Oct-1-en-3-one
| Names | |
|---|---|
| Preferred IUPAC name Oct-1-en-3-one | |
| Identifiers | |
| 3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.022.116 | 
| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
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| Properties | |
| C8H14O | |
| Molar mass | 126.20 g/mol | 
| Boiling point | 56–60 °C (133–140 °F; 329–333 K) at 16 mm Hg | 
| Hazards | |
| GHS labelling: | |
| NFPA 704 (fire diamond) | |
| Flash point | 35 °C (95 °F; 308 K) | 
| Safety data sheet (SDS) | Fisher Scientific | 
| 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). Infobox references | |
Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one or amyl vinyl ketone, 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.