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hexafluoroacetone
Sign in to saveAlso known as HFA, perfluoro-2-propanone, hexafluoropropanone, 6FK, (CF3)2CO, hexafluoro-2-propanone, 1,1,1,3,3,3-hexafluoro-2-propanone, perfluoroacetone
Hexafluoroacetone (HFA) is a chemical compound with the formula (CF3)2CO. It is structurally similar to acetone; however, its reactivity is markedly different. It is a colourless, hygroscopic, nonflammable, highly reactive gas characterized by a musty odour. According to electron diffraction, HFA and acetone adopt very similar structures, the C-O distance being only longer in the fluorinated compound (124.6 vs 121.0 pm), possibly due to steric effects.
Chemical data
- Formula
- C3F6O
- Molecular weight
- 166.02 g/mol
- IUPAC name
- 1,1,1,3,3,3-hexafluoropropan-2-one
- SMILES
- C(=O)(C(F)(F)F)C(F)(F)F
- InChIKey
- VBZWSGALLODQNC-UHFFFAOYSA-N
- XLogP
- 1.5
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- per- and polyfluoroalkyl substances
- Has part
- fluorine
- Mass
- 165.985
Show 9 more facts
- chemical formula
- C₃F₆O
- NIOSH Pocket Guide ID
- 0319
- melting point
- -125
- boiling point
- -27.45
- vapor pressure
- 5.8
- ionization energy
- 11.44
- time-weighted average exposure limit
- 0.7
- canonical SMILES
- C(=O)(C(F)(F)F)C(F)(F)F
- Commons category
- Hexafluoroacetone
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Synthesis
- Laboratory methods
- Uses
- Reactivity
- See also
- References
Hexafluoroacetone (HFA) is a chemical compound with the formula (CF3)2CO. It is structurally similar to acetone; however, its reactivity is markedly different. It is a colourless, hygroscopic, nonflammable, highly reactive gas characterized by a musty odour. According to electron diffraction, HFA and acetone adopt very similar structures, the C-O distance being only longer in the fluorinated compound (124.6 vs 121.0 pm), possibly due to steric effects.
The term "hexafluoroacetone" can refer to the sesquihydrate (1.5 H2O), which is a hemihydrate of hexafluoropropane-2,2-diol , a geminal diol. Hydrated HFA behaves differently from the anhydrous material.
Excerpted from Wikipedia’s “hexafluoroacetone” article, available under the CC BY-SA 4.0 licence.