355-75-9

Usage

Uses

Used in Refrigeration Industry:
Decafluorocyclohexene is used as a refrigerant for its ability to provide efficient cooling without depleting the ozone layer, making it an environmentally friendly alternative to traditional refrigerants.
Used in Solvent Applications:
In the chemical industry, Decafluorocyclohexene serves as a solvent for various processes, capitalizing on its stability and non-reactive nature with a wide range of substances.
Used as a Precursor in Chemical Synthesis:
Decafluorocyclohexene is utilized as a precursor in the production of other fluorinated compounds, contributing to the advancement of fluorochemicals with specific applications in various industries.
Used in Heat Transfer Fluids:
In the cooling systems industry, Decafluorocyclohexene is employed as a heat transfer fluid due to its thermal stability and high boiling point, ensuring efficient heat exchange in various industrial processes.
Used as an Ozone-Depleting Substance Substitute:
Decafluorocyclohexene is used as a substitute for ozone-depleting substances, helping to mitigate the environmental impact of traditional refrigerants and other chemicals that harm the ozone layer.
It is crucial to handle Decafluorocyclohexene with care, considering its potential environmental hazard due to its ozone-depleting properties, and to implement proper safety measures during its use in various applications.

InChI:InChI=1/C6F10/c7-1-2(8)4(11,12)6(15,16)5(13,14)3(1,9)10

Upstream product

• 308-24-7 undecafluorocyclohexane 
• 91-22-5 quinoline 
• 392-56-3 Hexafluorobenzene 
• 2367-86-4 1H,2H-decafluorocyclohexane 
• 57113-75-4 4-bromononafluorocyclohexene 
• 5492-89-7 1-pentafluorophenyl nonafluoro cyclohexene 
• 775-51-9 octafluorocyclohexa-1,4-diene 
• 6588-63-2 1,2,2,3,3,4,4,5,5,6,6-undecafluorocyclohexanecarbonyl fluoride 
• 51579-56-7 undecafluorocyclohexanecarbonitrile 
• 15145-21-8 1-chloro-2,3,3,4,4,5,5,6,6-nonafluorocyclohexene 
• 377-70-8 perfluoro-1,3-cyclohexadiene 
• 336-15-2 chloro-undecafluoro-cyclohexane 
• 71-43-2 benzene 
• 55793-30-1 (n-perfluoro hexyl) 1,6-di(magnesiumbromide) 

Downstream Products

• 306-98-9 1,2-bis(trifluoromethyl)decafluorocyclohexane 
• 374-75-4 decafluoro-1-iodo-2-trifluoromethyl-cyclohexane 
• 336-08-3 perfluoroadipic acid 
• 336-12-9 1,2-dibromo-decafluoro-cyclohexane 
• 336-14-1 1,2-dichlorodecafluorocyclohexane 
• 336-16-3 1-chloro-decafluoro-2-iodo-cyclohexane 
• 4943-06-0 Perfluorcyclohexyl-trifluormethylaether 
• 4943-08-2 methyl undecafluorocyclohexyl ether 
• 4943-09-3 Fluormethyl-undecafluorcyclohexyl-ether 
• 6733-14-8 Nonafluor-3-methoxy-cyclohexen 
• 4943-07-1 difluoromethoxyundecafluorocyclohexane 
• 1957-68-2 1-methoxynonafluorocyclohexene 
• 59404-39-6 4-(2,3,3,4,4,5,5,6,6-Nonafluoro-cyclohex-1-enyloxy)-butan-1-ol 
• 59404-38-5 4-(1,2,3,4,4,5,5,6,6-Nonafluoro-cyclohex-2-enyloxy)-butan-1-ol 

Relevant academic research and scientific papers

Preparation method of halogenation cycloolefin

The invention relates to a preparation method of halogenation cycloolefin and belongs to the field of chemical synthesis. According to the preparation method, in an amide or alkylamine solvent, with halogenation cycloparaffin as a raw material, a dehalogenation reaction is conducted, and the target product halogenation cycloolefin is obtained. According to the method, the reaction conditions are mild, the yield of the halogenation cycloolefin is high, dangerous reduction agents such as metal or hydrogen do not need to be used, the technology is safe and reliable, solid waste such as metal halide is not generated, and a common distillation means can be used for effective industrial separation.

Perfluoroalkylation of Alkenes by Frustrated Lewis Pairs

The activation of perfluoroalkyl iodides by the frustrated Lewis pair tris(pentafluorophenyl)borane and tri-tert-butylphosphine is described. By abstraction of both a fluorine and an iodine atom, an iodophosphonium fluoroborate salt is formed. In the presence of alkenes the corresponding iodoperfluoroalkylation products are generated regioselectively. First mechanistic investigations support a radical mechanism.

Xenon(IV)-carbon bond of [C6F5XeF2]+; Structural characterization and bonding of [C6F5XeF2][BF4], [C6F5XeF2][BF4]·2HF, and [C6F5XeF2][BF4]· n NCCH 3 (n = 1, 2); And the fluorinating properties of [C6F5XeF2][BF4]

The [C6F5XeF2]+ cation is the only example of a XeIV-C bond, which had only been previously characterized as its [BF4]- salt in solution by multi-NMR spectroscopy. The [BF4]- salt and its new CH3CN and HF solvates, [C6F5XeF2][BF4]·1.5CH3CN and [C6F5XeF2][BF4]·2HF, have now been synthesized and fully characterized in the solid state by lowerature, single-crystal X-ray diffraction and Raman spectroscopy. Crystalline [C6F5XeF2][BF4] and [C6F5XeF2][BF4]·1.5CH3CN were obtained from CH3CN/CH2Cl2 solvent mixtures, and [C6F5XeF2][BF4]·2HF was obtained from anhydrous HF (aHF), where [C6F5XeF2][BF4]·1.5CH3CN is comprised of an equimolar mixture of [C6F5XeF2][BF4]·CH3CN and [C6F5XeF2][BF4]·2CH3CN. The crystal structures show that the [C6F5XeF2]+ cation has two short contacts with the F atoms of [BF4]- or with the F or N atoms of the solvent molecules, HF and CH3CN. The lowerature solid-state Raman spectra of [C6F5XeF2][BF4] and C6F5IF2 were assigned with the aid of quantum-chemical calculations. The bonding in [C6F5XeF2]+, C6F5IF2, [C6F5XeF2][BF4], [C6F5XeF2][BF4]·CH3CN, [C6F5XeF2][BF4]·2CH3CN, and [C6F5XeF2][BF4]·2HF was assessed with the aid of natural bond orbital analyses and molecular orbital calculations. The 129Xe, 19F, and 11B NMR spectra of [C6F5XeF2][BF4] in aHF are reported and compared with the 19F NMR spectrum of C6F5IF2, and all previously unreported J(129Xe-19F) and J(19F-19F) couplings were determined. The long-term solution stabilities of [C6F5XeF2][BF4] were investigated by 19F NMR spectroscopy and the oxidative fluorinating properties of [C6F5XeF2][BF4] were demonstrated by studies of its reactivity with K[C6F5BF3], Pn(C6F5)3 (Pn = P, As, or Bi), and C6F5X (X = Br or I).

PROCESS FOR PREPARING OCTAFLUOROCYCLOHEXADIENE

Disclosed herein is a process of preparing octafluorocyclohexadiene using hexafluorobenzene as a raw material. The hexafluorobenzene reacts with an activated fluorinating agent at 60-200° C. in an inert gas atmosphere. The activated fluorinating agent is prepared by mixing 1-10 wt % of cobalt difluoride with 90-99 wt % of other metal fluoride selected from the group of calcium fluoride, magnesium fluoride, aluminum fluoride, sodium fluoride and potassium fluoride. The mixture reacts with fluorine gas at 200-400° C.

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.

PROCESS FOR PREPARING DECAFLUOROCYCLOHEXENE

Disclosed herein is a process of preparing decafluorocyclohexene using hexafluorobenzene as a raw material. The hexafluorobenzene reacts with an activated fluorinating agent at 60-200° C. in an inert gas atmosphere. The activated fluorinating agent is prepared by mixing 1-50 wt % of cobalt difluoride with 50-99 wt % of other metal fluoride selected from calcium fluoride, magnesium fluoride, aluminum fluoride, sodium fluoride and potassium fluoride. The mixture reacts with fluorine gas at 200-400° C.

Transformations of F-Alkyl Iodides and Bromides Induced by Nickel(0) Carbonyl

Adducts of primary F-alkyl iodides with nickel carbonyl are formed readily in donor solvents and pyrolyze at 100-150 °C to give olefinic coupling products in high yield. The mechanism proposed to account for the observed chemistry involves preferential α-elimination of fluorine with formation of a carbenoid species complex coordinated to nickel. Differences in reaction paths among several types of substrate halides are rationalized on the basis of polarization of the Ni-C bond in the adducts. Support for these proposals is provided by state-of-the-art calculations.

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.