dibenzalacetone | Ethanol | Stoichiometry
A modification of a classic experiment is described that incorporates a discovery approach to organic synthesis. Groups of students are assigned target molecules of the dibenzalketone type and are given a sample procedure for the parent dibenzalacetone reaction. They are asked to design a synthesis of their target based on the model reaction and to modify the model reaction so it will work for their synthesis. They show they have synthesized the target with 1H NMR.
Synthesis of Dibenzalacetone - [PPT Powerpoint]
Test the last drop of water wash with red litmus
paper, continue the washing if it is still basic.
Transfer the precipitate into an Erlenmeyer flask.
Recrystallize the product using ethanol and water.
Cool the flask in ice bath for 5-10 minutes.
Collect the crystals by vacuum filtration
Determine the melting point
benzaldehyde + acetone
layers: top oily liquid and clear colorless bottom
mixture + ethanol
clear colorless mixture
mixture + NaOH
pale yellow mixture
stand at room temp
creamy yellow mixture
pale yellow crystalline solid
yellow green crystals
MP: 103- 108 C
Theoretical Yield: 0.91 g
Percent Yield: 102.46%
Percent Recovery: 59.14%
2,4 DNP test: positive
Iodoform test: negative
Tollens' test: negative
The purpose of this experiment was to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde.
Acetone + Benzaldehyde NaOHDibenzalacetone So, what is a detailed mechanism for the formation of dibenzalacetone? This reaction is beginning. Theoretical yield of dibenzalacetone 1.1 mol. 1 mol 1. Check answers to questions Questions 1 A Write a detailed mechanism for the formation of benzalacetone - See above in the mechanism section for full detailed mechanism. B Give. ALDOL SYNTHESIS of DIBENZALACETONE, AN ORGANIC SCREEN. Overview The reaction of an. sides of the ketone. Mechanism for Aldol Condensation.