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NEET 2026
Exam
NEET
Year
2026
Subject
Chemistry
Chapter
Chapter

NEET 2026 · Chemistry · Chapter

Identify the IUPAC name of the major product Y formed in the...

Identify the IUPAC name of the major product Y formed in the following reaction sequence.
Identify the IUPAC name of the major product YY formed in the following reaction sequence.

Options

  1. A2-Bromo-4-methoxybenzonitrile
  2. B3-Bromo-4-methoxybenzonitrile
  3. C2-Bromo-1-methoxy-4-nitrobenzene
  4. D3-Bromo-4-methoxyaniline

Correct answer

B. 3-Bromo-4-methoxybenzonitrile

Step-by-step solution

The starting material is 1-methoxy-4-nitrobenzene.

In the first reaction, treatment with Br2/FeBr3Br_2 / FeBr_3 results in electrophilic aromatic bromination. The −OCH3-OCH_3 group is strongly activating and ortho/para directing, whereas the −NO2-NO_2 group is deactivating and meta directing. Both groups synergistically direct the incoming electrophile (Br+Br^+) to the position ortho to the −OCH3-OCH_3 group. The product formed is 2-bromo-1-methoxy-4-nitrobenzene.

Next, reaction with Fe/HClFe / HCl reduces the nitro (−NO2-NO_2) group to an amino (−NH2-NH_2) group, yielding 4-amino-2-bromo-1-methoxybenzene.

Subsequent reaction with NaNO2/HClNaNO_2 / HCl at 273−278273-278 K (diazotization) converts the primary amine into a diazonium salt, forming 3-bromo-4-methoxybenzenediazonium chloride.

Finally, reaction with CuCN/KCNCuCN / KCN (Sandmeyer reaction) replaces the diazonium group (−N2+Cl−-N_2^+Cl^-) with a cyano (−CN-CN) group.

The final product Y has a −CN-CN group, a −OCH3-OCH_3 group para to it, and a −Br-Br group ortho to the −OCH3-OCH_3 group. According to IUPAC nomenclature rules, the principal functional group is the nitrile (−CN-CN), making the parent structure benzonitrile. The carbon atom attached to the −CN-CN group is assigned position 1. Numbering the ring to provide the lowest locants to the substituents places the bromo group at position 3 and the methoxy group at position 4. Therefore, the IUPAC name of product Y is 3-bromo-4-methoxybenzonitrile.

Answer: 3-Bromo-4-methoxybenzonitrile
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