3-Bromo-4'-chlorobiphenyl

Base Information

• Chemical Name: 3-Bromo-4'-chlorobiphenyl
• CAS No.: 164334-69-4
• Molecular Formula: C12H8BrCl
• Molecular Weight: 267.553
• DSSTox Substance ID: DTXSID00373605
• Wikidata: Q82161837
• Mol file: 164334-69-4.mol

Synonyms:164334-69-4;3-bromo-4'-chlorobiphenyl;3-Bromo-4'-chloro-1,1'-biphenyl;1-bromo-3-(4-chlorophenyl)benzene;1,1'-Biphenyl, 3-bromo-4'-chloro-;3-Bromo-4'-chloro-biphenyl;SCHEMBL8650999;DTXSID00373605;3-(4-chlorophenyl)phenyl bromide;HUHYFZSUBKNCJM-UHFFFAOYSA-N;MFCD06201387;AKOS015966141;AS-61354;B5764;CS-0148352;D89165;A936999

Chemical Property of 3-Bromo-4'-chlorobiphenyl

Chemical Property:

• Refractive Index: 1.66
• Boiling Point: 328.4±17.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.463±0.06 g/cm3(Predicted)
• LogP: 4.76950
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 265.94979
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-4'-chloro-1,1'-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)C2=CC=C(C=C2)Cl
• Uses: 3-Bromo-4'-chloro-1,1'-biphenyl is a hydrocarbon organic matter and can be used as pharmaceutical intermediates.

Technology Process of 3-Bromo-4'-chlorobiphenyl

There total 2 articles about 3-Bromo-4'-chlorobiphenyl 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:

bromobenzene (108-86-1,52753-63-6) + p-chlorobenzenediazonium tetrafluoroborate (673-41-6) → 4'-chloro-4-bromo-biphenyl (23055-77-8) + 2-bromo-4,4’-dichloro-1,1’-biphenyl (179526-95-5) + 3-bromo-4'-chloro-1,1'-biphenyl (164334-69-4)

Guidance literature:

With pyridine; at 23 ℃; for 18h; Overall yield = 79 percent; Overall yield = 127 mg; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.9b00557

Reference yield:

bromobenzene (108-86-1,52753-63-6) + 1,6-bis-(4-chlorophenyl)-3,4-diacetyl-1,5-hexazadiene (10312-71-7) → Diacetylhydrazin (3148-73-0) + 4'-chloro-4-bromo-biphenyl (23055-77-8) + 2-bromo-4,4’-dichloro-1,1’-biphenyl (179526-95-5) + 3-bromo-4'-chloro-1,1'-biphenyl (164334-69-4) + 1-acetyl-1-p-chlorophenylhydrazine (82408-82-0)

Guidance literature:

at 131 ℃; Product distribution; Mechanism; thermolysis, var.: atmosphere : N₂, O₂, catalyst : m-dinitrobenzene;

DOI:10.1139/v82-148

Reference yield: 82.0%

((4,6-diphenyl-1,3,5-triazin-2-yl)boronic acid) + 3-bromo-4'-chloro-1,1'-biphenyl (164334-69-4) → 2-(4’-chloro-[1,1‘-biphenyl]-3-yl)-4,6-diphenyl-1,3,5-triazine (1443049-85-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutyl-ammonium chloride; potassium carbonate; In ethanol; water; toluene; at 78 ℃; for 10h; Inert atmosphere;

upstream raw materials:

bromobenzene

1,6-bis-(4-chlorophenyl)-3,4-diacetyl-1,5-hexazadiene

p-chlorobenzenediazonium tetrafluoroborate

Downstream raw materials:

C₂₄H₁₆Cl₂

2-(4’-chloro-[1,1‘-biphenyl]-3-yl)-4,6-diphenyl-1,3,5-triazine

Refernces

• 1、 Mackay, Donald,McIntyre, Deane Douglas. "Aryl radicals from hexazadienes and tetrazenes". . p. 990 - 999. Retrieved 2007/10/02.