Consider the following reaction sequence: 3-methyl-4-nitroaniline [ (ii) KI ] (i) NaNO ₂ , HCl, 273 K A Sn, HCl B [ (ii) H ₃ PO ₂ , H ₂ O ] (i) NaNO ₂ , HCl, 273 K C The major product C is:

Step-by-step solution

The reaction proceeds as follows: 1. Diazotization of 3-methyl-4-nitroaniline converts the - NH ₂ group to a diazonium salt, which is then replaced by iodine upon treatment with KI . The product A is 1-iodo-3-methyl-4-nitrobenzene. 2. Reduction of A with Sn/HCl converts the - NO ₂ group to an - NH ₂ group, yielding B, which is 4-iodo-2-methylaniline. 3. Diazotization of B followed by treatment with H ₃ PO ₂ and H ₂ O (deamination) replaces the newly formed diazonium group with a hydrogen atom. 4. The final product