객관식
Given the reaction between (1,3-butadiene) and (ethene-1,2-dione), identify the expected major product of this Diels-Alder reaction.
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16. Conjugated Systems
Diels-Alder Reaction
객관식
Which of the following best describes the stereochemistry of the major product formed when reacts with in a Diels-Alder reaction?
A
A meso compound with no chiral centers formed
B
A mixture of constitutional isomers with no stereochemistry involved
C
A racemic mixture of two enantiomers with substituents added to opposite faces (anti addition), resulting in an exo product
D
A single enantiomer with both new substituents added to the same face (syn addition), resulting in an endo product
검증된 단계별 안내1
Identify the diene and dienophile in the Diels-Alder reaction: 1,3-butadiene acts as the diene, and maleic anhydride is the dienophile.
Recall that the Diels-Alder reaction is a [4+2] cycloaddition that proceeds via a concerted mechanism, preserving stereochemistry and typically favoring the endo product due to secondary orbital interactions.
Understand that the reaction adds substituents to the same face of the diene (syn addition), leading to a bicyclic system where the substituents from the dienophile are oriented toward the newly formed ring (endo position).
Analyze the stereochemical outcome: the product is chiral and formed as a single enantiomer rather than a racemic mixture, because the reaction is stereospecific and the endo approach is favored kinetically.
Conclude that the major product is a single enantiomer with both new substituents added to the same face (syn addition), resulting in an endo product, consistent with the stereochemical preferences of the Diels-Alder reaction.
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