Hexafluoroacetylacetone

Chembox new
ImageFile = Hfac.png ImageSize =
IUPACName = 1,1,1,5,5,5-Hexafluoro-2,4-pentanedione
OtherNames = Hexafluoroacetylacetone, HfacH
Section1 = Chembox Identifiers
CASNo = 1522-22-1
PubChem = 24874462
SMILES =
Section2 = Chembox Properties
Formula = C₅H₂F₆O₂
MolarMass = 208.06 g/mol
Appearance = colourless liquid
Density = 1.47 g/mL
MeltingPt =
BoilingPt = 70-71 °C
Solubility = organic solvents
Section3 = Chembox Hazards
MainHazards = toxic
FlashPt =
Autoignition =

Hexafluoroacetylacetone is the chemical compound with the formula CF₃C(O)CH₂C(O)CF₃. This colourless liquid is a ligand precursor and a reagent used in MOCVD. Complexes of the conjugate base, often called Hfac^-, exhibit enhanced volatility and Lewis acidity relative to analogous complexes derived from acetylacetone.

This organofluorine compound was first prepared by the condensation of ethyl ester of trifluoroacetic acid and 1,1,1-trifluoroacetone. [cite journal | author = Henne, Albert L.; Newman, Melvin S.; Quill, Laurence L.; Staniforth, Robert A. | title = Alkaline condensation of fluorinated esters with esters and ketones | year = 1947 | journal = Journal of the American Chemical Society | volume = 69 | issue = | pages = 1819–20 | doi = ] It has been investigated as an etchant for copper and its complexes, such as Cu(Hfac)(trimethylvinylsilane) have been employed as precursors in microelectronics. [cite journal | author = Mark J. Hampden-Smith, Toivo T. Kodas | title = Chemical vapour deposition of copper from (hfac)CuL compounds | year = 1995 | journal = Polyhedron | volume = 14 | issue = | pages = 699–732 | doi = 10.1016/0277-5387(94)00401-Y]

References