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218235

Sigma-Aldrich

(−)-Menthone

90%

Synonym(s):

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

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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
Pricing and availability is not currently available.

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.)

functional group

ketone

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Zinc oxide nanoparticle ink

Aluminum-doped zinc oxide nanoparticle ink 2.5 wt. %, viscosity 2.2 cP, work function -3.9 eV

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form

dispersion

form

dispersion

form

dispersion

concentration

2.5 wt. % (crystalline ZnO in isopropanol and propylene glycol)

concentration

2.5 wt. % (crystalline ZnO in isopropanol)

concentration

2.5 wt. % (crystalline Al doped ZnO (3.15 mol% Al) in mixture of alcohols)

work function

-4.1--4.5 eV

work function

-3.7--4.1 eV

work function

-3.7--4.1 eV

color

translucent brownish

color

translucent brownish

color

-

viscosity

8-14 cP

viscosity

1.6-2.6 cP

viscosity

1.7-2.7 cP

General description

(-)-Menthone is a monoterpenoid compound found in the essential oil extracted from the maturing peppermint (Mentha piperita L.) leaves.[1]

(-)-Menthone can undergo hydrogenation to yield a mixture of (-)-menthol and (+)-neomenthol.[2]

Application

(-)-Menthone may be used to synthesize chiral neomenthyl derivatives[3], optically pure α-ferrocenylalkylamines[4] and optically active polyalkylcyclohexanones.[5]

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

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    Certificates of Analysis (COA)

    Lot/Batch Number
    SHBN9625
    BCCF1719
    BCCB8260
    BCCB8261
    BCCB6558

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    (−)-Isopulegol analytical standard

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    (−)-Isopulegol

    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

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