- A>>>
- B>>>
- C>>>
- D>>>
View written solutionFree
Correct answer: B
- Identify the given carbanions
We need the decreasing order of stability of:
- : tert-butyl carbanion
- : trichloromethyl carbanion
- : isopropyl carbanion
- : benzyl carbanion
- General factors affecting carbanion stability
A carbanion is stabilized by:
- Electron-withdrawing groups through effect
- Resonance delocalization of negative charge
- Less alkyl substitution, because alkyl groups show effect and destabilize carbanions
So:
- More alkyl groups less stable carbanion
- Resonance stabilization greatly increases stability
- Strong groups like also stabilize strongly
- Compare each species
(i)
The three chlorine atoms exert a very strong effect, pulling electron density away from the negatively charged carbon. This strongly stabilizes the carbanion.
So this is highly stable.
(ii)
This is a benzyl carbanion. The negative charge is delocalized into the benzene ring by resonance:
Hence it is also strongly stabilized.
Between benzyl and , the strong stabilization by three chlorine atoms makes more stable in standard JEE ordering.
Thus:
(iii)
This is a secondary carbanion. Two methyl groups show effect, which push electron density toward the negatively charged carbon and destabilize it.
(iv)
This is a tertiary carbanion. Three methyl groups exert even stronger effect, so it is the least stable.
Therefore:
- Combine all comparisons
The decreasing stability order is:
- Match with options
This matches Option B.
- Comparison with stored correct answer
Stored correct answer: B
Our derived answer: B
So the answer agrees with the stored correct answer.
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