706-79-6

Basic information

• Product Name: 1,2-DICHLOROHEXAFLUOROCYCLOPENTENE
• Synonyms: FC-C-1416, 1,2-Dichloro-3,3,4,4,5,5-hexafluorocyclopent-1-ene, 1,2-Dichlorohexafluorocyclopent-1-ene, 1,2-Dichlorohexafluorocyclopentene-1;Perfluoro(1,2-dichlorocyclopent-1-ene) 97%;Perfluoro(1,2-dichlorocyclopent-1-ene)97%;1,2-dichloro-3,3,4,4,5,5-hexafluoro-cyclopentene;1,2-dichlorohexafluoro-cyclopenten;1,2-Dichloroperfluorocyclopentene;Cyclopentene, 1,2-dichlorohexafluoro-;Cyclopentene,1,2-dichloro-3,3,4,4,5,5-hexafluoro-
• CAS NO: 706-79-6
• Molecular Formula: C₅Cl₂F₆
• Molecular Weight: 244.95
• EINECS: 211-895-4
• Product Categories: Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Alkenyl;Halogenated Hydrocarbons;Organic Building Blocks;Alkenyl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons
• Mol File: 706-79-6.mol

Chemical Properties

• Melting Point: -105.8 °C
• Boiling Point: 90 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.635 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.37(lit.)
• BRN: 2053012
• CAS DataBase Reference: 1,2-DICHLOROHEXAFLUOROCYCLOPENTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DICHLOROHEXAFLUOROCYCLOPENTENE(706-79-6)
• EPA Substance Registry System: 1,2-DICHLOROHEXAFLUOROCYCLOPENTENE(706-79-6)

Safety Data

• Hazard Codes: T,Xi
• Statements: 22-23-36/37/38
• Safety Statements: 26-36-45
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• RTECS: GY5976200
• TSCA: Yes
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 706-79-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1,2-Dichlorohexafluorocyclopentene is used as a synthetic intermediate for the preparation of various complex organic molecules. Its unique structure allows for a wide range of chemical reactions, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in the Synthesis of Inverse Diarylperfluorocyclopentenes:
1,2-Dichlorohexafluorocyclopentene is used as a key precursor in the synthesis of inverse diarylperfluorocyclopentenes. These compounds exhibit interesting properties and have potential applications in various fields, such as materials science and medicinal chemistry.
Used in the Synthesis of Fluoro-Bisthienylcyclopentenes (F-BTCs):
1,2-Dichlorohexafluorocyclopentene is used as a starting material for the synthesis of fluoro-bisthienylcyclopentenes (F-BTCs). These compounds have potential applications in the development of new pharmaceuticals and agrochemicals, as well as in materials science.
Used in the Synthesis of 1,1-Dichlorooctafluorocyclopentane:
1,2-Dichlorohexafluorocyclopentene is used as a reactant in the synthesis of 1,1-dichlorooctafluorocyclopentane. 1,2-DICHLOROHEXAFLUOROCYCLOPENTENE has potential applications in the production of high-performance fluids, lubricants, and other specialty chemicals.
Used in the Synthesis of 1,2-Dichlorooctafluorocyclopentane:
1,2-Dichlorohexafluorocyclopentene is also used in the synthesis of 1,2-dichlorooctafluorocyclopentane. 1,2-DICHLOROHEXAFLUOROCYCLOPENTENE may find use in various industrial applications, such as in the production of high-performance materials and specialty chemicals.

InChI:InChI=1/C5Cl2F6/c6-1-2(7)4(10,11)5(12,13)3(1,8)9

Upstream product

• 706-78-5 octachlorocyclopentene 
• 77-47-4 hexachlorocyclopentadiene 
• 598-88-9 1,2-dichloro-1,2-difluoroethene 
• 1122-14-1 1,2,3,4-tetrachlorocyclopentane 

Downstream Products

• 336-34-5 1-chloro-3,3,4,4,5,5-hexafluoro-2-methoxy-cyclopentene 
• 559-40-0 octaperfluorocyclopentene 
• 3761-95-3 1-chloro-3,3,4,4,5,5-hexafluorocyclopentene 
• 1759-63-3 1,2,2,3,3,4,4-heptafluoro-5-chlorocyclopentene 
• 706-78-5 octachlorocyclopentene 
• 17447-52-8 4,4,5,5-Tetrafluor-2-triphenyl-phosphoranyliden-cyclopentadion-(1,3) 
• 17447-53-9 4,4,5,5-Tetrafluor-2-butyl-diphenyl-phosphoranyliden-cyclopentan-dion-(1,3) 
• 77569-70-1 Z-2,2,3,3,4-pentafluoro-5-chloro-4-penten-1-oic acid 
• 4655-86-1 tetraethyl 3,3,4,4,5,5-hexafluoro-1-cyclopenten-1,2-ylene-diphosphonate 
• 57003-72-2 2-chloro-3,3,4,4,5,5-hexafluorocyclopentenyl phenyl ether 
• 15810-13-6 1-Chlor-3,3,4,4-tetrafluor-2,5,5-triphenoxy-cyclopenten 
• 376-73-8 hexafluoroglutaric acid 
• 376-77-2 decafluorocyclopentane 
• 376-75-0 1,2-dichlorooctafluorocyclopentane 

Relevant articles and documents

Manufacturing method of 1,2-dichlorohexafluorocyclopentene

Disclosed is a manufacturing method of 1,2-dichlorohexafluorocyclopentene. The first reaction uses dicyclopentadiene as a starting material and nitrogen gas or another inert gas as a diluting agent in a gas-phase thermal cracking reaction to obtain cyclopentadiene. The second reaction uses cyclopentadiene as a starting material in a liquid phase chlorination reaction with chlorine gas to obtain 1,2,3,4-tetrachlorocyclopentane. The third reaction uses 1,2,3,4-tetrachlorocyclopentane as a starting material in a gas-phase chlorination and fluorination reaction with hydrogen fluoride and chlorine gas in the presence of a chromium-based catalyst to obtain 1,2-dichlorohexafluorocyclopentene. The method uses easily acquired starting material and a stable fluorination catalyst, provides a high yield for a target product, and is applicable for large-scale continuous gas-phase production of 1,2-dichlorohexafluorocyclopentene.

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.

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.

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 preparing halogenated pentacyclic olefin by gas-phase isomerization reaction

The invention relates to a method for preparing halogenated pentacyclic olefin by gas-phase isomerization reaction. The method comprises the following steps of: by adopting the halogenated pentacyclic olefin C5HxFyClz as a material, under the existence of an isomerization catalyst, generating the gas-phase isomerization reaction to obtain isomers of the halogenated pentacyclic olefin, wherein X is an integer from 0 to 2, Y is an integer from 4 to 7, Z is an integer from 0 to 4, the sum of X and Y and Z is 8, and the isomerization catalyst is prepared by adopting at least one of lithium fluoride, potassium fluoride, sodium fluoride, rubidium fluoride or cesium fluoride as an active component and loading the active component on at least one of carriers such as aluminium fluoride, magnesium fluoride, iron fluoride, chromium fluoride and zinc fluoride. The method has the advantages that the material is easy to obtain, the isomerization catalyst is low in price, the yield of the isomer is higher, and the method is applicable to large-scale preparation of the isomers of the halogenated pentacyclic olefin by gas-phase reaction.

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.

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.

chlorine fluorine link pentene isomer method of preparation (by machine translation)

The invention relates to a chlorine fluorine link pentene isomer of formula (II) method, in the solvent dimethyl formamide, dimethyl sulfoxide or sulfolane in, in order to type (I) chlorine fluorine link pentene as the raw material, the catalyst ammonium fluoride, ammonium bifluoride, potassium fluoride, lithium fluoride, sodium fluoride, the presence of or rubidium fluoridecesium fluoride, obtained by isomerization reaction occurs. The present invention provides the technical method not only raw materials toxicity is relatively small, the mild reaction conditions, the reaction is easy to control, and pentene chlorine fluorine link isomeric compound of higher yield, easy industrialization. (by machine translation)