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hexafluoroacetylacetone

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EntityQ5748732· pop 8· linked from 15 articles

hexafluoroacetylacetone

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Also known as 1,1,1,5,5,5-hexafluoropentane-2,4-dione, 1,1,1,5,5,5-hexafluoroacetylacetone

Hexafluoroacetylacetone is the chemical compound with the nominal formula CF3C(O)CH2C(O)CF3 (often abbreviated as hfacH). This colourless liquid is a ligand precursor and a reagent used in MOCVD. The compound exists exclusively as the enol CF3C(OH)=CHC(O)CF3. For comparison under the same conditions, acetyl­acetone is 85% enol.

Chemical data

Formula
C5H2F6O2
Molecular weight
208.06 g/mol
IUPAC name
1,1,1,5,5,5-hexafluoropentane-2,4-dione
SMILES
C(C(=O)C(F)(F)F)C(=O)C(F)(F)F
InChIKey
QAMFBRUWYYMMGJ-UHFFFAOYSA-N
XLogP
2
Polar surface area
34.1 Ų
H-bond donors
0
H-bond acceptors
8
Formal charge
0

via PubChem

Wikidata facts

Has part
hydrogen
Mass
207.995898624
Show 4 more facts
canonical SMILES
C(C(=O)C(F)(F)F)C(=O)C(F)(F)F
chemical formula
C₅H₂F₆O₂
density
1.47
Commons category
Hexafluoroacetylacetone
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Encyclopedic overview

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Contents
  • References

Hexafluoroacetylacetone is the chemical compound with the nominal formula CF3C(O)CH2C(O)CF3 (often abbreviated as hfacH). This colourless liquid is a ligand precursor and a reagent used in MOCVD. The compound exists exclusively as the enol CF3C(OH)=CHC(O)CF3. For comparison under the same conditions, acetyl­acetone is 85% enol.

Metal complexes of the conjugate base exhibit enhanced volatility and 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. 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.

Excerpted from Wikipedia’s “hexafluoroacetylacetone” article, available under the CC BY-SA 4.0 licence.

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