769-37-9

Upstream product

• 1074-91-5 1-bromo-2,3,4,5-tetrafluorobenzene 
• 344-07-0 1-chloro-2,3,4,5,6-pentafluorobenzene 
• 75-77-4 chloro-trimethyl-silane 
• 1198-59-0 1,2-dichloro-3,4,5,6-tetrafluorobenzene 
• 715-30-0 1-chloro-2,3,4,5-tetrafluoro-6-trifluoromethyl-benzene 
• 5121-89-1 1-iodo 2,3,4,5-tetrafluoro benzene 
• 551-62-2 1,2,3,4-tetrafluorobenzene 

Downstream Products

• 551-62-2 1,2,3,4-tetrafluorobenzene 
• 1428-08-6 1-chloro-2,3,4,5-tetrafluoro-6-iodo-benzene 
• 1868-80-0 2-chlorotetrafluorobenzoic acid 
• 2708-97-6 5,6-diiodo-1,2,3,4-tetrafluorobenzene 
• 591249-21-7 2,3,4,5-tetrafluorobenzenesulfonyl chloride 

Relevant academic research and scientific papers

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.

Method for producing tetrakis ( fluoroaryl) borate-magnesium compound

Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.

Reactions of polyfluoroaromatic compounds with electrophilic agents in the presence of tris(dialkylamino)phosphine: 6. * Reactions of halogenotetrafluorobenzenes RC6F4X (X = Cl, Br, or I) with chlorotrimethylsilane

The rate of replacement of the halogen atom in isomers of RC6F4X (X = Cl, Br, or I) by the SiMe3 group under the action of Me3SiCl and P(NEt2)3 depends on the nature and the mutual arrangement of the substituents X and R. In addition to silyldehalogenation, compounds C6HF4X (X = Br or I) undergo silyldeprotonation and reduction to tetrafluorobenzenes.

REACTION OF PERFLUOROARYL HALIDES WITH REDUCED SPECIES OF SULFUR DIOXIDE (HSO2(-), SO2(2-), S2O4(2-))

Rongalite (sodium hydroxymethanesulfinate), sodium dithionite, and aminoiminomethanesulfinic acid (AIMS) reduce perfluoroiodobenzene in N,N-dimethylformamide to pentafluorobenzene.In the presence of added D2O or CH3OD, deuteriopentafluorobenzene is formed. p-Dinitrobenzene does not inhibit the reduction, and addition of norbonene did not result in trapping of any radical intermediates.Reaction of pentafluoroiodobenzene with sodium benzenesulfinate gave 1,4-dibenzenesulfonyl-2,3,5,6-tetrafluorobenzene.A halophilic attack mechanism is suggested for the reduction reaction.Chloropentafluorobenzene did not react under the same conditions as the iodide; at elevated temperatures in the presence of sodium bicarbonate and Rongalite the fluorine para to the chlorine was reduced.Reduction of the chloride to pentafluorobenzene is minor.In the absence of bicarbonate, the chloride gave also a mixture of sulfides believed to be derived from decomposition of the Rongalite to hydrogen sulfide.Some reaction with dimethylamine from decomposition of DMF also is observed.