5576-19-2

Basic information

• Product Name: 1,1'-Biphenyl, 2,2'-dibromo-3,3',4,4',5,5',6,6'-octafluoro-
• CAS NO: 5576-19-2
• Molecular Formula: C12Br2F8
• Molecular Weight: 455.927
• Mol File: 5576-19-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 2,2'-dibromo-3,3',4,4',5,5',6,6'-octafluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 2,2'-dibromo-3,3',4,4',5,5',6,6'-octafluoro-(5576-19-2)
• EPA Substance Registry System: 1,1'-Biphenyl, 2,2'-dibromo-3,3',4,4',5,5',6,6'-octafluoro-(5576-19-2)

Safety Data

• Hazardous Substances Data: 5576-19-2(Hazardous Substances Data)

Usage

General Description

2,2'-dibromo-3,3',4,4',5,5',6,6'-octafluoro-1,1'-biphenyl is a chemical compound with the molecular formula C12Br2F8. It is a halogenated biphenyl derivative that is commonly used as a flame retardant in various industrial applications, such as in the production of polymers and plastics. It is known for its high thermal stability and resistance to degradation, making it an effective additive for improving the fire resistance of materials. However, due to its halogenated nature, it is also considered to be a persistent organic pollutant and is subject to strict regulations and restrictions in its usage and disposal to minimize its environmental impact.

Upstream product

• 62983-79-3 octafluorobiphenylenemercury 
• 5121-90-4 2,2',3,3',4,4',5,5'-octafluorobiphenyl 
• 827-08-7 1,2-dibromo-3,4,5,6-tetrafluorobenzene 
• 344-04-7 bromopentafluorobenzene 

Downstream Products

• 10380-43-5 diphenyl-(octafluoro biphenyl-(2,2')) germane 
• 1095101-37-3 2,2'-dibromo-4,4'-bis(phenylethynyl)-3,3',5,5',6,6'-hexafluorobiphenyl 
• 36284-12-5 9-phenyloctafluorophosphafluorene 
• 7136-57-4 octafluorodibenzothiophene 
• 1091603-69-8 1,2,3,4,5,6,7,8-octafluoro-9,10-diphenylphenanthrene 
• 1091603-70-1 9,10-bis(4-methoxyphenyl)-1,2,3,4,5,6,7,8-octafluorophenanthrene 
• 324766-65-6 perfluorophenyl-9-bora-perfluorofluorene 

Relevant articles and documents

2,7-substituted hexafluoroheterofluorenes as potential building blocks for electron transporting materials

A series of 2,7-substituted hexafluoro-9-heterofluorenes was synthesized via nucleophilic aromatic substitution (SNArN) reactions of phenyllithium, thienyllithium, and lithium phenylacetylide with various octafluoroheterofluorenes and 2,2'-dibromooctafluorobiphenyl. These compounds are of interest as possible building blocks for materials with useful electron transport properties, since they possess relatively low LUMO energy levels. The HOMO-LUMO energy gaps, as determined by UV-vis spectroscopy, range between 3.0 and 3.9 eV, while photoluminescence emission spectra reveal λ ems values in the range of 365 to 420 nm (corresponding to ultraviolet to violet/blue emission). Dilute solution state quantum yields vary significantly with the nature of the heteroatom and the 2,7-substituents, and approach unity for a number of the di(phenylethynyl) derivatives. The experimentally determined LUMO energy levels (- 2.7 to - 3.3 eV as determined by differential pulse voltammetry) suggest that these compounds may be good candidates for electron transport applications. Single-crystal X-ray analyses of a number of compounds revealed cofacial packing in all cases, with intermolecular distances as short as 3.4 A.

SOME REACTIONS OF PHENYLENE- AND POLYPHENYLENE-MERCURIALS

Cleavage reactions of six phenylene- and polyphenylene-mercury heterocycles with the mercuric halides and mercuric acetate in suitable refluxing solvents readily produce 1,2-C6X4(HgX)2; 2,2'-C6H4C6H4(HgX)2 and 2,2''-C6H4C6H4C6H4(HgX)2 (X = Cl, Br, I or CH3CO2).Addition of silver acetate to 2,2'-C6H4C6H4(HgBr)2 gives 2,2'-C6H4C6H4(HgO2CCH3)2 which reacts with concentrated hydrochloric acid to form 2,2'-C6H4C6H4(HgCl)2.Treatment with sodium iodide, or in some cases simply the application of heat under vacuum, causes symmetrization of these cleavage products back to the original heterocycles in high yield.The terphenylenemercury dimer, (C6H4C6H4C6H4Hg)2, forms solvates with a wide variety of donor and non-donor solvents.Pyrolysis of mercuric 2,3,4,5-tetrafluorobenzoate at 190 deg.C. yields 2-mercurio-3,4,5,6-tetrafluorobenzoate and 2,3,4,5-tetrafluorobenzoic acid; at 300 deg.C. the former gives tetrafluorophenylenemercury, (C6F4Hg)3.