 | |
| Names | |
|---|---|
| Preferred IUPAC name 3,7,7-Trimethylbicyclo[4.1.0]hept-3-ene | |
| Other names Δ3-Carene Car-3-ene | |
| Identifiers | |
3D model (JSmol) | |
| 1902767 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
|
| ECHA InfoCard | 100.033.367 |
| EC Number |
|
| 663435 | |
| KEGG |
|
| UNII | |
| UN number | 2319 |
| |
| |
| Properties | |
| C10H16 | |
| Molar mass | 136.238 g·mol−1 |
| Density | 0.86 g/cm3 (20 °C)[1] |
| Boiling point | 170–172 °C (338–342 °F; 443–445 K)[1] |
| Hazards | |
| GHS labelling: | |
   | |
| Danger | |
| H226,H304,H315,H317,H412 | |
| P210,P233,P240,P241,P242,P243,P261,P264,P272,P273,P280,P301+P310,P302+P352,P303+P361+P353,P321,P331,P332+P313,P333+P313,P362,P363,P370+P378,P403+P235,P405,P501 | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
3-Carene is a bicyclicmonoterpene consisting of fusedcyclohexene andcyclopropane rings. It occurs as a constituent ofturpentine,[2] with a content as high as 42% depending on the source. Carene has a sweet and pungent odor,[3] best described as a combination offir needles, musky earth, and damp woodlands.[4]
A colorless liquid, it is not soluble in water, but miscible with fats and oils.[3] It is chiral, occurring naturally both as theracemate and enantio-enriched forms.
Treatment withperacetic acid gives 3,4-caranediol.Pyrolysis overferric oxide induces rearrangement, givingp-cymene. Carene is used in theperfume industry and as a chemical intermediate.[2]
Because carene can be found incannabis naturally, it can also be found in cannabis distillates. Greater concentrations of carene in a distillate give it an earthier taste and smell.[5] 3-Carene is also present inmango, giving the fruit a characteristicpine-like flavor and aroma.
