What is the correct order of acidity of the p | vedclass

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(B) The acidity of a proton depends on the stability of its conjugate base. The more stable the conjugate base,the more acidic the proton. $1$. $H_C$

Vedclass · Accepted Answer

$H_C > H_D > H_A > H_B$

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(B) The acidity of a proton depends on the stability of its conjugate base. The more stable the conjugate base,the more acidic the proton. $1$. $H_C$ is a carboxylic acid proton $(-COOH)$,which is the most acidic $(pK_a \approx 4-5)$. $2$. $H_D$ is an $\alpha$-proton to a carboxylic acid group,which is acidic due to resonance stabilization of the enolate anion $(pK_a \approx 10-12)$. $3$. $H_A$ is an acetylenic proton ($sp$ hybridized carbon),which is more acidic than an $sp^3$ hybridized $C-H$ bond $(pK_a \approx 25)$. $4$. $H_B$ is a benzylic $sp^3$ $C-H$ proton,which is the least acidic $(pK_a \approx 40-45)$. Thus,the correct order of acidity is $H_C > H_D > H_A > H_B$.

What is the correct order of acidity of the protons marked $H_A, H_B, H_C,$ and $H_D$ in the given compound?

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