Chemical Properties
3-Phenylpropionaldehyde has a strong, pungent, floral odor reminiscent of hyacinth with a balsamic, green, warm
(almost burning) flavor.
Chemical Properties
Pale Yellow Oil
Chemical Properties
Phenylpropyl aldehyde occurs in Sri Lanka
cinnamon bark oil, among others. The aldehyde is a colorless liquid with a
strong, floral, slightly balsamic, heavy hyacinth-like odor. It tends to undergo
self-condensation. Dihydrocinnamaldehyde can be obtained with scarcely any byproducts
by selective hydrogenation of cinnamaldehyde. It is used in perfumery
for hyacinth and lilac compositions.
Occurrence
Reported found in the essential oil of Ceylon cinnamon and in strawberry. Also reported found in tomato, cinnamon,
cassia leaf, Gruyere de Comte cheese, beer, cooked trassi, origanum (Spanish) and strawberry.
Uses
3-Phenylpropanal (cas# 104-53-0) is a compound useful in organic synthesis.
Preparation
From phenyl propionitrile; also from cinnamic aldehyde diethylacetal.
Definition
ChEBI: 3-phenylpropanal is a benzene which is substituted by a 3-oxopropyl group at position 1. It has a role as a flavouring agent and a plant metabolite. It is an aldehyde and a member of benzenes. It is functionally related to a benzene.
Production Methods
Henylpropyl aldehyde is most commonly prepared by the partial hydrogenation of cinnamaldehyde. The 3-phenylpropanal that is formed during the hydroformylation of styrene can be separated from the isomeric 2-phenylpropanal as the bisulfite adduct. The Rosenmund reduction of dihydrocinnamoyl chloride in the presence of Pd/BaSO4 gives good yields of the aldehyde. The reaction of 2-propen-1-ol and phenylmercury chloride with CuCl2 and LiPdCl4 catalysts in methanol, and the reaction of phenyl bromide and allyl alcohol in the presence of PdCl2 and NaHCO3 in nonpolar solvents also lead to the formation of 3-phenylpropanal.
Taste threshold values
Taste characteristics at 20 ppm: green, melon, fruity and citrus.
General Description
Hydrocinnamaldehyde is C=C double bond hydrogenated cinnamaldehyde. It has been synthesized by the selective hydrogenation of C=C double bond of cinnamaldehyde by various methods. Hydrocinnamaldehyde and nitromethane undergoes Henry reaction to form nitroaldols. The C1 and C3 position labelled with
13C of hydrocinnamaldehyde was subjected to mass spectrometry and the fragmentation pattern was elucidated.
