1-octen-3-one

Oct-1-en-3-one
Identifiers


CAS Number	4312-99-6^Y
3D model (Jmol)	Interactive image
ChemSpider	55282^Y
ECHA InfoCard	100.022.116
PubChem CID	61346
UNII	7LT7Z4Q9XR^Y
InChI InChI=1S/C8H14O/c1-3-5-6-7-8(9)4-2/h4H,2-3,5-7H2,1H3^Y Key: KLTVSWGXIAYTHO-UHFFFAOYSA-N^Y InChI=1/C8H14O/c1-3-5-6-7-8(9)4-2/h4H,2-3,5-7H2,1H3 InChI=1/C8H14O/c1-3-5-6-7-8(9)4-2/h4H,2-3,5-7H2,1H3 Key: KLTVSWGXIAYTHO-UHFFFAOYAV
SMILES O=C(C=C)CCCCC
Properties
Chemical formula	C₈H₁₄O
Molar mass	126.20 g/mol
Related compounds
Related enones	Methyl vinyl ketone
Related compounds	1-Octene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y (what is ^YN ?)
Infobox 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. 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). Oct-1-en-3-one is the degradative reduction product of the chemical reaction of skin lipid peroxides and Fe²⁺. Skin lipid peroxides are formed from skin lipid by oxidation, either enzymatically by lipoxygenases or by air oxygen. Oct-1-en-3-one is a ketone analog of the alkene 1-octene.

It is also produced by Uncinula necator, a fungus that causes powdery mildew of grape.

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