(+)-DIHYDROCARVONE

(+)-DIHYDROCARVONE Basic information
Product Name:(+)-DIHYDROCARVONE
Synonyms:(Z)-dihydrocarvone;2-methyl-5-(1-methylethenyl)-cyclohexanon;2-Methyl-5-(1-methylethenyl)cyclohexanone;2-methyl-5-(1-methylethenyl)-Cyclohexanone;5-Isopropenyl-2-methylcyclohexanone;FEMA 3565;(+)-DIHYDROCARVONE;DIHYDROCARVONE, (+)-
CAS:7764-50-3
MF:C10H16O
MW:152.23
EINECS:231-857-0
Product Categories:Chiral Building Blocks;Ketones;Organic Building Blocks
Mol File:7764-50-3.mol
(+)-DIHYDROCARVONE Structure
(+)-DIHYDROCARVONE Chemical Properties
Boiling point 87-88 °C6 mm Hg(lit.)
density 0.929 g/mL at 25 °C(lit.)
vapor density 5.2 (vs air)
vapor pressure 0.06 mm Hg ( 20 °C)
FEMA 3565 | P-MENTH-8-EN-2-ONE
refractive index n20/D 1.472(lit.)
Fp 178 °F
storage temp. 2-8°C
Odorat 100.00 %. warm powerful herbal spearmint
Odor Typeminty
optical activity[α]22/D +17°, neat
JECFA Number377
LogP2.85
CAS DataBase Reference7764-50-3
EPA Substance Registry SystemCyclohexanone, 2-methyl-5-(1-methylethenyl)- (7764-50-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 3
RTECS OT0305000
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
(+)-DIHYDROCARVONE Usage And Synthesis
Chemical Propertiesp-Menth-8-en-2-one has an herbaceous, spearmint-like odor.
OccurrenceReported present in oregano oil, celery, spearmint oil, scotch spearmint oil, thymus, dill herb and seed and caraway seed.
UsesThe dual, herbal-minty quality of this compound will add an interesting twist to mint flavors as well as to celery, caraway, dill and herbal flavors, especially intended for cough drops and oral care products. At very low levels, it will add depth to tropical flavors like lychee, guava, passion fruit and rambutan.
UsesThe N-functionalization of dihydrocarvone forms imine derivatives, which are synthons for preparing N-heterocycles.
DefinitionChEBI: A dihydrocarvone resulting from reduction of the endocyclic cyclohexene double bond.
Aroma threshold valuesDetection: 820 ppb to 1.06 ppm
Synthesis Reference(s)Journal of the American Chemical Society, 89, p. 2794, 1967 DOI: 10.1021/ja00987a087
Tetrahedron Letters, 30, p. 6567, 1989 DOI: 10.1016/S0040-4039(01)89023-7
General DescriptionNatural occurence: Caraway seed, celery seed, dill, patchouli, spearmint, buchu and pepper
Biochem/physiol ActionsTaste at 2-4ppm
Safety ProfileModerately toxic by subcutaneous route. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
(+)-DIHYDROCARVONE Preparation Products And Raw materials
Raw materialsCARVONE-->(+)-Dipentene-->DIHYDROCARVEOL
CARVONE D-DIHYDROCARVONE FCC L(-)-Carvone (Z)-dihydrocarvone,cis-2-methyl-5-(1-methylethenyl)-cyclohexanone,cis-p-menth-8-en-2-one (+)-dihydrocarvone,mixtureofisomer 2-Methylcyclohexanone DIHYDROCARVONE, (-)-,(-)-DIHYDROCARVONE DIHYDROCARVONE, (-)-(RG) (+)-DIHYDROCARVONE

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