M2780
(1R,2S,5R)-(−)-Menthol
ReagentPlus®, 99%
Synonym(s):
(−)-Menthol, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol, 5-Methyl-2-(1-methylethyl)cyclohexanol
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About This Item
Empirical Formula (Hill Notation):
C10H20O
CAS Number:
Molecular Weight:
156.27
Beilstein:
1902293
EC Number:
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
biological source
synthetic (organic)
Quality Level
vapor pressure
0.8 mmHg ( 20 °C)
product line
ReagentPlus®
Assay
99%
optical activity
[α]20/D −50°, c = 10 in 95% ethanol
optical purity
ee: 99% (GLC)
bp
212 °C (lit.)
mp
41-45 °C (lit.)
solubility
water: 20 mg/mL, clear, colorless
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General description
(1R,2S,5R)-(-)-Menthol is a monoterpene.
Application
(1R,2S,5R)-(-)-Menthol may be used to synthesize:
- chiral enantiopure 2-(1-hydroxyalkyl)pyridines, which can react with to form C3-symmetric tripodal ligands
- menthylphosphorodichioridite, a chiral derivatizing agent for the determination of enantiomeric purity of chiral diols or diamines by 31P NMR spectroscopy
- (2R,4S)-2,3,4,5-tetrahydro-2-(-)-menthyloxy-2-methyl-4-phenylpyrano-[3,2-c]-benzopyran-5-one, an intermediate to prepare a warfarin analog
Used to prepare reagents for chiral vinylogous Darzens and Reformatsky reactions. Important chiral auxiliary employed in the resolution of acids and for stereocontrolled synthesis.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 1
Flash Point(F)
201.2 °F - closed cup
Flash Point(C)
94 °C - closed cup
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