777-97-9

Upstream product

• 355-75-9 decafluorocyclohex-1-ene 
• 363-72-4 Pentafluorobenzene 
• 2367-86-4 1H,2H-decafluorocyclohexane 
• 2995-00-8 cis 1H,2H/-decafluorocyclohexane 
• 773-53-5 2,3,3,4,5,6,6-heptafluorocyclohexa-1,4-diene 
• 775-40-6 1H,2H-octafluorocyclohex-1-ene 
• 5272-26-4 trifluoro(pentafluorophenyl)silane 
• 15145-21-8 1-chloro-2,3,3,4,4,5,5,6,6-nonafluorocyclohexene 
• 98-08-8 α,α,α-trifluorotoluene 

Downstream Products

• 336-08-3 perfluoroadipic acid 
• 638-84-6 1,2-dibromo-1H-nonafluoro-cyclohexane 
• 6156-68-9 1H-Octafluor-2-methoxy-cyclohexen 
• 6146-02-7 1H-Octafluor-6-methoxy-cyclohexen 
• 4933-59-9 1-bromo nonafluoro cyclohexene 
• 5073-60-9 1,6-Dibrom-octafluor-cyclohexen 
• 5073-61-0 1,2-dibromo-octafluorocyclohexene 
• 4933-60-2 1-Brom-octafluor-2-methoxy-cyclohexen 
• 4933-61-3 1-Brom-octafluor-6-methoxy-cyclohexen 
• 13590-45-9 lithium nonafluoro cyclohexene 

Relevant academic research and scientific papers

Process for the hydrolysis of halogenated cyclic olefins to prepare hydrohalocyclic olefins (by machine translation)

The invention relates to a method for preparing hydrohalobenzene by hydrolysis of halogenated cycloolefins, and belongs to the field of chemical synthesis. The method disclosed by the invention has the advantages of mild reaction conditions, high hydrohalobenzene selectivity, simple post-treatment and environmental protection, and can be effectively separated industrially by a common distillation means. 50 - 180 °C. The method of the invention has the advantages of mild reaction conditions, simple post-treatment and environmental protection. (by machine translation)

Method for preparing 1H-perhalogenated cycloolefin by adopting organic solvent to provide hydrogen source for hydrogen-halogen exchange reaction

The invention relates to a method for preparing 1H-perhalogenated cycloolefin by adopting an organic solvent to provide a hydrogen source for hydrogen-halogen exchange reaction, and belongs to the field of chemical synthesis. The method includes: under the condition of presence of the solvent, adopting 1-chlorine-perhalogenated cycloolefin including 1,2-dichloro-3,3,4,4-tetrafluoro cyclobutene, 1-chloro-pentafluoro cyclobutene, 1,2-dichloro-hexafluoro cyclopentene, 1-chloro-heptafluoro cyclopentene, 1-chloro-hexafluro cyclohexene, 1,2-dichloro-octafluoro cyclopentene and the like as a raw material, enabling the raw material to react with zinc powder at a reaction temperature of 30-180 DEG C, and enabling selective hydrogen-halogen exchange reaction to prepare the 1H-perhalogenated cycloolefin. The method has the advantages that a reaction condition is mild, the 1H-perhalogenated cycloolefin is high in selectivity, N,N-dimethylformamide, N,N-dimethylacetamide, N,N-Formyldiethylamine or N, N-Diethylacetamide is adopted to provide the hydrogen source for hydrogenation, safety and reliability in technology are realized, and the 1H-perhalogenated cycloolefin can be separated effectively through a normal distilling manner industrially.

Explored routes to unknown polyfluoroorganyliodine hexafluorides, R FIF6

Two routes to RFIF6 compounds were investigated: (a) the substitution of F by RF in IF7 and (b) the fluorine addition to iodine in RFIF4 precursors. For route (a) the reagents C6F5SiMe3, C6F 5SiF3, [NMe4][C6F 5SiF4], C6F5BF2, and 1,4-C6F4(BF2)2 were tested. C 6F5IF4 and CF3CH2IF 4 were used in route (b) and treated with the fluoro-oxidizers IF7, [O2][SbF6]/KF, and K2[NiF 6]/KF. The observed sidestep reactions in case of routes (a) and (b) are discussed. Interaction of C6F5SiX3 (X = Me, F), C6F5BF2, 1,4-C6F 4(BF2)2 with IF7 gave exclusively the corresponding ring fluorination products, perfluorinated cyclohexadiene and cyclohexene derivatives, whereas [NMe4][C6F 5SiF4] and IF7 formed mixtures of C 6FnIF4 and C6FnH compounds (n = 7 and 9). CF3CH2IF4 was not reactive towards the fluoro-oxidizer IF7, whereas C6F 5IF4 formed C6FnIF4 compounds (n = 7 and 9). C6F5IF4 and CF 3CH2IF4 were inert towards [O 2][SbF6] in anhydrous HF. CF3CH 2IF4 underwent C-H fluorination and C-I bond cleavage when treated with K2[NiF6]/KF in HF. The fluorine addition property of IF7 was independently demonstrated in case of perfluorohexenes. C4F9CFCF2 and IF7 underwent oxidative fluorine addition at -30 °C, and the isomers (CF 3)2CFCFCFCF3 (cis and trans) formed very slowly perfluoroisohexanes even at 25 °C. The compatibility of IF7 and selected organic solvents was investigated. The polyfluoroalkanes CF 3CH2CHF2 (PFP), CF3CH 2CF2CH3 (PFB), and C4F9Br are inert towards iodine heptafluoride at 25 °C while CF3CH 2Br was slowly converted to CF3CH2F. Especially PFP and PFB are new suitable organic solvents for IF7.

FLUORINATION OF POLYHALOGENATED UNSATURATED COMPOUNDS WITH VANADIUM PENTAFLUORIDE

Vanadium pentafluoride reacts with polyfluorinated and polychlorinated olefins, alkadienes, cycloalkenes and cyclodienes in CFCl3 or without a solvent at -25 deg C to 100 deg C, forming products of addition of two fluorine atoms across the C=C bond.

ACTION OF VANADIUM AND ANTIMONY PENTAFLUORIDES ON POLYFLUORINATED DERIVATIVES OF CYCLOHEXADIENE

Polyfluorinated 1,3- and 1,4-cyclohexadienes are fluorinated by vanadium fluoride at -25 to 25 deg C.The olefinic fragments of perfluoro-1,3- and perfluoro-1,4-cyclohexadienes are close to each other in reactivity.Under the influence of vanadium pentafluoride the fluorine atoms add to 1-R-heptafluoro-1,4-cyclohexadienes preferentially at the multiple bond containing the less electron-withdrawing substituent.At -80 to 20 deg C antimony pentafluoride leads to isomerization of the polyfluorinated derivatives of cyclohexadiene.

POLYFLUOROCYCLOALKENES. PART XIX. SOME REACTIONS AND COMPOUNDS FROM 1,2-BIS(TRIFLUOROMETHYL)OCTAFLUOROCYCLOHEXENE

The title compound (A) gave a dichloro-adduct (D), which with lithium aluminum hydride yielded a complex mixture, from which a trace of trans 1H,2H-1,2-bis(trifluoromethyl)octafluorocyclohexane (E) was isolated.Catalytic hydrogenation of olefin (A) afforded cis 1H,2H-1,2-bis(trifluoromethyl)octafluorocyclohexane (C), and a small amount of 6H-1,6-bis(trifluoromethyl)heptafluorocyclohexene (B).Dehydrofluorination of the cis dihydride (C) by aqueous potash gave olefin (B) and 2,3-bis(trifluoromethyl)hexafluorocyclohexa-1,3-diene (G): fluorination of (G) by cobalt(III) fluoride gave back (A).Fluorination of compounds (C) and (B) afforded cis and trans 1H-1,2-bis(trifluoromethyl)nonafluorocyclohexane (J and H respectively).Both (H) and (J) were dehydrofluorinated to give olefin (A) exclusively, i.e. fluorine was lost preferentially from the tertiary ->C-F group.Ammonia and (A) gave 1,3-diamino-2-cyano-3-trifluoromethylhexafluorocyclohexene (K).Some hydro-polyfluoro-cyclohexanes took up small proportions of deuterium during dehydrofluorinations in the presence of deuterium oxide,but no interconversions of pairs of stereoisomers were observed.

THE REPLACEMENT OF VINYLIC HYDROGEN BY FLUORINE

In 3H,4H-tetrafluoro-3-thiolen and 1H,2H-octafluorocyclohexene, the conversion of -CH=CH- into -CH=CF- by fluorination over KCoF4 takes place by saturation to -CHF-CHF- followed by dehydrofluorination, and not by direct replacement of a vinylic hydrogen.