(-)-p-Mentha-1,5-diene
Synonym(s):(−)-p-Mentha-1,5-diene;(R)-(-)-alpha-Phellandrene;(R)-5-Isopropyl-2-methyl-1,3-cyclohexadiene
- CAS NO.：4221-98-1
- Empirical Formula: C10H16
- Molecular Weight: 136.23
- MDL number: MFCD00062988
- EINECS: 224-167-6
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-12 18:54:07
What is (-)-p-Mentha-1,5-diene?
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.
The Uses of (-)-p-Mentha-1,5-diene
(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.]
Properties of (-)-p-Mentha-1,5-diene
| 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 | n |
| 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 |
| optical activity | [α]20/D 225±5°, c = 10% in diethyl ether |
| Water Solubility | 4.37mg/L at 20℃ |
| Merck | 14,7200 |
| BRN | 2497824 |
| 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 information for (-)-p-Mentha-1,5-diene
| Signal word | Warning |
| Pictogram(s) |
 Flame Flammables GHS02 |
| GHS Hazard Statements |
H226:Flammable liquids |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. |
Computed Descriptors for (-)-p-Mentha-1,5-diene
(-)-p-Mentha-1,5-diene manufacturer
Triveni Interchem Private Limited (Group Of Triveni Chemicals)
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