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NEET levelSingle correct optionDifficulty 1 of 3hc264

The compound shown is heated with hot alkaline . Which outcome is correct?

  1. ABenzoic acid is formed
  2. BBenzene-1,2-dicarboxylic acid is formed
  3. CIt resists side-chain oxidation because the benzylic carbon has no hydrogen
  4. D2,2-Dimethylpropanoic acid is formed

Answer: C

The compound shown is tert-butylbenzene. Side-chain oxidation needs at least one benzylic C-H. The benzylic carbon here is quaternary, so permanganate cannot attack the side chain and the ring is also stable. The compound is recovered unchanged.
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