Hexafluoro-2-butyne
Hexafluoro-2-butyne (HFB) is a fluorocarbon with the chemical structure CF3C≡CCF3. HFB is a particularly electrophilic acetylene derivative, and hence a potent dienophile for Diels–Alder reactions.[2][3]
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Names | |
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Preferred IUPAC name
1,1,1,4,4,4-Hexafluorobut-2-yne | |
Other names
HFB | |
Identifiers | |
3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.010.667 |
EC Number |
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PubChem CID |
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RTECS number |
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CompTox Dashboard (EPA) |
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Properties | |
C4F6 | |
Molar mass | 162.034 g·mol−1 |
Appearance | Colorless gas |
Density | 1.602 g/cm3 |
Melting point | −117 °C (−179 °F; 156 K) |
Boiling point | −25 °C (−13 °F; 248 K) |
Insoluble | |
Structure | |
0 D | |
Hazards[1] | |
Occupational safety and health (OHS/OSH): | |
Main hazards |
Toxic gas |
GHS labelling: | |
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Danger | |
H280, H331 | |
P261, P311, P410+P403 | |
Related compounds | |
Related compounds |
Dimethyl acetylenedicarboxylate Hexachlorobutadiene Acetylene |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
HFB is prepared by the action of sulfur tetrafluoride on acetylenedicarboxylic acid or by the reaction of potassium fluoride (KF) with hexachlorobutadiene.
It reacts with sulfur to give 3,4-bis(trifluoromethyl)-1,2-dithiete.
References
- "Hexafluoro-2-butyne 99%". Sigma-Aldrich.
- Essers, Michael; Haufe, Günter (2006). "Hexafluoro-2-butyne". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rn00669. ISBN 0471936235.
- E S Turbanova, A A Petrov (1991). "Perfluoroalkyl(aryl)acetylenes". Russian Chemical Reviews. 60 (5): 501–523. Bibcode:1991RuCRv..60..501T. doi:10.1070/RC1991v060n05ABEH001092.
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