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

Description

L-MENTHONE, also known as (-)-Menthone, is a monoterpenoid compound derived from the essential oil extracted from maturing peppermint (Mentha piperita L.) leaves. It is a clear colorless to pale yellow liquid, known for its characteristic aromatic and minty odor.

Uses

Used in Perfumery and Cosmetics:
L-MENTHONE is used as a fragrance ingredient for its characteristic aromatic and minty odor, adding a refreshing and cooling sensation to perfumes and cosmetics.
Used in Agrochemicals:
L-MENTHONE is used as a synthetic building block for the development of various agrochemicals, contributing to the creation of effective and environmentally friendly products for the agricultural industry.
Used in Dye Industry:
L-MENTHONE is used as an intermediate in the synthesis of dyestuff, playing a crucial role in the production of colorants for various applications, including textiles and other industrial processes.

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 
• 89-79-2 Isopulegol 
• 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 
• 10458-14-7 Menthone 
• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 18368-87-1 1-ethyl-2-isopropyl-5-methyl-cyclohexanol 
• 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 

Relevant articles and documents

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

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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.

Synthesis of enantiopure triols from racemic Baylis?Hillman adducts using a diastereoselective peroxidation reaction

Using a chiral (?)-menthone auxiliary, enantiopure cyclic derivatives of Baylis?Hillman adducts were synthesized. A diastereoselective peroxidation reaction was used to introduce an oxygen atom and establish another stereocenter. The resulting products could be elaborated by employing a one-flask reduction?acetylation protocol followed by a diastereoselective nucleophilic substitution reaction. Removal of the (?)-menthone auxiliary provided an enantiopure triol with a structure related to naturally occurring polyols.