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15785

(−)-Menthol

Name: (−)-Menthol
Brand: SIAL

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

Synonym(s):

(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:

2216-51-5

Molecular Weight:

156.27

UNSPSC Code:

12352001

NACRES:

NA.22

PubChem Substance ID:

57647522

EC Number:

218-690-9

Beilstein/REAXYS Number:

1902293

MDL number:

MFCD00062979

Assay:

98.0-102.0%

Form:

solid

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Properties

grade

puriss.

Quality Level

200

assay

98.0-102.0%

form

solid

optical activity

[α]20/D −48 to −51°, c = 10% in ethanol

quality

meets analytical specification of Ph. Eur., BP, USP

impurities

acidity or alcalinity, complies, related subst., complies, ≤0.05% non-volatile matter

mp

41-44 °C

suitability

in accordance for appearance of solution

application(s)

pharmaceutical (small molecule)

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-/m1/s1

InChI key

NOOLISFMXDJSKH-KXUCPTDWSA-N

Description

General description

(-)-Menthol is a monoterpene.

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.

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pictograms

GHS07

signalword

Warning

hcodes

H315,H319

pcodes

P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

flash_point_f

201.2 °F - closed cup

flash_point_c

94 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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A new ³¹P NMR method for the enantiomeric excess determination of diols and secondary diamines with C 2 symmetry.

Tetrahedron Asymmetry, 6(9), 2353-2356 (1995)

Marei GI, et al.

Pesticide Biochemistry and Physiology, 103(1), 56-61 (2012)

Oxindole alkaloids. A novel non-biomimetic entry to (-)-Horsfiline.

Palmisano G, et al.

Tetrahedron Asymmetry, 7(1), 1-4 (1996)

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Global Trade Item Number

SKU	GTIN
15785-100G	04061838743657
15785-1KG	04061826248362