 | |
| Names | |
|---|---|
| Preferred IUPAC name Hexafluorobuta-1,3-diene | |
| Other names 1,1,2,3,4,4-Hexafluoro-1,3-butadiene, FC 2316 | |
| Identifiers | |
3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.010.620 |
| EC Number |
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| UNII | |
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| Properties | |
| C4F6 | |
| Molar mass | 162.034 g·mol−1 |
| Appearance | colorless gas |
| Density | 1.44 g/cm3 (@15 °C) |
| Melting point | −132 °C (−206 °F; 141 K) |
| Boiling point | 6 °C (43 °F; 279 K) |
| Hazards | |
| GHS labelling: | |
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| Danger | |
| H220,H331 | |
| P210,P261,P271,P304+P340,P311,P321,P377,P381,P403,P403+P233,P405,P410+P403,P501 | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Hexafluorobutadiene is anorganofluorine compound with the formula (CF2=CF)2. A colorless gas, it has attracted attention as an etchant in microelectronics. It is the perfluoroanalogue ofbutadiene.
It can be prepared by coupling of fluorinated C2 precursors. Addition ofiodine monochloride tochlorotrifluoroethylene gives iododichlorotrifluoroethane that can be coupled in the presence of mercury to give 1,2,3,4-tetrchlorohexafluorobutane:
Zn-induced dechlorination of this tetrachloride gives the desired perfluorinated diene:[1]
The diene can be rehalogenated, e.g. with bromine upon UV irradiation:[1]
Hexafluorobutadiene dimerizes via a [2+2] process at 150 °C to give perfluorinated divinylcyclobutanes.[2]
In the presence of the strongLewis acid aluminium chlorofluoride, hexafluorobutadiene isomerizes tohexafluoro-2-butyne:[3]
