2,3:6,7-Bis[1,3]butadienobiphenylene

Base Information

• Chemical Name: 2,3:6,7-Bis[1,3]butadienobiphenylene
• CAS No.: 258-47-9
• Molecular Formula: C₂₀H₁₂
• Molecular Weight: 252.315
• Mol file: 258-47-9.mol

Synonyms:2,3:6,7-Bis[1,3]butadienobiphenylene;Dibenzo[b,h]biphenylene

Chemical Property of 2,3:6,7-Bis[1,3]butadienobiphenylene

Chemical Property:

• Melting Point: 345 °C
• PSA: 0.00000
• LogP: 5.64040

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3:6,7-Bis[1,3]butadienobiphenylene

There total 21 articles about 2,3:6,7-Bis[1,3]butadienobiphenylene 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: 70.0%

3,3’-dibromo-2,2’-binaphthalene (198406-46-1) → Dibenzo[b,h]biphenylene (258-47-9) + Tetranaphthylene (116204-83-2)

Guidance literature:

With n-butyllithium; copper dichloride; zinc(II) chloride; In tetrahydrofuran; hexane; 1.) -78 deg C; 2.) - 50 deg C; 3.) -78 deg C, 2 h then RT;

DOI:10.1016/S0040-4039(98)01082-X

Reference yield: 60.0%

C26H16N2O2 (76240-62-5) → Dibenzo[b,h]biphenylene (258-47-9)

Guidance literature:

at 650 ℃; under 0.01 Torr;

Reference yield: 8.0%

benzo[f]ninhydrin (20927-01-9) → cyclobutanaphthalene-1,2-dione (41634-34-8) + Dibenzo[b,h]biphenylene (258-47-9)

Guidance literature:

at 600 ℃; for 3h; under 0.01 Torr;

upstream raw materials:

[2,2']binaphthyl-3,3'-diyldiamine

5,6,7,8,5',6',7',8'-octahydro-[2,2']binaphthyl-3,3'-diyldiamine

benzo[f]ninhydrin

C₂₆H₁₆N₂O₂

Refernces

• 1、 Wilcox,C.F.,Talwar,S.S.. "-". . p. 2162 - 2167. Retrieved 1970.
• 2、 Iyoda, Masahiko,Kabir, S. M. Humayun,Vorasingha, Anusorn,Kuwatani, Yoshiyuki,Yoshida, Masato. "Novel synthesis of biphenylene and its derivatives using intramolecular coupling of zincacyclopentadienes". . p. 5393 - 5396. Retrieved 2007/10/03.
• 3、 Gould, Ken J.,Hacker, Nigel P.,McOmie, John F. W.,Perry, David H.. "Benzocyclobutenes. Part 4. Synthesis of Benzocyclobutene-1,2-diones by Pyrolytic Methods". . p. 1834 - 1840. Retrieved 2007/10/02.