Cyclobuta[1,2-b:3,4-b']diquinoxaline

Base Information

• Chemical Name: Cyclobuta[1,2-b:3,4-b']diquinoxaline
• CAS No.: 37660-36-9
• Molecular Formula: C₁₆H₈N₄
• Molecular Weight: 256.266
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70493046
• Nikkaji Number: J17.413K
• Wikidata: Q82339429
• Mol file: 37660-36-9.mol

Synonyms:Cyclobuta[1,2-b:3,4-b']diquinoxaline;37660-36-9;Biquinoxalylene;3,10,13,20-tetrazapentacyclo[10.8.0.02,11.04,9.014,19]icosa-1(20),2,4,6,8,10,12,14,16,18-decaene;SCHEMBL9755100;DTXSID70493046;3,10,13,20-tetraazapentacyclo[10.8.0.0(2),(1)(1).0,.0(1),(1)]icosa-1,3,5,7,9,11,13,15,17,19-decaene;3,10,13,20-tetraazapentacyclo[10.8.0.0,.0,.0,icosa-1,3,5,7,9,11,13,15,17,19-decaene

Chemical Property of Cyclobuta[1,2-b:3,4-b']diquinoxaline

Chemical Property:

• Melting Point: 324 °C
• Boiling Point: 524.3 °C at 760 mmHg
• Flash Point: 251.2 °C
• PSA: 51.56000
• Density: 1.516 g/cm³
• LogP: 3.22040
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 256.074896272
• Heavy Atom Count: 20
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

BIQUINOXALYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=C3C(=N2)C4=NC5=CC=CC=C5N=C34

Technology Process of Cyclobuta[1,2-b:3,4-b']diquinoxaline

There total 7 articles about Cyclobuta[1,2-b:3,4-b']diquinoxaline 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: 57.0%

5,6,7,8,13,14-hexa-azapentaphene (64803-95-8) → cyclobuta<1,2-b:3,4-b'>-diquinoxaline (37660-36-9)

Guidance literature:

at 800 ℃; for 0.666667h; under 0.02 Torr;

Reference yield: 21.0%

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + 1,3-bis(2-nitroanilino)-cyclobutenediylium 2,4-diolate + 1,2-diamino-benzene (95-54-5) → cyclobuta<1,2-b:3,4-b'>-diquinoxaline (37660-36-9) + 2,3-dichloro-cyclobuta[1,2-b:3,4-b']diquinoxaline + 2,3,8,9-tetrachloro-cyclobuta[1,2-b:3,4-b']diquinoxaline

Guidance literature:

4,5-Dichloro-1,2-phenylenediamine; 1,3-bis(2-nitroanilino)-cyclobutenediylium 2,4-diolate; 1,2-diamino-benzene; In 1,2-dichloro-benzene; at 160 ℃; for 0.166667h;

at 150 - 160 ℃; for 1h;

With oxygen; sodium carbonate; In water; Overall yield = 772 mg;

DOI:10.1039/c5cc00537j

Reference yield: 15.0%

1,3-bis(2-nitroanilino)-cyclobutenediylium 2,4-diolate + 1,2-diamino-benzene (95-54-5) + 4,5-dibromo-1,2-diaminobenzene (49764-63-8) → cyclobuta<1,2-b:3,4-b'>-diquinoxaline (37660-36-9) + 2,3,8,9-tetrabromocyclobuta[1,2-b:3,4-b']diquinoxaline + 2,3-dibromocyclobuta[1,2-b:3,4-b']diquinoxaline

Guidance literature:

1,3-bis(2-nitroanilino)-cyclobutenediylium 2,4-diolate; 1,2-diamino-benzene; 4,5-dibromo-1,2-diaminobenzene; In 1,2-dichloro-benzene; at 20 - 160 ℃; for 0.25h;

With polyphosphoric acid; In 1,2-dichloro-benzene; at 150 - 160 ℃; for 1h;

DOI:10.1002/chem.201600918

upstream raw materials:

5,6,7,8,13,14-hexa-azapentaphene

1,2-diamino-benzene

4,5-Dichloro-1,2-phenylenediamine

2-nitro-aniline

Refernces

• 1、 Yang, Shuaijun,Liu, Danqing,Xu, Xiaomin,Miao, Qian. "Molecular packing and n-channel thin film transistors of chlorinated cyclobuta[1,2-b:3,4-b′]diquinoxalines". supporting information. p. 4275 - 4278. Retrieved 2015/03/18.