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Asked Dec 26, 2019
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Explain the following statement. Although HC ≡ C– is more stable than CH2 = CH–, HC ≡ C+ is less stable than CH2 = CH+.

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The stability of carbanion in which the negative charge is on the carbon atom varies with the hybridization of the carbon atoms as carbon has three distinct hybridization states.  In acetylide anion, the carbon atom is sp hybridized while in vinyl anion, the carbon atom is sp2 hybridized.  Acetylide anion is more stable than vinyl anion as the orbital in which the unshared pair of electrons resides i...

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