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The posatively charged carbon atom in st...

The posatively charged carbon atom in structure (I) is `sp^(2)` - hybridised while the negatively charged carbon atom in (II) is `sp^(3)` - hybridised - Explain.

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The negatively charged carbon atom of a resonance stabilised carbanion is `sp^(2)` - hybridised. The carbanion (I) is resonance stabilised. So the negative carbon atom is `sp^(2)` - hybridised. On the other hand, the carbanion (II) is not resonance stabilised because a double bond cannot be formed at the bridgehead position of small bicyclic systems (Bredt's rule). Hence, the negatively charged carbon of the carbanion (II) is `sp^(3)` - hybridised.
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