HOME

TheInfoList



OR:

Vinyl fluoride is an
organic halide Halocarbon compounds are chemicals in which one or more carbon atoms are linked by covalent bonds with one or more halogen atoms ( fluorine, chlorine, bromine or iodine – ) resulting in the formation of organofluorine compounds, organoch ...
with the chemical formula C2H3F. It is a colorless gas with a faint
ether In organic chemistry, ethers are a class of compounds that contain an ether group—an oxygen atom connected to two alkyl or aryl groups. They have the general formula , where R and R′ represent the alkyl or aryl groups. Ethers can again be c ...
like odor. It is used as the
monomer In chemistry, a monomer ( ; ''mono-'', "one" + '' -mer'', "part") is a molecule that can react together with other monomer molecules to form a larger polymer chain or three-dimensional network in a process called polymerization. Classification Mo ...
ic precursor to the
fluoropolymer A fluoropolymer is a fluorocarbon-based polymer with multiple carbon–fluorine bonds. It is characterized by a high resistance to solvents, acids, and bases. The best known fluoropolymer is polytetrafluoroethylene under the brand name "Teflon ...
polyvinylfluoride.


Production

It was first prepared in 1901 by Frédéric Swarts, the Belgian chemist who was the first to prepare
chlorofluorocarbon Chlorofluorocarbons (CFCs) and hydrochlorofluorocarbons (HCFCs) are fully or partly halogenated hydrocarbons that contain carbon (C), hydrogen (H), chlorine (Cl), and fluorine (F), produced as volatile derivatives of methane, ethane, and prop ...
s in 1892. Swarts used the reaction of
zinc Zinc is a chemical element with the symbol Zn and atomic number 30. Zinc is a slightly brittle metal at room temperature and has a shiny-greyish appearance when oxidation is removed. It is the first element in group 12 (IIB) of the periodi ...
with 1,1-difluoro-2-bromoethane. It is produced industrially by two routes, one being the mercury-catalyzed reaction of
acetylene Acetylene (systematic name: ethyne) is the chemical compound with the formula and structure . It is a hydrocarbon and the simplest alkyne. This colorless gas is widely used as a fuel and a chemical building block. It is unstable in its pure ...
and
hydrogen fluoride Hydrogen fluoride (fluorane) is an inorganic compound with the chemical formula . This colorless gas or liquid is the principal industrial source of fluorine, often as an aqueous solution called hydrofluoric acid. It is an important feedstock i ...
:Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick “Fluorine Compounds, Organic” Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. :HC≡CH + HF → CH2=CHF It is also prepared from 1,1-chlorofluoroethane: :CH3CHClF → CH2=CHF + HCl


Safety

Vinyl fluoride is classified as an IARC Group 2A carcinogen (likely to cause
cancer Cancer is a group of diseases involving abnormal cell growth with the potential to invade or spread to other parts of the body. These contrast with benign tumors, which do not spread. Possible signs and symptoms include a lump, abnormal b ...
in humans).


Additional data

Its critical point is at 54.8 °C (328 K) and 5.24 MPa. Its
molecular dipole moment In physics, a dipole () is an electromagnetic phenomenon which occurs in two ways: *An electric dipole deals with the separation of the positive and negative electric charges found in any electromagnetic system. A simple example of this system i ...
is 1.4 Debye and heat of vaporization is 361 kJ/kg.


See also

*
Polyvinyl fluoride Polyvinyl fluoride (PVF) or –(CH2CHF)n– is a polymer material mainly used in the flammability-lowering coatings of airplane interiors and photovoltaic module backsheets. It is also used in raincoats and metal sheeting. Polyvinyl fluoride is a ...
*
Vinyl chloride Vinyl chloride is an organochloride with the formula H2C=CHCl. It is also called vinyl chloride monomer (VCM) or chloroethene. This colorless compound is an important industrial chemical chiefly used to produce the polymer polyvinyl chloride (PVC ...
*
Vinyl bromide Vinyl bromide is a simple vinyl halide. It is a colorless liquid. It is produced from ethylene dibromide. It is mainly used as a comonomer to confer fire retardant properties to acrylate polymers. Reactions and applications It reacts with magne ...


References


External links


US Occupational Safety and Health Administration data sheet Vinyl fluoride data sheet, airliquide.comInformation about its carcinogenity
{{Authority control Organofluorides Refrigerants IARC Group 2A carcinogens Vinyl compounds