(1R,2S,5R)-(−)-Menthol

SIAL/M2780 - ReagentPlus^®, 99%

Synonym: (−)-Menthol; (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


45-M2780-25G-A	25 g	$38.50 1/EA	Add To Favorites
45-M2780-100G-A	100 g	$56.80 1/EA	Add To Favorites
45-M2780-500G-A	500 g	$142.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: M2780-100G-A

Properties
Descriptions
Safety Info.
Basic Data

assay	99%
biological source	synthetic (organic)
bp	212 °C (lit.)
density	0.89 g/mL at 25 °C (lit.)
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	41-45 °C (lit.)
optical activity	[α]20/D −50°, c = 10 in ethanol
optical purity	ee: 99% (GLC)
product line	ReagentPlus^®
Quality Level	200
SMILES string	CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O
solubility	water: 20 mg/mL, clear, colorless
vapor pressure	0.8 mmHg ( 20 °C)

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 It may also be used as a chiral auxiliary, to induce chirality while synthesizing (-)-horsfiline.
Application:	Used to prepare reagents for chiral vinylogous Darzens and Reformatsky reactions. Important chiral auxiliary employed in the resolution of acids and for stereocontrolled synthesis.
General description:	(1R,2S,5R)-(-)-Menthol is a monoterpene.
Legal Information:	ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Packaging:	25, 100, 500 g in poly bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H315 - H319
Precautionary statements	P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
Hazard Codes	Xi
Risk Statements	37/38-41
Safety Statements	26-39
RIDADR	NONH for all modes of transport
WGK Germany	WGK 1
Flash Point(F)	201.2 °F - closed cup
Flash Point(C)	94 °C - closed cup

Purity	99%
bp	212 °C (lit.)
mp	41-45 °C (lit.)
Density	0.89 g/mL at 25 °C (lit.)
UNSPSC	12352001

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