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W288608

Sigma-Aldrich

2-Phenylpropionaldehyde

≥95%, FCC, FG

Synonym(s):

2-Phenylpropanal, Hydratropaldehyde

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About This Item

Linear Formula:
CH3CH(C6H5)CHO
CAS Number:
93-53-8
Molecular Weight:
134.18
FEMA Number:
2886
Beilstein/REAXYS Number:
1905601
EC Number:
202-255-5
Council of Europe no.:
126
MDL number:
MFCD00006973
UNSPSC Code:
12164502
PubChem Substance ID:
24901374
Flavis number:
5.038
NACRES:
NA.21

biological source

synthetic

Quality Level

400

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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General description

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

Application


  • Cytotoxicity, early safety screening, and antimicrobial potential of minor oxime constituents of essential oils and aromatic extracts.: Explores the safety and effectiveness of 2-Phenylpropionaldehyde among other compounds in essential oils, highlighting its potential antimicrobial properties and implications for food safety and preservation (Strub DJ et al., 2022).

  • Spectroscopic Evidence for a Cobalt-Bound Peroxyhemiacetal Intermediate.: This study provides spectroscopic evidence of a cobalt-bound intermediate in reactions involving 2-Phenylpropionaldehyde, advancing our knowledge of chemical reaction mechanisms and catalysis (Cho J et al., 2021).

Storage Class

10 - Combustible liquids

wgk_germany

WGK 1

flash_point_f

174.2 °F

flash_point_c

79 °C

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR6729
SHBR8822
SHBQ0948
SHBN8945
SHBN0671

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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
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
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
M Popović et al.
Chemical research in toxicology, 17(12), 1568-1576 (2004-12-21)
Felbamate (2-phenyl-1,3-propanediol dicarbamate, FBM) can cause aplastic anemia and hepatotoxicity. The mechanism of FBM-induced toxicities is unknown; however, it has been proposed that 2-phenylpropenal, a reactive metabolite of FBM, is responsible. The pathway leading to this metabolite involves hydrolysis of
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