1. Tardigrade
  2. Question
  3. Chemistry
  4. The order of decreasing stability of the following carbanions is (i) (CH3)3 C- (ii) (CH3)2CH- (iii) CH3CH-2 (iv) C6H5CH-2

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Q. The order of decreasing stability of the following carbanions is
(i) $(CH_{3})_{3} C^{-}$
(ii) $(CH_{3})_{2}CH^{-}$
(iii) $CH_{3}CH^{-}_{2}$
(iv) $C_{6}H_{5}CH^{-}_{2}$

Organic Chemistry – Some Basic Principles and Techniques

Solution:

Stability of carbanions decreases with increase in $+I$ effect. $+I$ effect is maximum in $(CH_{3})_{3}C^{-}$, followed by $(CH_{3})_{2}CH^{-}$ and $CH_{3}CH^{-}_{2}$. In $C_{6}H_{5}CH^{-}_{2}$, resonance effect increases the stability. Hence, the order of stability is
$(iv) >\, (iii) >\, (ii) >\, (i)$.