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Vinyl fluoride

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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 Edit this at Wikidata
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,1H2Key: XUCNUKMRBVNAPB-UHFFFAOYSA-N
  • 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
Density 0.636 g/cm
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 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
Autoignition
temperature
385 °C (725 °F; 658 K)
Explosive limits 2.6 - 21.7%
NIOSH (US health exposure limits):
PEL (Permissible) none
REL (Recommended) TWA 1 ppm C 5 ppm
IDLH (Immediate danger) N.D.
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

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:

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

External links

Fluorine compounds
Salts and covalent derivatives of the fluoride ion
HF ?HeF2
LiF BeF2 BF
BF3
B2F4
+BO3
CF4
CxFy
+CO3
NF3
FN3
N2F2
NF
N2F4
NF2
?NF5
OF2
O2F2
OF
O3F2
O4F2
?OF4
F2 Ne
NaF MgF2 AlF
AlF3
SiF4 P2F4
PF3
PF5
S2F2
SF2
S2F4
SF3
SF4
S2F10
SF6
+SO4
ClF
ClF3
ClF5
?ArF2
?ArF4
KF CaF
CaF2
ScF3 TiF2
TiF3
TiF4
VF2
VF3
VF4
VF5
CrF2
CrF3
CrF4
CrF5
?CrF6
MnF2
MnF3
MnF4
?MnF5
FeF2
FeF3
FeF4
CoF2
CoF3
CoF4
NiF2
NiF3
NiF4
CuF
CuF2
?CuF3
ZnF2 GaF2
GaF3
GeF2
GeF4
AsF3
AsF5
Se2F2
SeF4
SeF6
+SeO3
BrF
BrF3
BrF5
KrF2
?KrF4
?KrF6
RbF SrF
SrF2
YF3 ZrF2
ZrF3
ZrF4
NbF4
NbF5
MoF4
MoF5
MoF6
TcF4
TcF
5

TcF6
RuF3
RuF
4

RuF5
RuF6
RhF3
RhF4
RhF5
RhF6
PdF2
Pd
PdF4
?PdF6
Ag2F
AgF
AgF2
AgF3
CdF2 InF
InF3
SnF2
SnF4
SbF3
SbF5
TeF4
?Te2F10
TeF6
+TeO3
IF
IF3
IF5
IF7
+IO3
XeF2
XeF4
XeF6
?XeF8
CsF BaF2   LuF3 HfF4 TaF5 WF4
WF5
WF6
ReF4
ReF5
ReF6
ReF7
OsF4
OsF5
OsF6
?OsF
7

?OsF
8
IrF2
IrF3
IrF4
IrF5
IrF6
PtF2
Pt
PtF4
PtF5
PtF6
AuF
AuF3
Au2F10
?AuF6
AuF5•F2
Hg2F2
HgF2
?HgF4
TlF
TlF3
PbF2
PbF4
BiF3
BiF5
?PoF2
PoF4
PoF6
AtF
?AtF3
?AtF5
RnF2
?RnF
4

?RnF
6
FrF RaF2   LrF3 Rf Db Sg Bh Hs Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
LaF3 CeF3
CeF4
PrF3
PrF4
NdF2
NdF3
NdF4
PmF3 SmF
SmF2
SmF3
EuF2
EuF3
GdF3 TbF3
TbF4
DyF2
DyF3
DyF4
HoF3 ErF3 TmF2
TmF3
YbF2
YbF3
AcF3 ThF3
ThF4
PaF4
PaF5
UF3
UF4
UF5
UF6
NpF3
NpF4
NpF5
NpF6
PuF3
PuF4
PuF5
PuF6
AmF2
AmF3
AmF4
?AmF6
CmF3
CmF4
 ?CmF6
BkF3
BkF
4
CfF3
CfF4
EsF3
EsF4
?EsF6
Fm Md No
PF−6, AsF−6, SbF−6 compounds
AlF2−5, AlF3−6 compounds
chlorides, bromides, iodides
and pseudohalogenides
SiF2−6, GeF2−6 compounds
Oxyfluorides
Organofluorides
with transition metal,
lanthanide, actinide, ammonium
nitric acids
bifluorides
thionyl, phosphoryl,
and iodosyl
Chemical formulas
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