Chemical Properties
(?)-α-Phellandrene is a colorless
liquid with a citrus odor and a slight peppery note. It is isolated, for example, from
Eucalyptus dives oil. Pinenes are widespread, naturally occurring terpene hydrocarbons. The α- and
β-forms occur in varying ratios in essential oils.
Uses
(
R)-(-)-α-Phellandrene undergoes [4+2] cycloaddition with 2-naphthyl acetylenecarboxylate to form a chiral diene, which can act as a ligand for the rhodium-catalyzed asymmetric addition reactions. It may be used to synthesize (1
S,5
R)-5-(1-methylethyl)-2-methylidene-3-cyclohexen-1-yl hydroperoxide, which on reduction forms
trans-yabunikkeol.
Definition
ChEBI: (-)-alpha-phellandrene is the (R)-(-)-stereoisomer of alpha-phellandrene. It is an enantiomer of a (+)-alpha-phellandrene.
General Description
(
R)-(-)-α-Phellandrene is a monoterpene derivative.
Flammability and Explosibility
Flammable
Purification Methods
Purify it by gas chromatography on an Apiezon column. Also purify it by steam distillation (with 0.5% hydroquinone), then re-distil it through a 50 plate bubble cap column b 72-72.5o/22mm [Pines & Eschinazi J Am Chem Soc 77 6318 1955]. UV: max 263nm ( 3,345) in octane. [Read & Storey J Chem Soc 2770 1930, Beilstein 5 III 341, 5 IV 436.]
