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What is the mechanism of the reaction for the preparation of 2,4-dinitrobenzoic acid from benzoic acid and nitric acid?

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The preparation of 2,4-dinitrobenzoic acid from benzoic acid and nitric acid involves an electrophilic aromatic substitution reaction. The mechanism proceeds as follows:1. Nitration of benzoic acid: Nitric acid  HNO3  reacts with a strong acid, usually sulfuric acid  H2SO4 , to form the nitronium ion  NO2+ , which is a strong electrophile.HNO3 + H2SO4 -> NO2+ + HSO4- + H2O2. Electrophilic attack: The nitronium ion  NO2+  attacks the benzene ring of benzoic acid, forming a resonance-stabilized carbocation intermediate. The ortho and para positions are more reactive due to the electron-donating effect of the carboxyl group  -COOH  in benzoic acid.3. Deprotonation: A hydrogen ion  H+  is removed from the carbocation intermediate by the bisulfate ion  HSO4-  or water  H2O , restoring the aromaticity of the benzene ring. This results in the formation of 3-nitrobenzoic acid.4. Second nitration: The 3-nitrobenzoic acid undergoes another nitration reaction with nitric acid and sulfuric acid, forming the nitronium ion  NO2+  again.5. Electrophilic attack: The nitronium ion  NO2+  attacks the benzene ring of 3-nitrobenzoic acid at the para position  relative to the nitro group  due to steric hindrance at the ortho position, forming a resonance-stabilized carbocation intermediate.6. Deprotonation: A hydrogen ion  H+  is removed from the carbocation intermediate by the bisulfate ion  HSO4-  or water  H2O , restoring the aromaticity of the benzene ring. This results in the formation of 2,4-dinitrobenzoic acid.The overall reaction can be summarized as:C6H5COOH  benzoic acid  + 2 HNO3  nitric acid  -> C6H3 NO2 2COOH  2,4-dinitrobenzoic acid  + 2 H2O  water

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