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JEE Advanced levelSingle correct optionDifficulty 3 of 3g3040

One equivalent of adds to buta-1,3-diene, . The preferred cation formed in the first step is:

  1. A (but-3-en-2-yl cation), delocalised to
  2. B (primary, not conjugated)
  3. C treated as a localised secondary cation with no resonance
  4. D (vinylic)

Answer: A

Adding to a terminal carbon leaves the charge on C2, adjacent to the remaining C=C, so it is allylic and resonance stabilised: and . Adding to C2 would give a primary cation without conjugation.
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