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)

(b)

(c)

(d)
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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