2-Cyclohexyl-2-oxoacetic acid

Base Information

• Chemical Name: 2-Cyclohexyl-2-oxoacetic acid
• CAS No.: 4354-49-8
• Molecular Formula: C8H12O3
• Molecular Weight: 156.181
• Hs Code.: 2918300090
• European Community (EC) Number: 224-426-3
• UNII: 6FDP7R48PM
• DSSTox Substance ID: DTXSID90195873
• Nikkaji Number: J205.732H
• Wikidata: Q83068929
• Mol file: 4354-49-8.mol

Synonyms:2-cyclohexyl-2-oxoacetic acid;4354-49-8;alpha-Oxocyclohexaneacetic acid;6FDP7R48PM;EINECS 224-426-3;MFCD01318468;cyclohexaneacetic acid, -oxo-;cyclohexylglyoxylic acid;cyclohexyloxoacetic acid;UNII-6FDP7R48PM;2-cyclohexyl-2-oxoaceticacid;2-oxo-2-cyclohexylacetic acid;SCHEMBL2650157;DTXSID90195873;2-(Cyclohexyl)-2-oxoacetic acid;AKOS022635492;AS-50423;SY100456;CS-0049632;CYCLOHEXANEACETIC ACID, .ALPHA.-OXO-;FT-0714423;EN300-267735;P10174;A918068

Chemical Property of 2-Cyclohexyl-2-oxoacetic acid

Chemical Property:

• Melting Point: 45-49 °C
• Boiling Point: 90-100 °C(Press: 0.5 Torr)
• PKA: 2.61±0.54(Predicted)
• Flash Point: 120.5oC
• PSA: 54.37000
• Density: 1.180±0.06 g/cm3(Predicted)
• LogP: 1.22040
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 156.078644241
• Heavy Atom Count: 11
• Complexity: 168

Purity/Quality:

99.3% ^*data from raw suppliers

OxocyclohexaneaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)C(=O)O
• Uses: Oxocyclohexaneacetic Acid is used in preparation of substituted Bicyclic compounds as Farnesoid X receptor modulators. This compound can also be used for catalytic applications for green oxidation of alkenes to ketones and diketones. By preparing this compound as FKBP51 and FKBP52 inhibitors, it can be used to treat psychiatric disorders.

Technology Process of 2-Cyclohexyl-2-oxoacetic acid

There total 33 articles about 2-Cyclohexyl-2-oxoacetic acid 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: 99.0%

ethyl cyclohexyloxoacetate (13275-31-5) → 2-cyclohexyl-2-oxoethanoic acid (4354-49-8)

Guidance literature:

With sodium hydroxide; In methanol; water;

Reference yield: 80.0%

vinylcyclohexane (695-12-5,25498-06-0) → 2-cyclohexyl-2-oxoethanoic acid (4354-49-8)

Guidance literature:

With tert.-butylhydroperoxide; water; tetra-(n-butyl)ammonium iodide; In acetonitrile; at 90 ℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique; Green chemistry;

DOI:10.1021/acs.orglett.1c02021

Reference yield: 78.0%

benzyl 2-cyclohexyl-2-ketoethanoate (887642-20-8) → 2-cyclohexyl-2-oxoethanoic acid (4354-49-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; atmospheric pressure;

DOI:10.1055/s-2007-977414

upstream raw materials:

ethyl (2-chlorocyclohexylidene)acetate

2-cyclohexyl-2-hydroxyacetic acid

benzoylamino-cyclohexyliden-acetic acid

Cyclohex-1-enyl-formylamino-acetic acid

Downstream raw materials:

cyclohexanecarbaldehyde

4-amino-7-cyclohexyl-5H-pteridin-6-one

4-amino-6-cyclohexyl-8H-pteridin-7-one

3-cyclohexylquinoxalin-2(1H)-one

Refernces

• 1、 Merkens, Kay,Aguilar Troyano, Francisco José,Djossou, Jonas,Gómez-Suárez, Adrián. "Synthesis of Unnatural α-Amino Acid Derivatives via Light-Mediated Radical Decarboxylative Processes". supporting information. p. 2354 - 2359. Retrieved 2020/05/06.
• 2、 Ma, Zhiming,Ren, Peng,Song, Tao,Xiao, Jianliang,Yang, Yong,Yuan, Youzhu. "A Bifunctional Iron Nanocomposite Catalyst for Efficient Oxidation of Alkenes to Ketones and 1,2-Diketones". . p. 4617 - 4629. Retrieved 2020/05/19.