Welcome to LookChem.com Sign In|Join Free

CAS

  • or
Menthone is a cyclic oxygenated terpene that 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. It is a colorless liquid with a typically minty odor and is one of the key active components of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine. Menthone has been evaluated for its antioxidant potential and is used in various applications due to its unique properties.

10458-14-7 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 10458-14-7 Structure
  • Basic information

    1. Product Name: Menthone
    2. Synonyms: menthone,p-menthan-3-one,5-methyl-2-(1-methylethyl)cyclohexanone;CYCLOHEXANONE,5-METHYL-2-(1-M;Menthone, mixed isomers, 98%;Menthone, 90%, mixture of isomers;2-(1-Methylethyl)-5-methyl-1-cyclohexanone;5-Methyl-2-(1-methylethyl)cyclohexan-1-one;5-Methyl-2-(1-methylethyl)cyclohexanone;Menthone, 98%, Mixture of isoMers
    3. CAS NO:10458-14-7
    4. Molecular Formula: C10H18O
    5. Molecular Weight: 154.25
    6. EINECS: 233-944-9
    7. Product Categories: N/A
    8. Mol File: 10458-14-7.mol
  • Chemical Properties

    1. Melting Point: -6 °C
    2. Boiling Point: 85-88 °C12 mm Hg(lit.)
    3. Flash Point: 69 °C
    4. Appearance: Clear colorless/Liquid
    5. Density: 0.896 g/mL at 20 °C(lit.)
    6. Vapor Pressure: 0.256mmHg at 25°C
    7. Refractive Index: n20/D 1.450
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. Water Solubility: Slightly soluble in water
    11. BRN: 774527
    12. CAS DataBase Reference: Menthone(CAS DataBase Reference)
    13. NIST Chemistry Reference: Menthone(10458-14-7)
    14. EPA Substance Registry System: Menthone(10458-14-7)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22-36-43-52/53
    3. Safety Statements: 24/25-61-36/37-26
    4. RIDADR: NA 1993 / PGIII
    5. WGK Germany: 3
    6. RTECS: OS9541500
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 10458-14-7(Hazardous Substances Data)

10458-14-7 Usage

Chemical Description

Menthone is a cyclic ketone with a minty odor.

Uses

Used in Flavor and Fragrance Industry:
Menthone is used as a key component in the preparation of model flavor mixes for investigating the release of various aroma compounds in xanthan-thickened food model systems with different viscosities. It is also used as a standard in the quantification of volatile constituents and odor-activity value (OAV) in certain products like 'Marion' and 'Black Diamond'.
Used in Pharmaceutical Industry:
Menthone is an essential component of Danshu capsule (DSC), a medicinal compound in traditional Chinese medicine, which highlights its potential use in the pharmaceutical industry for medicinal purposes.
Used in Antifungal Applications:
Menthone has been studied for its antifungal activities against Fusarium verticillioides MRC 826 using a modified semisolid agar antifungal susceptibility method (SAAS), indicating its potential use in the development of antifungal agents.
Used in Synthetic Peppermint Oils and Bases:
Menthone and its isomer, isomenthone, are used in the synthesis of peppermint oils and bases, contributing to their characteristic minty odor and properties.
Used in Chemical Synthesis:
Menthone can be converted into the corresponding menthols through hydrogenation, and it can be obtained by distillation of dementholized cornmint oil or by oxidation of menthol. It can also be synthesized by hydrogenation of thymol in the presence of palladium-carbon catalysts, making it a versatile compound in chemical synthesis processes.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 5621, 1987 DOI: 10.1021/jo00234a021Tetrahedron Letters, 13, p. 749, 1972

Check Digit Verification of cas no

The CAS Registry Mumber 10458-14-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,4,5 and 8 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 10458-14:
(7*1)+(6*0)+(5*4)+(4*5)+(3*8)+(2*1)+(1*4)=77
77 % 10 = 7
So 10458-14-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m0/s1

10458-14-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A17665)  Menthone, mixture of isomers, 98%   

  • 10458-14-7

  • 50g

  • 474.0CNY

  • Detail
  • Alfa Aesar

  • (A17665)  Menthone, mixture of isomers, 98%   

  • 10458-14-7

  • 250g

  • 1346.0CNY

  • Detail
  • Alfa Aesar

  • (A17665)  Menthone, mixture of isomers, 98%   

  • 10458-14-7

  • 1000g

  • 2538.0CNY

  • Detail

10458-14-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name p-menthan-3-one

1.2 Other means of identification

Product number -
Other names 5-methyl-2-(propan-2-yl)cyclohexan-1-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:10458-14-7 SDS

10458-14-7Related news

Enantioselective discrimination of Menthone (cas 10458-14-7) enantiomers by using achiral liquid chromatography with circular dichroism detection and penicillamine-coated gold nanoparticles08/02/2019

A simple and rapid method is described for enantioselective discrimination of menthone enantiomers in peppermint oil samples. The method includes a quick and simple preparation procedure, followed by achiral liquid chromatography with circular dichroism detection (ALC-CD) with an on-line penicil...detailed

Base-free transfer hydrogenation of Menthone (cas 10458-14-7) by sub- and supercritical alcohols07/31/2019

The base-free transfer hydrogenation (THR) of menthone with six aliphatic alcohols as hydrogen source has been developed under sub- and supercritical conditions. Under sc conditions (at 350 °C and 78–210 atm) without any catalyst, all alcohols demonstrated the similar H-donor activity, which w...detailed

10458-14-7Relevant articles and documents

Oxidation of alcohols to aldehydes and ketones using TBHP as an oxidant over LaMO3 (M = Cr, Mn, Co, Ni, Fe) perovskites

Singh, Savita J.,Jayaram, Radha V.

, p. 299 - 308 (2012)

Oxidation of a wide variety of structurally and electronically diverse primary and secondary alcohols to aldehydes and ketones was carried out using a novel catalytic system of LaCrO3 and tert-butyl hydroperoxide (TBHP) under solvent-free conditions. The methodology afforded the desired carbonyl compounds in good to excellent yields, and the catalyst can be reused several times with no significant loss in activity. Copyright Taylor & Francis Group, LLC.

Oxidation of alcohols with catalytic amounts of IBX

Schulze, Agnes,Giannis, Athanassios

, p. 257 - 260 (2006)

Herein we present a catalytic IBX-based method for the oxidation of alcohols. Using this system a variety of benzylic alcohols were transformed to aldehydes in good yields whereas secondary alcohols were easily converted to ketones. Primary aliphatic alcohols were oxidised to the corresponding carboxylic acids. 2-lodobenzoic acid can also be used instead of IBX. Georg Thieme Verlag Stuttgart.

Chromium trioxide on H-Y zeolite: Rapid oxidation of alcohols to carbonyl compounds in solventless system using microwaves

Mirza-Aghayan, Maryam,Heravi, Majid M.

, p. 785 - 789 (1999)

In an environmentally benign solventless system, alcohols are rapidly oxidized to carbonyl compounds using HY-zeolite supported chromium trioxide as an oxidant under microwave irradiation.

Intramolecular hydrogen transfer reaction: Menthon from isopulegol

Schaub, Thomas,Ruedenauer, Stefan,Weis, Martine

, p. 2575 - 2577 (2014)

The flavor menthon (isomeric mixture of (-)-menthon and (+)-isomenthon) was obtained in good yields and selectivities by a solventless ruthenium catalyzed isomerization of the homoallylic alcohol (-)-isopulegol. In contrast to most previous assumptions on such isomerization reactions, this reaction follows an intermolecular pathway, with menthol and pulegon being the central intermediates in this transformation.

Oxidation of secondary alcohols using molecular oxygen and benzaldehyde in the absence of metal catalysts

Choudary, Boyapati M.,Sudha, Yepuri

, p. 1651 - 1655 (1996)

A simple and convenient method for the oxidation of secondary alcohols using molecular oxygen, benzaldehyde in 1,2-dichloroethane in the absence of metal catalysts is described for the first time.

Oxidation of Benzylic and Secondary Alcohols to Carbonyl Compounds by NaBrO3-NH4Cl Reagent in Aqueous Acetonitrile

Shaabani, Ahmad,Ameri, Majid

, p. 100 - 101 (1998)

NaBrO3 combined with NH4Cl is found to be an efficient reagent for the conversion, in aqueous acetonitrile and under mild conditions, of benzylic and secondary alcohols into aldehydes and ketones, respectively.

Cu/SiO2: An improved catalyst for the chemoselective hydrogenation of α,β-unsaturated ketones

Ravasio, Nicoletta,Antenori, Marisa,Gargano, Michele,Mastrorilli, Piero

, p. 3529 - 3532 (1996)

Cu/SiO2 can be conveniently used for the quantitative hydrogenation of conjugated enones to saturated ketones, also when another olefinic bond is present in the molecule, under very mild conditions. Molecular H2 or 2-propanol can be used as hydrogen source.

Preparation and Use of Tetra-n-butylammonium Per-ruthenate (TBAP reagent) and Tetra-n-propylammonium Per-ruthenate (TPAP reagent) as New Catalytic Oxidants for Alcohols

Griffith, William P.,Ley, Steven V.,Whitcombe, Gwynne P.,White, Andrew D.

, p. 1625 - 1627 (1987)

Tetra-n-butylammonium per-ruthenate (Bun4N)(RuO4) and tetra-n-propylammonium per-ruthenate (Prn4N)(RuO4), with N-methylmorpholine N-oxide, function as mild catalitic oxidants for the high yield conversion of alcohols to aldehydes and ketones and are competitive with more conventional reagents.

Engineering the "missing Link" in Biosynthetic (-)-Menthol Production: Bacterial Isopulegone Isomerase

Currin, Andrew,Dunstan, Mark S.,Johannissen, Linus O.,Hollywood, Katherine A.,Vinaixa, Maria,Jervis, Adrian J.,Swainston, Neil,Rattray, Nicholas J. W.,Gardiner, John M.,Kell, Douglas B.,Takano, Eriko,Toogood, Helen S.,Scrutton, Nigel S.

, p. 2012 - 2020 (2018)

The realization of a synthetic biology approach to microbial (1R,2S,5R)-(-)-menthol (1) production relies on the identification of a gene encoding an isopulegone isomerase (IPGI), the only enzyme in the Mentha piperita biosynthetic pathway as yet unidentified. We demonstrate that Δ5-3-ketosteroid isomerase (KSI) from Pseudomonas putida can act as an IPGI, producing (R)-(+)-pulegone ((R)-2) from (+)-cis-isopulegone (3). Using a robotics-driven semirational design strategy, we identified a key KSI variant encoding four active site mutations, which confer a 4.3-fold increase in activity over the wild-type enzyme. This was assisted by the generation of crystal structures of four KSI variants, combined with molecular modeling of 3 binding to identify key active site residue targets. The KSI variant was demonstrated to function efficiently within cascade biocatalytic reactions with downstream Mentha enzymes pulegone reductase and (-)-menthone:(-)-menthol reductase to generate 1 from 3. This study introduces the use of a recombinant IPGI, engineered to function efficiently within a biosynthetic pathway for the production of 1 in microorganisms.

OXYDATION D'ALCOOLS PAR L'ANHYDRIDE CHROMIQUE DANS LES CONDITIONS DU TRANSFERT DE PHASE SOLIDE-LIQUIDE.

Gelbard, Georges,Brunelet, Thierry,Jouitteau, Catherine

, p. 4653 - 4654 (1980)

Catalytic amounts quaternary ammonium salts afforded efficient oxidation of alcohols by chromium trioxide at room temperature in organic solvents.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 10458-14-7