Question:
Which of the aromatic compounds react fastest with methoxide ion?
Which of the aromatic compounds react fastest with methoxide ion?
Show Hint
SNAr speed: ortho/para –NO$_2$ >> meta –NO$_2$.
Updated On: Apr 23, 2026
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The Correct Option is B
Solution and Explanation
Concept:
Nucleophilic Aromatic Substitution (SNAr).
Step 1: Reaction requires electron-withdrawing group (–NO$_2$) to stabilize intermediate.
Step 2: Activation is strongest at ortho/para positions relative to leaving group.
Step 3: Para –NO$_2$ in option (b) stabilizes Meisenheimer complex effectively.
Step 4: Meta substitution (d) gives less stabilization.
Step 5: No/poor EWG cases react slowly or not at all.
Conclusion:
Option (b) reacts fastest.
Step 1: Reaction requires electron-withdrawing group (–NO$_2$) to stabilize intermediate.
Step 2: Activation is strongest at ortho/para positions relative to leaving group.
Step 3: Para –NO$_2$ in option (b) stabilizes Meisenheimer complex effectively.
Step 4: Meta substitution (d) gives less stabilization.
Step 5: No/poor EWG cases react slowly or not at all.
Conclusion:
Option (b) reacts fastest.
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