Vinyl fluoride

Vinyl fluoride is an organic halide with the chemical formula C2H3F. It is a colorless gas with a faint etherlike odor. It is used as the monomeric precursor to the fluoropolymer polyvinylfluoride.

Vinyl fluoride
Names
IUPAC name
Fluoroethene
Other names
Vinylfluoride, Fluoroethylene, Monofluoroethylene, Vinyl fluoride monomer, VF, R 1141, UN 1860 (inhibited)
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.000.757
EC Number
  • 200-832-6
KEGG
RTECS number
  • YZ7351000
UNII
Properties
C2H3F
Molar mass 46.04 g/mol
Appearance Colorless gas
Odor faint, ethereal[1]
Density 0.636 g/cm3
Melting point −160.5 °C (−256.9 °F; 112.6 K)
Boiling point −72.2 °C (−98.0 °F; 201.0 K)
Slightly soluble
Vapor pressure 25.2 atm (370.4 psi)
Hazards
Extremely flammable (F+)
R-phrases (outdated) R12
S-phrases (outdated) S9, S16, S33
NFPA 704 (fire diamond)
Flammability code 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propaneHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g. white phosphorusSpecial hazards (white): no code
4
1
2
385 °C (725 °F; 658 K)
Explosive limits 2.6 - 21.7%
NIOSH (US health exposure limits):
PEL (Permissible)
 none[1]
REL (Recommended)
 TWA 1 ppm C 5 ppm[1]
IDLH (Immediate danger)
 N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Production

It was first prepared in 1901 by Frédéric Swarts, the Belgian chemist who was the first to prepare chlorofluorocarbons in 1892. Swarts used the reaction of zinc with 1,1-difluoro-2-bromoethane. It is produced industrially by two routes, one being the mercury-catalyzed reaction of acetylene and hydrogen fluoride:[2]

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 in humans).

Additional data

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

See also

References
  1. NIOSH Pocket Guide to Chemical Hazards. "#0660". National Institute for Occupational Safety and Health (NIOSH).
  2. 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. doi:10.1002/14356007.a11_349
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