3,4',5-Tribromobiphenyl

Base Information

• Chemical Name: 3,4',5-Tribromobiphenyl
• CAS No.: 72416-87-6
• Molecular Formula: C12H7Br3
• Molecular Weight: 390.9
• European Community (EC) Number: 687-070-1
• UNII: O51T1CC66O
• DSSTox Substance ID: DTXSID70222712
• Nikkaji Number: J105.896G
• Wikidata: Q27285335
• Mol file: 72416-87-6.mol

Synonyms:3,4',5-tribromobiphenyl;72416-87-6;1,1'-Biphenyl, 3,4',5-tribromo-;1,3-dibromo-5-(4-bromophenyl)benzene;UNII-O51T1CC66O;O51T1CC66O;PBB 39;SCHEMBL2597665;DTXSID70222712;3,4',5-Tribromobiphenyl, 95%;3,5-DIBROMOPHENYL-4-BROMOBENZENE;Q27285335

Chemical Property of 3,4',5-Tribromobiphenyl

Chemical Property:

• Melting Point: 87-97 °C
• Boiling Point: 380°Cat760mmHg
• Flash Point: 178.3°C
• PSA: 0.00000
• Density: 1.923g/cm³
• LogP: 5.64110
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 389.80774
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

98% ^*data from raw suppliers

3,4'',5-Tribromo-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,N
• Statements: 37/38-41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=CC(=C2)Br)Br)Br
• Uses: 3,4'',5-Tribromo-1,1''-biphenyl is used as a reactant in the synthesis of aromatic compounds as an electroluminescent host or hole transport material for organic electroluminescent devices.

Technology Process of 3,4',5-Tribromobiphenyl

There total 9 articles about 3,4',5-Tribromobiphenyl 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%

1-bromo-4-(trimethylsilyl)benzene (6999-03-7) + C13H17BBr2O2 → 3,4',5-tribromo-1,1'-biphenyl (72416-87-6)

Guidance literature:

With dichloro(N-(diphenylphosphino)-N-isopropyl-1,1-diphenylphosphinamine) digold(I); [bis(acetoxy)iodo]benzene; silver(I) 4-methylbenzenesulfonate; In 1,1,2-trichloroethane; at 110 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.chempr.2019.07.023

Reference yield: 53.0%

1,4-bromoiodobenzene (589-87-7) + 3,5-dibromophenylboronic acid (117695-55-3) → 3,4',5-tribromo-1,1'-biphenyl (72416-87-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c8nj01306c

Reference yield:

3,5,4'-tribromo-biphenyl-4-ylamine (59589-90-1) → 3,4',5-tribromo-1,1'-biphenyl (72416-87-6)

Guidance literature:

With sulfuric acid; sodium nitrite;

DOI:10.1021/ja01267a077

upstream raw materials:

3,5,4'-tribromo-biphenyl-4-ylamine

4-amino-3',5'-dibromobiphenyl

2,4'-Diamino-4-nitro-biphenyl

3,5-dibromo-4'-nitro-1,1'-biphenyl

Downstream raw materials:

4-Bromobenzoic acid