Hydrolysis in the presence of an acid breaks specific bonds in molecules to produce different products.
• Phenyl cyanide (benzonitrile) undergoes hydrolysis to form benzoic acid.
• Benzoic anhydride forms two molecules of benzoic acid on acidic hydrolysis.
• Methyl benzoate is an ester that undergoes hydrolysis to form benzoic acid and methanol.
• Benzimidazole will not undergo this type of hydrolysis and will not form benzoic acid.
Thus, the compounds in options A, C and D will form benzoic acid upon acidic hydrolysis.
Alkyl halides undergoing nucleophilic bimolecular substitution reaction involve: