1892-03-1

Usage

Uses

Used in Pharmaceutical Industry:
1H-Heptafluorocyclopentene is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its stability and low reactivity make it suitable for use in the development of new drugs and medications.
Used in Agrochemical Industry:
In the agrochemical sector, 1H-heptafluorocyclopentene serves as a precursor for the production of various agrochemicals, including pesticides and herbicides. Its properties allow for the creation of effective and stable products for agricultural use.
Used in Polymer and Resin Production:
1H-Heptafluorocyclopentene is utilized as a monomer in the synthesis of polymers and resins. Its incorporation into these materials can enhance their properties, such as heat resistance and chemical stability, making them suitable for various applications, including coatings, adhesives, and composite materials.
Environmental Impact:
1H-Heptafluorocyclopentene has a high global warming potential, which has led to increased scrutiny of its environmental impact. As a result, there is a growing need to find more sustainable alternatives to 1H-HEPTAFLUOROCYCLOPENTENE, both for its production and its use in various industries. Efforts are being made to develop and implement greener alternatives that can minimize the environmental footprint while maintaining the desired properties and applications of 1H-heptafluorocyclopentene.

InChI:InChI=1/C5HF7/c6-2-1-3(7,8)5(11,12)4(2,9)10/h1H

Upstream product

• 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 
• 17481-95-7 cis-1,1,2,2,3,3,4,5-octafluorocyclopentane 
• 2344-14-1 3H-heptafluorocyclopentene 
• 2344-15-2 1,2,3,3,4,5,5-heptafluorocyclopentene 
• 77-47-4 hexachlorocyclopentadiene 
• 146721-82-6 3,3-dichloro-1,1,1,2,2,4,4,5,5,5-decafluoropentane 
• 10575-67-4 1-Bromheptafluor-1-cyclopenten 
• 108-86-1 bromobenzene 

Downstream Products

• 401-63-8 1,1,2,4,4-pentafluorobuta-1,3-diene 
• 872-58-2 pentafluorocyclopropane 
• 775-51-9 octafluorocyclohexa-1,4-diene 
• 780-87-0 1-trifluoromethyl-2,3,3,4,4,5,5-heptafluoro-cyclopentene 

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)

Synthesis of hydrofluorocycloolefins through dehydrofluorination of hydrofluorocycloalkanes in amide solvents

Hydrofluorocycloolefins have outstanding economic and environmental advantages, as well as huge application potentials owing to their zero ozone depletion potentials (ODP) values and low global warming potentials (GWP) values. The synthesis of hydrofluorocycloolefins through dehydrofluorination of hydrohalocycloalkanes in N,N-dimethylformamide (DMF) or N,N-dimethylacetamide (DMAC) was investigated. It was found that the presence of [sbnd]CHF[sbnd] is critical for efficient elimination of HF. The reaction using reagents containing [sbnd]CHF[sbnd] group proceeded very well, whereas elimination was much more difficult to occur for reactants without [sbnd]CHF[sbnd] group. Based on these results, a rational reaction mechanism was proposed.

Synthesis of 1H-polychlorofluorocycloolefins

The synthesis of 1H-polychlorofluorocycloolefin by the hydrodehalogenation of perchlorofluorocycloolefin containing –CCl=CCl– or –CCl=CF– group in dimethylformaide (DMF) or dimethylacetamide (DMAC) over Zn was investigated. It was found that the hydrodehalogenation of perchlorofluorocycloolefin occurred only on the C (sp2) position but not on C (sp3) position. In addition, the mechanisms of the hydrodehalogenation of perchlorofluorocycloolefin were proposed.

Synthesis of hydrofluorocyclopentanes by vapor-phase catalytic hydrodehalogenation

Hydrofluorocyclopentanes (c5-HFCs) were prepared by gas-phase hydrodehalogenation of chlorofluorocyclopentenes (c5-CFOs) over various noble metals catalysts. The activity of the catalysts followed the order Pd > Pt > Rh > Ru, and the halogen atom on the C(sp2) atom exhibited stronger reactivity than the halogen on the C(sp3) atom. Possible mechanisms of the gas-phase hydrodehalogenation of c5-CFOs re proposed herein.

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.

Method for preparing heptafluorocyclopentene by gas-phase fluorine-chlorine exchange

The invention discloses a method for preparing heptafluorocyclopentene by gas-phase fluorine-chlorine exchange. In the presence of a high-valent chromium-based catalyst obtained by the oxidation treatment of ammonium nitrate, 1H-perhalogenated cyclopentene and anhydrous hydrogen fluoride undergo gas-phase catalytic fluorine-chlorine exchange reaction to obtain a product 1,3,3,4,4,5,5-heptafluorocyclopentene. The method has the advantages of high yield and few by-products, which leads to the high selectivity of the target product 1,3,3,4,4,5,5-heptafluorocyclopentene, mostly close to 100%; therefore, the difficulty and pressure of the subsequent purification and separation of the production are greatly reduced, thereby improving the utilization rate of raw materials to some extent. The zero-pollution production of the 1,3,3,4,4,5,5-heptafluorocyclopentene can also be realized, a circulation system is used for reaction, so that materials can react fully, full use of the materials can be realized, pollution is greatly reduced, and zero-pollution of production is realized.

Transition-Metal-Free Catalytic Hydrodefluorination of Polyfluoroarenes by Concerted Nucleophilic Aromatic Substitution with a Hydrosilicate

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.

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.

Preparation method of heptafluorocyclopentene

The invention discloses a preparation method of 1,3,3,4,4,5,5-heptafluorocyclopentene. The method comprises the following steps of a, under the existence of hydrogenation catalysts, 1,2-dichlorhexafluorocyclopentene and hydrogen gas take a gas phase catalytic hydrogenation reaction to obtain 1-chloro-3,3,4,4,5,5-hexafluorocyclopentene; b, under the existence of fluorination catalysts, 1-chloro-3,3,4,4,5,5-hexafluorocyclopentene and anhydrous hydrogen fluoride take a gas phase catalytic fluorine-chlorine exchange reaction to obtain a product of 1,3,3,4,4,5,5-heptafluorocyclopentene. The method provided by the invention has the advantages that the raw materials of 1,2-dichlorhexafluorocyclopentene can be easily obtained; in addition, the price is low. The zero-pollution production of the 1,3,3,4,4,5,5-heptafluorocyclopentene can be realized; the first step reaction and the second step reaction are performed through a circulation system, so that the reaction of the materials is complete; the sufficient utilization of the materials is realized, so that the pollution is greatly reduced; the zero pollution of the production is realized.

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.