4-Oxocyclohexanecarboxylic acid

Base Information

• Chemical Name: 4-Oxocyclohexanecarboxylic acid
• CAS No.: 874-61-3
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 2918300090
• European Community (EC) Number: 677-204-7
• DSSTox Substance ID: DTXSID80236325
• Nikkaji Number: J2.748.202C
• Wikidata: Q27105526
• Metabolomics Workbench ID: 52876
• Mol file: 874-61-3.mol

Synonyms:4-ketocyclohexanecarboxylic acid;4-oxo-cHCA;4-oxocyclohexanecarboxylic acid

Chemical Property of 4-Oxocyclohexanecarboxylic acid

Chemical Property:

• Vapor Pressure: 0.00014mmHg at 25°C
• Melting Point: 65-71℃
• Refractive Index: 1.5
• Boiling Point: 309.7 °C at 760 mmHg
• PKA: 4.43±0.20(Predicted)
• Flash Point: 155.3 °C
• PSA: 54.37000
• Density: 1.233 g/cm³
• LogP: 0.83030
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

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

4-Oxocyclohexanecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1C(=O)O
• Uses: 4-Oxocyclohexanecarboxylic Acid is used in the preparation of Indomethacin (I641000) analogues used in the treatment of prostate cancer. In addition it is used in the synthesis of β-alanine derivative s as glucagon receptor antagonists. 4-Oxocyclohexanecarboxylic Acid is used in the preparation of Indomethacin (I641000) analogues used in the treatment of prostate cancer. In addition it is used in the synthesis of β-alanine derivatives as glucagon receptor antagonists.

Technology Process of 4-Oxocyclohexanecarboxylic acid

There total 44 articles about 4-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: 100.0%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4-oxocyclohexanecarboxylic acid (874-61-3)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 20 ℃;

DOI:10.1021/jm101431v

Reference yield: 90.0%

4-carbomethoxycyclohexanone (6297-22-9) → 4-oxocyclohexanecarboxylic acid (874-61-3)

Guidance literature:

With sulfuric acid; at 80 - 90 ℃; for 2h;

DOI:10.1002/ardp.19913240409

Reference yield: 88.0%

4-methoxycyclohexylcarboxylic acid (95233-12-8) → 4-oxocyclohexanecarboxylic acid (874-61-3)

Guidance literature:

With perfluoro-cis-2-n-butyl-3-n-propyloxaziridine; In trichlorofluoromethane; for 2h; Ambient temperature;

DOI:10.1021/jo00113a002

upstream raw materials:

pentane-1,3,5-tricarboxylic acid

4-cyanocyclohexanone

4-methoxycyclohex-3-ene carbonitrile

cyclohexanone-4,4-dicarboxylic acid

Downstream raw materials:

4-semicarbazono-cyclohexanecarboxylic acid

4-(2-phenyl-1H-indol-3-yl)-3-cyclohexene-1-carboxylic acid

trans-4-hydroxycyclohexanecarboxylic acid

trans-4-bis-ethoxycarbonylmethyl-1-cyclohexanecarboxylic acid

Refernces

• 1、 Barcon, Alan,Brunskill, Andrew P.J.,Thompson, Hugh W.,Lalancette, Roger A.. "4-Oxocyclohexanecarboxylic acid: Hydrogen bonding in the monohydrate of a δ-keto acid". . p. o140-o142. Retrieved 2004.
• 2、 -. "BETUIN DERIVATIVES FOR PREVENTING OR TREATING HIV INFECTIONS". Paragraph 00214. . Retrieved 2017/02/24.
• 3、 -. "Epsilon-caprolactone derivatives and preparation method and application thereof". Paragraph 0040; 0041. . Retrieved 2017/11/16.