Hexafluoroacetylacetone

Hexafluoroacetylacetone, often abbreviated as hfacH, is a chemical compound with the formula CF3C(O)CH2C(O)CF3. It is a beta-diketone that has been fluorinated. It is a colorless liquid at room temperature and is characterized by its highly acidic nature due to the electron-withdrawing effect of the trifluoromethyl groups. This acidity allows it to readily deprotonate, forming the hexafluoroacetylacetonate anion, hfac-.

The compound is known for its ability to form stable complexes with a wide variety of metal ions. These metal hexafluoroacetylacetonate complexes are often volatile and soluble in organic solvents, which makes them useful in various chemical applications. They are frequently employed in gas chromatography for the separation and analysis of metals. Furthermore, these complexes can serve as precursors in chemical vapor deposition (CVD) processes to deposit thin films of metal oxides or pure metals.

In addition to its use in metal complex formation, hexafluoroacetylacetone finds application as a reagent in organic synthesis. Its reactive nature allows it to participate in condensation reactions and other transformations. The presence of fluorine atoms can also influence the reactivity and properties of molecules it is incorporated into. Safety precautions should be observed when handling hexafluoroacetylacetone due to its corrosive and irritating properties.