57186-90-0

Basic information

• Product Name: 1-bromo-3-(4-bromophenyl)benzene
• Synonyms: 1-bromo-3-(4-bromophenyl)benzene;3,4'-Dibromo-1,1'-biphenyl
• CAS NO: 57186-90-0
• Molecular Formula: C₁₂H₈Br₂
• Molecular Weight: 312.00000
• Mol File: 57186-90-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 75-76 °C
• Boiling Point: 348oC at 760mmHg
• Flash Point: 191.3oC
• Appearance: /
• Density: 1.667g/cm3
• CAS DataBase Reference: 1-bromo-3-(4-bromophenyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-3-(4-bromophenyl)benzene(57186-90-0)
• EPA Substance Registry System: 1-bromo-3-(4-bromophenyl)benzene(57186-90-0)

Safety Data

• Hazardous Substances Data: 57186-90-0(Hazardous Substances Data)

Usage

General Description

1-Bromo-3-(4-Bromophenyl)benzene is a chemical compound with a molecular formula of C12H8Br2. This organobromine compound falls into the category of aromatic bromides. Its structure consists of a benzene ring substituded with a bromo group as well as a 4-bromophenyl group, that is another benzene ring with a Bromine atom. It is primarily used in organic synthesis due to its bromine components which act as excellent leaving groups, facilitating further chemical reactions. Specific chemical properties such as its melting point, boiling point, etc can vary based on its purity and the precise conditions it's stored under. As with many chemicals, it should be handled with care to avoid exposure, as it may present health hazards.

Upstream product

• 108-86-1 bromobenzene 
• 79991-24-5 1,6-di-p-bromophenyl-3,4-diacetyl-1,5-hexazadiene 
• 108-95-2 phenol 

Downstream Products

• 61794-68-1 C₇₀H₅₀O₂ 
• 586-76-5 4-Bromobenzoic acid 
• 42289-54-3 biphenyl-3,4'-dicarbonitrile 

Relevant articles and documents

Vapour-phase Chemistry of Arenes. Part 13. Reactivity and Selectivity in the Gas-phase Reactions of Hydroxyl Radicals with Monosubstituted Benzenes at 563 K

The reactions of hydroxyl radicals with benzene derivates C6H5Z (Z = H, Me, F, Cl, Br, I, CF3, or CN) have been studied in a flow reactor at 563 K in nitrogen, using the thermolysis of ButOOH as a source of .OH.Under these conditions there are two product-forming pathways.The major one involves hydrogen abstraction to give aryl radicals ZC6H4. (II) as the first step; depending on Z, its displacement to form phenol may also occur.Relative rates for hydrogen abstraction were determined in competition experiments using side-chain hydrogen abstraction from added toluene as a reference.This resulted in the order (for Z =): 1,8(Me), 1.0(H), 0.47(F), 0.29(Cl), 0.34(CF3), 0.20(CN), consonant with the electrophilic nature of .OH.The site selectivity of hydrogen abstractions was determined by scavenging part of the aryl radicals (II) with iodine.A Hammett plot, using ? constants for meta and para positions, led to ρ -1.0.The features of hydrogen abstraction by .OH are discussed and compared with those for the analogous reaction of Cl.The formation of phenol was found to decrease in importance in the order F, Cl, Br, and I.This result is rationalized on a thermochemical kinetic basis.

Aryl radicals from hexazadienes and tetrazenes

Aryl radicals are produced from both ends of the hexazadienes 1 and 2 and from the tetrazene 3, either thermally or photolytically.They attack aromatic compounds in the nucleus, the yield of biaryl being in the range 40-70percent, though it can be made nearly quantitative by using m-dinitrobenzene as additive.The aryl radicals also oxidize 2-propanol to acetone, the reaction products being the halogenobenzene and 1,2-diacetylhydrazine.Photolysis of 1 goes mainly by way of the tetrazene 3, and this may also be a significant pathway in the thermal reaction.Azodiacetylis an intermediate in the thermal reaction of 1 with 2-propanol and may be generally so in all its reactions.Radical induced decomposition is believed to be important in the reactions of 1, 2, and 3, and it is probably responsible for the formation of 1-acetyl-1-arylhydrazines, routinely produced in yields up to 25percent.