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Q 12.15     How will you bring about the following conversions in not more than two steps? 

        (ix)     Benzoic acid to m-nitrobenzyl alcohol

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On nitration of benzoic acid gives meta substituted nitro benzoic acid which on further reacting with reducing agent and followed by acidic hydrolysis gives nitrobenzyl alcohol.

  1. Nitration of benzoic acid: The nitration of benzoic acid produces 3-nitrobenzoic acid, or m-nitrobenzoic acid. The "-COOH" group in benzoic acid is electron-withdrawing, which directs the electrophilic substitution reaction to the meta position of the benzoic acid. 
  2. Reaction with a reducing agent: The m-nitrobenzoic acid reacts with a reducing agent. 
  3. Acidic hydrolysis: The product of the reaction with the reducing agent is then subjected to acidic hydrolysis to produce nitrobenzyl alcohol. 

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