1187-93-5

Basic information

• Product Name: Trifluoromethyl trifluorovinyl ether
• Synonyms: ethene,trifluoro(trifluoromethoxy)-;ether,trifluoromethyltrifluorovinyl;perfluorinatedmethylvinylether;Perfluoro(methylvinylether);perfluorovinylperfluoromethylether;trifluoro(trifluoromethoxy)-ethen;trifluoro(trifluoromethoxy)-Ethene;trifluoro(trifluoromethoxy)ethylene
• CAS NO: 1187-93-5
• Molecular Formula: C3F6O
• Molecular Weight: 166.02
• EINECS: 214-703-7
• Product Categories: Fluoromonomer
• Mol File: 1187-93-5.mol
• Article Data: 15

Chemical Properties

• Boiling Point: -22 °C
• Flash Point: -32.898 °C
• Appearance: Colorless gas
• Density: 1.3210 (estimate)
• Vapor Pressure: 1090mmHg at 25°C
• Refractive Index: 1.264
• Water Solubility: 31.5mg/L at 28℃
• CAS DataBase Reference: Trifluoromethyl trifluorovinyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: Trifluoromethyl trifluorovinyl ether(1187-93-5)
• EPA Substance Registry System: Trifluoromethyl trifluorovinyl ether(1187-93-5)

Safety Data

• Hazard Codes: F
• Statements: 20
• Safety Statements: 23-38
• RIDADR: 3153
• RTECS: KO4350000
• TSCA: T
• HazardClass: GAS, FLAMMABLE
• Hazardous Substances Data: 1187-93-5(Hazardous Substances Data)

Usage

General Description

A colorless gas. Heavier than air. Easily liquefied. Contact with the liquid may cause frost bite by evaporative cooling. May asphyxiate by displacing air. A flame may flash back from the source of ignition to the source of a leak. Under prolonged exposure to fire or heat containers may rupture violently and rocket.

Air & Water Reactions

Highly flammable.

Reactivity Profile

Trifluoromethyl trifluorovinyl ether oxidizes readily in air to form unstable peroxides that may explode spontaneously [Bretherick 1979. p.151-154, 164].

Health Hazard

Vapors may cause dizziness or asphyxiation without warning. Some may be irritating if inhaled at high concentrations. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases.

Fire Hazard

EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket.

Flammability and Explosibility

Flammable

InChI:InChI=1/C3F6O/c4-1(5)2(6)10-3(7,8)9

Upstream product

• 24499-36-3 sodium perfluoro-β-methoxypropionate 
• 79630-79-8 calcium perfluoro-β-methoxypropionate 
• 25032-69-3 potassium perfluoro-β-methoxypropionate 
• 79630-78-7 baryum perfluoro-β-methoxypropionate 
• 2356-53-8 1-trifluoromethoxy-1,2-dichlorotrifluoroethane 
• 116-15-4 perfluoropropylene 
• 36336-08-0 methyl hypofluorite 
• 2927-83-5 2,3,3,3-tetrafluoro-2-(trifluoromethoxy)propionic acid fluoride 
• 353-50-4 Carbonyl fluoride 
• 79-38-9 Chlorotrifluoroethylene 
• 1479-49-8 bis(trifluoromethyl) ether 
• 425-38-7 perfluoro-3-methoxypropionyl fluoride 
• 17636-84-9 perfluoro(dimethyl-2-methoxybutylamine) 

Downstream Products

• 422-61-7 perfluoropropanoyl fluoride 
• 2356-55-0 1-bromo-1,1,2-trifluoro-2-(trifluoromethoxy)ethane 
• 2356-53-8 1-trifluoromethoxy-1,2-dichlorotrifluoroethane 
• 1561-52-0 Trifluormethyl-<1,1,2,2-tetrafluor-2-iod-ethyl>-ether 
• 2356-57-2 1,2-Dibrom-trifluoraethyl-trifluormethyl-aether 
• 91312-79-7 methyl 3-phenoxy-2-(trifluoromethoxy)-2,3,3-trifluoropropionate 
• 369371-48-2 perfluoro-3,5,7-trioxa-6-methyl-1-octene 
• 369371-47-1 perfluoro-3,5,8-trioxa-1-nonene 
• 10493-43-3 perfluoroethyl perfluorovinyl ether 
• 1623-05-8 perfluoro(propyl vinyl ether) 
• 1100832-66-3 3-chloro-4-[1,1,2-trifluoro-2-(trifluoromethyl)ethoxy]aniline 
• 1630-77-9 (Z)-1,2-difluoro-ethene 
• 1630-78-0 (E)-1,2-difluoroethene 
• 1146943-38-5 ethyl-1-{2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}-3-{1,1,2-trifluoro-2-(trifluoromethoxy)ethoxy}pyrazole-4-carboxylate 

Relevant articles and documents

Methyl hypofluorite (MeOF) reactions with various fluoroolefins

The reaction of methyl hypofluorite (MeOF) with certain fluoroolefins, such as CF2=CF2, CF2=CFCF3, CF2=CFOCF3, CF2=CFOMe, CF2=CClF, CF2=CHF, CF2=CH2, CHF=CH2, CF2=CFCF=CF2, occurred in CD3CN or in the presence of NaF. Using neat MeOF in the presence of NaF was a novel method and gave good results. We observed that when more than three fluorine atoms are bonded to the C-C double bond, the addition products were obtained in mostly good yields.

Method for preparing perfluoromethyl vinyl ether

The invention provides a three-step method for preparing perfluoromethyl vinyl ether. The method uses 2-methoxypropanol and perfluoro-2-methoxypropionyl fluoride as raw materials, and conducts an esterification reaction, a fluorination reaction and a thermal decomposition reaction to obtain the fluoromethyl vinyl ether. The method provided by the invention is stable in reaction conditions, easy for industrialized continuous production; and the product perfluoromethyl vinyl ether has high yield and high purity.

METHOD FOR THE MANUFACTURE OF PERFLUOROVINYLETHERS

The invention pertains to a method for the manufacture of a perfluorovinylether by hydrodehalogenation of a halofluoroether (HaloFE) having general formula (l-A) or RfO-CRf'X-CRf"Rf"'X' (l-A) wherein Rf represents a C1-C6 perfluoro(oxy)alkyl group; Rf', Rf" and Rf'", equal or different from each other, independently represent fluorine atoms or C1-C5 perfluoro(oxy)alkyl groups; X and X', equal or different from each other, are independently selected from CI, Br or I; (l-B) wherein Rf* and Rf*', equal or different from each other, independently represent fluorine atoms or C1-C3 perfluoro(oxy)alkyl groups; Y1 and Y2, equal or different from each other, independently represent fluorine atoms or C1-C3 perfluoroalkyl groups; X and X' are as above defined; said method comprising contacting said halofluoroether (HaloFE) with hydrogen in the presence of a catalyst comprising at least one transition metal (M) of group VI 11 B and tin.