p-Menthan-3-one

Base Information

• Chemical Name: p-Menthan-3-one
• CAS No.: 10458-14-7
• Deprecated CAS: 39307-52-3
• Molecular Formula: C10H18O
• Molecular Weight: 154.252
• Hs Code.: 29142990
• European Community (EC) Number: 201-941-1,207-727-4,233-944-9
• NSC Number: 113134,9280
• DSSTox Substance ID: DTXSID80859154
• Nikkaji Number: J633E
• Wikipedia: Menthone
• Wikidata: Q27104381
• Metabolomics Workbench ID: 124253
• ChEMBL ID: CHEMBL1719455
• Mol file: 10458-14-7.mol

Synonyms:menthone

Chemical Property of p-Menthan-3-one

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 0.256mmHg at 25°C
• Melting Point: -6 °C
• Refractive Index: n20/D 1.450
• Boiling Point: 204.999 °C at 760 mmHg
• Flash Point: 72.778 °C
• Density: 0.881 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 154.135765193
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

Menthone(MixtureofDiastereomers) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-43-52/53
• Safety Statements: 24/25-61-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Plant Oils and Extracts
• Canonical SMILES: CC1CCC(C(=O)C1)C(C)C
• Uses: Menthone 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.

Technology Process of p-Menthan-3-one

There total 286 articles about p-Menthan-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

menthol (15356-70-4) → (+/-)-menthone (491-07-6,1074-95-9,1196-31-2,3391-87-5,10458-14-7,14073-97-3,18309-28-9,36977-92-1,117773-78-1,89-80-5,17627-49-5,7786-64-3)

Guidance literature:

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; tetraethylammonium trichloride; In acetonitrile; Ambient temperature;

DOI:10.1002/anie.199723421

Reference yield: 100.0%

DL-neomenthol (490-99-3,491-01-0,491-02-1,1490-04-6,2216-51-5,2216-52-6,3623-51-6,3623-52-7,3623-53-8,15356-60-2,15356-70-4,20747-49-3,20752-33-4,20752-34-5,23283-97-8,64282-88-8,89-78-1) → (+/-)-menthone (491-07-6,1074-95-9,1196-31-2,3391-87-5,10458-14-7,14073-97-3,18309-28-9,36977-92-1,117773-78-1,89-80-5,17627-49-5,7786-64-3)

Guidance literature:

With jones reagent; silica gel; In dichloromethane; for 0.0833333h;

DOI:10.1081/SCC-100106049

Reference yield: 98.0%

2-isopropyl-5-methylcyclohexan-1-ol (89-78-1,490-99-3,491-01-0,491-02-1,1490-04-6,2216-51-5,2216-52-6,3623-51-6,3623-52-7,3623-53-8,15356-60-2,15356-70-4,20747-49-3,20752-33-4,20752-34-5,23283-97-8,64282-88-8) → (+/-)-menthone (491-07-6,1074-95-9,1196-31-2,3391-87-5,10458-14-7,14073-97-3,18309-28-9,36977-92-1,117773-78-1,89-80-5,17627-49-5,7786-64-3)

Guidance literature:

With aluminum oxide; ammonium chlorochromate; for 0.0333333h; microwave irradiation;

DOI:10.1515/znb-1999-0618

upstream raw materials:

methanol

propan-1-ol

pulegone

ethanol

Downstream raw materials:

1-Allyl-2-isopropyl-5-methyl-cyclohexanol

1-hydroxy-2-isopropyl-5-methyl-cyclohexanecarbonitrile

(+)-(1S,2R,5R)-isomenthol

(1S,2R,5S)-(+)-menthol

Refernces

• 1、 Schulze, Agnes,Giannis, Athanassios. "Oxidation of alcohols with catalytic amounts of IBX". . p. 257 - 260. Retrieved 2006.
• 2、 Bose,Tibbetts. "". . p. 3887. Retrieved 1967.
• 3、 Choudary, Boyapati M.,Sudha, Yepuri. "Oxidation of secondary alcohols using molecular oxygen and benzaldehyde in the absence of metal catalysts". . p. 1651 - 1655. Retrieved 1996.
• 4、 Ravasio, Nicoletta,Antenori, Marisa,Gargano, Michele,Mastrorilli, Piero. "Cu/SiO2: An improved catalyst for the chemoselective hydrogenation of α,β-unsaturated ketones". . p. 3529 - 3532. Retrieved 1996.
• 5、 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.. "Engineering the "missing Link" in Biosynthetic (-)-Menthol Production: Bacterial Isopulegone Isomerase". . p. 2012 - 2020. Retrieved 2018.
• 6、 Evans, David A.,Fu, Gregory C.. "Conjugate Reduction of α,β-Unsaturated Carbonyl Compounds by Catecholborane". . p. 5678 - 5680. Retrieved 1990.
• 7、 Dr?ger, Gerald,K?sel, Teresa,Kirschning, Andreas,Schulz, G?ran. "Photochemical Transformations with Iodine Azide after Release from an Ion-Exchange Resin". . p. 12376 - 12380. Retrieved 2020.
• 8、 Ho, Tse-Lok,Jana, Gour Hari. "Desilylative oxidation of alkyl trimethylsilyl ethers with pyridinium fluorochromate". . p. 639 - 640. Retrieved 1999.
• 9、 Yoshida, Jun-ichi,Nakai, Ryoichi,Kawabata, Nariyoshi. "Novel Method of Oxidation by a Polymeric reagent Electrochemically Generated and Recycled in Situ. Facile Oxidation of Alcohols.". . p. 5269 - 5273. Retrieved 1980.
• 10、 Suggs, J. William,Cox. S. D.,Crabtree, Robert H.,Quirk, Jennifer M.. "FACILE HOMOGENEOUS HYDROGENATIONS OF HINDERED OLEFINS WITH PF6". . p. 303 - 306. Retrieved 1981.