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#1 2010-05-07 15:39:03

orgopete
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D.A. rxn between a butadiene + maleic anhydride or maleonitrile

Yahoo!Answers in chemistry, draw the products.

http://www.curvedarrow.com/chem/ZZ212E66DE.jpg

The products will be


Reaction c), cis-1,2-1,2,3,6-tetrahydrophthalonitrile, a cis-dicyanocyclohexene.

Reaction d), the Diels-Alder product of the diene with maleic anhydride.

Reaction e), a mixture of 3-bromo-4-deuterobut-1-ene, and 1-bromo-4-deuterobut-2-ene. The latter will be the major product as the internal diene is the more stable thermodynamic product. If the reaction were carried out a very low temperature, the kinetic product can be isolated from the carbocation of the greater resonance contributor. 

       http://www.curvedarrow.com/chem/ZZ494E4FAC.jpg

The mechanisms for these reactions are illustrated in "A Guide to Organic Chemistry Mechanisms" (Amazon.com, Barnes and Noble or http://www.curvedarrowpress.com )

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