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The Diels-Alder REPORT - The Diels-Alder Reaction Michael...

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The Diels-Alder Reaction Michael Lester, Raymond Oldham, Audrey Paulzak CH 238-QZ
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Introduction A Diels-Alder reaction is an example of an type of reaction called a cycloaddition reaction. This reaction is the process of combining the conjugated π-systems of two reactants to form a new ring. The two reactants in this reaction are a 1,3 diene and a dienophile. A dienophile is a molecule with a carbon-carbon double bond and has an electron-withdrawing group containing another multiple bond. The Diels-Alder reaction occurs in a single step with the intervention of radicals, carbocations or intermediates. It is very good method for creating cyclohexane rings. In this experiment, antracene, an unusual cyclic diene will be used. Anthracene is a molecule with three cyclohexane rings side by side. Benzene and Naphthalene do not take place in this reaction because the π-systems of these molecules are part of the aromaticty of the ring. Breaking a π-bond would destroy the aromaticty of the ring. Anthracene is different because all the rings cannot be benzenoid at the same time.
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