Hexafluoroacetylacetone

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Hexafluoroacetylacetone
Names
IUPAC name
1,1,1,5,5,5-hexafluoro-pentane-2,4-dione
Other names
Hexafluoroacetylacetone, HfacH
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.014.719 Edit this at Wikidata
UNII
  • InChI=1S/C5H2F6O2/c6-4(7,8)2(12)1-3(13)5(9,10)11/h1H2 checkY
    Key: QAMFBRUWYYMMGJ-UHFFFAOYSA-N checkY
  • InChI=1/C5H2F6O2/c6-4(7,8)2(12)1-3(13)5(9,10)11/h1H2
    Key: QAMFBRUWYYMMGJ-UHFFFAOYAR
  • FC(F)(F)C(=O)CC(=O)C(F)(F)F
Properties
C5H2F6O2
Molar mass 208.06 g/mol
Appearance colourless liquid
Density 1.47 g/mL
Boiling point 70 to 71 °C (158 to 160 °F; 343 to 344 K)
organic solvents
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Hexafluoroacetylacetone is the

MOCVD. The compound exists exclusively as the enol CF3C(OH)=CHC(O)CF3. For comparison under the same conditions, acetylacetone is 85% enol.[1]

Lewis acidity relative to analogous complexes derived from acetylacetone
. The visible spectra of bis(hexafluoroacetylacetonato)copper(II) and its dehydrate have been reported in carbon tetrachloride.[2] Compounds of the type bis(hexafluoroacetylacetonato)copper(II):Bn , where :B are Lewis bases such as N,N-dimethylacetamide, dimethyl sulfoxide, or pyridine and n = 1 or 2, have been prepared. Since bis(hexafluoroacetylacetonato)copper(II) is soluble in carbon tetrachloride, its Lewis acid properties have been studied for 1:1 adducts using a variety of Lewis bases.[3][4]

This

1,1,1-trifluoroacetone.[5] It has been investigated as an etchant for copper and its complexes, such as Cu(Hfac)(trimethylvinylsilane) have been employed as precursors in microelectronics.[6]

Being highly electrophilic, hexafluoroacetylacetone is hydrated in water to give the tetraol.[7]

References

  1. doi:10.1021/ja01065a003
    .
  2. doi:10.1021/ic50037a039
    .
  3. doi:10.1021/ic50083a009
    .
  4. doi:10.1021/ed054p612
    .
  5. doi:10.1021/ja01199a075
    .
  6. doi:10.1016/0277-5387(94)00401-Y
    .
  7. doi:10.1002/cber.19891220218
    .
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