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1-Octen-3-ol

1-Octen-3-ol
1-Octen-3-ol FormulaV1.svg
Names
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
3D model (Jmol)
ChEBI
ChemSpider
ECHA InfoCard 100.020.206
KEGG
PubChem CID
UNII
Properties
C8H16O
Molar mass 128.22 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY  (what is YesYN ?)
Infobox references

1-Octen-3-ol, octenol for short and also known as mushroom alcohol, is a chemical that attracts biting insects such as mosquitoes. It is contained in human breath and sweat, and it was once believed that insect repellent DEET works by blocking the insects' octenol odorant receptors. 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, including edible mushrooms and Lemon balm. Octenol is formed during oxidative breakdown of linoleic acid.

It is also a wine fault, defined as a cork taint, occurring in wines made with bunch rot contaminated grape.

Octenol is used, sometimes in combination with carbon dioxide, to attract insects in order to kill them with certain electronic devices.

Its odor has been described as moldy or meaty; it is used in certain perfumes.

Octenol is approved by the U.S. Food and Drug Administration as a food additive. It is of moderate toxicity with an LD 50 of 340 mg/kg.

In an animal study, octenol has been found to disrupt dopamine homeostasis and may be an environmental agent involved in parkinsonism.


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Wikipedia

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