JEE Main · 2019 · Shift-IeasyHC-125

The major product of the following reaction is:

Hydrocarbons · Class 11 · JEE Main Previous Year Question

Question

The major product of the following reaction is: image

Options
  1. a

    image

  2. b

    image

  3. c

    image

  4. d

    image

Correct Answerc

image

Detailed Solution

Step 1: Identify Starting Material

From the image: an ethylbenzene with \ceCH2CH3\ce{-CH2CH3} group. Treated with alkaline \ceKMnO4\ce{KMnO4} then \ceH3O+\ce{H3O^+}.

Step 2: Alkaline KMnO4 Oxidation of Alkyl Side Chain

Hot alkaline \ceKMnO4\ce{KMnO4} oxidizes ANY alkyl side chain on benzene ring to \ceCOOH\ce{-COOH}, regardless of chain length.

Product = benzoic acid (\ceC6H5COOH\ce{C6H5COOH}).

Key Points:

  • Alkaline \ceKMnO4\ce{KMnO4}: all alkyl chains on benzene \rightarrow \ceCOOH\ce{-COOH} (the carbon attached to ring becomes the carboxyl carbon)
  • Whether the side chain is \ceCH3\ce{-CH3}, \ceCH2CH3\ce{-CH2CH3}, or \ceC(CH3)3\ce{-C(CH3)_3}, the product is always the corresponding benzoic acid
  • Exception: if the benzylic carbon has NO H (e.g., \ceC(CH3)3\ce{-C(CH3)_3}), no oxidation occurs

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