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CHM 226 - Tech 720 - Aldol Condensation

CHM 226 - Tech 720 - Aldol Condensation - TECH 720 Aldol...

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TECH 720 Aldol Condensation INTRODUCTION An aldol condensation is a very important organic synthesis reaction that forms carbon-carbon bonds. It is a reaction between an enolate ion and a carbonyl compound, which forms a hydroxyaldehyde or hydroxyketone, and is then dehydrated to form a conjugated enone. In this experiment dibenzalacetone is synthesized from a process using acetone, benzaldehyde, ethanol, and 10% aqueous NaOH. PROCEDURE To begin, 0.8 mL of USP ethanol and 1.0 mL aqueous 10% NaOH were combined in a flask with a stir bar. The flask was then placed into an ice-water bath and set on a magnetic stirrer. The solution was cooled to 20 o C, then removed from the ice-water bath and replaced on the stirrer. A mixture of 105 mg fresh benzaldehyde and 30 mg reagent-grade acetone was prepared. It was then added to the ethanol-NaOH solution in two equal portions five minutes apart. The solution was continually stirred for 30 minutes. The solution was the removed from the magnetic stirrer and cooled in an ice-water bath to recrystalize.
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