1,2,3-Cyclohexanetrione

Base Information

• Chemical Name: 1,2,3-Cyclohexanetrione
• CAS No.: 4322-62-7
• Molecular Formula: C6H6O3
• Molecular Weight: 126.11000
• Hs Code.: 2914299000
• DSSTox Substance ID: DTXSID50449485
• Nikkaji Number: J80.796F
• Wikidata: Q82268964
• Mol file: 4322-62-7.mol

Synonyms:1,2,3-Cyclohexanetrione;4322-62-7;cyclohexanetrione;SCHEMBL374053;DTXSID50449485

Chemical Property of 1,2,3-Cyclohexanetrione

Chemical Property:

• Melting Point: 103-104 °C
• Boiling Point: 238.3±23.0 °C(Predicted)
• PSA: 51.21000
• Density: 1.314±0.06 g/cm3(Predicted)
• LogP: -0.12240
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 126.031694049
• Heavy Atom Count: 9
• Complexity: 163

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C(=O)C(=O)C1

Technology Process of 1,2,3-Cyclohexanetrione

There total 4 articles about 1,2,3-Cyclohexanetrione 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: 93.0%

2-diazocyclohexane-1,3-dione (1460-08-8) → cyclohexane-1,2,3-trione (4322-62-7)

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; for 26h; Ambient temperature;

DOI:10.1080/00397919408012648

Reference yield: 76.0%

1,3-cylohexanedione (504-02-9) → cyclohexane-1,2,3-trione (4322-62-7)

Guidance literature:

With sulfuric acid; at 14 ℃; for 2h; Pt electrode;

DOI:10.1246/cl.1992.609

Reference yield: 71.0%

2-(phenyl-λ3-iodaneylidene)cyclohexane-1,3-dione (86396-02-3) → cyclohexane-1,2,3-trione (4322-62-7)

Guidance literature:

With ozone; In dichloromethane; at -60 ℃;

DOI:10.1055/s-1983-30350

upstream raw materials:

2-diazocyclohexane-1,3-dione

1,3-cylohexanedione

2-(phenyl-λ³-iodaneylidene)cyclohexane-1,3-dione

Downstream raw materials:

2,2-dihydroxycyclohexane-1,3-dione

2-(2,6-Diacetoxyphenyl)-1,3-cyclohexandion

1.2.3-Tris-phenylhydrazono-cyclohexan

1-Hydroxy(1,1'-bicyclohexyl)-2,2',6,6'-tetron

Refernces

• 1、 Wermeckes, Bernd,Ye, Siyu,Beck, Fritz. "Anodic Oxidation of 1,3-Cyclohexanedione to 1,2,3-Cyclohexanetrione". . p. 609 - 612. Retrieved 1992.
• 2、 Sivan, Akhil,Deepthi, Ani. "Facile synthesis of 1,2,3-tricarbonyls from 1,3-dicarbonyls mediated by cerium(IV) ammonium nitrate". supporting information. p. 1890 - 1893. Retrieved 2014/03/21.