The correct order of set of reagents for the above conversion is :- A
- B
- C
- D
View written solutionFree
Correct answer: B
-
Identify the likely transformation
From the reagent sets, the sequence clearly suggests:
- Protection of aniline using acetic anhydride:
- Bromination of the protected aniline derivative
- Hydrolysis/deprotection with hot water / acidic medium
- Basic workup with
This is the standard method used when converting aniline to p-bromoaniline selectively.
-
Why protection is needed
Direct bromination of aniline gives uncontrolled polybromination because the group is strongly activating.
So first aniline is acetylated: forming acetanilide.
-
Role of bromination step
Acetanilide is still ortho/para directing, but less activating than aniline, so bromination gives mainly p-bromoacetanilide.
-
Need of acid before acetylation
Among the options, the correct practical sequence for preparing the acylated intermediate and then carrying out bromination/deprotection includes use of along with acetylation/hydrolysis conditions. The presence of acid facilitates the process leading to the protected derivative and subsequent hydrolysis.
-
Check options
Option A:
- Looks close to protection bromination hydrolysis neutralization.
- But the standard set given in such conversions generally includes acidic medium for acetylation/hydrolysis handling.
Option B:
- Acidic condition first, then acetylation, then bromination, then hydrolysis on heating, and finally base.
- This matches the expected multi-step conversion best.
Option C:
- No protection step.
- Direct bromination of aniline is not suitable; also is not used this way for aniline due to coordination/deactivation complications.
- Incorrect.
Option D:
- Missing hydrolysis step with water/heating.
- Incorrect.
-
Conclusion
Therefore, the correct order of reagents is:
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