Answer the question on the basis of passage given below: |
Formaldehyde on reaction with benzaldehyde in basic medium gets converted to: |
Methanol Formic acid o/p-hydroxymethylbenzaldehyde o/p-hydroxymethyl benzoic acid |
Formic acid |
The correct answer is option 2. Formic acid. The given conditions refers to Cannizzaro reaction. The Cannizzaro reaction, named after its discoverer Stanislao Cannizzaro, is a chemical reaction that involves the base-induced disproportionation of an aldehyde lacking a hydrogen atom in the alpha position.
Mechanism: The reaction involves a nucleophilic acyl substitution on an aldehyde, with the leaving group concurrently attacking another aldehyde in the second step. First, hydroxide attacks a carbonyl. The resulting tetrahedral intermediate then collapses, re-forming the carbonyl and transferring hydride to attack another carbonyl. In the final step of the reaction, the acid and alkoxide ions formed exchange a proton. In the presence of a very high concentration of base, the aldehyde first forms a doubly charged anion from which a hydride ion is transferred to the second molecule of aldehyde to form carboxylate and alkoxide ions. Subsequently, the alkoxide ion acquires a proton from the solvent.
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