Orgo 2 Lab Report 15.docx - Experiment 15 The Diels-Alder...

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Experiment 15: The Diels-Alder Reaction: 9,10-Dihydroanthracene-9,10- , -succinic Acid Anhydride Objective This experiment works to explain the basic techniques that are used to perform a Diels-Alder Reaction that forms the 9,10-Dihydroanthracene-9,10- , -succinic Acid Anhydride. The Diels- Alder Reaction involves a conjugated s-cis diene and a dienophile with an electron withdrawing group to form a six membered ring. This experiment looks at this addition reaction and the role of an aromatic ring system as the substrate. New techniques used in this experiment included setting up reflux with an air condenser and a drying tube containing calcium chloride. Crystallization was done and the product was dried using a Hirsch funnel. The final techniques included a melting point apparatus to further qualify the product. Experimental Procedure The procedure was followed as described in Mayo, pages 271-272, with the modifications listed in the Canvas document. Additional modifications to the procedure included the following: The sand bath was held at 170-190 °C Thirty-minute timer was started when droplets began to collect on the air condenser.

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