1759-63-3

Usage

Physical state

Colorless liquid

Odor

Pungent

Uses

a. Building block for various fluorinated compounds
b. Precursor for the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals
c. Solvent in the electronics industry
d. Refrigerant in cooling systems

Reactivity

Highly reactive

Chemical reactions

Can undergo addition, substitution, and elimination reactions

Safety precautions

Handle and store with caution due to reactivity and potential hazards

Upstream product

• 706-79-6 1,2-dichloro-3,3,4,4,5,5-hexafluorocyclopentene 
• 428-59-1 Hexafluoropropene oxide 
• 392-42-7 2-chloropentafluoro-1,3-butadiene 
• 77-47-4 hexachlorocyclopentadiene 
• 2368-01-6 1,2,4-trichloro-3,3,4,5,5-pentafluorocyclopent-1-ene 
• 3824-97-3 1,2,3-Trichloro-3,4,4,5,5-pentafluorocyclopentene 
• 706-78-5 octachlorocyclopentene 

Downstream Products

• 336-34-5 1-chloro-3,3,4,4,5,5-hexafluoro-2-methoxy-cyclopentene 
• 6776-07-4 (2-Chlor-3,3,4,4,5,5-hexafluor-cyclopenten-1-yl)-phenyl-phosphinsaeure 
• 1892-03-1 1,3,3,4,4,5,5-heptafluorocyclopentene 
• 15290-77-4 1,1,2,2,3,3,4-heptafluorocyclopentane 
• 3761-95-3 1-chloro-3,3,4,4,5,5-hexafluorocyclopentene 

Relevant academic research and scientific papers

REACTIONS OF DIFLUOROCARBENE WITH CONJUGATED POLYFLUORODIENES

Heating 2-chloroperfluoro-1,3-butadiene or perfluoro-1,3-pentadiene with excess hexafluoropropylene oxide leads to the formation of the corresponding cyclopentenes.

Study on the Preparation of Cr-based Catalysts Doped by Zn using Sol–Gel Auto-Combustion Method and Its Application for Synthesis of 1-Chloro-2,3,3,4,4,5,5-heptafluorocyclopentene

High-surface-area chromium-based catalysts in the presence of a small amount of zinc were prepared via a sol–gel auto-combustion method using chromic nitrate, zinc nitrate, and citric acid. First, the auto-combustion behavior of the dried gel was investigated by derivative thermogravimetry and (DTG)-TG and infrared (IR) techniques. The results revealed that the dried gel exhibited self-propagating combustion properties. Second, the as-burnt powders were characterized by IR, X-ray diffraction (XRD), Brunauer–Emmett–Teller analysis (BET), and scanning electron microscopy (SEM). The findings showed that the gels were directly converted into CrZn-O nanoparticles with high surface area during the auto-combustion process. Third, the pre-fluorination Cr-Zn catalysts were characterized by XRD, BET, SEM, X-ray photoelectron spectroscopy (XPS), and Fourier transform (FT)-IR spectroscopy of pyridine adsorption techniques. It was found that the presence of zinc led to significant structural changes in the catalyst, the particle size was smaller, the surface area became larger, and more active sites appeared. Finally, the catalytic activities of the samples were tested for the fluorination of 1,2-dichlorohexafluorocyclopentene (1,2-F6) with anhydrous hydrogen fluoride. The obtained results indicated that the pre-fluorination activated Cr-Zn catalysts prepared by this sol–gel auto-combustion method exhibited high efficiency in the synthesis of cyclic hydrofluorocarbons.

MANUFACTURING METHOD OF 1-CHLOROHEPTAFLUOROCYCLOPENTENE

PROBLEM TO BE SOLVED: To provide a method for manufacturing 1-chloroheptafluorocyclopentene at high yield under a moderate reaction condition. SOLUTION: A manufacturing method of 1-chloroheptafluorocyclopentene includes conducting a gas phase reaction of a raw material and hydrogen fluoride at 290-410°C for 15-40 sec. in presence of a burned body catalyst. The raw material contains at least one of 1,3-dichlorohexafluorocyclopenetene and 1,4-dichlorohexafluorocyclopenetene. The burned body catalyst has Cr, Zr and one or more kind of metal selected from Mg, Ni, Al, Fe, La, Sm, Co, W and Mo. A ratio of the substance quantity of the hydrogen fluoride to the substance quantity of 1,3-dichlorohexafluorocyclopenetene or 1,4-dichlorohexafluorocyclopenetene is preferably 20-50. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

Method for simultaneously preparing dichlorohexafluorocyclopentene isomers

The invention relates to a method for simultaneously preparing dichlorohexafluorocyclopentene isomers. The method comprises the following steps: taking hydrogen fluoride and trichloropentafluorocyclopentene as reaction raw materials; carrying out gas-phase catalysis fluorine-chlorine exchange reaction in the presence of a fluorination catalyst to obtain the dichlorohexafluorocyclopentene isomers. By adopting the method provided by the invention, 1,2-dichlorohexafluorocyclopentene, 1,3-dichlorohexafluorocyclopentene and 1,4-dichlorohexafluorocyclopentene can be coproduced, wherein the single-pass yield of the 1,3-dichlorohexafluorocyclopentene and the 1,4-dichlorohexafluorocyclopentene is relatively high and the sum of the yield of the 1,3-dichlorohexafluorocyclopentene and the 1,4-dichlorohexafluorocyclopentene is greater than 57 percent; the raw materials are easy to obtain and the fluorination catalyst has stable activity, so that the method is suitable for simultaneously and continuously preparing the 1,2-dichlorohexafluorocyclopentene, the 1,3-dichlorohexafluorocyclopentene and the 1,4-dichlorohexafluorocyclopentene in a large scale in a gas phase.

Synthesis of 1,1,2,2,3,3,4-heptafluorocyclopentane as a new generation of green solvent

1,1,2,2,3,3,4-Heptafluorocyclopentane is a new generation of green solvent. It was synthesized by the liquid-phase fluorination reactions from hexachlorocyclopentadiene to 1-chloroheptafluoro-cyclopentene in the presence of KF in DMF and by the vapor-phase hydrogenation reaction from 1-chloroheptafluorocyclopentene to 1,1,2,2,3,3,4-heptafluorocyclopentane in the presence of Pd-based hydrogenation catalyst. Quantum chemical calculations for the isomers energies using Gaussian09 were conducted to verify the chemical equilibriums between isomers of trichloropentafluorocyclopentene or dichlorohexafluorocyclopentene in the fluorination reactions. Possible mechanisms for 1,1,2,2,3,3,4-heptafluorocyclopentane synthesis were proposed.

Method for simultaneously preparing dichlorohexafluorocyclopentene isomers

The invention relates to a method for simultaneously preparing dichlorohexafluorocyclopentene isomers. The method comprises the following steps: a raw material perhalocyclopentene or/and perhalocyclopentadiene undergo(es) a liquid phase fluorine-chlorine exchange reaction in the presence of a fluorination reagent and a solvent under a stirring condition to obtain four trichloropentafluorocyclopentene isomers, and one or more of the four trichloropentafluorocyclopentene, adopted as a raw material, undergo(es) a fluorine-chlorine exchange reaction in the presence of the fluorination reagent and the solvent to obtain the dichlorohexafluorocyclopentene isomers. The method has the advantages of easily available raw materials, cheap fluorination reagent, high yield of the isomers, and suitableness for simultaneously preparing perhalocyclopentadiene isomers through a large-scale liquid phase reaction.

A novel strategy for synthesis of dichlorooctafluorocyclopentane and reaction mechanism investigation

A novel method was used for preparing 1,1-dichlorooctafluorocyclopentane and 1,2-dichlorooctafluorocyclopentane through the reaction of 1,2-dichlorohexafluorocyclopentene, anhydrous hydrogen fluoride, and chlorine. A series of single- and multi-component catalysts were prepared by means of impregnation and coprecipitation, respectively. The catalyst containing Fe(III), Zr(IV), Co(II), Zn(II) and Cu(II) showed the highest catalytic activity among these catalysts. Moreover, the main reaction routes and catalytic mechanism were investigated through experiments and theoretical analysis. Given the environmental and economic benefits, this method has a great application potential in industrial production.