelm Pickenhagen, Dietmar Schatkowski, Kurt Bauer, Dorothea Garbe, Horst Surburg Flavors and Fragrances" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, 2005: Weinheim. Published online: 15 January, 2003]

Application

As a flavorant, ethylvanillin is about 3x as potent than vanillin and is thus used in the production of chocolate.

References