149068-56-4

Usage

Uses

Used in Industrial and Consumer Product Production:
4-(Perfluorohexyl) bromobenzene is used as a key component in the production of various industrial and consumer products, such as surfactants, lubricants, and polymers, due to its unique chemical properties and thermal stability.
Used in Surfactant Production:
In the surfactant industry, 4-(Perfluorohexyl) bromobenzene is used as a raw material for creating surfactants that possess excellent surface-active properties, enhancing the performance of products in various applications.
Used in Lubricant Production:
4-(Perfluorohexyl) bromobenzene is utilized as an additive in lubricant formulations to improve their thermal stability and performance under extreme conditions.
Used in Polymer Production:
In the polymer industry, 4-(Perfluorohexyl) bromobenzene is employed as a monomer or a precursor in the synthesis of polymers with specific properties, such as high thermal stability and chemical resistance.
However, it is essential to handle 4-(Perfluorohexyl) bromobenzene with care, as it can be toxic to both humans and the environment due to its potential to bioaccumulate and persist in the environment. Proper safety measures and disposal methods should be implemented to minimize its impact on health and the ecosystem.

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Phosphorus(III) ligands in fluorous biphase catalysis

The synthesis, coordination chemistry and catalytic applications of a series of perfluoroalkyl-substituted phosphorus(III) ligands is illustrated.

Phosphorus(III) ligands with fluorous ponytails

A series of phosphorus(III) compounds incorporating one or more C6F13 'ponytails' have been prepared as a pool of ligands for coordination and catalytic studies under the fluorous biphase regime. Solubility studies indicate that only ligands with three or more ponytails are preferentially soluble in perfluorocarbon solvents.

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.