Which of the following carbanions is the leas | vedclass

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(D) The stability of a carbanion is determined by electronic effects such as inductive effect $(I)$,resonance,and hybridization.$1$. The $sp^3$ hybrid

Vedclass · Accepted Answer

$(CH_3)_3C^-$

Vedclass · Answer

(D) The stability of a carbanion is determined by electronic effects such as inductive effect $(I)$,resonance,and hybridization.$1$. The $sp^3$ hybridized carbon in $(CH_3)_3C^-$ has three electron-donating alkyl groups ($+I$ effect),which increase the electron density on the negatively charged carbon,destabilizing it.$2$. The $sp^3$ hybridized carbon in $CH_3CH_2^-$ has one electron-donating alkyl group.$3$. The $sp$ hybridized carbon in $HC \equiv C^-$ is more stable due to higher $s$-character.$4$. The $(C_6H_5)_3C^-$ is highly stable due to extensive resonance with three phenyl rings.Therefore,$(CH_3)_3C^-$ is the least stable carbanion due to the maximum $+I$ effect of three methyl groups.

Which of the following carbanions is the least stable?

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