Phellandrene

Phellandrenes

α-Phellandrene β-Phellandrene
Names
IUPAC names α: 2-Methyl-5-(1-methylethyl)-1,3-cyclohexadiene β: 3-Methylene-6-(1-methylethyl)cyclohexene
Identifiers
CAS Number	99-83-2 (α) Y 555-10-2 (β) N
3D model (Jmol)	(α): Interactive image (β): Interactive image
ChemSpider	7180 (α) N 10669 (β) N
InChI (α): InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3 Key: OGLDWXZKYODSOB-UHFFFAOYSA-N (β): InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,8,10H,3,5,7H2,1-2H3 Key: LFJQCDVYDGGFCH-UHFFFAOYSA-N
SMILES (α): CC1=CCC(C=C1)C(C)C (β): CC(C)C1CCC(=C)C=C1
Properties[1]
Chemical 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)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
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 temperatures.^[4]

References