The increasing order of the acidity of the al | vedclass

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Question

(D) The acidity of $\alpha$-hydrogen depends on the stability of the resulting carbanion. The more stable the carbanion,the more acidic the $\alpha$-h

Vedclass · Accepted Answer

$(D) < (C) < (A) < (B)$

Vedclass · Answer

(D) The acidity of $\alpha$-hydrogen depends on the stability of the resulting carbanion. The more stable the carbanion,the more acidic the $\alpha$-hydrogen.$(B)$ $Ph-CO-CH_2-CO-Ph$ is the most acidic because the carbanion is stabilized by resonance with two carbonyl groups and two phenyl rings.$(A)$ $CH_3-CO-CH_3$ (acetone) has a carbanion stabilized by one carbonyl group.$(C)$ $CH_3-CO-OCH_3$ (methyl acetate) has a carbanion that is less stable than $(A)$ due to cross-conjugation of the lone pair on oxygen with the carbonyl group,which reduces the electron-withdrawing effect of the carbonyl.$(D)$ $CH_3-CO-N(CH_3)_2$ ($N$,$N$-dimethylacetamide) is the least acidic because the nitrogen lone pair participates in strong resonance (cross-conjugation) with the carbonyl group,making the carbonyl carbon less electron-withdrawing.Therefore,the increasing order of acidity is $(D) < (C) < (A) < (B)$.

The increasing order of the acidity of the $\alpha$-hydrogen of the following compounds is:

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