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

Base Information

• Chemical Name: 3,4-Dianilinocyclobut-3-ene-1,2-dione
• CAS No.: 33512-89-9
• Molecular Formula: C16H12 N2 O2
• Molecular Weight: 264.283
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID70381772
• Nikkaji Number: J2.137.540C
• Wikidata: Q82172817
• Mol file: 33512-89-9.mol

Synonyms:3,4-dianilinocyclobut-3-ene-1,2-dione;33512-89-9;3,4-bis(phenylamino)cyclobut-3-ene-1,2-dione;3-Cyclobutene-1,2-dione, 3,4-bis(phenylamino)-;SCHEMBL22198065;DTXSID70381772;MFCD00179353;AKOS025117232;CCG-249691;SB81830;3,4-Dianilino-3-cyclobutene-1,2-dione;FT-0614206;BRD-K55376207-001-01-2;4,4'-((3,4-Dioxocyclobut-1-ene-1,2-diyl)bis(azanediyl))dibenzene

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

Chemical Property:

• Vapor Pressure: 5.89E-07mmHg at 25°C
• Melting Point: 270 °C
• Boiling Point: 410.7°Cat760mmHg
• Flash Point: 157.7°C
• PSA: 58.20000
• Density: 1.443g/cm³
• LogP: 2.72000
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 264.089877630
• Heavy Atom Count: 20
• Complexity: 390

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dianilinocyclobut-3-ene-1,2-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C(=O)C2=O)NC3=CC=CC=C3

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

There total 5 articles about 3,4-Dianilinocyclobut-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: 99.0%

aniline (62-53-3) + 3,4-diethoxy-3-cyclobuten-1,2-dione (5231-87-8) → 3,4-bis(phenylamino)cyclobut-3-ene-1,2-dione (33512-89-9)

Guidance literature:

With zinc trifluoromethanesulfonate; In N,N-dimethyl-formamide; toluene; at 100 ℃; for 12h;

DOI:10.1021/jo100104g

Reference yield: 85.0%

3-Anilino-4-(N,N'-diphenylureido)-3-cyclobuten-1,2-dion → 3,4-bis(phenylamino)cyclobut-3-ene-1,2-dione (33512-89-9)

Guidance literature:

With ethanol; N,N-dimethyl-formamide; Heating;

DOI:10.1002/ardp.19853181203

Reference yield:

1,3-Diphenylcarbodiimide (622-16-2) + squaric acid (2892-51-5) → 3,4-bis(phenylamino)cyclobut-3-ene-1,2-dione (33512-89-9)

Guidance literature:

With ethanol; N,N-dimethyl-formamide; Yield given. Multistep reaction; 1.)DMF, room temp., 7 d, 2.) heating;

DOI:10.1002/ardp.19853181203

upstream raw materials:

1,3-Diphenylcarbodiimide

squaric acid

aniline

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