77429

(R)-(−)-α-Phellandrene

≥95.0% (sum of enantiomers, GC)

• Synonym(s): (R)-(-)-alpha-Phellandrene, (−)-p-Mentha-1,5-diene, (R)-5-Isopropyl-2-methyl-1,3-cyclohexadiene
• Empirical Formula (Hill Notation): C₁₀H₁₆
• CAS Number: 4221-98-1
• Molecular Weight: 136.23
• UNSPSC Code: 12352002
• NACRES: NA.22
• PubChem Substance ID: 57652697
• EC Number: 224-167-6
• Beilstein/REAXYS Number: 2497824
• MDL number: MFCD00062988
• Assay: ≥95.0% (sum of enantiomers, GC)
• Form: liquid

Properties

• Quality Segment: 200
• assay: ≥95.0% (sum of enantiomers, GC)
• form: liquid
• optical activity: [α]20/D −225±5°, c = 10% in diethyl ether
• bp: 171-174 °C (lit.)
• density: 0.844 g/mL at 20 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: CC(C)[C@H]1CC=C(C)C=C1
• InChI: 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1
• InChI key: OGLDWXZKYODSOB-SNVBAGLBSA-N

Description

General description

(R)-(-)-α-Phellandrene is a monoterpene derivative.

Application

(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.

Safety Information

• pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H226,H304,H317,H410
• pcodes: P210 - P273 - P280 - P301 + P310 - P303 + P361 + P353 - P331
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Sens. 1B
• Storage Class: 3 - Flammable liquids
• wgk: WGK 3
• flash_point_f: 113.0 °F - closed cup
• flash_point_c: 45 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter