3,4-Diaminocyclobut-3-ene-1,2-dione

Base Information

• Chemical Name: 3,4-Diaminocyclobut-3-ene-1,2-dione
• CAS No.: 5231-89-0
• Molecular Formula: C4H4N2O2
• Molecular Weight: 112.09
• Hs Code.: 2922399090
• European Community (EC) Number: 848-257-5
• UNII: 3Q8TZB9ESJ
• DSSTox Substance ID: DTXSID40381784
• Nikkaji Number: J1.253.316K
• Wikipedia: Squaramide
• Wikidata: Q7581974
• Mol file: 5231-89-0.mol

Synonyms:3,4-diaminocyclobut-3-ene-1,2-dione

Chemical Property of 3,4-Diaminocyclobut-3-ene-1,2-dione

Chemical Property:

• Vapor Pressure: 0.161mmHg at 25°C
• Refractive Index: 1.665
• Boiling Point: 213.8 °C at 760 mmHg
• PKA: -0.21±0.20(Predicted)
• Flash Point: 83.1 °C
• PSA: 86.18000
• Density: 1.638 g/cm³
• LogP: -0.33220
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 112.027277375
• Heavy Atom Count: 8
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

3,4-Diaminocyclobut-3-ene-1,2-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4-Diaminocyclobut-3-ene-1,2-dione

There total 2 articles about 3,4-Diaminocyclobut-3-ene-1,2-dione 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: 96.0%

3,4-diethoxy-3-cyclobuten-1,2-dione (5231-87-8) → 3,4-diamino-cyclobut-3-ene-1,2-dione (5231-89-0)

Guidance literature:

With ammonium hydroxide; In diethyl ether; at 20 ℃; for 0.166667h;

DOI:10.1021/jo062090h

Reference yield:

2,3-diamino-buta-1,3-diene-1,4-dione → 3,4-diamino-cyclobut-3-ene-1,2-dione (5231-89-0)

Guidance literature:

In acetonitrile; at 25 ℃; Kinetics;

DOI:10.1021/jo062090h

Reference yield: 65.0%

1,2-di(4-methylphenyl)-1,2-ethanedione (3457-48-5) + 3,4-diamino-cyclobut-3-ene-1,2-dione (5231-89-0) → N-(2-amino-3,4-dioxocyclobut-1-en-1-yl)-4-methylbenzamide

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 5h; Solvent; Time;

DOI:10.1002/ejoc.201501235

upstream raw materials:

3,4-diethoxy-3-cyclobuten-1,2-dione

Downstream raw materials:

C₁₄H₈Cl₂N₄O₂

Refernces

• 1、 Cheon, Cheol Hong,Yamamoto, Hisashi. "Synthesis of N,N-Bis(nonaflyl) squaric acid diamide and its application to organic reactions". scheme or table. p. 539 - 540. Retrieved 2010/08/07.