1,2,3-Cyclohexane trione-1,3-dioxime

Base Information

• Chemical Name: 1,2,3-Cyclohexane trione-1,3-dioxime
• CAS No.: 10528-54-8
• Molecular Formula: C6H8 N2 O3
• Molecular Weight: 156.141
• Hs Code.: 2928000090
• European Community (EC) Number: 234-088-9
• NSC Number: 48387
• Mol file: 10528-54-8.mol

Synonyms:10528-54-8;1,2,3-CYCLOHEXANE TRIONE-1,3-DIOXIME;C6H8N2O3;NSC48387;2,6-diisonitrosocyclohexanone;NSC-48387;AKOS006280357

Chemical Property of 1,2,3-Cyclohexane trione-1,3-dioxime

Chemical Property:

• Vapor Pressure: 1.52E-07mmHg at 25°C
• Boiling Point: 385.8°Cat760mmHg
• Flash Point: 187.1°C
• PSA: 82.25000
• Density: 1.53g/cm³
• LogP: 0.39980
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 156.05349212
• Heavy Atom Count: 11
• Complexity: 210

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC(=NO)C(=O)C(=NO)C1
• Isomeric SMILES: C1C/C(=N\O)/C(=O)/C(=N/O)/C1
• General Description: 1,2,3-Cyclohexane trione-1,3-dioxime, also known by its alternative names such as 2,6-bis(hydroxyimino)cyclohexanone or NSC 48387, is a cyclic compound featuring a cyclohexane backbone substituted with two oxime groups at the 1 and 3 positions and a ketone at the 2 position. This structure suggests potential reactivity as a chelating agent or intermediate in organic synthesis, particularly in coordination chemistry due to the presence of multiple oxime functional groups. Its derivatives or analogs may exhibit biological or chemical activity, though specific properties would depend on further structural modifications or experimental context.

Technology Process of 1,2,3-Cyclohexane trione-1,3-dioxime

There total 14 articles about 1,2,3-Cyclohexane trione-1,3-dioxime 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: 85.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cyclohexane-1,2-dione monooxime (24858-28-4) + 1,2,3-cyclohexanetrione-1,3-dioxime (10528-54-8)

Guidance literature:

With tert-Butyl thionitrate; at 0 ℃; H⁺;

Reference yield: 83.0%

1-(Trimethylsilyloxy)cyclohexene (6651-36-1) → 1,2,3-cyclohexanetrione-1,3-dioxime (10528-54-8)

Guidance literature:

With aluminum (III) chloride; tetrabutylammonium nitrite; In acetonitrile; at -20 ℃; Inert atmosphere; Darkness;

DOI:10.1021/ja206736q

Reference yield: 61.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1,2,3-cyclohexanetrione-1,3-dioxime (10528-54-8)

Guidance literature:

With hydrogenchloride; methyl nitrite;

DOI:10.1016/S0040-4039(00)99137-8

upstream raw materials:

cyclohexanone

isopentyl nitrite

1-(Trimethylsilyloxy)cyclohexene

ethyl nitrite

Downstream raw materials:

2,4,2',4'-tetramethyl-5,5'-(2,6-bis-hydroxyimino-cyclohexyLiDene)-bis-pyrrole-3-carboxylic acid diethyl ester

ethyl 5-cyano-2-oximinovalerate

1,2,3-cyclohexane trione trioxime

Ag⁽¹⁺⁾*C₂F₃O₂^(1-)*C₆H₈N₂O₃=AgC₈H₈F₃N₂O₅