Sodium acetylacetonate is an
organic compound with the nominal formula Na
H(C(O)CH3)2 This white, water-soluble solid is the conjugate base of
acetylacetone
Acetylacetone is an organic compound with the chemical formula . It is a colorless liquid, classified as a 1,3-diketone. It exists in equilibrium with a tautomer . These tautomers interconvert so rapidly under most conditions that they are tre ...
.
[
]
Preparation
The compound is prepared by deprotonation of acetylacetone:
Reactions
Oxidation of the salt gives tetraacetylethane
Tetraacetylethane is the organic compound with the nominal formula H(C(O)CH3)2sub>2. It is a white solid that has attracted interest as a precursor to heterocycles and metal complexes. It is prepared by oxidation of sodium acetylacetonate:
:I2 + ...
.[
With metal salts, it reacts to give ]metal acetylacetonate
Metal acetylacetonates are coordination complexes derived from the acetylacetonate anion () and metal ions, usually transition metals. The bidentate ligand acetylacetonate is often abbreviated acac. Typically both oxygen atoms bind to the metal t ...
complexes.
Alkylation of sodium acetylacetonate can result in both O-alkylation and C-alkylation. The former gives the enol ether and the latter gives 3-substituted derivative of acetylacetone.
Structure
The structure of the monohydrate has been established by X-ray crystallography. The sodium cation is bonded to the enolate oxygen centers.[{{cite journal , doi=10.1107/S0108270183007283, title=Structure of Sodium Acetylacetonate Monohydrate, Na[C5H7O2].H2O, year=1983, last1=Sahbari, first1=J. J., last2=Olmstead, first2=M. M., journal=Acta Crystallographica Section C Crystal Structure Communications, volume=39, issue=8, pages=1037–1038]
References
Diketones
Chelating agents
Ligands
3-Hydroxypropenals