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Sigma-Aldrich

2-Phenylpropionaldehyde

≥95%, FCC, FG

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Synonym(s):
2-Phenylpropanal, Hydratropaldehyde
Linear Formula:
CH3CH(C6H5)CHO
CAS Number:
Molecular Weight:
134.18
FEMA Number:
2886
Beilstein:
1905601
EC Number:
Council of Europe no.:
126
MDL number:
PubChem Substance ID:
Flavis number:
5.038
NACRES:
NA.21

biological source

synthetic

Quality Level

grade

FG
Halal
Kosher

Agency

meets purity specifications of JECFA

reg. compliance

EU Regulation 1334/2008 & 178/2002
FCC
FDA 21 CFR 172.515

Assay

≥95%

refractive index

n20/D 1.517 (lit.)

bp

92-94 °C/12 mmHg (lit.)

density

1.002 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

fresh; green; floral

storage temp.

2-8°C

SMILES string

[H]C(=O)C(C)c1ccccc1

InChI

1S/C9H10O/c1-8(7-10)9-5-3-2-4-6-9/h2-8H,1H3

InChI key

IQVAERDLDAZARL-UHFFFAOYSA-N

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Related Categories

General description

2-Phenylpropionaldehyde is used in perfumes for its green hyacinth odor.

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

174.2 °F

Flash Point(C)

79 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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tert-Butyldimethylsilylated cyclodextrins: versatile chiral stationary phases in capillary gas chromatography.
Maas B, et al.
Journal of Chromatographic Science, 33(5), 223-228 (1995)
C D Thompson et al.
Chemical research in toxicology, 9(8), 1225-1229 (1996-12-01)
We propose that 3-carbamoyl-2-phenylpropionaldehyde is an intermediate in the metabolism of felbamate, an anti-epileptic drug with a unique profile of the therapeutic activity, and undergoes a cascade of chemical reactions responsible for the toxic properties of the parent drug. To
Robert J Parker et al.
Chemical research in toxicology, 18(12), 1842-1848 (2005-12-20)
Evidence has been presented suggesting that a reactive metabolite, 2-phenylpropenal (ATPAL), may be responsible for the toxicities observed during therapy with the antiepileptic drug felbamate (FBM). Formation of ATPAL from its unstable immediate precursor, 3-carbamoyl-2-phenylpropionaldedhyde (CBMA) requires the loss of
Shane G Roller et al.
Chemical research in toxicology, 15(6), 815-824 (2002-06-18)
Felbamate is an anti-epileptic drug associated with hepatotoxicity and aplastic anemia. These toxicities are believed to be mediated by the formation of the reactive species 2-phenylpropenal. 4-Hydroxy-5-phenyl-[1,3]oxazinan-2-one is a metabolic precursor for 2-phenylpropenal. 4-Hydroxy-5-phenyl-[1,3]oxazinan-2-one exists in equilibrium with 3-oxo-2-phenylpropyl carbamate
C M Dieckhaus et al.
Chemical research in toxicology, 14(5), 511-516 (2001-05-23)
Felbamate has proven to be an effective therapy for treating refractory epilepsy. However, felbamate therapy has been limited due to the associated reports of hepatotoxicity and aplastic anemia. Previous research from our laboratory has proposed 2-phenylpropenal as the reactive metabolite

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