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JEE Main levelSingle correct optionDifficulty 2 of 3ro265

The compound shown is treated with excess Jones reagent. Which structure is the organic product?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: C

The compound is 2-phenylethanol, a primary alcohol. Aqueous chromic acid (Jones) oxidises it through the aldehyde hydrate to the carboxylic acid, phenylacetic acid, with the same number of carbons. The aldehyde is the PCC product, and benzoic acid would require loss of a carbon.
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