Aldol Condensation

Aldol Condensation - Aldol Condensation: Synthesis of...

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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.
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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 melting point capillary tubes 2 vials, 5-mL 100 µL micropipet 10-mL Erlenmeyer flask Pasteur pipettes, plastic 25-mL Erlenmeyer flask glass Pasteur pipettes filter paper glass stirring rod rubber bulb Hirsch funnel support stand clamp sand bath watch glass ice (for ice bath) Reagents and Properties: Substances Formula Weight, g/mol Amount Used Moles Used Mole Ratio Melting Point °C Boiling Point °C Density g/mL Acetone 58.08 38 µL 5.17 x 10 -4 1 to 1 N/A 56 0.731 Benzaldehyde 106.12 100 µL 9.84 x 10 -4 1 to 1 N/A 178 1.044 Dibenzalacetone 224 Product N/A N/A 110 N/A N/A ethanol 46.07 2.8 mL 0.048 N/A N/A 78.5 0.791 10 % Sodium Hydroxide 40.00 1.0 mL 0.05325 N/A N/A N/A 2.130
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This note was uploaded on 04/10/2010 for the course CHE 326 taught by Professor Chisholm during the Spring '08 term at Syracuse.

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Aldol Condensation - Aldol Condensation: Synthesis of...

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