Phellandrene
| Phellandrenes | ||
|---|---|---|
 α-Phellandrene |
 β-Phellandrene | |
| IUPAC name α: 2-Methyl-5-(1-methylethyl)-1,3-cyclohexadiene | ||
| Identifiers | ||
| CAS number | 99-83-2  , (α)555-10-2 (β) | |
| Jmol-3D images | Image 1 | |
| ||
| Properties[1] | ||
| Molecular formula | C10H16 | |
| Molar mass | 136.24 g/mol | |
| Appearance | Colorless oil (α and β) | |
| Density | α: 0.846 g/cm3 β: 0.85 g/cm3 | |
| Boiling point | α: 171-172 °C β: 171-172 °C | |
| Solubility in water | Insoluble (α and β) | |
(verify) (what is: / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa) | ||
| Infobox references | ||
Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. α-Phellandrene and β-phellandrene are cyclic monoterpenes and are double-bond isomers. In α-phellandrene, both double bonds are endocyclic and in β-phellandrene, one of them is exocyclic. Both are insoluble in water, but miscible with ether.
α-Phellandrene was named after Eucalyptus phellandra, now called Eucalyptus radiata, from which it can be isolated.[2] It is also a constituent of the essential oil of Eucalyptus dives.[3] β-Phellandrene has been isolated from the oil of water fennel and Canada balsam oil.
The phellandrenes are used in fragrances because of their pleasing aromas. The odor of β-phellandrene has been described as peppery-minty and slightly citrusy.
The α-phellandrene isomer can form hazardous and explosive peroxides on contact with air at elevated temperature.[4]
References
- ↑ The Merck Index, 12th Edition, 7340, 7341
- ↑ Jacobs, S.W.L., Pickard, J., Plants of New South Wales, 1981, ISBN 0-7240-1978-2.
- ↑ Boland, D.J., Brophy, J.J., and A.P.N. House, Eucalyptus Leaf Oils, 1991, ISBN 0-909605-69-6.
- ↑ Urben, Peter (2007). Bretherick's Handobook of Reactive Chemical Hazards 1 (7 ed.). Butterworth-Heinemann. p. 1154.