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Vinyl fluoride

From Wikipedia, the free encyclopedia
Vinyl fluoride
Names
Preferred IUPAC name
Fluoroethene
Other names
Vinylfluoride, Fluoroethylene, Monofluoroethylene, Vinyl fluoride monomer, VF, R 1141, UN 1860 (inhibited)
Identifiers
3D model (JSmol)
1731574
ChEBI
ChemSpider
ECHA InfoCard 100.000.757 Edit this at Wikidata
EC Number
  • 200-832-6
130238
KEGG
RTECS number
  • YZ7351000
UNII
  • InChI=1S/C2H3F/c1-2-3/h2H,1H2 checkY
    Key: XUCNUKMRBVNAPB-UHFFFAOYSA-N checkY
  • InChI=1/C2H3F/c1-2-3/h2H,1H2
  • FC=C
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
GHS labelling:
GHS02: FlammableGHS08: Health hazard
Danger
H220, H341, H350, H373
P201, P202, P210, P260, P281, P308+P313, P314, P377, P381, P403, P405, P410+P403, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 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. propaneInstability 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
1
4
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).
checkY verify (what is checkY☒N ?)

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

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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

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Vinyl fluoride is classified as an IARC Group 2A carcinogen (likely to cause cancer in humans).

Additional data

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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

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References

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  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
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