Identification | More | [Name]
(-)-P-MENTHA-1,5-DIENE | [CAS]
4221-98-1 | [Synonyms]
(-)-2-METHYL-5-ISOPROPYL-1,3-CYCLOHEXADIENE (-)-5-ISOPROPYL-2-METHYL-1,3-CYCLOHEXADIENE ALPHA-PHELLANDRENE PHELLANDRENE, R-(-)-ALPHA- (-)-P-MENTHA-1,5-DIENE P-MENTHA-1,5-DIENE (R)-5-ISOPROPYL-2-METHYL-1,3-CYCLOHEXADIENE R(-)-ALPHA-PHELLANDRENE (-)-α-phellandrene (R)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene 1,3-cyclohexadiene,2-methyl-5-(1-methylethyl)-,(R)- 1-phellandrene 2-methyl-5-(1-methylethyl)-3-cyclohexadien(theta)- 3-Cyclohexadiene,2-methyl-5-(1-methylethyl)-,(R)-1 p-mentha-1,5-diene,(R)-(-)- α-phellandrene,(-)- (R)-5-isopropyl-2-methylcyclohexa-1,3-diene 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (5R)- L-ALPHA-PHELLANDRENE R-(-)-A-PHELLANDRENE WITH GC | [EINECS(EC#)]
224-167-6 | [Molecular Formula]
C10H16 | [MDL Number]
MFCD00062988 | [Molecular Weight]
136.23 | [MOL File]
4221-98-1.mol |
Chemical Properties | Back Directory | [alpha ]
D20 -217° | [Boiling point ]
171-174 °C(lit.) | [density ]
0.844 g/mL at 20 °C(lit.)
| [vapor pressure ]
2.35hPa at 20℃ | [refractive index ]
n20/D 1.475
| [Fp ]
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 ]
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 Data | Back Directory | [Risk Statements ]
R10:Flammable. | [RIDADR ]
UN 2319 3/PG 3
| [WGK Germany ]
3
| [F ]
23 | [HS Code ]
2902.19.0050 | [HazardClass ]
3 | [PackingGroup ]
III |
Hazard Information | Back Directory | [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.] |
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Energy Chemical
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