Cuprizone

Base Information

• Chemical Name: Cuprizone
• CAS No.: 370-81-0
• Molecular Formula: C14H22N4O2
• Molecular Weight: 278.354
• Hs Code.: 29280090
• European Community (EC) Number: 206-729-2
• NSC Number: 4283
• UNII: 5N16U7E0AO
• DSSTox Substance ID: DTXSID30861909
• Nikkaji Number: J5.708H
• Wikidata: Q27262585
• Mol file: 370-81-0.mol

Synonyms:Biscyclohexanone Oxaldihydrazone;Cuprizone;Oxaldihydrazone, Biscyclohexanone

Chemical Property of Cuprizone

Chemical Property:

• Appearance/Colour: white powder
• Melting Point: 210-214 °C(lit.)
• Refractive Index: 1.625
• Boiling Point: 421.17°C (rough estimate)
• PKA: 10.78±0.20(Predicted)
• PSA: 82.92000
• Density: 1.298 g/cm³
• LogP: 2.64080
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in alcohol. Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 278.17427596
• Heavy Atom Count: 20
• Complexity: 373

Purity/Quality:

99% ^*data from raw suppliers

Bis(cyclohexanone)?oxaldihydrazone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 21/22
• Safety Statements: 24/25-2

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(=NNC(=O)C(=O)NN=C2CCCCC2)CC1
• Uses: Bis(cyclohexanone) oxaldihydrazone is used in the quantitative spectroscopic determination of copper. It is also essential for the experimental study of mitochondrial metabolism. It is used to study the human demyelinating diseases such as multiple sclerosis and components of neuroinflammation. Further, it acts as ligand and catalyzes Ullmann-type C-N bond forming reactions in the presence of copper salt.

Technology Process of Cuprizone

There total 2 articles about Cuprizone 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:

oxalic acid hydrazide (996-98-5) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → cuprizone (370-81-0)

Guidance literature:

With hydrogenchloride; ethanol; water;

DOI:10.1021/ac60103a054

Reference yield:

→ cuprizone (370-81-0)

Guidance literature:

Cyclohexanon, Oxalylhydrazin in EtOH/ H2SO4 ( 5h bei ungefaehr 20grad);

Reference yield: 90.0%

cuprizone (370-81-0) + phosphonic acid diethyl ester (762-04-9) → tetraethyl [(1,2-dioxoethane-1,2-diyl)bis(hydrazine-2,1-diyl-cyclohexane-1,1-diyl)]bisphosphonate (1415724-74-1)

Guidance literature:

With tetra[tert-butylphthalocyanine]aluminum chloride; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1007/s11172-012-0054-1

upstream raw materials:

oxalic acid hydrazide

cyclohexanone

Downstream raw materials:

N₂,N₂-dicyclohexyloxalohydrazide

tetraethyl [(1,2-dioxoethane-1,2-diyl)bis(hydrazine-2,1-diyl-cyclohexane-1,1-diyl)]bisphosphonate