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verbenol

Structure via PubChem · Public domain (PubChem)

EntityQ2514085· pop 6· linked from 7 articles

Also known as verbenols

Verbenol (2-pine-4-ol) is a group of stereoisomeric bicyclic monoterpene alcohols. These compounds have been found to be active components of insect pheromones and essential oils. ==Isomers==

In the Vinony graph

Within Vinony's link graph, verbenol is referenced by 7 other articles, and connects out to alcohols, digital object identifier and chemical formula.

It sits within the topics Bicyclic compounds, Chembox image size set and ECHA InfoCard ID from Wikidata.

Its subject is documented across 5 Wikipedia language editions.

Chemical data

Formula
C10H16O
Molecular weight
152.23 g/mol
IUPAC name
4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-ol
SMILES
CC1=CC(C2CC1C2(C)C)O
InChIKey
WONIGEXYPVIKFS-UHFFFAOYSA-N
XLogP
1.6
Polar surface area
20.2 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Has part
carbon
Mass
152.120115
Show 7 more facts
found in taxon
Cyperus rotundus
canonical SMILES
CC1=CC(C2CC1C2(C)C)O
chemical formula
C₁₀H₁₆O
density
0.9702
Commons category
Verbenol
boiling point
102.5
refractive index
1.489
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Isomers
  • Enantiomeric composition
  • References

Verbenol (2-pine-4-ol) is a group of stereoisomeric bicyclic monoterpene alcohols. These compounds have been found to be active components of insect pheromones and essential oils. ==Isomers==

Four stereoisomers of verbenol 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 for the trans isomer, they are 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 the substance or its solution. trans-Verbenol is a mountain pine beetle pheromone that attracts insects to a tree. cis-Verbenol is an aggregation pheromone of Ips typographus and Dendroctonus ponderosae Hopkins.

Excerpted from Wikipedia’s “verbenol” article, available under the CC BY-SA 4.0 licence.

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