1,2-Cyclohexanedione

Base Information

• Chemical Name: 1,2-Cyclohexanedione
• CAS No.: 765-87-7
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 29142990
• European Community (EC) Number: 212-155-3
• NSC Number: 627435,32950
• UNII: 75C1OVW0FJ
• DSSTox Substance ID: DTXSID6061101
• Nikkaji Number: J75.392K
• Wikipedia: 1,2-Cyclohexanedione
• Wikidata: Q27104480
• Metabolomics Workbench ID: 52290
• ChEMBL ID: CHEMBL189727
• Mol file: 765-87-7.mol

Synonyms:1,2-cyclohexanedione;cyclohexane-1,2-dione

Chemical Property of 1,2-Cyclohexanedione

Chemical Property:

• Appearance/Colour: clear yellow liquid after melting
• Melting Point: 35 °C
• Refractive Index: 1.518-1.52
• Boiling Point: 194 °C at 760 mmHg
• Flash Point: 66.9 °C
• PSA: 34.14000
• Density: 1.127 g/cm³
• LogP: 0.69860
• Storage Temp.: 0-6°C
• Water Solubility.: Soluble
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 111

Purity/Quality:

99.0% ^*data from raw suppliers

1,2-Cyclohexanedione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 22
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatic Ketones, Other
• Canonical SMILES: C1CCC(=O)C(=O)C1
• Uses: 1,2-Cyclohexanedione have been used as a substrate to study enzyme cyclohexane-1,2-dione hydrolase as a new tool to degrade alicyclic compounds. 1,2-Cyclohexanedione is utilized as a substrate to study enzyme cyclohexane-1,2-dione hydrolase, which is a new tool to degrade alicyclic compounds. It also acts as a specific reagent for arginine residues.

Technology Process of 1,2-Cyclohexanedione

There total 105 articles about 1,2-Cyclohexanedione 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: 95.0%

1,2-Cyclohexanediol (931-17-9) → cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With sodium bromate; sodium hydrogensulfite; In water; acetonitrile; at 20 ℃; for 2.5h;

DOI:10.1246/bcsj.70.2561

Reference yield: 74.0%

1,2-Cyclohexanediol (931-17-9) → Adipic acid (124-04-9) + cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With sodium bromate; sodium hydrogensulfite; In dichloromethane; water; acetonitrile; at 20 ℃; for 3h;

DOI:10.1246/bcsj.70.2561

Reference yield: 64.0%

cis-1,2-cyclohexane (1792-81-0) → hexanedial (1072-21-5) + cyclohexane-1,2-dione (765-87-7) + cyclohexanone-2-ol (533-60-8)

Guidance literature:

With oxygen; [(n-Bu)4N]3H₂[IMo₆O₂₄]; In acetonitrile; at 80 ℃; for 5h; under 1520.1 Torr;

DOI:10.1002/1615-4169(200210)344:9<1017::AID-ADSC1017>3.0.CO;2-X

upstream raw materials:

2,6-dibromocyclohexanone

(+/-)-Octahydro-4ar,9ac-epoxido-dibenzo[1,4]dioxin-5at,10at-diol

cyclohexanone

cyclohexanone-2-ol

Downstream raw materials:

2,4-Diaminocyclohexapteridin

2-acetoxy-2-cyclohexen-1-one

cyclohexane-1,2-dione bis(ethyleneketal)

2,5,7,10-tetraoxa<4.4.4>propellane

Refernces

• 1、 Xie, Feng,Chen, Xiuwen,Zhang, Xiangyu,Luo, Chujun,Lin, Shizhuo,Chen, Xiaoyong,Li, Bin,Li, Yibiao,Zhang, Min. "OMS-2 nanorod-supported cobalt catalyst for aerobic dehydrocyclization of vicinal diols and amidines: Access to functionalized imidazolones". . p. 192 - 197. Retrieved 2021/05/17.
• 2、 Bhattacharya, Shrabanti,Lakshman, Triloke Ranjan,Sutradhar, Subhankar,Tiwari, Chandan Kumar,Paine, Tapan Kanti. "Bioinspired oxidation of oximes to nitric oxide with dioxygen by a nonheme iron(II) complex". . p. 3 - 11. Retrieved 2019/11/11.