Answer to Question #33059 in Organic Chemistry for naeim
why carbanion shows sp2 hybridisation when it is conjugated?
tetrahedral. The tetrahedron can undergo inversion or retain its stereochemistry depending on the attached substitutents. A methyl carbanion has a barrier to inversion of about 2 kcal/ mole. The trifluoromethyl carbanion has a barrier of 120 kcal/mole. A fluorine atom is however more stabilizing than a hydrogen atom because of the fluorine electronegativity. Carbanion have sp2 hybridisation when attached to conjugative groups like olefine, ketone.
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