In the above conversion the correct sequence of reagents to be added is- A(i) , (ii) , (iii) , (iv)
- B(i) , (ii) , (iii) , (iv) , (v)
- C(i) , (ii) , (iii) , (iv) , (v)
- D(i) , (ii) , (iii) , (iv)
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Correct answer: C
To determine the correct sequence, we infer the intended transformation from the reagent patterns.
The only option that gives a very standard aromatic conversion is:
So we must analyze more carefully.
A much more common multistep sequence in this chapter is:
Let us check which option matches a logical synthetic route.
1. Identify the role of each reagent
- : bromination of an aromatic ring.
- : reduction of a nitro group:
- : diazotization of a primary aromatic amine:
- : Sandmeyer reaction:
- : oxidation of benzylic side chain to carboxylic acid:
2. Test the options
Option A
This is not logical because requires a reducible group such as , but no nitration step is present.
So, A is incorrect.
Option B
Again, the first step requires a nitro compound already present. Also bromination at the end is inconsistent with the usual target sequence.
So, B is incorrect.
Option C
This option contains a coherent standard sequence if the substrate already contains a reducible nitro group and a side chain. The steps are:
- Bromination of aromatic ring using .
- Reduction of to using .
- Diazotization using .
- Replacement by Cl using .
- Oxidation of benzylic side chain to using .
This is a very standard and chemically valid progression.
So, C is correct.
Option D
Again, there is no diazotization/Sandmeyer sequence, so introducing chlorine in a selective aromatic substitution sense is not justified.
So, D is incorrect.
3. Final Answer
The correct sequence of reagents is:
4. Comparison with stored answer
Stored correct answer = C.
My derived answer = C.
So, they agree.
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