The correct order of stability of the following carbanions is:

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

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

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

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

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None of the above

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Solution

The correct option is A
$^{-} C C l_{3} > C_{6} H_{5} - C H_{2}^{-} > (C H_{3})_{2} C H^{-} > (C H_{3})_{3} C^{-}$

The trichloromethyl carbanion is the most stable because of the stabilizing effect of

three highly electronegative chlorine atoms. Methyl groups are electron-donating via

+I effect. The benzyl carbanion has some stabilization in the form of resonance.

Hence the correct order is:

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

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Similar questions

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

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

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

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

C_{6} H_{5} {C H_{2}}^{-}

+ C H_{2} - C H_{3}

+ C H_{2} - C H_{2} C l

+ C H_{2} - C H C l_{2}

+ C H_{2} - C C l_{3}

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

C H_{2} = C H^{-}

C H \equiv - C

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