Orgo II lab #1

Orgo II lab #1 - Jae Eun Michelle Chang Organic Chemistry...

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Jae Eun Michelle Chang 10 Feb. 2010 Organic Chemistry Lab II Prof. Callahan Lab Report Experiment #1 : Diels-Alder Reaction (Reaction of 1,3-butadiene and maleic anhydride) Performed on January 27, 2010. _______________________________________________________________________ _ Introduction/ Purpose of the Experiment: The purpose of this laboratory experiment is to demonstrate the formation of six- membered rings by a cycloaddition reaction. The Diels-Alder reaction uses a highly reactive dienophile, which in this case of the experiment is the maleic anhydride. When this maleic anhydride is reacted with 1,3-butadiene, it results in 4-cyclohexene- cis- 1,2- dicarboxylic anhydride, which is our Diels-Alder product. Since 1,3-butadiene is a gas at room temperature that would be difficult to use in our lab, it can be generated in situ by using 3-sulfolene. When heated, 3-sulfolene will decompose to form butadiene and SO 2 . Main Reaction Outline of Experiment/Procedure I. Setting Up 1. Set up the apparatus for heating under reflux with a 10-mL round-bottom flask, a reflux condenser, and heat plate. 2. Place 1.5g of 3-sulfolene, 0.93g of finely pulverized maleic anhydride, and 1 mL of dry xylenes in the round-bottom flask and equip it with a stirbar. II. Cycloaddition and Isolation 1. Gently warm the flask with stirring to effect complete dissolution of all solids; failure to do so will lower the yield of the reaction significantly. 2.
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This note was uploaded on 03/03/2010 for the course LAB v25 taught by Professor Ron during the Spring '10 term at NYU.

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Orgo II lab #1 - Jae Eun Michelle Chang Organic Chemistry...

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