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439053 Sigma-Aldrich

(+)-Isopulegol

99%

Synonym: (1S,2R,5S)-2-Isopropenyl-5-methylcyclohexanol, (1S,3S,4R)-p-Menth-8-en-3-ol

  • CAS Number 104870-56-6

  • Empirical Formula (Hill Notation) C10H18O

  • Molecular Weight 154.25

  •  Beilstein/REAXYS Number 4659691

  •  MDL number MFCD00213790

  •  PubChem Substance ID 24867322

  •  NACRES NA.22

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Properties

Related Categories Alcohols, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
Quality Level   100
assay   99%
optical activity   [α]20/D +22°, neat
refractive index   n20/D 1.469 (lit.)
bp   91 °C/12 mmHg (lit.)
density   0.912 g/mL at 25 °C (lit.)
SMILES string   C[C@H]1CC[C@@H]([C@@H](O)C1)C(C)=C
InChI   1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m0/s1
InChI key   ZYTMANIQRDEHIO-AEJSXWLSSA-N

Description

General description

Isopulegol is a monoterpene alcohol, which is generally found in essential oils of various plants. It is widely used as a fragrance ingredient in cosmetics, shampoos and toilet soaps. Isopulegol is also a key intermediate in the synthesis of (−)-menthol.

Application

(+)-Isopulegol can be used as a starting material to synthesize:
• A natural product (−)-isopiperitenone.
• Medicinally important octahydro-2H-chromen-4-ol derivatives by reacting with benzaldehydes.
• Antituberculosis diterpenoid named 12-epi-ileabethoxazole.

Packaging

1 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
RIDADR 
NA 1993 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
172.4 °F - closed cup
Flash Point(C) 
78 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

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