Phenylacetaldehyde

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Phenylacetaldehyde
IUPAC name

2-Phenylacetaldehyde

Other names

Hyacinthin
Phenylethanal

Identifiers
CAS number 122-78-1 YesY
PubChem 998
ChemSpider 13876539 N
UNII U8J5PLW9MR YesY
Jmol-3D images Image 1
Properties
Molecular formula C8H8O
Molar mass 120.15 g/mol
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
Hazards
R-phrases R22 R36 R37 R38
S-phrases S26 S36
Main hazards Harmful, Flammable
Flash point 87 °C; 189 °F; 360 K
Related compounds
Related 2-phenyl aldehydes 3,4-Dihydroxyphenylacetaldehyde

Phenylglyoxal

 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Phenylacetaldehyde is an aromatic compound found in buckwheat,[1] chocolate[2] and many other foods and flowers. It is also responsible for the antibiotic activity of maggot therapy[3] and it is also a compound that is added to cigarettes to improve their aroma.

Many insects (Lepidoptera, Hymenoptera, Coleoptera and Neuroptera) use this substance for communication.[4]

The aroma of pure substance can be described as: honey-like, sweet, rose, green, grassy.

Phenylacetaldehyde is often contaminated with polystyrene oxide polymer because of the especial lability of the benzylic alpha proton and the reactivity of the aldehyde. Aldol condensation of the initial dimer gives rise to a range of Michael acceptors and donors.

References

  1. ↑ Janes D, Kantar D, Kreft S, Prosen H (2009). "Identification of buckwheat (Fagopyrum esculentum Moench) aroma compounds with GC-MS". Food Chemistry 112 (1): 120–124. doi:10.1016/j.foodchem.2008.05.048. 
  2. ↑ Schnermann, P., and Schieberle, P. 1997. Evaluation of key odorants in milk chocolate and cocoa cass by aroma extract dilution analyses. J. Agric. Food Chem. 45:867-872.
  3. ↑ Pavillard, E. R., Wright, E. A. An antibiotic from maggots. Nature 1957; 180: 916-917.74
  4. ↑ Semiochemical - 2-phenylacetaldehyde at Pherobase.com
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