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63670

(±)-Menthol

Name: (±)-Menthol
Brand: ALDRICH

racemic, ≥98.0% (GC)

Synonym(s):

Menthol, Racemic menthol, 2-Isopropyl-5-methylcyclohexanol, Hexahydrothymol

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₂₀O

CAS Number:

89-78-1

Molecular Weight:

156.27

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

57651951

EC Number:

201-939-0

Beilstein/REAXYS Number:

3194263

MDL number:

MFCD00001484

Assay:

≥98.0% (GC)

Form:

solid

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Properties

vapor pressure

0.8 mmHg ( 20 °C)

Quality Level

100

assay

≥98.0% (GC)

form

solid

quality

racemic

bp

216 °C (lit.)

mp

34-36 °C (lit.)

density

0.89 g/mL at 25 °C (lit.)

functional group

hydroxyl

SMILES string

CC(C)C1CCC(C)CC1O

InChI

1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3

InChI key

NOOLISFMXDJSKH-UHFFFAOYSA-N

Gene Information

human ... TRPA1(8989), TRPM8(79054)

Description

General description

(±)-Menthol (racemic menthol) can be synthesized via hydrogenation of citral.

Application

(±)-Menthol (racemic menthol) can be transformed to (-)-menthyl acetate by using Candida rugosa lipase(CRL) and lipase PS(from Pseudomonas cepacia) as catalysts.

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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

wgk

WGK 1

flash_point_f

204.8 °F

flash_point_c

96 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves

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"Lipase-catalyzed resolution of p-menthan-3-ols monoterpenes: preparation of the enantiomer-enriched forms of menthol, isopulegol, trans-and cis-piperitol, and cis-isopiperitenol"

Serra S, et al.

Tetrahedron Asymmetry, 14(21), 3313-3319 (2003)

"Design, scale up and safe piloting of thymol hydrogenation and menthol racemisation"

Dudas J and Hanika J

Chemical Engineering Research and Design, 87(01), 83-90 (2009)

Cessation outcomes among treatment-seeking menthol and nonmenthol smokers.

Joanne D'Silva et al.

American journal of preventive medicine, 43(5 Suppl 3), S242-S248 (2012-10-25)

Menthol cigarettes account for 25% of the market in the U.S. The Food and Drug Administration currently is considering regulatory action on tobacco products, including a ban on menthol cigarettes. With 39% of menthol smokers reporting that they would quit

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Global Trade Item Number

SKU	GTIN
63670-100G-F	04061832722979
63670-500G-F	04061832280455