
- A
- Bb
- C
- D
View written solutionFree
Correct answer: D
-
Identify the effect of each substituent on the benzene ring
In electrophilic aromatic substitution, the reactivity of the ring depends on whether the substituent:
- donates electron density to the ring rrows activates it, or
- withdraws electron density from the ring rrows deactivates it.
-
Key order of activating/deactivating groups among nitrogen-containing substituents
The relevant general trend is:
More specifically for aromatic amine derivatives:
- Acylated amino group can still donate by resonance, but less than free amino in neutral medium.
- Alkyl-substituted amino groups donate by resonance and also have +I effect from alkyl groups.
- Quaternization/protonation or strongly withdrawing attachment reduces donation strongly.
-
Compare the given compounds qualitatively
From the answer choices, the consistent expected trend is that:
- compound e is the most activated,
- then d,
- then a,
- then b,
- and c is least reactive.
This matches the standard trend where increasing electron donation to the ring increases electrophilic substitution rate, while reduced lone-pair availability or electron-withdrawing character lowers it.
-
Check options
- Option A: 1 makes more reactive than and , inconsistent.
- Option B: 1 puts below both and , inconsistent.
- Option C: 1 exactly reverse of expected trend.
- Option D: 1 matches the activating/deactivating order.
-
Final answer
Therefore, the decreasing order of reactivity towards electrophilic substitution is:
Hence, Option D is correct.
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