4,4'-Dibromobiphenyl

Base Information

• Chemical Name: 4,4'-Dibromobiphenyl
• CAS No.: 92-86-4
• Molecular Formula: C12H8Br2
• Molecular Weight: 312.004
• Hs Code.: 29036990
• European Community (EC) Number: 202-198-6
• NSC Number: 2098
• UNII: POU26V2XT2
• DSSTox Substance ID: DTXSID1059072
• Nikkaji Number: J79.439B
• Wikidata: Q27286679
• ChEMBL ID: CHEMBL8166
• Mol file: 92-86-4.mol

Synonyms:4,4'-dibromobiphenyl;4,4'-dibromodiphenyl

Chemical Property of 4,4'-Dibromobiphenyl

Chemical Property:

• Appearance/Colour: White powder
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 357.6 °C at 760 mmHg
• Flash Point: 198.3 °C
• PSA: 0.00000
• Density: 1.667 g/cm³
• LogP: 4.87860
• Storage Temp.: Store below +30°C.
• Water Solubility.: INSOLUBLE
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 311.89723
• Heavy Atom Count: 14
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

4,4''-Dibromobiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi, N
• Hazard Codes: Xi,Xn,N
• Statements: 36/37/38-37/38-36-40-50/53-41-22-67-52/53
• Safety Statements: 37/39-26-37-36/37-61-60-39-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC(=CC=C1C2=CC=C(C=C2)Br)Br
• Uses: 4,4'-Dibromobiphenyl is commonly used as fire retardants and plasticizers. It is also have application in gas chromatography and liquid chromatography analysis.

Technology Process of 4,4'-Dibromobiphenyl

There total 124 articles about 4,4'-Dibromobiphenyl 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: 75.0%

4-bromobenzenediazonium tetrafluoroborate (673-40-5) → 4-(4-bromophenyl)bromobenzene (92-86-4) + bis(4-bromophenyl)amine (16292-17-4) + 1,2-bis(4-bromophenyl)diazene (1601-98-5)

Guidance literature:

With lithium perchlorate; potassium carbonate; platinum; mercury; In acetonitrile; at 0 ℃; for 3h; Electrochemical reaction;

DOI:10.1016/j.elecom.2010.05.004

Reference yield: 63.0%

(4-bromophenyl)zinc iodide (148651-39-2) → 1,4-bromoiodobenzene (589-87-7) + 4-(4-bromophenyl)bromobenzene (92-86-4)

Guidance literature:

(4-bromophenyl)zinc iodide; With N-chloro-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In various solvent(s); at 20 ℃; for 4h;

With iodine; In various solvent(s);

DOI:10.1246/bcsj.74.2415

Reference yield: 55.0%

1,4-bromoiodobenzene (589-87-7) + 1-Iodonaphthalene (90-14-2) → 1,1'-bisnaphthalene (604-53-5) + 4-(4-bromophenyl)bromobenzene (92-86-4) + 1-(4-bromo-phenyl)-naphthalene (204530-94-9)

Guidance literature:

With palladium diacetate; potassium carbonate; In butanone; at 120 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol802865c

upstream raw materials:

biphenyl

4-phenylalanine

bis-(4-bromo-phenyl)-mercury

bromobenzene

Downstream raw materials:

4,4'-bis(9H-carbazol-9-yl)biphenyl

4-bromo-1,1'-biphenyl

[1,1'-biphenyl]-4-yl(phenyl)selenide

4,4'-Bis(phenylseleno)-biphenyl

Refernces

• 1、 Ojha, Subhadra,Panda, Niranjan. "Pd-Catalyzed desulfitative arylation of olefins by: N -methoxysulfonamide". supporting information. p. 1292 - 1298. Retrieved 2022/02/19.
• 2、 Hanafiah, Marlia M.,Lakkaboyana, Sivarama Krishna,Lakshmidevi, Jangam,Marella, Ravi Kumar,Naidu, Bandameeda Ramesh,Prasad, Sana Siva,Venkateswarlu, Katta. "Porphyrin n-pincer pd(Ii)-complexes in water: A base-free and nature-inspired protocol for the oxidative self-coupling of potassium aryltrifluoroborates in open-air". . . Retrieved 2021/09/13.