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62139 Sigma-Aldrich

(−)-Linalool

≥95.0% (sum of enantiomers, GC)

Synonym: (R)-(−)-3,7-Dimethyl-1,6-octadien-3-ol

  • CAS Number 126-91-0

  • Linear Formula (CH3)2C=CHCH2CH2C(CH3)(OH)CH=CH2

  • Molecular Weight 154.25

  •  Beilstein/REAXYS Number 1721487

  •  EC Number 204-811-2

  •  MDL number MFCD00135469

  •  PubChem Substance ID 57651876

  •  NACRES NA.22

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Properties

Related Categories Alcohols, Allium sativum (Garlic), Artemisia vulgaris, Aspalathus linearis (Rooibos tea), Asymmetric Synthesis,
assay   ≥95.0% (sum of enantiomers, GC)
optical activity   [α]20/D −18±3°, neat
refractive index   n20/D 1.4615 (lit.)
  n20/D 1.462
bp   198 °C (lit.)
density   0.862 g/mL at 20 °C (lit.)
storage temp.   room temp
SMILES string   C\C(C)=C\CC[C@@](C)(O)C=C
InChI   1S/C10H18O/c1-5-10(4,11)8-6-7-9(2)3/h5,7,11H,1,6,8H2,2-4H3/t10-/m0/s1
InChI key   CDOSHBSSFJOMGT-JTQLQIEISA-N

Description

General description

(-)-Linalool is a monoterpene compound mainly found in many essential oils. It shows anti-nociceptive and anti-inflammatory activity.

Application

(-)-Linalool can be used as a reactant in:
•  The enantioselective preparation of ophiobolin sesterterpene via diastereoselective reductive radical cascade cyclization.
•  The total synthesis of (-)-5,6-dihydrocineromycin B via (-)-linalool O-triethylsilyl ether.;
•  The total synthesis of pladienolide B analog.

Packaging

25, 100 mL in glass bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 62139.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NA 1993 / PGIII
WGK Germany 
WGK 3
RTECS 
RG5800000
Flash Point(F) 
168.8 °F - closed cup
Flash Point(C) 
76 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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