acetylacetone

It is prepared by the direct reaction of acetylacetone and potassium permanganate.

Very strong bases, such as organolithium compounds, will deprotonate acetylacetone twice.

It is the palladium complex of acetylacetone.

A general method of synthesis is to treat a metal salt with acetylacetone, acacH:

For example, acetylacetone and hydrazine gives 3,5-dimethylpyrazole:

The process requires heat and an organometallic catalyst like zirconium acetylacetone or zinc L-lactate.

It is soluble in nonpolar solvents, even more so than related complexes of acetylacetone and hexafluoroacetylacetone.

Examples are Meldrum's acid, diethyl malonate and acetylacetone.

The compound is prepared by the condensation of two equivalents of acetylacetone and phosphine:

Addition of base assists the removal of a proton from acetylacetone and shifts the equilibrium in favour of the complex.

The ligand acacen (parent: Hacacen) is derived by condensation of acetylacetone and ethylenediamine.

The keto and enol forms of acetylacetone coexist in solution; these forms are tautomers.

The effect of solvent on the equilibrium constant of tautomerization of Acetylacetone is as follows:

Similar to the behavior of acetylacetone, the enolate of ethyl acetoacetate can also serve as a bidentate ligand.

Levi and Zanetti extended the Knorr synthesis in 1894 to the use of acetylacetone (2,4-pentanedione) in reaction with ethyl 2-oximinoacetoacetate.

Bis(2,4-pentanedionato)nickel(II) is prepared by treating nickel nitrate with acetylacetone in the presence of base.

Enzymatic breakdown: The enzyme acetylacetone dioxygenase cleaves the carbon-carbon bond of acetyacetone, producing acetate and 2-oxopropanal.

The compound is prepared by the reaction of chromium(III) oxide with acetylacetone (Hacac):

Cu(acac) is prepared by treating acetylacetone with aqueous Cu(NH).

Complexes of the conjugate base, often called Hfac, exhibit enhanced volatility and Lewis acidity relative to analogous complexes derived from acetylacetone.

Treatment of TiCl with acetylacetone gives cis-TiCl(acac), a red-coloured, octahedral complex with C-symmetry: