Phellandrene

Chembox new
Name = Phellandrenes
ImageFileL1 = Alpha-phellandren.png ImageSizeL1 = 100px
ImageNameL1 = α-Phellandrene
ImageFileR1 = Beta-phellandren.png ImageSizeR1 = 100px
ImageNameR1 = β-Phellandrene
IUPACName = α: 2-methyl-5-(1-methylethyl)-
1,3-cyclohexadiene
β: 3-methylene-6-(1-
methylethyl)cyclohexene
Section1 = Chembox Identifiers
CASOther = α: [99-83-2]
β: [555-10-2]
SMILES = α: CC(C)C1CC=C(C)C=C1
β: CC(C)C1CCC(=C)C=C1
Section2 = Chembox Properties
Formula = C₁₀H₁₆
MolarMass = 136.24 g/mol
Density = α: 0.846 g/cm³
β: 0.85 g/cm³
MeltingPt = α: 125-126°C
BoilingPt = α: 171-172 °C
β: 171-172 °C

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.

a-phellandrene was named after "Eucalyptus phellandra" - now called "Eucalyptus radiata" [Jacobs, S.W.L., Pickard, J., "Plants of New South Wales", 1981, ISBN 0-7240-1978-2.] . It is also a constituent of the essential oils of "Eucalyptus dives" [Boland, D.J., Brophy, J.J., and A.P.N. House, "Eucalyptus Leaf Oils", 1991, ISBN 0-909605-69-6.] . 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