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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap246

Choose all correct statements about the alcohol shown. For the Lucas test, use the convention that alcohols which give a resonance-stabilised (benzylic or allylic) carbocation become turbid immediately at room temperature, secondary alkyl alcohols after about 5 minutes, and primary alkyl alcohols not at all.

  1. AWith Lucas reagent at room temperature it becomes turbid only after about 5 minutes.
  2. BJones reagent converts it into a ketone.
  3. CIt gives a yellow precipitate with iodine and sodium hydroxide.
  4. DPCC converts it into an aldehyde.

Answer: B, C

The alcohol is 1-phenylethanol. Its benzylic secondary cation is stabilised, so it is turbid at once (A is wrong). Jones reagent gives acetophenone (B). The unit gives iodoform, with sodium benzoate (C). A secondary alcohol cannot give an aldehyde (D wrong).
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