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 formed in the following reaction sequence.
Options
- A2-Bromo-4-methoxybenzonitrile
- B3-Bromo-4-methoxybenzonitrile
- C2-Bromo-1-methoxy-4-nitrobenzene
- 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 results in electrophilic aromatic bromination. The group is strongly activating and ortho/para directing, whereas the group is deactivating and meta directing. Both groups synergistically direct the incoming electrophile () to the position ortho to the group. The product formed is 2-bromo-1-methoxy-4-nitrobenzene.
Next, reaction with reduces the nitro () group to an amino () group, yielding 4-amino-2-bromo-1-methoxybenzene.
Subsequent reaction with at K (diazotization) converts the primary amine into a diazonium salt, forming 3-bromo-4-methoxybenzenediazonium chloride.
Finally, reaction with (Sandmeyer reaction) replaces the diazonium group () with a cyano () group.
The final product Y has a group, a group para to it, and a group ortho to the group. According to IUPAC nomenclature rules, the principal functional group is the nitrile (), making the parent structure benzonitrile. The carbon atom attached to the 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
In the first reaction, treatment with results in electrophilic aromatic bromination. The group is strongly activating and ortho/para directing, whereas the group is deactivating and meta directing. Both groups synergistically direct the incoming electrophile () to the position ortho to the group. The product formed is 2-bromo-1-methoxy-4-nitrobenzene.
Next, reaction with reduces the nitro () group to an amino () group, yielding 4-amino-2-bromo-1-methoxybenzene.
Subsequent reaction with at K (diazotization) converts the primary amine into a diazonium salt, forming 3-bromo-4-methoxybenzenediazonium chloride.
Finally, reaction with (Sandmeyer reaction) replaces the diazonium group () with a cyano () group.
The final product Y has a group, a group para to it, and a group ortho to the group. According to IUPAC nomenclature rules, the principal functional group is the nitrile (), making the parent structure benzonitrile. The carbon atom attached to the 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