In the following reaction sequence, structure of A and B respectively will be:
Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question
In the following reaction sequence, structure of A and B respectively will be:
- a
- b
- c✓
- d
Step 1: Analyze the starting material
Cyclic ketone with side chain
Step 2: Reaction with HBr
HBr can:
- Protonate the ketone oxygen
- Add to any C=C if present
- React with (unlikely - already has Br)
If there's a ketone, HBr might not react directly. The structure needs clarification from the image.
Step 3: Reaction with Na/Ether (Wurtz coupling)
Wurtz reaction:
This couples two alkyl bromides.
Intermolecular product B means two molecules couple together.
Step 4: Determine structures
Given answer (c):
- A: Product after HBr treatment (likely adds Br somewhere)
- B: Coupled product (two A molecules joined)
The reaction sequence suggests:
- HBr adds to create more Br sites
- Na/Ether couples the molecules
Answer: (c)
Key Reactions:
Wurtz reaction:
- Couples alkyl halides
- Uses Na metal in dry ether
- Forms C-C bond
- Intermolecular:
Wurtz-Fittig:
- Couples aryl and alkyl halides
Limitations:
- Works best with primary halides
- Secondary/tertiary give elimination
- Can give mixture of products
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