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JEE Main levelSingle correct optionDifficulty 2 of 3o3140

Match the neighbouring group in List I with the cyclic intermediate in List II. List I: P the carboxylate group of 2-bromopropanoate; Q the sulfide sulfur of ; R the tertiary nitrogen of ; S the benzene ring of . List II: 1 aziridinium ion; 2 phenonium ion; 3 alpha-lactone; 4 episulfonium ion.

  1. AP-3, Q-1, R-4, S-2
  2. BP-4, Q-3, R-1, S-2
  3. CP-2, Q-4, R-1, S-3
  4. DP-3, Q-4, R-1, S-2

Answer: D

Carboxylate oxygen gives a three-membered alpha-lactone; sulfur gives an episulfonium ion; nitrogen gives an aziridinium ion; the pi system of a phenyl ring gives a bridged phenonium ion (a spiro cyclohexadienyl cation).
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