1-octen-3-one

1-Octen-3-one
Identifiers
CAS number	[4312-99-6]
SMILES	C=CC(=O)CCCCC
Properties
Molecular formula	C8H14O
Molar mass	126.20 g/mol
Related compounds
Related alkanes	Octane
Related compounds	1-Octene
Except where noted otherwise, data are given for materials in their standard state (at 25 Â°C, 100 kPa) Infobox disclaimer and references

Oct-1-en-3-one (CH₂=CHC(=O)(CH₂)₄CH₃), also known as 1-octen-3-one, is the odorant that is responsible for the typical metallic smell of metals and blood coming into contact with skin.D. Glindemann, A. Dietrich, H. Staerk, P. Kuschk, (2006). "The Two Odors of Iron when Touched or Pickled: (Skin) Carbonyl Compounds and Organophosphines". Angewandte Chemie International Edition 45 (42): 7006 - 7009. doi:10.1002/anie.200602100.  Oct-1-en-3-one has a strong metallic mushroom-like odor with an odor detection threshold of 0.03 - 1.12 µg/m³ and it is the main compound responsible for the "smell of metal", followed by decanal (smell: orange skin, flowery) and nonanal (smell: tallowy, fruity).Supporting information for the Glindemann article Oct-1-en-3-one is the degradative reduction product of the chemical reaction of skin lipid peroxides and Fe²⁺. Skin lipids are formed from skin lipid by oxidation, either enzymatically by lipoxygenases or by air oxygen. Oct-1-en-3-one is a ketone of the alkene 1-octene.

See also

• Odorant

References

External links

• Science Daily: The Smell of Money
• PubChem 61346

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