3391-87-5

Basic information

• Product Name: (+)-MENTHONE
• Synonyms: (1S,4R)-P-MENTHAN-3-ONE;(2R,5S)-2-ISOPROPYL-5-METHYLCYCLOHEXANONE;(1S)-trans-p-menthan-3-one;(1S,4R)-p-Menthan-3-one, (2R,5S)-2-Isopropyl-5-methylcyclohexanone;(1S,4R)-p-Menthane-3-one;(2R)-5α-Methyl-2β-(1-methylethyl)cyclohexanone
• CAS NO: 3391-87-5
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 222-227-6
• Mol File: 3391-87-5.mol
• Article Data: 95

Chemical Properties

• Boiling Point: 209-210 °C(lit.)
• Flash Point: 72 °C
• Appearance: /
• Density: 0.893 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.450
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• BRN: 2041367
• CAS DataBase Reference: (+)-MENTHONE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-MENTHONE(3391-87-5)
• EPA Substance Registry System: (+)-MENTHONE(3391-87-5)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 3391-87-5(Hazardous Substances Data)

Usage

Description

(+)-Menthone is a cyclohexanone derivative with a methyl and an isopropyl group at positions 5 and 2, respectively (the 2R,5S-stereoisomer). It is a naturally occurring monoterpene ketone found in the essential oils of various mint plants, such as peppermint and corn mint. (+)-Menthone is known for its distinct cooling and refreshing properties, which make it a popular compound in the flavor and fragrance industries.

Uses

Used in Flavor Industry:
(+)-Menthone is used as a flavoring agent for its cooling and refreshing taste. It is commonly added to various food products, such as candies, chewing gum, and beverages, to provide a minty flavor and a pleasant sensation on the palate.
Used in Fragrance Industry:
(+)-Menthone is used as a fragrance ingredient for its fresh, minty, and slightly fruity aroma. It is widely utilized in the formulation of perfumes, colognes, and other personal care products to impart a refreshing and invigorating scent.
Used in Biological Studies:
(+)-Menthone is used as an odorant in the characterization of various mouse odorant receptors, such as MOR256-17, MOR256-8, and MOR256-22. These receptors are involved in detecting different odorant molecules, including nitrotoluenes, and play a crucial role in the sense of smell in mice. The use of (+)-menthone in these studies helps researchers understand the molecular mechanisms underlying odor detection and perception.

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

Upstream product

• 109-72-8 n-butyllithium 
• 53282-30-7 trifluoro-methanesulfonic acid 2-methyl-propenyl ester 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 89-81-6 piperitone 
• 491-09-8 3-terpinolenone 
• 114529-48-5 (7R,10S)-7-Isopropyl-10-methyl-1,5-dithia-spiro[5.5]undecane 
• 127129-06-0 (3S,6R)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene 
• 73808-92-1 C₁₈H₂₉NO₂S 
• 73808-92-1 C₁₈H₂₉NO₂S 
• 204916-68-7 (S)-Methoxy-phenyl-acetic acid 2-((R)-4-methyl-2-oxo-cyclohex-3-enyl)-allyl ester 
• 5949-05-3 (S)-Citronellal 
• 271248-35-2 (1R,6R)-(-)-6-isopropyl-2-cyclohexenol 
• 491-07-6 (+/-)-menthone 
• 10458-14-7 (2R,5S)-menthone 

Downstream Products

• 26127-89-9 ((1S,2R,5S)-1-Hydroxy-2-isopropyl-5-methyl-cyclohexyl)-acetic acid tert-butyl ester 
• 1209-39-8 5(R)-Methyl-2(S)-isopropyl-1ξ-isopentyl-cyclohexanol-(1ξ) 
• 50281-16-8 (1R,4S)-1-isopropyl-4-methyl-2-methylenecyclohexane 
• 20747-49-3 (-)-neomenthol 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 1196-31-2 (1R,4R)-(+)-isomenthone 
• 7599-80-6 (1S,4S)-4-hydroxy-p-menthan-3-one 
• 18309-28-9 (1S,4S)-isomenthone 
• 222020-89-5 (1S,2R,5S)-2-Isopropyl-5-methyl-1-((E)-propenyl)-cyclohexanol 
• 222020-96-4 (1R,2R,5S)-2-i-propyl-5-methyl-1-(3-methyl-1-butyn-1-yl)cyclohexan-1-ol 
• 262352-81-8 (1S,2R,4R)-1-Methyl-2-(3-oxobutyl)-3-oxo-4-(1-methylethyl)cyclohexane 
• 412324-05-1 (3R,6S)-6-Isopropyl-3-methyl-cyclohex-1-enol 

Relevant articles and documents

SBA-15 Supported 1-Methyl-2-azaadamanane N-Oxyl (1-Me-AZADO) as Recyclable Catalyst for Oxidation of Alcohol

Herein, we designed and synthesized an SBA-15 supported 1-methyl-2-azaadamanane N-oxyl (1-Me-AZADO) and investigated its catalytic performance for selective oxidation of alcohols under Anelli's conditions. The first example of immobilization of 1-Me-AZADO was very important to advance the oxgenation effectively because this supported N-oxyl has excellent catalytic activity for oxidation of alcohols to carbonyl compounds, and more importantly, it can be conveniently recovered and reused at least 6 times without significant effect on its catalytic efficiency.

Method of preparing L-menthone from R-citronellal

The invention discloses a method of preparing L-menthone from R-citronellal. Under the action of a Pd-Co-MOF-MMT catalyst, R-citronellal carries out heterogeneous catalytic reactions to generate L-menthone, the conversion rate of R-citronellal can reach 90-99.9%, the yield of L-menthone can reach 85-98%, and the ee value of menthone can reach 95-99.99%.

Amino-TEMPO Grafted on Magnetic Multi-Walled Nanotubes: An Efficient and Recyclable Heterogeneous Oxidation Catalyst

An efficient and easy recyclable heterogeneous oxidation catalyst was prepared by grafting TEMPO–NH2 moieties on the surface of magnetic multi-walled carbon nanotubes (MWCNT), first by a radical reaction introducing butyric acid moieties on carbon nanotube surface. Subsequently, carboxylic acid moieties were submitted for amidation using TEMPO–NH2. The functionalized nanotubes [MWCNT-{(CH2)3-CO-NH-TEMPO}n] were investigated as a (pre-)catalyst for the oxidation of primary and secondary alcohols for the production of aldehydes and ketones in a Montanari-type catalytic oxidation using the cheap and readily available 1,3-dichloro-5,5-dimethylhydantoin as the terminal oxidant.