305715

(−)-α-Pinene

99%, optical purity ee: 97% (GLC)

• Synonym(s): (-)-alpha-Pinene, (1S)-(−)-α-Pinene, (1S,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (1S,5S)-2-Pinene
• Empirical Formula (Hill Notation): C₁₀H₁₆
• CAS Number: 7785-26-4
• Molecular Weight: 136.23
• Beilstein: 1903790
• EC Number: 232-077-3
• MDL number: MFCD00064145
• UNSPSC Code: 12352002
• eCl@ss: 39011007
• PubChem Substance ID: 24858450
• NACRES: NA.22

Properties

• vapor density: 4.7 (vs air)
• vapor pressure: ~3 mmHg ( 20 °C)
• Assay: 99%
• form: liquid
• optical activity: [α]20/D −50.7°, neat
• optical purity: ee: 97% (GLC)
• autoignition temp.: 491 °F
• refractive index: n20/D 1.465 (lit.)
• bp: 155-156 °C (lit.)
• mp: -64 °C (lit.)
• density: 0.855 g/mL at 25 °C
• SMILES string: CC1=CCC2CC1C2(C)C
• InChI: 1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h4,8-9H,5-6H2,1-3H3/t8-,9-/m0/s1
• InChI key: GRWFGVWFFZKLTI-IUCAKERBSA-N

Description

Application

(−)-α-Pinene can be used as a precursor for the preparation of:

• Dichloro[(1R,2S,3R,5R)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]borane by the in situ reduction and hydroboration reaction.
• α-Pinene oxide by epoxidation using polymer supported by a molybdenum carbonyl catalyst.
• Diisopinocampheylborane (Ipc₂BH), which is used for the asymmetric hydroboration prochiral alkenes.

Safety Information

• Pictograms: GHS02,GHS08,GHS07,GHS09
• Signal Word: Danger
• Hazard Statements: H226,H302,H304,H315,H410
• Precautionary Statements: P210 - P233 - P273 - P301 + P310 - P303 + P361 + P353 - P331
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 88.3 °F
• Flash Point(C): 31.3 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves