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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3si163

Benzaldehyde is treated with and then to give A. A is oxidised with PCC to give B. Select the correct statement(s).

  1. AB gives a silver mirror with Tollens reagent.
  2. BB gives a yellow precipitate with and sodium benzoate is the organic salt formed.
  3. CClemmensen reduction of B gives ethylbenzene.
  4. DA gives a yellow precipitate with .

Answer: B, C, D

A is 1-phenylethanol, which contains and gives iodoform. PCC oxidises it to acetophenone (B). The haloform reaction of B gives and . Clemmensen reduction of B gives . Ketones do not reduce Tollens reagent.
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