Arrange the carbanions $(C H_{3})_{3} C^{-}, C l_{3} C^{-}, (C H_{3})_{2} H C^{-}, C_{6} H_{5} H_{2} C^{-}$ in order of their decreasing stability :

(C H_{3})_{2} H C^{-} > C l_{3} C^{-} > C_{6} H_{5} H_{2} C^{-} > (C H_{3})_{3} C^{-}

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C l_{3} C^{-} > C_{6} H_{5} H_{2} C^{-} > (C H_{3})_{2} H C^{-} > (C H_{3})_{3} C^{-}

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(C H_{3})_{3} C^{-} > (C H_{3})_{2} H C^{-} > C_{6} H_{5} H_{2} C^{-} > C l_{3} C^{-}

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C_{6} H_{5} H_{2} C^{-} > C l_{3} C^{-} > (C H_{3})_{3} C^{-} > (C H_{3})_{2} H C^{-}

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Solution

The correct option is B $C l_{3} C^{-} > C_{6} H_{5} H_{2} C^{-} > (C H_{3})_{2} H C^{-} > (C H_{3})_{3} C^{-}$
1. $(C H_{3})_{3} C^{-}$ is the least stable as it supply more electrons $+ I$ to the carbanion.
2. $(C H_{3})_{2} H C^{-}$ is stable than $(C H_{3})_{3} C^{-}$ as it has less $+ I$ effect compared to the other. But still it is less stable than the others, the reason being the same as above.
3. $C_{6} H_{5} H_{2} C^{-}$ is a resonating structure. Normally resonance effect is more compared to other effects. But since $C l_{3} C^{-}$ has $3 C l$ group $- I$ effect, inductive effect overruns resonance effect.

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Similar questions

H C H O

C_{6} H_{5} C H O

C l_{3} C - C H O

(C H_{3})_{3} C - C H O

(C H_{3})_{3} ¯ ¯¯ ¯ C, ¯ ¯¯ ¯ C C l_{3}, (C H_{3})_{2} ¯ ¯¯ ¯ C H, C_{6} H_{5} ¯ ¯¯ ¯ C H_{2}

The correct order of stability of the following carbanions is:

$(C H_{3})_{3} C^{-},^{-} C C l_{3}, (C H_{3})_{2} C H^{-}, C_{6} H_{5} - C H_{2}^{-}$

(C H_{3})_{2} H C - O - C H_{2} - C H_{2} - C H_{3}

{(C H_{3})}_{3} C^{-}

C {H_{3}}^{-}

C H_{3} C {H_{2}}^{-}

{(C H_{3})}_{2} C H^{-}

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