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Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula C 17 H 14 O. It is a pale-yellow solid insoluble in water, but soluble in ethanol. It is a pale-yellow solid insoluble in water, but soluble in ethanol.
Tris(dibenzylideneacetone)dipalladium(0) or [Pd 2 (dba) 3] is an organopalladium compound.The compound is a complex of palladium(0) with dibenzylideneacetone (dba). It is a dark-purple/brown solid, which is modestly soluble in organic solvents.
Dibenzyl ketone, or 1,3-diphenylacetone, is an organic compound composed of two benzyl groups attached to a central carbonyl group. This results in the central carbonyl carbon atom being electrophilic and the two adjacent carbon atoms slightly nucleophilic.
Benzylideneacetone can be efficiently prepared by the base-induced condensation of acetone and benzaldehyde: [3]. CH 3 C(O)CH 3 + C 6 H 5 CHO → C 6 H 5 CH=CHC(O)CH 3 + H 2 O. However, the benzylideneacetone formed via this reaction can undergo another Claisen-Schmidt condensation with another molecule of benzaldehyde to form dibenzylideneacetone.
Boiling point (°C) K b (°C⋅kg/mol) Freezing point (°C) K f (°C⋅kg/mol) Data source; Aniline: 184.3 3.69 –5.96 –5.87 K b & K f [1] Lauric acid: 298.9 44 –3.9
The compound's most noteworthy structural feature is the long carbon-carbon bond of 1.54 Å, which indicates the absence of pi-bonding between the two carbonyl centers.The PhCO centers are planar, but the pair of benzoyl groups are twisted with respect to the other with a dihedral angle of 117°. [5]
Flash point 119.9 °C (247.8 °F; 393.0 K) Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Melting point: 55 to 57 °C (131 to 135 °F; 328 to 330 K) Boiling point: 345 to 348 °C (653 to 658 °F; 618 to 621 K) Magnetic susceptibility (χ)