Skip to Content
Merck
All Photos(1)

Key Documents

More Documents

218235

Sigma-Aldrich

(−)-Menthone

90%

Synonym(s):

(1R,4S)-p-Menthan-3-one, (2S,5R)-2-Isopropyl-5-methylcyclohexanone

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H18O
CAS Number:
14073-97-3
Molecular Weight:
154.25
Beilstein:
2041368
EC Number:
237-926-1
MDL number:
MFCD00001634
UNSPSC Code:
12352115
PubChem Substance ID:
24853053
NACRES:
NA.22

vapor pressure

0.5 mmHg ( 20 °C)

Quality Level

100

Assay

90%

form

liquid

optical activity

[α]20/D −20°, neat

impurities

5% isomenthone

refractive index

n20/D 1.45 (lit.)

bp

207-210 °C (lit.)

density

0.893 g/mL at 20 °C (lit.)

SMILES string

CC(C)[C@@H]1CC[C@@H](C)CC1=O

InChI

1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9+/m1/s1

InChI key

NFLGAXVYCFJBMK-BDAKNGLRSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

(-)-Menthone is a monoterpenoid compound found in the essential oil extracted from the maturing peppermint (Mentha piperita L.) leaves.

(-)-Menthone can undergo hydrogenation to yield a mixture of (-)-menthol and (+)-neomenthol.

Application

(-)-Menthone may be used to synthesize chiral neomenthyl derivatives, optically pure α-ferrocenylalkylamines and optically active polyalkylcyclohexanones.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H317

Hazard Classifications

Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

165.2 °F

Flash Point(C)

74 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Terpenoids. XLIX. 1 Preparation of Optically Active Polyalkylcyclohexanones from (+)-Pulegone,(-)-Menthone and (-)-Carvone2.
Djerassi C, et al.
Journal of the American Chemical Society, 83(21), 4433-4439 (1961)
Cerium (III) chloride promoted addition of organometallic reagents to (-)-menthone-preparation of chiral neomenthyl derivatives.
Panev S and Dimitrov V.
Tetrahedron Asymmetry, 11(7), 1517-1526 (2000)
Metabolism of Monoterpenes Demonstration of (+)-Neomenthyl-?-d-Glucoside as a Major Metabolite of (-)-Menthone in Peppermint (Mentha Piperita).
Croteau R and Martinkus C.
Plant Physiology, 64(2), 169-175 (1979)
Chiral perrocenylalkylamines from (-)-menthone.
Siglmuller F, et al.
Tetrahedron, 42(21), 5931-5940 (1986)
Fangfang Zeng et al.
Insect biochemistry and molecular biology, 113, 103213-103213 (2019-08-24)
Mosquitoes rely heavily on the olfactory system to find a host for a bloodmeal, plants for a source of energy and suitable sites for oviposition. Here, we examined a cluster of eight odorant receptors (ORs), which includes one OR, CquiOR1

Protocols

GC Analysis of Peppermint Essential Oil on SUPELCOWAX® 10

-Cymene; (−)-Menthone; α-Terpineol, natural, ≥96%, FCC, FG; Terpinolene; β-Bourbonene; 1-Octen-3-ol; β-Caryophyllene; Linalool; α-Terpinene; (−)-Menthol

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service