Phenylacetaldehyde

Phenylacetaldehyde
Names
	Preferred IUPAC name Phenylacetaldehyde
Identifiers
CAS Number	122-78-1 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	385791
ChEBI	CHEBI:16424;
ChemSpider	13876539 ;
ECHA InfoCard	100.004.159
EC Number	204-574-5;
KEGG	C00601;
PubChem CID	998;
UNII	U8J5PLW9MR ;
CompTox Dashboard (EPA)	DTXSID3021483 ;
	InChI InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2 Key: DTUQWGWMVIHBKE-UHFFFAOYSA-N ;
	SMILES O=CCc1ccccc1;
Properties
Chemical formula	C8H8O
Molar mass	120.15 g/mol
Appearance	Colorless liquid
Density	1.079 g/mL
Melting point	−10 °C (14 °F; 263 K)
Boiling point	195 °C (383 °F; 468 K)
Solubility in water	2.210 g/L
Magnetic susceptibility (χ)	-72.01·10−6 cm3/mol
Refractive index (nD)	1.526
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Harmful, Flammable
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H314, H317
Precautionary statements	P260, P261, P264, P270, P272, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P333+P313, P363, P405, P501
Flash point	87 °C (189 °F; 360 K)
Related compounds
Related 2-phenyl aldehydes	3,4-Dihydroxyphenylacetaldehyde; Phenylglyoxal
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Phenylacetaldehyde is an organic compound used in the synthesis of fragrances and polymers.^[1] Phenylacetaldehyde is an aldehyde that consists of acetaldehyde bearing a phenyl substituent; the parent member of the phenylacetaldehyde class of compounds. It has a role as a human metabolite, a Saccharomyces cerevisiae metabolite, an Escherichia coli metabolite and a mouse metabolite. It is an alpha-CH2-containing aldehyde and a member of phenylacetaldehydes.^[2]

Phenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma–active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form.^[2]

^ Kohlpaintner, Christian; Schulte, Markus; Jürgen, Falbe; Lappe, Peter; Jürgen, Weber; Frey, Guido (2014). "Aldehydes, Araliphatic". Ullmann's Encyclopedia of Industrial Chemistry. 1. doi:10.1002/14356007.m01_m03.pub2. ISBN 9783527334773.
^ ^a ^b "Phenylacetaldehyde". pubchem.ncbi.nlm.nih.gov. National Library of Medicine. Retrieved 16 July 2020. This article incorporates text from this source, which is in the public domain.

[Ullmann1-1] Kohlpaintner, Christian; Schulte, Markus; Jürgen, Falbe; Lappe, Peter; Jürgen, Weber; Frey, Guido (2014). "Aldehydes, Araliphatic". Ullmann's Encyclopedia of Industrial Chemistry. 1. doi:10.1002/14356007.m01_m03.pub2. ISBN 9783527334773.

[PubChem-2] "Phenylacetaldehyde". pubchem.ncbi.nlm.nih.gov. National Library of Medicine. Retrieved 16 July 2020. This article incorporates text from this source, which is in the public domain.

[1]

[2]