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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ap245

The primary alcohol shown is to be converted into an aldehyde that can be isolated as the main product. Choose all suitable methods.

  1. APyridinium chlorochromate in dichloromethane.
  2. BPassing the vapour over copper at 573 K.
  3. CExcess Jones reagent (/) in aqueous acetone.
  4. DHeating with acidified .

Answer: A, B

The alcohol is butan-1-ol. PCC in dichloromethane and copper at 573 K both stop at butanal, since there is no water to hydrate the aldehyde and no strong oxidant. Excess Jones reagent and hot acidified permanganate oxidise it on to butanoic acid.
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