2'-BROMO-4-CHLORO-BIPHENYL

Base Information

• Chemical Name: 2'-BROMO-4-CHLORO-BIPHENYL
• CAS No.: 179526-95-5
• Molecular Formula: C12H8BrCl
• Molecular Weight: 267.553
• Hs Code.: 2903999090
• European Community (EC) Number: 821-244-1
• DSSTox Substance ID: DTXSID30513491
• Wikidata: Q72452510
• Mol file: 179526-95-5.mol

Synonyms:2-Bromo-4'-chloro-1,1'-biphenyl;

Chemical Property of 2'-BROMO-4-CHLORO-BIPHENYL

Chemical Property:

• Melting Point: 41 °C
• Boiling Point: 325.5±17.0 °C(Predicted)
• Flash Point: 173.542oC
• PSA: 0.00000
• Density: 1.463
• LogP: 4.76950
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.2
• 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

2'-Bromo-4-chlorobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)Cl)Br

Technology Process of 2'-BROMO-4-CHLORO-BIPHENYL

There total 4 articles about 2'-BROMO-4-CHLORO-BIPHENYL 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:

C7H4Br2O2 + chlorobenzene (108-90-7) → 2-bromo-2’-chloro-1,1’-biphenyl (107208-70-8) + 2-bromo-4,4’-dichloro-1,1’-biphenyl (179526-95-5) + 2-bromo-3’-chloro-1,1’-biphenyl

Guidance literature:

With diethyl bromomethylmalonate; [4,4′-di-tert-butyl-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C}iridium(III) hexafluorophosphate; caesium carbonate; at 55 ℃; for 22h; Reagent/catalyst; Overall yield = 52 %; Irradiation;

DOI:10.1039/c6sc05533h

upstream raw materials:

bromobenzene

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

4-chlorophenyl lithium

2,3-dibromobenzene

Refernces

• 1、 Candish,Freitag,Gensch,Glorius. "Mild, visible light-mediated decarboxylation of aryl carboxylic acids to access aryl radicals". . p. 3618 - 3622. Retrieved 2017/07/11.
• 2、 Mackay, Donald,McIntyre, Deane Douglas. "Aryl radicals from hexazadienes and tetrazenes". . p. 990 - 999. Retrieved 2007/10/02.