The reaction between X and Y to give Z proceeds via X + Y Z · ABC26OR0561

Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Cycloaddition Diels Alder · Exam: GATE 2000-2022 · Marks: 2 · Difficulty: Easy

The reaction between X and Y to give Z proceeds via Question structure 1 of 4, ABC26OR0561 X + Question structure 2 of 4, ABC26OR0561 Y Question structure 3 of 4, ABC26OR0561 Question structure 4 of 4, ABC26OR0561 Z
(a)$4 \pi$-conrotatory opening of X followed by endo Diels - Alder cycloaddition.
(b)$4 \pi$-disrotatory opening of X followed by endo Diels - Alder cycloaddition.
(c)$4 \pi$-conrotatory opening of X followed by exo Diels - Alder cycloaddition.
(d)$4 \pi$-disrotatory opening of X followed by exo Diels - Alder cycloaddition.
Answer
Answer: A ✓ checked by 4AB · confidence medium

The source book printed B; on checking, A is correct — see the explanation.

Explanation
Thermal 4π conrotatory opening of trans-diphenylbenzocyclobutene gives the (E,E)-o-xylylene with both Ph outward. Endo Diels–Alder with maleic anhydride then gives Z with the two Ph cis to each other (a).

Study loop for Pericyclic Reactions

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