Vinyl fluoride
Encyclopedia
Vinyl fluoride is an organic halide with the chemical formula C2H3F. It is a colorless gas with a faint ether
Ether
Ethers are a class of organic compounds that contain an ether group — an oxygen atom connected to two alkyl or aryl groups — of general formula R–O–R'. A typical example is the solvent and anesthetic diethyl ether, commonly referred to simply as "ether"...

like odor. It is used as the monomer
Monomer
A monomer is an atom or a small molecule that may bind chemically to other monomers to form a polymer; the term "monomeric protein" may also be used to describe one of the proteins making up a multiprotein complex...

ic precursor to the fluoropolymer
Fluoropolymer
A fluoropolymer is a fluorocarbon based polymer with multiple strong carbon–fluorine bonds. It is characterized by a high resistance to solvents, acids, and bases.-History:Fluoropolymers were accidentally discovered in 1938 by Dr. Roy J...

 polyvinylfluoride.

Production

It was first prepared in 1901 by Frédéric Swarts, the Belgian chemist who was the first to prepare CFCs in 1892. Swarts used the reaction of zinc
Zinc
Zinc , or spelter , is a metallic chemical element; it has the symbol Zn and atomic number 30. It is the first element in group 12 of the periodic table. Zinc is, in some respects, chemically similar to magnesium, because its ion is of similar size and its only common oxidation state is +2...

 with 1,1-difluoro-2-bromoethane. It is produced industrially by two routes, one being the mercury-catalyzed reaction of acetylene
Acetylene
Acetylene is the chemical compound with the formula C2H2. 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 pure form and thus is usually handled as a solution.As an alkyne, acetylene is unsaturated because...

 and hydrogen fluoride
Hydrogen fluoride
Hydrogen fluoride is a chemical compound with the formula HF. This colorless gas is the principal industrial source of fluorine, often in the aqueous form as hydrofluoric acid, and thus is the precursor to many important compounds including pharmaceuticals and polymers . HF is widely used in the...

:
HCCH + 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
Cancer , known medically as a malignant neoplasm, is a large group of different diseases, all involving unregulated cell growth. In cancer, cells divide and grow uncontrollably, forming malignant tumors, and invade nearby parts of the body. The cancer may also spread to more distant parts of the...

 in humans).

Additional data

Its critical point is at 54.8 °C (328 K) and 5.24 MPa. Molecular dipole moment is 1.4 Debye and heat of vaporization is 361 kJ/kg.

External links

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