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224464 Sigma-Aldrich

(1S,2R,5S)-(+)-Menthol

99%

Synonym: (+)-Menthol, (1S,2R,5S)-2-Isopropyl-5-methylcyclohexanol

  • CAS Number 15356-60-2

  • Empirical Formula (Hill Notation) C10H20O

  • Molecular Weight 156.27

  •  Beilstein/REAXYS Number 1902292

  •  EC Number 239-387-8

  •  MDL number MFCD00062983

  •  PubChem Substance ID 24853440

  •  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
vapor pressure   0.8 mmHg ( 20 °C)
assay   99%
optical activity   [α]23/D +48°, c = 10 in ethanol
optical purity   ee: 96% (GLC)
bp   103-104 °C/9 mmHg (lit.)
mp   43-44 °C (lit.)
SMILES string   CC(C)[C@H]1CC[C@H](C)C[C@@H]1O
InChI   1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m0/s1
InChI key   NOOLISFMXDJSKH-AEJSXWLSSA-N
Gene Information   human ... UGT1A4(54657)

Description

General description

(1S,2R,5S)-(+)-menthol is a chiral secondary alcohol. Its alcohol group can be protected as 2-tetrahydrofuranyl ether by reacting with bromotrichloromethane and tetrahydrofuran.

Application

(1S,2R,5S)-(+)-menthol can undergo acylation with acid anhydrides in the presence of trimethylsilyl trifluoromethanesulfonate to form the corresponding acylated products.

Packaging

10, 50 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
OT0700000
Flash Point(F) 
213.8 °F - closed cup
Flash Point(C) 
101 °C - closed cup
Protocols & Articles

Articles

GC Analysis of Menthol Enantiomers on α-DEX™ 120

From our library of Articles, Sigma-Aldrich presents GC Analysis of Menthol Enantiomers on α-DEX™ 120
Keywords: Chromatography, Cosmetics, Flame ionization detector, Gas chromatography, Purification

Peer-Reviewed Papers
15

References

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