(+)-3-METHYLCYCLOHEXANONE

Base Information

• Chemical Name: (+)-3-METHYLCYCLOHEXANONE
• CAS No.: 13368-65-5
• Molecular Formula: C7H12O
• Molecular Weight: 112.172
• Hs Code.: 2914299000
• European Community (EC) Number: 236-438-6
• UNII: 72794G6S5C
• Nikkaji Number: J110.740B
• Wikidata: Q27266029
• Mol file: 13368-65-5.mol

Synonyms:Cyclohexanone,3-methyl-, (R)- (8CI);(+)-(3R)-3-Methylcyclohexanone;(+)-3(R)-Methylcyclohexanone;(+)-3-Methylcyclohexanone;(3R)-(+)-3-Methylcyclohexanone;(3R)-3-Methylcyclohexanone;(3R)-Methylcyclohexanone;(R)-(+)-3-Methylcyclohexanone;(R)-3-Methylcyclohexanone;

Chemical Property of (+)-3-METHYLCYCLOHEXANONE

Chemical Property:

• Appearance/Colour: Colorless to yellow liquid
• Vapor Pressure: 1.58mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• Boiling Point: 169 °C at 760 mmHg
• Flash Point: 45.9 °C
• PSA: 17.07000
• Density: 0.912 g/cm³
• LogP: 1.76560
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 112.088815002
• Heavy Atom Count: 8
• Complexity: 96.6

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(+)-3-Methylcyclohexanone 98% ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16-27-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CCCC(=O)C1
• Isomeric SMILES: C[C@@H]1CCCC(=O)C1
• Uses: (R)-(+)-3-Methylcyclohexanone may be used in the preparation of (R)-5-methyl-2-(1-methylethylidene-d6)-cyclohexanone [(R)-(+)-pulegone-d6].

Technology Process of (+)-3-METHYLCYCLOHEXANONE

There total 48 articles about (+)-3-METHYLCYCLOHEXANONE 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: 86.0%

3-Methylcyclohexanone (591-24-2,625-96-7) → (3R)-3-methylcyclohexanone (13368-65-5)

Guidance literature:

DOI:10.1039/c39920000733

Reference yield: 71.0%

cyclohexenone (930-68-7) + dimethyl zinc(II) (544-97-8) → (3R)-3-methylcyclohexanone (13368-65-5)

Guidance literature:

With copper(I) trifluoromethanesulfonate benzene; [(2-PPh₂)C₆H₄CH]-Val-Phe-NH-Bu; In toluene; at -30 ℃; for 12h;

DOI:10.1021/ja003698p

Reference yield:

4-methyl-2-oxo-cyclohexanecarboxylic acid (90199-48-7) → (3R)-3-methylcyclohexanone (13368-65-5)

Guidance literature:

dextrorotatory substance; bei der trocknen Destillation;

upstream raw materials:

formic acid

pulegone

isopulegone

(1S,3R)-3-Methyl-cyclohexanol

Downstream raw materials:

2,6-difurfurylidene-3-methyl-cyclohexanone

(R)-1-acetoxy-5-methyl-cyclohexene

(R)-5-methyl-2-((E)-4-methyl-benzylidene)-cyclohexanone

ethyl-((1Ξ,3R)-3-methyl-cyclohexyl)-amine

Refernces

• 1、 Weber, Edwin,Wimmer, Claus,Llamas-Saiz, Antonio L.,Foces-Foces, Concepcion. "New Chiral Selectors Derived from Lactic Acid. Cocrystalline and Sorptive Optical Resolutions, and the Crystal Structure of an Inclusion Complex with 3-Methylcyclohexanone". . p. 733 - 735. Retrieved 1992.
• 2、 Nett, Nathalie,Duewel, Sabine,Richter, Alexandra Annelis,Hoebenreich, Sabrina. "Revealing Additional Stereocomplementary Pairs of Old Yellow Enzymes by Rational Transfer of Engineered Residues". . p. 685 - 691. Retrieved 2017.
• 3、 Albrow, Victoria E.,Blake, Alexander J.,Fryatt, Ross,Wilson, Claire,Woodward, Simon. "Aryl ferrophites - A new class of ligands for asymmetric catalysis". . p. 2549 - 2557. Retrieved 2006.
• 4、 Hoellrigl, Volker,Otto, Katja,Schmid, Andreas. "Electroenzymatic asymmetric reduction of rac-3-methylcyclo-hexanone to (1S,3S)-3-methyleyclohexanol in organic/aqueous media catalyzed by a thermophilic alcohol dehydrogenase". . p. 1337 - 1340. Retrieved 2007.
• 5、 Nett, Nathalie,Duewel, Sabine,Schmermund, Luca,Benary, Gerrit E.,Ranaghan, Kara,Mulholland, Adrian,Opperman, Diederik J.,Hoebenreich, Sabrina. "A robust and stereocomplementary panel of ene-reductase variants for gram-scale asymmetric hydrogenation". . . Retrieved 2021/01/25.
• 6、 Scharinger, Fabian,Márk Pálv?lgyi, ádám,Zeindlhofer, Veronika,Schnürch, Michael,Schr?der, Christian,Bica-Schr?der, Katharina. "Counterion Enhanced Organocatalysis: A Novel Approach for the Asymmetric Transfer Hydrogenation of Enones". . p. 3776 - 3782. Retrieved 2020/06/22.