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305715 Sigma-Aldrich

(−)-α-Pinene

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

Synonym: (-)-alpha-Pinene, (1S)-(−)-α-Pinene, (1S,5S)-2-Pinene, (1S,5S)-2,6,6-Trimethylbicyclo[3.1.1]hept-2-ene

  • CAS Number 7785-26-4

  • Empirical Formula (Hill Notation) C10H16

  • Molecular Weight 136.23

  •  Beilstein/REAXYS Number 1903790

  •  EC Number 232-077-3

  •  MDL number MFCD00064145

  •  eCl@ss 39011007

  •  PubChem Substance ID 24858450

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Properties

Related Categories Alkenes, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
Quality Level   100
vapor density   4.7 (vs air)
vapor pressure   ~3 mmHg ( 20 °C)
assay   ≥97.0% (GC)
  99%
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.

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Signal word 
Danger
RIDADR 
UN 2368 3 / PGIII
WGK Germany 
WGK 3
Protocols & Articles

Articles

GC Analysis of an Indoor Air Standard on Equity®-1

From our library of Articles, Sigma-Aldrich presents GC Analysis of an Indoor Air Standard on Equity®-1
Keywords: Air Monitoring, Chromatography, Gas chromatography, Purification, Size-exclusion chromatography

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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