Aldol
Aldol Condensation: Synthesis of Dibenzalacetone
Aldol Condensation: Synthesis of Dibenzalacetone
Leah Monroe May 15, 2003
Organic Chemistry Lab II Experiment performed on May 6 and 8, 2003
Abstract:
The purpose of this experiment was to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. This was done by mixing the two reactants with NaOH and ethanol, then allowing the reaction to sit for thirty minutes. The crystals were then washed with water three times and recrystallized using ethanol. It was then characterized using melting point analysis. The percent yield for this reaction was 59.84%. This was due to loss of crystals during recrystallization and during solvent removal from the reaction mixture. The observed melting point was 104 – 107.5°C, compared to a literature value of 110°C. The lower and broader observed melting point may have been due to the product still being wet. It may also be due to unevaporated ethanol or other impurities in the product. However, the observed melting point was close to the literature value, and it can thus be concluded that the product was dibenzalacetone. Thus, the aldol condensation reaction was successful.
Aldol Condensation: Synthesis of Dibenzalacetone Introduction: The purpose of this experiment is to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. The product will be recrystallized using ethanol, then characterized using melting point analysis.
Materials Used:
2 beakers, 100-mL 2 vials, 5-mL 10-mL Erlenmeyer flask 25-mL Erlenmeyer flask filter paper rubber bulb support stand sand bath ice (for ice bath) melting point capillary tubes 100 µL micropipet Pasteur pipettes, plastic glass Pasteur pipettes glass stirring rod Hirsch funnel clamp watch glass
Reagents and Properties:
Substances Formula Weight, g/mol Amount Used Moles Used Mole Ratio Melting Point °C Boiling Point °C Density g/mL
Acetone
Aldol Condensation: Synthesis of Dibenzalacetone
Leah Monroe May 15, 2003
Organic Chemistry Lab II Experiment performed on May 6 and 8, 2003
Abstract:
The purpose of this experiment was to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. This was done by mixing the two reactants with NaOH and ethanol, then allowing the reaction to sit for thirty minutes. The crystals were then washed with water three times and recrystallized using ethanol. It was then characterized using melting point analysis. The percent yield for this reaction was 59.84%. This was due to loss of crystals during recrystallization and during solvent removal from the reaction mixture. The observed melting point was 104 – 107.5°C, compared to a literature value of 110°C. The lower and broader observed melting point may have been due to the product still being wet. It may also be due to unevaporated ethanol or other impurities in the product. However, the observed melting point was close to the literature value, and it can thus be concluded that the product was dibenzalacetone. Thus, the aldol condensation reaction was successful.
Aldol Condensation: Synthesis of Dibenzalacetone Introduction: The purpose of this experiment is to synthesize dibenzalacetone via an aldol condensation reaction between acetone and benzaldehyde. The product will be recrystallized using ethanol, then characterized using melting point analysis.
Materials Used:
2 beakers, 100-mL 2 vials, 5-mL 10-mL Erlenmeyer flask 25-mL Erlenmeyer flask filter paper rubber bulb support stand sand bath ice (for ice bath) melting point capillary tubes 100 µL micropipet Pasteur pipettes, plastic glass Pasteur pipettes glass stirring rod Hirsch funnel clamp watch glass
Reagents and Properties:
Substances Formula Weight, g/mol Amount Used Moles Used Mole Ratio Melting Point °C Boiling Point °C Density g/mL
Acetone