Knoevenagel - Amy Linkous 9/14/09 CHEM 2556: CRN: 91653...

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Amy Linkous 9/14/09 CHEM 2556: CRN: 91653 Knoevenagel Reaction Objective: To prepare E-3-phenylpropenoic acid (cinnamic acid) from propanedioic acid (malonic acid) utilizing a condensation reaction. General Reaction: Procedure: 8.0 g of potassium carbonate was weighed into an Erlenmeyer flask and 20 mL of water as well as approximately 5 mL of benzaldehyde were added. The mixture was swirled vigorously and poured into a test tube, where the organic and aqueous phases were allowed to separate over a period of 30 minutes. Meanwhile, 3.1 g of propanedioic acid was weighed into a second flask and dissolved in pyridine with gentle warming utilizing a water bath. 3 mL of the upper
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benzaldehyde layer was removed from the test tube and added to the solution of propanedioic acid and pyridine. The mixture was heated in the water bath and about 10 drops of piperidine were added. Gaseous carbon dioxide began to appear. Once the rate of appearance of carbon dioxide slowed to almost zero (about 30-45 minutes), the volume was increased to 50 mL with 2
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This note was uploaded on 02/22/2010 for the course CHEM 2556 at Virginia Tech.

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Knoevenagel - Amy Linkous 9/14/09 CHEM 2556: CRN: 91653...

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