1,1-Diphenylacetone

1,1-Diphenylacetone is an organic compound composed of a benzhydryl group and a methyl group attached to a central carbonyl group.

1,1-Diphenylacetone
Skeletal formula
Ball-and-stick model of 1,1-diphenylacetone
Ball-and-stick model of 1,1-diphenylacetone
Van der Waals space filling model of 1,1-diphenylacetone
Van der Waals space filling model of 1,1-diphenylacetone
Names
Preferred IUPAC name
1,1-Diphenylpropan-2-one
Other names
1,1-Diphenylacetone
Identifiers
3D model (JSmol)
ECHA InfoCard 100.011.189
  • CC(=O)C(C1=CC=CC=C1)C2=CC=CC=C2
Properties
C15H14O
Molar mass 210.276 g·mol−1
Appearance white solid
Melting point 46 °C (115 °F; 319 K)
Boiling point 307 °C (585 °F; 580 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Preparation

One method is where phenylacetone is dissolved in benzene, reacted with bromine to effect an α-keto bromination and stirred for 3-6 hours. Then this mixture is slowly added to a solution of anhydrous aluminium chloride in benzene to catalyze a Friedel-Crafts alkylation. A lengthy workup of the reaction mixture ends in recrystallization of the product 1,1-diphenylacetone from petroleum ether.[1]

References
  1. Schultz, Everett M.; Mickey, Sally (1949). "α,α-DIPHENYLACETONE". Organic Syntheses. 29: 38. doi:10.15227/orgsyn.029.0038.


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