What is the product of the following reaction? |
m-Nitrobenzaldehyde p-Nitrobenzaldehyde m-sulphonatobenzaldehyde Benzoic acid |
m-Nitrobenzaldehyde |
The correct answer is Option (1) → m-Nitrobenzaldehyde The given reaction involves nitration of benzaldehyde using a mixture of concentrated nitric acid and concentrated sulphuric acid, which is known as the nitrating mixture. This mixture generates the nitronium ion (NO₂⁺), which acts as the electrophile in the electrophilic aromatic substitution reaction. Formation of electrophile: HNO₃ + H₂SO₄ → NO₂⁺ + HSO₄⁻ + H₂O The nitronium ion (NO₂⁺) then attacks the aromatic ring. Directing effect of –CHO group The –CHO (aldehyde) group is:
Because of this electron-withdrawing nature, the –CHO group directs incoming electrophiles to the meta position. Thus nitration of benzaldehyde predominantly gives: m-Nitrobenzaldehyde Option-wise Explanation Option 1: m-Nitrobenzaldehyde The –CHO group is a meta-directing deactivating group, so nitration occurs mainly at the meta position relative to the aldehyde group. Therefore this option is correct. Option 2: p-Nitrobenzaldehyde Although para substitution is possible with activating groups, the –CHO group strongly deactivates the ortho and para positions, making meta substitution preferred. Hence this option is incorrect. Option 3: m-Sulphonatobenzaldehyde Sulphonation would require fuming sulphuric acid (SO₃ / H₂SO₄), not nitric acid. Since the reaction conditions indicate nitration, this option is incorrect. Option 4: Benzoic acid Benzoic acid would be formed by oxidation of the aldehyde group, not by nitration. Therefore this option is incorrect. |