Benzoylacetone has been used as a 1,3-dicarbonyl compound model for studying keto-enol equilibria in aqueous acid and micellar solutions. Additionally, it has been studied using gas-phase electron diffraction and quantum chemistry. It is used as pharmaceutical intermediates.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Benzoylacetone has been used as a 1,3-dicarbonyl compound model for studying keto-enol equilibria in aqueous acid and micellar solutions. Additionally, it has been studied using gas-phase electron diffraction and quantum chemistry. It is used as pharmaceutical intermediates.
Solubility
Insoluble in water.
Notes
Stable under recommended storage conditions. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Maxwell L.Eidinoff. Dissociation constants of acetylacetone, ethyl acetoacetate and benzoylacetone. J. Am. Chem. Soc. 1945, 67, (12),2072-2073
- Emilia Iglesias. Enolization of benzoylacetone in aqueous surfactant solutions: A novel method for determining enolization constants. J. Phys. Chem. 1996, 100, (30),12592-12599
- Dimetallated derivatives react with electrophiles preferentially at the terminal position; e.g. arylation by 2-chloroquinoline: J. Org. Chem., 37, 3199 (1972); J. Am. Chem. Soc., 97, 374 (1975). Reaction with aromatic esters gives 1,3-diaryl-1,3,5-pentanetriones, which can be cyclized with acid to -pyrones: Org. Synth. Coll., 5, 718, 721 (1973):