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JEE Advanced levelSingle correct optionDifficulty 3 of 3g3206

Match Column I with the major product in Column II. Column I: (1) + buta-1,3-diene at ; (2) the same, equilibrated at ; (3) naphthalene + conc. at , short time; (4) naphthalene + conc. at , long time. Column II: (P) naphthalene-2-sulfonic acid; (Q) 1-bromobut-2-ene; (R) naphthalene-1-sulfonic acid; (S) 3-bromobut-1-ene.

  1. A1-Q, 2-S, 3-R, 4-P
  2. B1-Q, 2-S, 3-P, 4-R
  3. C1-S, 2-Q, 3-R, 4-P
  4. D1-S, 2-Q, 3-P, 4-R

Answer: C

Kinetic conditions (1, 3) give 3-bromobut-1-ene and the 1-sulfonic acid. Thermodynamic conditions (2, 4) give 1-bromobut-2-ene and the 2-sulfonic acid.
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