JEE Main levelSingle correct optionDifficulty 2 of 3hc102
Which of the following dienophiles reacts fastest with buta-1,3-diene in a normal-electron-demand Diels-Alder reaction?
Apropenal, CHX2=CH−CHO
Bethene, CHX2=CHX2
Cpropene, CHX2=CH−CHX3
D2-methylpropene, (CHX3)X2C=CHX2
Answer: A
Normal-demand Diels-Alder reactions are accelerated by electron-withdrawing groups on the dienophile, which lower its LUMO energy. The formyl group of propenal does so, while methyl groups are electron donating and slow the reaction.