2646-83-5

Upstream product

• 356-77-4 1,1,2,2-tetrafluoro-3-vinylcyclobutane 
• 75-45-6 Chlorodifluoromethane 
• 106-99-0 buta-1,3-diene 
• 116-14-3 polytetrafluoroethylene 

Downstream Products

• 1429051-74-0 methyl 4,4,5,5-tetrafluoro-1-(4-methoxyphenyl)-3a,4,5,6,7,7a-hexahydro-1H-indazole-3-carboxylate 
• 1429051-76-2 methyl 6,6,7,7-tetrafluoro-1-(4-methoxyphenyl)-3a,4,5,6,7,7a-hexahydro-1H-indazole-3-carboxylate 
• 1429051-75-1 methyl 4,4,5,5-tetrafluoro-1-(4-fluorophenyl)-3a,4,5,6,7,7a-hexahydro-1H-indazole-3-carboxylate 
• 1429051-77-3 methyl 6,6,7,7-tetrafluoro-1-(4-fluorophenyl)-3a,4,5,6,7,7a-hexahydro-1H-indazole-3-carboxylate 
• 38573-88-5 1-bromo-2,3-difluorobenzene 
• 36556-47-5 3-chloro-1,2-difluorobenzene 
• 367-11-3 ortho-difluorobenzene 
• 348-61-8 1-bromo-3,4-difluorobenzene 
• 1805115-08-5 2-fluoro-3-chloro-4-nitrophenol 
• 82419-40-7 2-fluoro-3-chloro-6-nitrophenol 
• 771-69-7 2,3,4-trifluoronitrobenzene 
• 53780-44-2 1-Chloro-2,3-difluoro-5-nitrobenzene 

Relevant academic research and scientific papers

Three-step regioselective synthesis of 2,3-difluorohalobenzenes using tetrafluoroethylene and buta-1,3-diene as starting building blocks

The gas-phase copyrolysis of tetrafluoroethylene and buta-1,3-diene in a flow tube reactor at 490–510 °C gives 3,3,4,4-tetrafluorocyclohex-1-ene, which is selectively converted to 1-bromo- or 1-chloro-2,3-difluorobenzene via intermediate steps of halogenation and dehydrohalogenation.

Synthesis of fluorinated halonitrobenzenes and halonitrophenols using tetrafluoroethylene and buta-1,3-dienes as starting building blocks

The gas-phase copyrolysis of tetrafluoroethylene with buta-1,3-diene in a flow reactor at 495–505 °C produces 3,3,4,4-tetrafluorocyclohex-1-ene, which selectively converted to 1,2-difluorobenzene or 1-chloro-2,3-difluorobenzene. The latter can be converted to 2-chloro-3,4-difluoronitrobenzene, 2,3,4-trifluoronitrobenzene, 2,3-difluoro-6-nitrophenol, or 2-chloro-3-fluoro-4-nitrophenol via nitration, fluorodechlorination, and hydrolysis reactions.

Generation of 1-aryl-3-methoxycarbonylnitrilimines and their reaction with halogen-containing unsaturated compounds

Thermal decomposition of 1-(4-methoxyphenyl)- and 1-(4-fluorophenyl) hepta(methoxycarbonyl)-3a,7a-dihydroindazoles at 135 C in the presence of allyl or propargyl halides leads to the elimination of hexamethyl benzenehexacarboxylate and the formation of the corresponding pyrazolines or pyrazoles as the products of 1,3-dipolar cycloaddition of 1-aryl-3- methoxycarbonylnitrilimines to the multiple bonds of the substrates used. In the case of vinyl halides, the products of the target reactions are either obtained in low yields or nonexistent, with a side conversions taking place instead. Thus, for example, in the case of 1,1-dichloro-4-methylpenta-1,3-diene, besides hexamethyl benzenehexacarboxylate, 3,5,5-trichloro-2-methylpent-4-en-2-ol and arylchlorohydrazones MeO2CC(Cl)=N-NHAr were unexpectedly isolated as the main products, as well.

KINETICS AND MECHANISM OF THE SYNTHESIS OF DIFLUOROBENZENES BY THERMAL REACTION OF DIFLUOROCARBENE WITH BUTADIENE

Reaction of butadiene with difluorocarbene, resulting in the formation of difluorobenzenes, and its main steps have been systematically studied.The kinetics of thermal conversions of intermediately formed 2,2-difluorovinylcyclopropane and 2,2,3,3-tetrafluorovinylcyclobutane has been examined.The synthesis of difluorobenzenes has been optimized.The results obtained are used as a basis for domestic technology of production of difluorobenzenes.