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JEE Advanced levelSingle correct optionDifficulty 3 of 3ap164

Match the test in Column I with the observation in Column II. Column I: (P) phenol heated with phthalic anhydride and conc. , then made alkaline with dilute ; (Q) ethane-1,2-diol treated with and then aqueous ; (R) butan-2-ol shaken with /conc. at room temperature; (S) ethanol warmed with . Column II: (1) yellow precipitate with antiseptic smell; (2) pink solution; (3) white precipitate; (4) cloudiness after about 5 minutes.

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

Answer: D

Phenol with phthalic anhydride gives phenolphthalein, which is pink in alkali (P-2). cleaves the diol and the iodic acid formed gives white with silver nitrate (Q-3). A secondary alcohol gives turbidity with Lucas reagent in about 5 minutes (R-4), and ethanol gives yellow iodoform (S-1).
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