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(−)-Menthol

SIAL/15785 - puriss., meets analytical specification of Ph. Eur., BP, USP, 98.0-102.0%

Synonym: (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol; 5-Methyl-2-(1-methylethyl)cyclohexanol

CAS Number: 2216-51-5
Empirical Formula (Hill Notation): C10H20O
Molecular Weight: 156.27
EC Number: 218-690-9
MDL Number: MFCD00062979
Linear Formula: C10H20O
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-15785-100G 100 g
 $83.90
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45-15785-1KG 1 kg
 $287.00
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application(s) pharmaceutical (small molecule)
assay 98.0-102.0%
form solid
grade puriss.
impurities acidity or alcalinity, complies
  related subst., complies
  ≤0.05% non-volatile matter
InChI 1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9+,10-/m1/s1
InChI key NOOLISFMXDJSKH-KXUCPTDWSA-N
mp 41-44 °C
optical activity [α]20/D −48 to −51°, c = 10% in ethanol
quality meets analytical specification of Ph. Eur., BP, USP
Quality Level 200 
SMILES string CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
suitability in accordance for appearance of solution
Application: (-)-Menthol may be used to synthesize:
• chiral enantiopure 2-(1-hydroxyalkyl)pyridines, which can react with phosphorus oxychloride 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
It may also be used as a chiral auxiliary, to induce chirality while synthesizing (-)-horsfiline.
General description: (-)-Menthol is a monoterpene.
Purity 98.0-102.0%
mp 41-44 °C
UNSPSC 12352001

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