Isomenthone, (+/-)-

Base Information

• Chemical Name: Isomenthone, (+/-)-
• CAS No.: 18309-28-9
• Deprecated CAS: 36977-92-1
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• European Community (EC) Number: 253-295-5
• UNII: 9WZ3E2G6CL,11T7AFM2DS
• DSSTox Substance ID: DTXSID501315467
• Nikkaji Number: J100.108F
• Wikidata: Q27116856
• Metabolomics Workbench ID: 46781
• Mol file: 18309-28-9.mol

Synonyms:isomenthone

Chemical Property of Isomenthone, (+/-)-

Chemical Property:

• Boiling Point: 205°Cat760mmHg
• Flash Point: 72.8°C
• PSA: 17.07000
• Density: 0.881g/cm³
• LogP: 2.64770
• 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

(-)-Isomenthone(~80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC(C(=O)C1)C(C)C
• Isomeric SMILES: C[C@H]1CC[C@H](C(=O)C1)C(C)C
• Uses: (-)-Isomethone is used in biological studies for cDNA cloning, expression in Escherichia coli, and reduction of enones with enone reductase from Nicotiana tabacum.

Technology Process of Isomenthone, (+/-)-

There total 49 articles about Isomenthone, (+/-)- 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:

(1S)-isomenthol

(-)-menthol

(2R,5S)-menthone

3-terpinolenone

Downstream raw materials:

menthol

(1S,3R,4S)-3-ethoxycarbonylmethyl-p-menthan-3-ol

(+/-)-isonicotinic acid menthylidenehydrazide

DL-neomenthol

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