3,3',4,4'-Tetrabromobiphenyl

Base Information

• Chemical Name: 3,3',4,4'-Tetrabromobiphenyl
• CAS No.: 77102-82-0
• Molecular Formula: C12H6Br4
• Molecular Weight: 469.796
• Hs Code.: 2903999090
• UNII: O9I88185BK
• DSSTox Substance ID: DTXSID4074770
• Nikkaji Number: J105.938F
• Wikidata: Q27285518
• Mol file: 77102-82-0.mol

Synonyms:3,3',4,4'-tetrabromobiphenyl

Chemical Property of 3,3',4,4'-Tetrabromobiphenyl

Chemical Property:

• Boiling Point: 430.9 °C at 760 mmHg
• Flash Point: 207.2 °C
• PSA: 0.00000
• Density: 2.14 g/cm³
• LogP: 6.40360
• Storage Temp.: Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 469.71620
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

3,3'',4,4''-Tetrabromobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C2=CC(=C(C=C2)Br)Br)Br)Br
• Uses: 3,3'',4,4''-Tetrabromobiphenyl is multi-persistent organic pollutants analyzed in breast milk of first time mothers. An environmental pollutant that affects copper and molybdenum metabolism in rats. Also, it is derived from 1-Bromo-2- nitrobenze (B686175), which is an organic building block used for the synthesis of various pharmaceutical compounds. It is an intermediate for the synthesis of novel Diarylamino-1,3,5-triazine derivatives as FAK inhibitors with anti-angiogenic activity.

Technology Process of 3,3',4,4'-Tetrabromobiphenyl

There total 3 articles about 3,3',4,4'-Tetrabromobiphenyl 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:

2-(3,4-dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1075719-78-6) → 3,3',4,4'-tetrabromo-1,1'-biphenyl (77102-82-0)

Guidance literature:

With 1,10-Phenanthroline; copper diacetate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; regioselective reaction;

DOI:10.1039/c9ob00995g

Reference yield:

2,3-dibromobenzene (583-53-9) → 3,3',4,4'-tetrabromo-1,1'-biphenyl (77102-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; 4,4'-di-tert-butyl-2,2'-bipyridine / tetrahydrofuran / 24 h / 80 °C / Inert atmosphere

2: copper diacetate; 1,10-Phenanthroline / N,N-dimethyl-formamide / 12 h / 20 °C

With 1,10-Phenanthroline; (1,5-cyclooctadiene)(methoxy)iridium(l) dimer; copper diacetate; 4,4'-di-tert-butyl-2,2'-bipyridine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c9ob00995g

Reference yield:

3,3'-dibromo-[1,1'-biphenyl]-4,4'-diamine (34237-98-4) → 3,3',4,4'-tetrabromo-1,1'-biphenyl (77102-82-0)

Guidance literature:

With sulfuric acid; Diazotization_.Behandlung der Diazoniumsalz-Loesung mit CuBr in wss. HBr;

upstream raw materials:

3,3'-dibromo-[1,1'-biphenyl]-4,4'-diamine

2,3-dibromobenzene

2-(3,4-dibromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces