(-)-P-MENTHA-1,5-DIENE Property

Boiling point:

171-174 °C(lit.)

alpha 

D20 -217°

Density 

0.844 g/mL at 20 °C(lit.)

vapor pressure 

2.35hPa at 20℃

refractive index 

n20/D 1.475

Flash point:

49 °C

storage temp. 

2-8°C

solubility 

Benzene (Sparingly), Ethyl Acetate (Slightly)

form 

clear liquid

color 

Colorless to Light yellow to Light orange

Odor

at 100.00 %. terpene spicy medicinal

Odor Type

terpenic

optical activity

[α]20/D 225±5°, c = 10% in diethyl ether

Water Solubility 

4.37mg/L at 20℃

Merck 

14,7200

BRN 

2497824

LogP

5.74 at 21.6℃

CAS DataBase Reference

4221-98-1(CAS DataBase Reference)

EPA Substance Registry System

1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (5R)- (4221-98-1)

Safety

Risk Statements 

10

RIDADR 

UN 2319 3/PG 3

WGK Germany 

3

F 

23

HS Code 

2902.19.0050

HazardClass 

3

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H226Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

(-)-P-MENTHA-1,5-DIENE Chemical Properties,Usage,Production

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 (1S,5R)-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.]