Menthone

Menthone
  • CAS No.:10458-14-7
Other grades of this product :
Menthone Basic information
Product Name:Menthone
Synonyms:menthone,p-menthan-3-one,5-methyl-2-(1-methylethyl)cyclohexanone;CYCLOHEXANONE,5-METHYL-2-(1-M;Menthone, 90%, mixture of isomers;2-(1-Methylethyl)-5-methyl-1-cyclohexanone;5-Methyl-2-(1-methylethyl)cyclohexan-1-one;Menthone, mixed isomers, 98%;5-Methyl-2-(1-methylethyl)cyclohexanone;Menthone, 98%, Mixture of isoMers
CAS:10458-14-7
MF:C10H18O
MW:154.25
EINECS:233-944-9
Product Categories:
Mol File:10458-14-7.mol
Menthone Chemical Properties
Melting point -6 °C
Boiling point 85-88 °C/12 mmHg (lit.)
density 0.896 g/mL at 20 °C (lit.)
refractive index n20/D 1.450
FEMA 2667 | MENTHONE
Fp 69 °C
storage temp. Sealed in dry,Room Temperature
form Liquid
color Clear colorless
optical activity[α]/D -7.0±5°, neat
Water Solubility Slightly soluble in water
JECFA Number429
BRN 774527
CAS DataBase Reference10458-14-7(CAS DataBase Reference)
NIST Chemistry ReferenceCyclohexanone, 5-methyl-2-(1-methylethyl)-(10458-14-7)
EPA Substance Registry SystemCyclohexanone, 5-methyl-2-(1-methylethyl)- (10458-14-7)
Safety Information
Hazard Codes Xn
Risk Statements 22-36-43-52/53
Safety Statements 24/25-61-36/37-26
RIDADR NA 1993 / PGIII
WGK Germany 3
RTECS OS9541500
HS Code 29142990
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Menthone Usage And Synthesis
Chemical PropertiesCLEAR COLOURLESS LIQUID
Chemical PropertiesMenthone exists as two stereoisomers, trans-menthone and cis-isomenthone, each of which occurs as a pair of enantiomers, due to the two asymmetric centers present in the molecule. Both stereoisomers occur in many essential oils, often as a single enantiomer species. A particularly high concentration (sometimes >50%) is found in oils from Mentha species.Thementhones are colorless liquids that possess a typically minty odor; the odor of isomenthone is slightly musty.They have a strong tendency to interconvert and are, therefore, difficult to obtain in high purity. Industrial products aremixtures of varying composition. The menthones are converted into the corresponding menthols by means of hydrogenation; for example, (?)-menthone yields (+)-neomenthol and (?)-menthol. (?)-Menthone can be obtained by distillation of dementholized cornmint oil or by oxidation of (?)-menthol (e.g., with chromic acid). Dehydrogenation of (?)- menthol (e.g., with copper chromite) yields a mixture of (?)-menthone and (+)- isomenthone. rac-Menthone is prepared analogously to rac-menthol. However, it can also be synthesized by hydrogenation of thymol in the presence of palladium–carbon catalysts . Menthone and isomenthone are used for synthetic peppermint oils and bases.
UsesMenthone has been used in the following studies:
  • To prepare the model flavor mix in a study to investigate the release of various aroma compounds in xanthan-thickened food model systems having different viscosities.
  • As standard in the quantification of volatile constituents and odour-activity value (OAV) in ′Marion′ and ′Black Diamond′.
  • Modified semisolid agar antifungal susceptibility method (SAAS) to investigate the anti-fungal activities of various cyclic terpenes against Fusarium verticillioides MRC 826.
Synthesis Reference(s)The Journal of Organic Chemistry, 52, p. 5621, 1987 DOI: 10.1021/jo00234a021Tetrahedron Letters, 13, p. 749, 1972
General DescriptionMenthone is a cyclic oxygenated terpene and its antioxidant potential has been evaluated. It is one of the key active component of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine.
Menthone Preparation Products And Raw materials
Raw materialsSemicarbazide-->Cornmint oil-->Geranium oil-->PIPERITONE-->ISOMENTHONE-->(+)-PULEGONE
Preparation ProductsDL-Menthol

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