(-)-menthone

L-menthone

CAS: 14073-97-3 C10 H18 O MW: 154.25266000 minty minty

Identification

Name(-)-menthone
IUPAC(2S,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one
CAS Number14073-97-3
EINECS237-926-1
FDA UNII5F709W4OG4
Molecular FormulaC10 H18 O
Molecular Weight154.25266000
MDL NumberMFCD00001634
Nikkaji NumberJ9.142A
Beilstein2041368
CoE Number2035

Regulatory

Physical Properties

Appearance colorless clear liquid (est)
Assay 96.00 to 100.00
Food Chemicals Codex Listed Yes
Specific Gravity 0.88800 to 0.89500 @ 25.00 °C.
Pounds per Gallon - (est). 7.389 to 7.447
Refractive Index 1.44800 to 1.45300 @ 20.00 °C.
Melting Point -6.00 to -5.00 °C. @ 760.00 mm Hg
Boiling Point 207.00 to 210.00 °C. @ 760.00 mm Hg
Acid Value 1.00 max. KOH/g
Vapor Pressure 0.256000 mmHg @ 25.00 °C. (est)
Flash Point 163.00 °F. TCC ( 72.78 °C. )
logP (o/w) 3.050
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength medium ,
Substantivity 4 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
Minty, cooling, sweet, peppermint-Iike, fresh, camphoreous, herbal with a green anise nuance
berry; minty; fruity; peach; raspberry; sweet; herbaceous; woody; camphoraceous
minty-refreshing, with slightly woody-dry nuance
fresh cool minty refreshing cool woody slightly sweet Minty-refreshing
Odor sample from SCM Glidco Organics
Taste Description
at 50.00 ppm.
refreshing cool, woody, slightly sweet

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for (-)-menthone usage levels up to3.0000 % in the fragrance concentrate.
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Vigon International

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Potential Uses

FR geranium FR guava FR herbal FR mint FR peppermint FR rose FR rose red rose FR woody

Natural Occurrence

buchu leaf cornmint leaf mint peppermint peppermint leaf spearmint leaf water mint leaf

Synonyms

cyclohexanone, 5-methyl-2-(1-methylethyl)-, (2S,5R)- (1R,4S)-p- menthan-3-one (1R,4S)-para- menthan-3-one L- menthan-3-one L-p- menthan-3-one laevo- menthan-3-one (1R,4S)-p- menthane-3-one (1R,4S)-para- menthane-3-one L- menthane-3-one L-p- menthane-3-one laevo- menthane-3-one L- menthanone laevo- menthanone (-)- menthone (-)-(2S,5R)- menthone (2S,5R)- menthone L- menthone laevo- menthone laevo- menthone extra FCC (-20 rotation) (natural) laevo- menthone FCC (natural) menthone L-23 (ex mint) menthone laevogyre nat L- menthone natural menthone-l/isomenthone-d L- menthone, natural L- menthone, synthetic (2S-trans)-5- methyl-2-(1-methyl ethyl) cyclohexanone (2S,5R)-5- methyl-2-(1-methyl ethyl) cyclohexanone (2S-trans)-5- methyl-2-(1-methylethyl)cyclohexanone (2S,5R)-5- methyl-2-(1-methylethyl)cyclohexanone (2S,5R)-5- methyl-2-(propan-2-yl)cyclohexan-1-one (2S,5R)-5- methyl-2-(propan-2-yl)cyclohexanone (2S,5R)-5- methyl-2-propan-2-ylcyclohexan-1-one 4-iso propyl-1-methyl cyclohexan-3-one 4-iso propyl-1-methylcyclohexan-3-one (2S,5R)-2-iso propyl-5-methyl-cyclohexanone (2S,5R)-2-iso propyl-5-methylcyclohexanone trans-2-iso propyl-5-methylcyclohexanone PubMed: Vanadium-Catalyzed C(sp(3))-H Fluorination Reactions. PubMed: Insecticidal activity of menthol derivatives against mosquitoes. PubMed: Broad activation of the glomerular layer enhances subsequent olfactory responses. PubMed: Metallophosphite-catalyzed asymmetric acylation of alpha,beta-unsaturated amides. PubMed: Percutaneous absorption enhancing effect and skin irritation of monocyclic monoterpenes. PubMed: Metabolism of Monoterpenes : Evidence for the Function of Monoterpene Catabolism in Peppermint (Mentha piperita) Rhizomes. PubMed: Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species. PubMed: Metabolism of Monoterpenes: Conversion of l-Menthone to l-Menthol and d-Neomenthol by Stereospecific Dehydrogenases from Peppermint (Mentha piperita) Leaves. PubMed: Demonstration of the Intercellular Compartmentation of l-Menthone Metabolism in Peppermint (Mentha piperita) Leaves. PubMed: Metabolism of Monoterpenes : EVIDENCE FOR COMPARTMENTATION OF l-MENTHONE METABOLISM IN PEPPERMINT (MENTHA PIPERITA) LEAVES. PubMed: [Photochemical reaction products of L-menthone (author's transl)]. PubMed: Studies in detoxication: The biological reduction of l-menthone to d-neomenthol and of d-isomenthone to d-isomenthol in the rabbit. The conjugation of d-neomenthol with glucuronic acid.