Vinyl fluoride

Vinyl fluoride
Names
Preferred IUPAC name
Fluoroethene
Other names
Vinylfluoride, Fluoroethylene, Monofluoroethylene, Vinyl fluoride monomer, VF, R 1141, UN 1860 (inhibited)
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
1731574
ChEBI
ChemSpider
ECHA InfoCard 100.000.757
EC Number
  • 200-832-6
Gmelin Reference
130238
KEGG
PubChem CID
RTECS number
  • YZ7351000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C2H3F/c1-2-3/h2H,1H2 checkY
    Key: XUCNUKMRBVNAPB-UHFFFAOYSA-N checkY
  • InChI=1/C2H3F/c1-2-3/h2H,1H2
SMILES
  • FC=C
Properties
Chemical formula
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)
Solubility in water
Slightly soluble
Vapor pressure 25.2 atm (370.4 psi)
Hazards
GHS labelling:
Pictograms
GHS02: FlammableGHS08: Health hazard
Signal word
Danger
Hazard statements
H220, H341, H350, H373
Precautionary statements
P201, P202, P210, P260, P281, P308+P313, P314, P377, P381, P403, P405, P410+P403, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
1
4
2
Autoignition
temperature
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

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

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. ^ a b c d 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