Structure via PubChem · Public domain (PubChem)
verbenone
Sign in to saveAlso known as 2-pinen-4-one, cis-4,6,6-Trimethylbicyclo- [3.1.1] hept-3-en-2-one, 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one, (±)-verbenone
Verbenone is a natural organic compound classified as a terpene that is found naturally in a variety of plants. The chemical has a pleasant characteristic odor. Besides being a natural constituent of plants, it and its analogs are insect pheromones. In particular, verbenone when formulated in a long-lasting matrix has an important role in the control of bark beetles such as the mountain pine beetle and the Southern pine bark beetle.
Chemical data
- Formula
- C10H14O
- Molecular weight
- 150.22 g/mol
- IUPAC name
- 4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-one
- SMILES
- CC1=CC(=O)C2CC1C2(C)C
- InChIKey
- DCSCXTJOXBUFGB-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 150.104
Show 3 more facts
- chemical formula
- C₁₀H₁₄O
- canonical SMILES
- CC1=CC(=O)C2CC1C2(C)C
- Commons category
- Verbenone
Sources (2)
via Wikidata · CC0
~4 min read
Article
5 sectionsContents
- Chemistry
- Use for insect control
- Other uses
- References
- External links
Verbenone is a natural organic compound classified as a terpene that is found naturally in a variety of plants. The chemical has a pleasant characteristic odor. Besides being a natural constituent of plants, it and its analogs are insect pheromones. In particular, verbenone when formulated in a long-lasting matrix has an important role in the control of bark beetles such as the mountain pine beetle and the Southern pine bark beetle.
==Chemistry== Verbenone is a monoterpene, to be specific a bicyclic ketone terpene. It is the primary constituent of the oil of Spanish verbena, hence its name; it is also found in the oil of rosemary. It is nearly insoluble in water, but miscible with most organic solvents.