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112089 Sigma-Aldrich

(−)-β-Pinene

99%

Synonym: (-)-beta-Pinene, (1S)-(−)-β-Pinene, (1S,5S)-2(10)-Pinene, (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane

  • CAS Number 18172-67-3

  • Empirical Formula (Hill Notation) C10H16

  • Molecular Weight 136.23

  •  Beilstein/REAXYS Number 2038282

  •  EC Number 242-060-2

  •  MDL number MFCD00001345

  •  eCl@ss 39011007

  •  PubChem Substance ID 24847064

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Properties

Related Categories Alkenes, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
vapor density   4.7 (vs air)
vapor pressure   ~2 mmHg ( 20 °C)
assay   99%
optical activity   [α]20/D −21°, neat
refractive index   n20/D 1.478 (lit.)
bp   165-167 °C (lit.)
mp   −61 °C (lit.)
density   0.859 g/mL at 25 °C
SMILES string   [H][C@]12CCC(=C)[C@]([H])(C1)C2(C)C
InChI   1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1
InChI key   WTARULDDTDQWMU-IUCAKERBSA-N

Description

Application

(-)-β-Pinene has been used as test compound to assess its fumigant toxicity against all life stages of confused flour beetle and Mediterranean flour moth, via single-dose test. It has been used as a standard during the determination of constituents of the essential oil of Achillea ligustica by gas chromatography-mass spectrometry. (-)-β-Pinene can be used as a starting material to synthesize (1R,2S,3R,5R)-3-amino-6,6-dimethyl-2-hydroxybicyclo[3.1.1]heptane and (+)-nopinone.

Packaging

1 L in glass bottle

5, 250 mL in glass bottle

Safety & Documentation

Safety Information

Signal word 
Danger
Hazard statements 
RIDADR 
UN 2319 3 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
102.2 °F
Flash Point(C) 
39 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

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

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

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

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

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

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

Peer-Reviewed Papers
15

References

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