1-Octen-3-ol
From Wikipedia, the free encyclopedia
| 1-Octen-3-ol | |
|---|---|
 |
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| IUPAC name | Oct-1-en-3-ol |
| Other names | Amyl vinyl carbinol, 1-vinylhexanol, matsutake alcohol, vinyl amyl carbinol, vinyl hexanol, matsuica alcohol, mushroom alcohol, 3-hydroxy-1-octene |
| Identifiers | |
| CAS number | (R/S): [3391-86-4] (R)-(-): [3687-48-7] (S)-(+): [24587-53-9] |
| PubChem | |
| SMILES | CCCCCC(C=C)O |
| Properties | |
| Molecular formula | C8H16O |
| Molar mass | 128.21204 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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1-Octen-3-ol, or octenol for short, is a chemical that attracts biting insects such as mosquitos. It is contained in human breath and sweat, and the insect repellent DEET works by blocking the insects' octenol odorant receptors.[1][2] Octenol is used in combination with carbon dioxide to attract insects in order to kill them with certain electronic devices.[3]
1-Octen-3-ol is a secondary alcohol derived from 1-octene. It exists in the form of two enantiomers, (R)-(-)-1-octen-3-ol and (S)-(+)-1-octen-3-ol.
Octenol is produced by several plants and fungi. Its odor has been described as green and moldy or meaty; it is used in certain perfumes. It is FDA-approved as a food additive.[4] It is of low toxicity with an LD 50 of 340 mg/kg.[3]
[edit] See also
- Olfactory receptor
- Oct-1-en-3-one, the ketone analog that gives blood on skin its typical metallic mushroom-like smell
[edit] References
- ^ Anna Petherick (2008-03-13). How DEET jams insects' smell sensors. Nature News. Retrieved on 2008-03-16.
- ^ Mathias Ditzen, Maurizio Pellegrino, Leslie B. Vosshall (2008). "Insect Odorant Receptors Are Molecular Targets of the Insect Repellent DEET". Sciencexpress. doi:.
- ^ a b EPA fact sheet 1-Octen-3-ol
- ^ US FDAs Center for Food Safety and Applied Nutrition. US FDA/CFSAN - EAFUS List. Retrieved on 2008-03-16.
