P45680

(+)-α-Pinene

98%

• Synonym(s): (1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene, (1R,5R)-2-Pinene
• Empirical Formula (Hill Notation): C₁₀H₁₆
• CAS Number: 7785-70-8
• Molecular Weight: 136.23
• Beilstein/REAXYS Number: 2038653
• EC Number: 232-087-8
• MDL number: MFCD00001346
• UNSPSC Code: 12352002
• PubChem Substance ID: 24898553
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 98%
• optical activity: [α]/D 35 to 54, neat
• optical purity: ee: ≥85% (GLC)
• autoignition temp.: 491 °F
• refractive index: n20/D 1.465 (lit.)
• bp: 155-156 °C (lit.)
• mp: −62 °C (lit.)
• density: 0.858 g/mL at 20 °C (lit.)
• SMILES string: CC1=CC[C@@H]2C[C@H]1C2(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-/m1/s1
• Inchi Key: GRWFGVWFFZKLTI-RKDXNWHRSA-N

Description

General description

(+)-α-Pinene, a monoterpene, is a bio-jet fuel precursor. It undergoes ozonolysis to produce secondary organic aerosol (SOA) mass.

Application

(+)-α-Pinene can be used:

• To prepare chiral organoboranes, which are used in the synthesis of optically active compounds and in Suzuki coupling.
• In the synthesis of chiral pyridine-type N-oxides as catalysts for the allylation of aromatic aldehydes.
• To synthesize 2,3-pinane diamine, a chiral auxiliary in several catalysts and reagents.

(+)-α-Pinene has been used in a tolerance testing procedure to detect the genes in Marinobacter aquaeolei, for engineering a pinene tolerant Escherichia coli.

Safety Information

• Pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H226,H304,H315,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 Irrit. 2 - Skin Sens. 1
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 91.4 °F - closed cup
• flash_point_c: 33 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter