Choose the correct statement regarding the formation of carbocations A and B given.
Haloalkanes & Haloarenes · Class 12 · JEE Main Previous Year Question
Choose the correct statement regarding the formation of carbocations A and B given.
- a
Carbocation A is more stable and formed relatively at slow rate
- b✓
Carbocation B is more stable and formed relatively at faster rate
- c
Carbocation B is more stable and formed relatively at slow rate
- d
Carbocation A is more stable and formed relatively at faster rate
Carbocation B is more stable and formed relatively at faster rate
Step 1: Identify the carbocations
Starting material: (1,3-butadiene)
When HBr adds, H⁺ can attack either double bond:
Carbocation A: (positive charge on terminal carbon)
- This is a primary allylic carbocation
- Resonance:
Carbocation B: (positive charge on internal carbon)
- This is a secondary allylic carbocation
- Resonance:
Wait, let me reconsider the structures. Looking at the image:
Carbocation A: with ⊕ on C-4 (terminal) Carbocation B: with ⊕ on C-3 (internal)
Step 2: Compare stability
Carbocation B is more stable because:
- It's a secondary carbocation (vs primary in A)
- It has allylic resonance stabilization
- Resonance delocalizes the positive charge over 2 carbons
Stability order: B > A
Step 3: Compare formation rates
The more stable carbocation forms faster because:
- Lower activation energy (Hammond's postulate)
- Transition state resembles the carbocation
- More stable carbocation → lower energy transition state → faster formation
Carbocation B forms faster than A
Step 4: Conclusion
Carbocation B is:
- More stable (secondary allylic vs primary allylic)
- Formed faster (lower activation energy)
Answer: (b)
Key Principles:
- Carbocation stability: 3° > 2° > 1° > methyl
- Allylic/benzylic carbocations have resonance stabilization
- More stable carbocation → faster formation (Hammond's postulate)
- In conjugated dienes, internal carbocation is preferred
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