Question:medium

Most preferred site for electrophilic substitution in above example?
(Note: The molecule contains a nitrogen-containing ring and a carbonyl-containing ring, labels are U, S, R, P).

Updated On: Apr 2, 2026
  • (1) Predominantly at U
  • (2) S and R
  • (3) Predominantly at R
  • (4) R and S
Show Solution

The Correct Option is A

Solution and Explanation

Orientation and reactivity in electrophilic aromatic substitution of polycyclic/fused or linked systems.

ANALYSIS:
1. The molecule has two rings: one activated by a Nitrogen's lone pair (+M effect) and one deactivated by a carbonyl group (-M effect).
2. Electrophiles attack the ring with higher electron density, which is the one with the Nitrogen atom.
3. Within that ring, the ortho and para positions are activated. Position 'U' is the para position, which is favored due to less steric hindrance compared to the ortho position.
4. Therefore, 'U' is the most preferred site. Matches option (1).
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