149068-56-4

Basic information

• Product Name: 4-(PERFLUOROHEXYL) BROMOBENZENE
• Synonyms: 4-(PERFLUOROHEXYL) BROMOBENZENE
• CAS NO: 149068-56-4
• Molecular Formula: C₁₂H₄BrF₁₃
• Molecular Weight: 475.04
• Mol File: 149068-56-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 89-92 °C(Press: 7.5 Torr)
• Appearance: /
• Density: 1.718±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(PERFLUOROHEXYL) BROMOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(PERFLUOROHEXYL) BROMOBENZENE(149068-56-4)
• EPA Substance Registry System: 4-(PERFLUOROHEXYL) BROMOBENZENE(149068-56-4)

Safety Data

• Hazardous Substances Data: 149068-56-4(Hazardous Substances Data)

Usage

General Description

"4-(Perfluorohexyl) bromobenzene" is a chemical compound consisting of a benzene ring with a bromine atom attached at the 4th carbon position, and a perfluorohexyl group attached at the para position of the benzene ring. 4-(PERFLUOROHEXYL) BROMOBENZENE is a perfluorinated alkyl bromide, which means it contains a fully fluorinated six-carbon chain and a bromine atom. It is commonly used in the production of various industrial and consumer products such as surfactants, lubricants, and polymers due to its unique chemical properties and thermal stability. However, it is crucial to handle this chemical with care as it can be toxic to both humans and the environment due to its potential to bioaccumulate and persist in the environment.

Upstream product

• 540-37-4 p-aminoiodobenzene 
• 108-86-1 bromobenzene 
• 55591-23-6 1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane-1-sulfonyl chloride 
• 355-43-1 n-perfluorohexyl iodide 
• 589-87-7 1,4-bromoiodobenzene 
• 139613-90-4 4-(1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexyl)phenylamine 

Downstream Products

• 436149-58-5 C₂₈H₁₈F₂₆NP 
• 1210920-47-0 diethyl 4-tridecafluorohexylphenyl-phosphonate 
• 1053172-84-1 2-(4-perfluorohexylphenyl)-2-methyl-1,3-dioxolane 
• 149068-57-5 (4-perfluorohexylphenyl)methyldichlorosilane 
• 436149-59-6 bis(4-tridecafluoro-n-hexylphenyl)chlorophosphine 
• 201936-63-2 (4-perfluorohexylphenyl)diphenylphosphine 
• 193197-68-1 tris(4-tridecafluoro-n-hexylphenyl)phosphine 

Relevant articles and documents

Highly fluorous bidentate phosphines

The reaction of tetrachlorodiphosphines [Cl2P(CH 2)nPCl2; n = 2-4] with fluorous aromatic precursors 4-bromo(perfluorohexyl)benzene and 4-(perfluorohexyl)phenol gave a series of fluorous-tagged diphosphines [(p-C6F13C 6H4)2P(CH2)nP(C 6H4C6F13-p)2; n = 2-4] and a new diphosphonite [(p-C6F13C6H 4O)2P(CH2)3P(OC6H 4C6F13-p)2]. The improved synthesis of 1,3-bis(dichlorophosphino)propane (dcpp), involved the facile chlorination of the corresponding primary phosphine with triphosgene. Fluorinated diimines RN=C(CH3)C(CH3)=NR, where R = p-C6H 4C6F13 or P-C6H4C 8F17 have also been prepared, and were found to be air-stable alternatives to the highly air-sensitive phosphorus-containing ligands. All compounds were characterised by a variety of techniques including NMR, IR, MS and microanalysis. The successful reduction of the phosphine-oxides [(p-C6F13C6H4)2P(O) (CH2)nP(O)(C6H4C6F 13-p)2; n = 2,3] with phenylsilane is also presented. Georg Thieme Verlag Stuttgart.

Palladium-catalyzed cross-coupling of organozinc bromides with aryl iodides in perfluorinated solvents

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Direct Perfluoroalkylation of Aromatic and Heteroaromatic Compounds with Perfluoroalkanesulfonyl Chlorides Catalysed by a Ruthenium(II) Phosphine Complex

The perfluoroalkylation of aromatic and heteroaromatic compounds by perfluoroalkanesulfonyl chlorides 1 has been investigated in the presence of a ruthenium(II) phosphine complex.The reaction of compounds 1 with substituted benzenes or thiophenes proceeded smoothly with extrusion of sulfur dioxide at 120 deg C to give corresponding perfluoroalkylated compounds in good yield.No expected perfluoroalkylated product was obtained in the reaction of compounds 1 with pyrrole; however, 1-trimethylsilyl- and 1-triisopropylsilyl-pyrrole were regioselectively perfluoroalkylated at their 2- and 3-position, respectively.