Phenylacetaldehyde

Phenylacetaldehyde
IUPAC name

2-Phenylacetaldehyde
Other names

Hyacinthin
Phenylethanal
Identifiers
CAS number 122-78-1 Y
PubChem 998
UNII U8J5PLW9MR Y
Jmol-3D images Image 1
Properties
Molecular formula C8H8O
Molar mass 120.15 g/mol
Melting point

-10 °C, 263 K, 14 °F
Boiling point

193 °C, 466 K, 379 °F
Hazards
R-phrases R22 R36 R37 R38
S-phrases S26 S36
Flash point 87 °C
Related compounds
Related 2-phenyl aldehydes 3,4-Dihydroxyphenylacetaldehyde

Phenylglyoxal
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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