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dibenzalacetone via aldol condensation

dibenzalacetone via aldol condensation - Emily Wade Organic...

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Emily Wade Organic Lab 4/18/06 Dibenzalacetone via aldol condensation Abstract Benzaldehyde and acetone are reacted by the aldol condensation reaction. The benzaldehyde and the ketone were reacted with sodium hydroxide to prepare dibenzalacetone. The IR data and the melting point demonstrated that the dibenzalacetone was formed in the final product. Once the aldol synthesis was carried out the percent yield of dibenzalacetone was 61%. The melting point of dibenzalacetone was observed to be 108.3° Celsius. Introduction An aldol reaction was performed between a benzaldehyde and acetone. Acetone has -hydrogens and can be deprotonated to give a nucleophilic enolate anion. The aldehyde α is more electrophilic than the ketone and reacts fast with the enolate. The aldehyde is also more highly reactive and quickly undergoes base-catalyzed dehydration to form monobenzalacetone or dibenzalacetone depending on the initial amount of benzaldehyde .
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