hexafluoroisobutylene
{{Chembox
| ImageFile = Hexafluoroisobutene.png
| ImageSize = 134
| ImageAlt =
| PIN = 3,3,3-Trifluoro-2-(trifluoromethyl)prop-1-ene
| OtherNames = hexafluoroisobutene
|Section1={{Chembox Identifiers
| CASNo = 382-10-5
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = P9GQF23ZL8
| PubChem = 91450
| EC_number = 206-840-6
| ChemSpiderID = 82578
| InChI=1S/C4H2F6/c1-2(3(5,6)7)4(8,9)10/h1H2
| InChIKey = QMIWYOZFFSLIAK-UHFFFAOYSA-N
| SMILES = C=C(C(F)(F)F)C(F)(F)F}}
|Section2={{Chembox Properties
| C=4|H=2|F=6
| MolarMass =
| Appearance = colorless gas
| Density =
| MeltingPt =
| BoilingPtC = 14.1
| Solubility = }}
|Section3={{Chembox Hazards
| GHSPictograms = {{GHS06}}{{GHS08}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|331|341|372}}
| PPhrases = {{P-phrases|201|202|260|261|264|270|271|281|304+340|308+313|311|314|321|403+233|405|410+403|501}}
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}
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.{{cite encyclopedia|author=Günter Siegemund |author2=Werner Schwertfeger |author3=Andrew Feiring |author4=Bruce Smart |author5=Fred Behr |author6=Herward Vogel |author7=Blaine McKusick |author8=Peer Kirsch |title=Fluorine Compounds, Organic|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|publisher=Wiley-VCH|place=Weinheim|year=2016|pages=1–56 |doi=10.1002/14356007.a11_349.pub2|isbn=978-3-527-30673-2 }} It is oxidized by sodium hypochlorite to hexafluoroisobutylene oxide. As expected, it is a potent dienophile.{{cite journal|title=The chemistry and utility of hexafluoroisobutylene (HFIB) and hexafluoroisobutylene oxide (HFIBO)|author= Murphy, Peter M.|journal=Journal of Fluorine Chemistry|year=2013|volume=156|pages=345–362|doi=10.1016/j.jfluchem.2013.07.015|bibcode= 2013JFluC.156..345M}}