Q67 · CSIR-NET Chemistry, June 2013

Paper: CSIR-NET June 2013 · Subject: Organic Chemistry · Chapter: Pericyclic Reactions · Topic: Sigmatropic Shifts · Marks: 2 · Difficulty: Hard

Among the following dienes, the one that undergoes a degenerate Cope rearrangement is
(a)Option (a) structure, ABC26OR1024
(b)Option (b) structure, ABC26OR1024
(c)Option (c) structure, ABC26OR1024
(d)Option (d) structure, ABC26OR1024
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
Homotropilidene (bicyclo[5.1.0]octa-2,5-diene) (a) undergoes a Cope rearrangement that regenerates the same structure (degenerate, fluxional).

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