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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3hc200

For the Diels-Alder adduct of cyclopenta-1,3-diene and maleic anhydride (bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride), which statements are correct?

  1. AThe endo adduct forms faster because of secondary orbital overlap
  2. BThe exo adduct is thermodynamically more stable than the endo adduct
  3. CThe endo adduct is chiral and is formed as a racemate
  4. DThe adduct has four stereocentres

Answer: A, B, D

The endo adduct is the kinetic product (a true) while the exo adduct is the more stable, less crowded isomer (b true). The cis-anhydride adduct has a mirror plane, so it is meso and achiral (c false). The two bridgehead carbons and the two carbons bearing the anhydride carbonyls are stereocentres, giving four (d true).
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