| Identification | More | [Name]
Phenylpropyl aldehyde | [CAS]
104-53-0 | [Synonyms]
3-PHENYL-1-PROPANAL
3-PHENYLPROPANAL
3-PHENYLPROPIONALDEHYDE
3-PHENYLPROPYL ALDEHYDE
BENZYLACETALDEHYDE
BETA-PHENYLPROPIONALDEHYDE
DIHYDRO CINNAMIC ALDEHYDE
FEMA 2887
HYDROCINNAMALDEHYDE
HYDROCINNAMIC ALDEHYDE
PHENYLPROPYL ALDEHYDE
TIMTEC-BB SBB006730
3-Phenylpropan-1-al
Benzenepropanal
Dihydrocinnamaldehyde
Phenylpropionaldehyde
Propionaidehyde, 3-phenyl-
Hydrocinnamide
HYDROCINNAMALDEHYDE, TECH., 90%
HYDROCINNAMALDEHYDE 90+% FCC | [EINECS(EC#)]
203-211-8 | [Molecular Formula]
C9H10O | [MDL Number]
MFCD00007021 | [Molecular Weight]
134.18 | [MOL File]
104-53-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Oil | [Melting point ]
-42 °C
| [Boiling point ]
97-98 °C/12 mmHg (lit.) | [density ]
1.019 g/mL at 25 °C(lit.)
| [vapor pressure ]
15 hPa (98 °C) | [FEMA ]
2887 | [refractive index ]
n20/D 1.523(lit.)
| [Fp ]
203 °F
| [storage temp. ]
2-8°C
| [solubility ]
0.74mg/l | [form ]
Liquid | [color ]
Clear colorless to light yellow | [Odor]
at 10.00 % in dipropylene glycol. fresh cortex green leaf foliage balsam storax | [Odor Type]
green | [Water Solubility ]
Miscible with chloroform, dichloromethane, ethyl acetate, alcohol and ether. Immiscible with water. | [Sensitive ]
Air Sensitive | [JECFA Number]
645 | [BRN ]
1071910 | [InChIKey]
YGCZTXZTJXYWCO-UHFFFAOYSA-N | [LogP]
2.04 | [CAS DataBase Reference]
104-53-0(CAS DataBase Reference) | [NIST Chemistry Reference]
3-Phenylpropanal(104-53-0) | [EPA Substance Registry System]
104-53-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/38:Irritating to eyes and skin .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
2
| [RTECS ]
MW4890000
| [F ]
10-23 | [Autoignition Temperature]
245 °C DIN 51794 | [TSCA ]
Yes | [HS Code ]
29122900 | [Toxicity]
LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg |
| Hazard Information | Back Directory | [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. | [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. | [Preparation]
From phenyl propionitrile; also from cinnamic aldehyde diethylacetal. | [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. | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 42, p. 1041, 1994 DOI: 10.1248/cpb.42.1041
Tetrahedron Letters, 35, p. 1275, 1994 DOI: 10.1016/0040-4039(94)88042-5 | [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. |
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