Tetraphenylcyclobutadiene

Base Information

• Chemical Name: Tetraphenylcyclobutadiene
• CAS No.: 1055-83-0
• Molecular Formula: C28H20
• Molecular Weight: 356.467
• DSSTox Substance ID: DTXSID30391392
• Nikkaji Number: J1.099.806I
• Wikidata: Q82188825
• Mol file: 1055-83-0.mol

Synonyms:tetraphenylcyclobutadiene;1055-83-0;DTXSID30391392;Benzene, 1,1',1'',1'''-(1,3-cyclobutadiene-1,2,3,4-tetrayl)tetrakis-

Chemical Property of Tetraphenylcyclobutadiene

Chemical Property:

• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 356.156500638
• Heavy Atom Count: 28
• Complexity: 457

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C(=C2C3=CC=CC=C3)C4=CC=CC=C4)C5=CC=CC=C5

Technology Process of Tetraphenylcyclobutadiene

There total 3 articles about Tetraphenylcyclobutadiene 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:

diphenyl acetylene (501-65-5) → stilbene (588-59-0) + tetraphenyl-cyclobutadiene (1055-83-0) + tetraphenylbutadiene + hexaphenylhexatriene + octaphenyloctatetraene

Guidance literature:

CoH₃(PPh₃)3; In tetrahydrofuran; for 0.5h; Product distribution; Ambient temperature;

DOI:10.1016/S0022-328X(97)00074-0

Reference yield:

N-[(2,2-dimethylpent-4-en-1-yl)oxy]-4-methylbenzenesulfonamide + diphenyl acetylene (501-65-5) → tetraphenyl-cyclobutadiene (1055-83-0) + N-[(4,4-dimethyltetrahydrofuran-2-yl)methyl]-4-methylbenzenesulfonamide

Guidance literature:

With tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate; copper diacetate; In 1,2-dichloro-ethane; at 95 ℃; for 2.5h; Sealed tube;

DOI:10.1002/anie.201710895

Reference yield:

→ tetraphenyl-cyclobutadiene (1055-83-0)

Guidance literature:

DOI:10.1021/ja01010a027 DOI:10.1039/C19660000237

upstream raw materials:

diphenyl acetylene

Downstream raw materials:

5,6,7,8-tetraphenylisoquinoline

4,5,6,7-Tetraphenyl-indan

Refernces

• 1、 Escudero, Julien,Bellosta, Véronique,Cossy, Janine. "Rhodium-Catalyzed Cyclization of O,ω-Unsaturated Alkoxyamines: Formation of Oxygen-Containing Heterocycles". supporting information. p. 574 - 578. Retrieved 2018/02/21.