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P45680 Sigma-Aldrich

(+)-α-Pinene

98%

Synonym: (1R,5R)-2-Pinene, (1R,5R)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene

  • CAS Number 7785-70-8

  • Empirical Formula (Hill Notation) C10H16

  • Molecular Weight 136.23

  •  Beilstein/REAXYS Number 2038653

  •  EC Number 232-087-8

  •  MDL number MFCD00001346

  •  PubChem Substance ID 24898553

  •  NACRES NA.22

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Properties

Related Categories Alkenes, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
Quality Level   100
assay   98%
optical activity   [α]22/D +47.1°, neat
optical purity   ee: ≥88% (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.

Packaging

100, 500 mL in glass bottle

Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
RIDADR 
UN 2368 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
91.4 °F - closed cup
Flash Point(C) 
33 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

GC Analysis of α-Pinene Enantiomers on Astec® CHIRALDEX® B-DM

From our library of Articles, Sigma-Aldrich presents GC Analysis of α-Pinene Enantiomers on Astec® CHIRALDEX® B-DM
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of α-Pinene Enantiomers on Astec® CHIRALDEX® B-PM

From our library of Articles, Sigma-Aldrich presents GC Analysis of α-Pinene Enantiomers on Astec® CHIRALDEX® B-PM
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

GC Analysis of α-Pinene Enantiomers on Astec® CHIRALDEX® G-DP

From our library of Articles, Sigma-Aldrich presents GC Analysis of α-Pinene Enantiomers on Astec® CHIRALDEX® G-DP
Keywords: Chromatography, Flame ionization detector, Gas chromatography, Purification

Peer-Reviewed Papers
15

References

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