Diels-Alder - Andre Hinojosa 12601675 TA: Iva Yonova...

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Andre Hinojosa 12601675 TA: Iva Yonova Partners: Chelsea/ Tara Diels-Alder Reaction In this experiment, we synthesized cyclohex-4-ene-cis-1,2-dicarboxylic anhydride from butadiene sulfone using a diels- alder reaction. The then hydrlozed this product to form the carboxylic acid. The Diels-Alder reaction is a reaction in which two molecules react in a concerted reaction to form a cyclic compound. In a Diels-Alder reaction, the diene, which must be in its cis conformation to react, is converted from butadiene sulfone by adding heat. It is then mixed with maleic anhydride, or the dienophile, which contains electron withdrawing groups conjugated to the alkene. In this step, 3 pi bonds are broken and 2 new C-C sigma bonds as well as one new C-C pi bond are formed. Thus, are product has hydrogens in the cis conformation and we achiece a bicyclic product. Diels-Alder reactions are important because they allow the synthesis of larger complex rings from smaller ones due to the formation of new C-C bonds. In our experiment, we had a theoretical yield of .282 g of product. However, we added
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This note was uploaded on 08/30/2011 for the course OCHEM 51L taught by Professor Staff during the Winter '10 term at UC Irvine.

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Diels-Alder - Andre Hinojosa 12601675 TA: Iva Yonova...

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