Sodium acetylacetonate is an organic compound with the nominal formula Na[CH(C(O)CH3)2]. This white, water-soluble solid is the conjugate base of acetylacetone.
Preparation
The compound is prepared by deprotonation of acetylacetone:
NaOH + CH2(C(O)CH3)2 → NaCH(C(O)CH3)2 + H2O
The anhydrous compound is produced by deprotonation with sodium hydride in an aprotic solvent such as THF: NaH + CH2(C(O)CH3)2 → NaCH(C(O)CH3)2 + H2
Reactions
Oxidation of the salt gives tetraacetylethane.
With metal salts, it reacts to give metal acetylacetonate 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.