14073-97-3

Basic information

• Product Name: L-MENTHONE
• Synonyms: (1R,4S)-p-Menthan-3-one, (2S,5R)-2-Isopropyl-5-methylcyclohexanone;(-)-Menthone, (1R,4S)-p-Menthan-3-one, (2S,5R)-2-Isopropyl-5-methylcyclohexanone;[2S,(-)]-5β-Methyl-2α-(1-methylethyl)-1-cyclohexanone;[2S,5R,(-)]-2-(1-Methylethyl)-5-methyl-1-1cyclohexanone;[2S,5R,(-)]-2-(1-Methylethyl)-5-methyl-1-cyclohexanone;l-Menthone,85%;l-Menthone, 85% 100ML;Cyclohexanone,5-Methyl-2-(1-Methylethyl)-, (2S,5R)-
• CAS NO: 14073-97-3
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 233-944-9
• Product Categories: Biochemistry;Monocyclic Monoterpenes;Terpenes
• Mol File: 14073-97-3.mol
• Article Data: 241

Chemical Properties

• Melting Point: -6 °C
• Boiling Point: 207-210 °C(lit.)
• Flash Point: 163 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 0.893 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.5 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.45(lit.)
• Storage Temp.: 2-8°C
• Solubility: Soluble in ether, alcohol, benzene, acetone.
• Water Solubility: 496.7mg/L(25 oC)
• Merck: 14,5838
• BRN: 3648743
• CAS DataBase Reference: L-MENTHONE(CAS DataBase Reference)
• NIST Chemistry Reference: L-MENTHONE(14073-97-3)
• EPA Substance Registry System: L-MENTHONE(14073-97-3)

Safety Data

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37-24/25-23
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• RTECS: OS9542200
• F: 10
• TSCA: Yes
• Hazardous Substances Data: 14073-97-3(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to pale yellow liquid

Uses

L-Menthone is used in perfumery and cosmetics for its characteristic aromatic and minty odor. And it is also used in synthesis of agrochemicals, and dyestuff.

General Description

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

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

Upstream product

• 64-17-5 ethanol 
• 100400-22-4 (1R,2S,5R)-1-hydroxy-2-isopropyl-5-methylcyclohexanecarbonitrile 
• 2216-51-5 (-)-menthol 
• 2216-52-6 Neomenthol 
• 141-52-6 sodium ethanolate 
• 1196-31-2 (1R,4R)-(+)-isomenthone 
• 6070-07-1 (1R,3S,4R)-p-menthane-3,4-diol 
• 89-82-7 pulegone 
• 64-19-7 acetic acid 
• 555-31-7 aluminum isopropoxide 
• 104-55-2 3-phenyl-propenal 
• 20752-34-5 neoisomenthol 
• 34713-70-7 2-Phenylpropanal 
• 85194-77-0 3,7-Dimethyl-9-phenyl-6H,9H-1,3,6,8,9-pentaaza-anthracene-2,4,5-trione 

Downstream Products

• 13143-66-3 (+/-)-isonicotinic acid menthylidenehydrazide 
• 38618-25-6 2-Isopropyl-1,5-dimethyl-cyclohexanol 
• 38618-20-1 1-Allyl-2-isopropyl-5-methyl-cyclohexanol 
• 100400-22-4 1-hydroxy-2-isopropyl-5-methyl-cyclohexanecarbonitrile 
• 23283-97-8 (+)-(1S,2R,5R)-isomenthol 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 18427-47-9 2,6-Dibromo-2-isopropyl-5-methylcyclohexanone 
• 83462-16-2 2-acetoxymenthone 
• 1686-42-6 p-menthan-3-one semicarbazone 
• 16934-77-3 Neoisomenthylamine 
• 7231-40-5 (+)-(1R,3S,4S)-neomenthylamine 
• 21411-81-4 2-isopropyl-5-methyl-cyclohexylamine 
• 100049-49-8 N-menthyl-formamide 
• 20706-69-8 (1S,3S,4R)-menthylamine 

Relevant articles and documents

Rapid, chemoselective and mild oxidation protocol for alcohols and ethers with recyclable N-chloro-N-(phenylsulfonyl)benzenesulfonamide

Chlorine is the 20th most abundant element on the earth compared to bromine, iodine, and fluorine, a sulfonimide reagent, N-chloro-N-(phenylsulfonyl)benzenesulfonamide (NCBSI) was identified as a mild and selective oxidant. Without activation, the reagent was proved to oxidize primary and secondary alcohols as well as their symmetrical and mixed ethers to corresponding aldehydes and ketones. With recoverable PS-TEMPO catalyst, selective oxidation over chlorination of primary and secondary alcohols and their ethers with electron-donating substituents was achieved. The reagent precursor of NCBSI was recovered quantitatively and can be reused for synthesizing NCBSI.

(±)-Camphor sulfonic acid assisted IBX based oxidation of 1° and 2° alcohols

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Method for preparation of L-menthone from R-citronellal

The invention discloses a method for preparation of L-menthone from R-citronellal. In the presence of a Ru-Cu-MOF catalyst, R-citronellal is cyclized to prepare L-menthone, the reaction conditions aremild, the reaction enantioselectivity is 90%-99.5%, the conversion rate can reach 95%-99.9%, and the ee value of menthone can reach 90%-99.9%.