CHEM 2312 Lecture Notes - Maleic Anhydride, Cyclopentadiene, Endo-Exo Isomerism
17 Feb 2014
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Document Summary
Objective: the objective of this experiment was to synthesize cis-norbornene-5,6-end- dicarboxylic anhydride from maleic anhydride and cyclopentadiene. This reaction occurs because of the diels-alder mechanism in which carbon-carbon bonds are made and a six- membered ring forms. Reaction equations: the mechanism for this experiment is the diels-alder reaction. This occurs when there is a conjugated -diene that can rotate to the cis form, and an -ene. In the diels-alder reaction, the ene is called the dienophile because it want a diene. It is a six-pi-electron reaction that results in the combination of the two products into a six- membered ring. The reaction is concerted, meaning that all steps occur at once. Two products result in this reaction: the endo product and the exo product. The endo product is the major product, and the exo product is the minor product. The arrow-pushing mechanism can be found on the attached page.
