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The following triene reacts with excess maleic anhydride
Chapter 17, Problem 17.46(choose chapter or problem)
The following triene reacts with excess maleic anhydride to produce a compound with molecular formula C14H12O6. Draw the structure of this product (ignoring stereochemistry). C14H12O6 O O O Maleic anhydride (excess)
Questions & Answers
QUESTION:
The following triene reacts with excess maleic anhydride to produce a compound with molecular formula C14H12O6. Draw the structure of this product (ignoring stereochemistry). C14H12O6 O O O Maleic anhydride (excess)
ANSWER:Step 1 of 2
The two lactone ketones in maleic anhydride are both electron-withdrawing, making it a particularly powerful dienophile. Upon the first Diels-Alder reaction with the triene, a cyclohexene ring is formed. Note that this intermediate compound still has a diene available.