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JEE Advanced levelSingle correct optionDifficulty 3 of 3el234

The compound shown is an antiseptic. It can be prepared from a small alcohol by warming with iodine and aqueous sodium hydroxide. Which alcohol gives it?

  1. AButan-1-ol
  2. BEthanol
  3. CMethanol
  4. DPropan-1-ol

Answer: B

The compound shown is iodoform, made by the iodoform reaction. The alcohol is first oxidised to a CH3-C=O compound, whose CH3 group is tri-iodinated and then cleaved to CHI3. Of the alcohols listed only ethanol (via acetaldehyde) can do this; methanol, propan-1-ol and butan-1-ol have no CH3CH(OH)- or CH3CO- unit.
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