Verbenol

Verbenol
(+)-cis-verbenol
(-)-cis-verbenol
(+)-trans-verbenol
(-)-trans-verbenol
Names
IUPAC name
4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-ol
Other names
2-Pine-4-ol
Identifiers
3D model (JSmol)
ECHA InfoCard 100.006.793
Properties
C10H16O
Molar mass 152.24 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Verbenol (2-pine-4-ol) is a group of bicyclic monoterpene alcohols. trans-Verbenol has found to be an insect pheromone, specifically found in mountain pine beetles.

Isomers

trans-Verbenol is a mountain pine beetle pheromone that attracts other insects to a tree.[1]

Various isomeric forms of verbenols are known. For the cis isomer, the two methyl groups (-CH3) are on the same side of the carbon ring as the hydroxy group (-OH), and the trans isomer on the opposite sides. Again, there are enantiomers of each form that exhibit optical activity, that is, turn the plane of linearly polarized light as it passes through light. All verbenols are monohydric, secondary alcohols because the carbon atom bearing the hydroxy group is attached to two more carbon atoms.

References

  1. "New pheromone insight may help predict mountain pine beetle outbreaks". Retrieved 26 March 2018.
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