931-91-9

Basic information

• Product Name: 1,1,2,2,3,3-hexafluorocyclopropane
• Synonyms: 1,1,2,2,3,3-hexafluorocyclopropane;HEXAFLUOROCYCLOPROPANE;Perfluorocyclopropane 97%;Perfluorocyclopropane97%;Cyclopropane,1,1,2,2,3,3-hexafluoro-
• CAS NO: 931-91-9
• Molecular Formula: C₃F₆
• Molecular Weight: 150.02
• Mol File: 931-91-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: -157°C
• Boiling Point: -30°C
• Appearance: /
• Density: 1.62g/cm³
• Vapor Pressure: 7240mmHg at 25°C
• Refractive Index: 1.25
• CAS DataBase Reference: 1,1,2,2,3,3-hexafluorocyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,2,2,3,3-hexafluorocyclopropane(931-91-9)
• EPA Substance Registry System: 1,1,2,2,3,3-hexafluorocyclopropane(931-91-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 931-91-9(Hazardous Substances Data)

Usage

General Description

1,1,2,2,3,3-hexafluorocyclopropane is a chemical compound that consists of six carbon atoms arranged in a cyclopropane ring, with each carbon atom bonded to three fluorine atoms. It is a colorless, flammable gas that is used as a refrigerant in air conditioning and refrigeration systems. 1,1,2,2,3,3-hexafluorocyclopropane is known for its high heat transfer properties and low global warming potential, making it an environmentally friendly option for cooling applications. 1,1,2,2,3,3-hexafluorocyclopropane is also used as a solvent in the production of pharmaceuticals and as a propellant in aerosol products. Additionally, it is often used in the manufacturing of electronic materials and as a cleaning agent in industries where precision cleaning is required.

InChI:InChI=1/C3F6/c4-1(5)2(6,7)3(1,8)9

Upstream product

• 116-14-3 polytetrafluoroethylene 
• 10112-11-5 (trifluoromethyl)silane 
• 7446-09-5 sulfur dioxide 
• 41268-44-4 tetrakis-(trifluoro methyl) stannane 
• 75-73-0 carbon tetrafluoride 
• 80937-33-3 oxygen 
• 10024-97-2 dinitrogen monoxide 
• 75-90-1 2,2,2-Trifluoroacetaldehyde 
• 756-00-3 bis(pentafluoroethyl)-diazene 
• 54484-28-5 (trifluoro methyl) difluoro bromo silane 
• 335-06-8 trifluoromethyltrimethylsilane 
• 116-15-4 perfluoropropylene 
• 377-51-5 heptafluoro-butyric acid iodoamide 
• 54484-29-6 (trifluoromethyl)chlorodifluorosilane 

Downstream Products

• 116-14-3 polytetrafluoroethylene 
• 373-94-4 1,1-difluoro-2-methylcyclopropane 
• 115-25-3 Octafluorocyclobutane 
• 374-30-1 1,1,2,2-tetrafluoro-3-methylcyclobutane 
• 558-29-2 2,2-difluorocyclopropane 
• 374-12-9 1,1,2,2-tetrafluorocyclobutane 
• 662-01-1 1,3-dichlorohexafluoropropane 
• 1645-83-6 1,3,3,3-tetrafluoro-propene 
• 422-91-3 1,1,2,2,3,3-hexafluoro-1,3-diiodopropane 
• 116-15-4 perfluoropropylene 
• 14003-57-7 trans-1-chloro-1,2,3,3,3-pentafluoro-1-propene 
• 2070-70-4 perfluoro-4-methyl-2-pentene 
• 116-15-4 pefluoropropylene ion 
• 54944-21-7 1,1-difluoro-2-chlorocyclopropane 

Relevant articles and documents

Oxidation of hexafluoropropylene with oxygen to hexafluoropropylene oxide

A method for pressure oxidation of hexafluoropropylene (HFP) with oxygen to hexafluoropropylene oxide (HFPO) has been presented. The oxidation was carried out in a periodically operated reactor. The influence of temperature, the nature of the solvent, and the molar ratio of HFP/O2 on the course of oxidation was investigated during the preliminary studies. The magnitudes describing the process were the conversion of HFP, the selectivity of transformation to HFPO in relation to HFP consumed, and the yield of HFPO in relation to the initial amount of HFP. The optimisation of the technological parameters of oxidation, temperature, HFP/O2 molar ratio, and the reaction time was performed by the application of a statistical experimental design method. The function describing the process was the yield of HFPO.

Preparation of highly fluorinated cyclopropanes and ring-opening reactions with halogens

Various highly fluorinated cyclopropanes 1 were prepared by reaction of the appropriate fluorinated olefins with hexafluoropropylene oxide (HFPO) at 180 °C. The fluorinated nitrile le was converted to the triazine derivatives 2a and 2b by catalysis with Ag2O and NH3/(CF3CO)2O, respectively. The fluorinated cyclopropanes reacted with halogens at elevated temperatures to provide the first useful, general synthesis of 1,3-dihalopolyfluoropropanes. At 150-240 °C, hexafluorocyclopropane and halogens X2 produce XCF2CF2CF2X (X = Cl, Br, I) in 50-80% isolated yields. Pentafluorocyclopropanes c-C3F5Y [Y = Cl, OCF3, OC3F7 and OCF2CF(CF3)OCF2CF2Z; Z = SO2F, CN, CO2Me] react regiospecifically at 150 °C to give XCF2CF2CFXY, c-C3F5Br reacts regioselectively with Br2 to give a 16.7:1 mixture of BrCF2CF2 CFBr2:BrCF2CFBrCF2Br, whereas c-C3F5H reacts unselectively with I2 to produce a statistical 2:1 mixture of ICF2CF2CFHI:ICF2CFHCF2I. Tri- and di(pentafluorocyclopropyl) derivatives 2 also undergo ring-opening reaction with halogens to give 16 and 17. Upon treatment of tetrafluorocyclopropanes 1j, 1k, and 1l with Br2 or I2, ring opening occurred exclusively at substituted carbons to give XCF2CF2CXY2. Thermolysis of the ring-opened product ICF2CF2CFIORF at 240 °C gave RFI and ICF2CF2COF in high yields.

Preparation of halogenated compounds

Halogenated compounds are prepared by ring opening reactions of highly fluorinated cyclopropanes with chlorine, bromine, iodine, or mixtures thereof at temperatures over 100° C. A novel compound, which is one type of compound produced, is a highly fluorinated and halogenated ether and other novel compounds are starting materials or products. The products of the process are useful as chain transfer agents for certain free radical polymerizations, and as chemical intermediates in the preparation of various products such as surfactants and textile surface treatments.