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Question

The correct order of stability of the following carbanions is:

(CH3)3C,CCl3,(CH3)2CH,C6H5CH2



Correct Answer
A

CCl3>C6H5CH2>(CH3)2CH>(CH3)3C

Your Answer
B

C6H5CH2>CCl3>(CH3)2CH>(CH3)3C

Your Answer
C

C6H5CH2>CCl3>(CH3)3C>(CH3)2CH

Your Answer
D

None of the above


Solution

The correct option is C

CCl3>C6H5CH2>(CH3)2CH>(CH3)3C


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:

CCl3>C6H5CH2>(CH3)2CH>(CH3)3C

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