3009. Dibenzoylmethane

Nomenclature

CAS number: 120-46-7
1,3-Diphenyl-1,3-propanedione; phenyl-α-hydroxystyryl ketone; ω-benzoylacetophenone; phenyl phenacyl ketone; γ-hydroxychalkone.
C15H12O2; mol wt 224.25.
C 80.34%, H 5.39%, O 14.27%.

Description and references

Prepd by the action of sodium methylate on benzylideneacetophenone dibromide: Allen et al., Org. Synth. coll. vol. I (2nd ed., 1941) p 205.

Chemical structure

Properties

Orthorhombic plates, tablets from petr ether, mp 80°. bp18 219-221°. 100 parts alc dissolve 4.43 parts at 19°. Sol in ether, chloroform, aq NaOH. Equilibrium mixtures in methanol, alcohol, and glacial acetic acid contain 96-98% of the enol form.

Derivative

Monoxime.

Nomenclature

CAS number: 5741-75-3
C15H13NO2; mol wt 239.27.
C 75.30%, H 5.48%, N 5.85%, O 13.37%.

Properties

Prepd by adding 4 mols hydroxylamine to 1 mol dibenzoylmethane in alcohol. Prisms from ether, mp 165°. Sparingly sol in cold alcohol.