| α-Phellandrene (left) and β-Phellandrene (right) | |
|---|---|
 |
 |
| IUPAC name |
α: 2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene
β: 3-methylene-6-(1-methylethyl)cyclohexene |
| Identifiers | |
| CAS number | 99-83-2  ,(α)555-10-2 (β) |
| SMILES |
α: CC(C)C1CC=C(C)C=C1
β: CC(C)C1CCC(=C)C=C1 |
| Properties | |
| Molecular formula | C10H16 |
| Molar mass | 136.24 g/mol |
| Density | α: 0.846 g/cm3 β: 0.85 g/cm3 |
| Melting point |
α: 125-126°C |
| Boiling point |
α: 171-172 °C |
| (what is this?) (verify) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.[1] It is also a constituent of the essential oil of Eucalyptus dives.[2] 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.
References
- ^ 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.
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