Hexafluoroisobutylene

Hexafluoroisobutylene is an organofluorine compound with the formula (CF₃)₂C=CH₂. This colorless gas is structurally similar to isobutylene. It is used as a comonomer in the production of modified polyvinylidene fluoride. It is produced in a multistep process starting with the reaction of acetic anhydride with hexafluoroacetone.[1] It is oxidized by sodium hypochlorite to hexafluoroisobutylene oxide. As expected, it is a potent dienophiles.[2]

Hexafluoroisobutylene

Names
Other names 3,3,3-Trifluoro-1-(trifluoromethyl)prop-1-ene, hexafluoroisobutene
Identifiers
CAS Number	382-10-5
3D model (JSmol)	Interactive image
ChemSpider	82578
ECHA InfoCard	100.006.219
EC Number	206-840-6
PubChem CID	91450
CompTox Dashboard (EPA)	DTXSID9052056
InChI InChI=1S/C4H2F6/c1-2(3(5,6)7)4(8,9)10/h1H2 Key: QMIWYOZFFSLIAK-UHFFFAOYSA-N
SMILES C=C(C(F)(F)F)C(F)(F)F
Properties
Chemical formula	C4H2F6
Molar mass	164.050 g·mol^−1
Appearance	colorless gas
Boiling point	14.1 °C (57.4 °F; 287.2 K)
Hazards
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H280, H331, H341, H372
GHS precautionary statements	P201, P202, P260, P261, P264, P270, P271, P281, P304+340, P308+313, P311, P314, P321, P403+233, P405, P410+403, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• Perfluoroisobutene

References

1. Günter Siegemund, Werner Schwertfeger, Andrew Feiring, Bruce Smart, Fred Behr, Herward Vogel, Blaine McKusick, Peer Kirsch (2016). "Fluorine Compounds, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a11_349.pub2.CS1 maint: uses authors parameter (link)
2. Murphy, Peter M. (2013). "The chemistry and utility of hexafluoroisobutylene (HFIB) and hexafluoroisobutylene oxide (HFIBO)". Journal of Fluorine Chemistry. 156: 345–362. doi:10.1016/j.jfluchem.2013.07.015.