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Acetylacetone is a versatile bifunctional precursor to heterocycles because both keto groups may undergo condensation. For example, condensation with hydrazine produces pyrazoles while condensation with urea provides pyrimidines .
The usual synthesis involves treatment of a metal salt with acetylacetone, acacH: [2] M z+ + z Hacac ⇌ M(acac) z + z H + Addition of base assists the removal of a proton from acetylacetone and shifts the equilibrium in favour of the complex. Both oxygen centres bind to the metal to form a six-membered chelate ring.
Tris(acetylacetonato) iron(III), often abbreviated Fe(acac) 3, is a ferric coordination complex featuring acetylacetonate (acac) ligands, making it one of a family of metal acetylacetonates. It is a red air-stable solid that dissolves in nonpolar organic solvents.
Salicylic acid is acetylated to form aspirin. In chemistry, acetylation is an organic esterification reaction with acetic acid.It introduces an acetyl group into a chemical compound.
Vanadyl acetylacetonate is the chemical compound with the formula VO(acac) 2, where acac – is the conjugate base of acetylacetone. It is a blue-green solid that dissolves in polar organic solvents. The coordination complex consists of the vanadyl group, VO 2+, bound to two acac – ligands via the two oxygen atoms on each.
In 1,3-diketones, such as acetylacetone (2,4-pentanedione), the enol form is favored. The acid-catalyzed conversion of an enol to the keto form proceeds by proton transfer from O to carbon. The process does not occur intramolecularly, but requires participation of solvent or other mediators.
This Wikipedia page provides a comprehensive list of boiling and freezing points for various solvents.
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