Which of the following is the least stable carbanion?

H C \equiv ¯ ¯¯ ¯ C

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{(C_{6} H_{5})}_{3} ¯ ¯¯ ¯ C

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{(C H_{3})}_{3} ¯ ¯¯ ¯ C

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¯ ¯¯ ¯ C H_{3}

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Solution

The correct option is C ${(C H_{3})}_{3} ¯ ¯¯ ¯ C$
The order of electron donation is $: -$
$H C \equiv C < {C H}_{3} - < {(C_{6} H_{5})}_{3} - < {({C H}_{3})}_{3} -$
The electron donating capacity destabilizes the carbanion. $(i . e . + I e f f e c t)$
$∴ {({C H}_{3})}_{3} C^{-}$ is least stable carbanion.

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C H_{3} - C H_{3} | C | C H_{3} - C H_{2} - B r + N a O H \to C H_{3} - C H_{3} | C | C H_{3} - C H_{2} - O H

Which of the following is least stable carbanion

({C H}_{3})_{3} + C

{C H}_{3} + C H_{2}

+ C H_{3}

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