Verbenone

Verbenone
Names
	IUPAC name rel-(1R,5R)-Pin-2-en-4-one
	Systematic IUPAC name rel-(1R,5R)-4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-one
	Other names Verbenone; 2-Pinen-4-one
Identifiers
CAS Number	80-57-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:9955 ;
ChemSpider	59147 ;
ECHA InfoCard	100.001.176
KEGG	C09913;
PubChem CID	65724;
UNII	IFV46DXC6U ;
CompTox Dashboard (EPA)	DTXSID2048115 ;
	InChI InChI=1S/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m1/s1 Key: DCSCXTJOXBUFGB-SFYZADRCSA-N ; InChI=1/C10H14O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-8H,5H2,1-3H3/t7-,8+/m1/s1 Key: DCSCXTJOXBUFGB-SFYZADRCBG;
	SMILES CC1=CC(=O)[C@@H]2C[C@H]1C2(C)C;
Properties
Chemical formula	C10H14O
Molar mass	150.221 g·mol−1
Density	0.978 g/cm3
Melting point	6.5 °C (43.7 °F; 279.6 K)
Boiling point	227 to 228 °C (441 to 442 °F; 500 to 501 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.