1-Phenylbiphenylene

Base Information

• Chemical Name: 1-Phenylbiphenylene
• CAS No.: 1436-33-5
• Molecular Formula: C₁₈H₁₂
• Molecular Weight: 228.293
• DSSTox Substance ID: DTXSID301315778
• Mol file: 1436-33-5.mol

Synonyms:1-phenylbiphenylene;DTXSID301315778;1436-33-5

Chemical Property of 1-Phenylbiphenylene

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 228.093900383
• Heavy Atom Count: 18
• Complexity: 567

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=CC3=C4C=CC=CC4=C32

Technology Process of 1-Phenylbiphenylene

There total 4 articles about 1-Phenylbiphenylene 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: 100.0%

1-iodobiphenylene (17557-56-1) + phenylboronic acid (98-80-6) → 1-phenylbiphenylene (1436-33-5)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; toluene;

DOI:10.1002/poc.797

Reference yield:

cis-1,6-diphenyl-3-hexene-1,5-diyne (27370-85-0) → triphenylene (217-59-4) + 1-phenylbiphenylene (1436-33-5) + 2-phenylbiphenylene (1026-55-7)

Guidance literature:

at 1000 ℃; under 0.02 Torr; Further Variations:; Temperatures; Product distribution;

DOI:10.1002/poc.797

Reference yield:

bisbenzocyclobutene (259-79-0) → 1-phenylbiphenylene (1436-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 26 percent / BuLi; iodine / hexane; diethyl ether / 2 h / 20 °C

2: 100 percent / Na₂CO₃*H₂O / tetrakis(triphenylphosphine)palladium / ethanol; toluene

With n-butyllithium; iodine; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In diethyl ether; ethanol; hexane; toluene;

DOI:10.1002/poc.797

upstream raw materials:

cis-1,6-diphenyl-3-hexene-1,5-diyne

1-iodobiphenylene

phenylboronic acid

bisbenzocyclobutene