2-Oxocyclohexanecarboxylic acid

Base Information

• Chemical Name: 2-Oxocyclohexanecarboxylic acid
• CAS No.: 18709-01-8
• Molecular Formula: C7H10 O3
• Molecular Weight: 142.155
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID70433083
• Nikkaji Number: J601.085G
• Wikidata: Q27117124
• Metabolomics Workbench ID: 55557
• Mol file: 18709-01-8.mol

Synonyms:2-oxocyclohexanecarboxylic acid;18709-01-8;2-oxocyclohexane-1-carboxylic acid;2-OXOCYCLOHEXANECARBOXYLICACID;2-carboxycyclohexanone;2-ketocyclohexanecarboxylic acid;SCHEMBL612494;CHEBI:37375;DTXSID70433083;POROIMOHDIEBBO-UHFFFAOYSA-N;2-oxo-cyclohexane-1-carboxylic acid;MFCD00797988;AKOS006272263;CS-0320762;FT-0763683;EN300-96826;Q27117124

Chemical Property of 2-Oxocyclohexanecarboxylic acid

Chemical Property:

• Melting Point: 81-82 °C (decomp)
• Boiling Point: 309.7±35.0 °C(Predicted)
• PKA: 3.52±0.20(Predicted)
• PSA: 54.37000
• Density: 1.233±0.06 g/cm3(Predicted)
• LogP: 0.83030
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

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

2-Oxocyclohexanecarboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=O)C(C1)C(=O)O

Technology Process of 2-Oxocyclohexanecarboxylic acid

There total 26 articles about 2-Oxocyclohexanecarboxylic 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: 84.0%

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → cyclohexanone-2-carboxylic acid (18709-01-8)

Guidance literature:

With water monomer; sodium hydroxide; for 3h; Cooling with ice;

Reference yield: 75.0%

carbon dioxide (124-38-9,18923-20-1) + cyclohex-1-en-1-yl trifluoromethane sulfonate (28075-50-5) → cyclohexanone-2-carboxylic acid (18709-01-8)

Guidance literature:

In N,N-dimethyl-formamide; at 5 ℃; electrolysis at 10 mA/cm²; 0.1M Bu₄NBF₄; platinum plate cathode, magnesium rod anode;

DOI:10.1016/S0040-4039(98)00036-7

Reference yield: 70.0%

carbon dioxide (124-38-9,18923-20-1) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cyclohexanone-2-carboxylic acid (18709-01-8)

Guidance literature:

With triethylamine; sodium iodide; magnesium chloride; In acetonitrile; at 25 ℃; for 3h;

DOI:10.1021/jo00224a045

upstream raw materials:

(+/-)-cis-2-hydroxy-cyclohexanecarboxylic acid methyl ester

cyclohexanone

methylammonium carbonate

ethyl 2-oxocyclohexane carboxylate

Downstream raw materials:

2-((E)-5-Hydroxy-2-methyl-pent-2-enyl)-cyclohexanone

2-((E)-5-Hydroxy-pent-2-enyl)-cyclohexanone

2-(2-Cyclohexen-1-yl)-1-cylohexanon

E-2-(2¹-butenyl)-1-cyclohexanone

Refernces

• 1、 Tanaka, Koji,Miyamoto, Hajime,Tanaka, Toshio. "Electrochemical Carboxylation of Ketones RCOCH2R' Coupled with CO2 Reduction by 2+". . p. 2033 - 2036. Retrieved 1988.
• 2、 Iglesias, Emilia. "Ethyl cyclohexanone-2-carboxylate in aqueous micellar solutions. 2: Enol nitrosation in anionic and cationic micelles". . p. 10295 - 10302. Retrieved 2001.
• 3、 Iglesias, Emilia. "Ethyl cyclohexanone-2-carboxylate in aqueous micellar solutions. 1: Ester hydrolysis in cationic and nonionic micelles". . p. 10287 - 10294. Retrieved 2001.
• 4、 Liang, Lu,Yu, Shuyi,Li, Qian,Wang, Xia,Wang, Dawei,Xi, Zhen. "Design, synthesis, and molecular simulation studies of N-phenyltetrahydroquinazolinones as protoporphyrinogen IX oxidase inhibitors". . . Retrieved 2021/05/03.