Which of the following is most acidic?

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(D) To determine the most acidic compound,we compare the acidity of carboxylic acids and phenols. Carboxylic acids are significantly more acidic than

Vedclass · Accepted Answer

p-Nitrobenzoic acid

Vedclass · Answer

(D) To determine the most acidic compound,we compare the acidity of carboxylic acids and phenols. Carboxylic acids are significantly more acidic than phenols due to the resonance stabilization of the carboxylate anion $(RCOO^-)$ compared to the phenoxide anion $(PhO^-)$.Among the given options:$A$ is Benzoic acid $(C_6H_5COOH)$.$B$ is $o$-Nitrophenol.$C$ is $p$-Nitrophenol.$D$ is $p$-Nitrobenzoic acid $(O_2N-C_6H_4-COOH)$.Comparing $A$ and $D$,both are carboxylic acids. The nitro group $(-NO_2)$ is a strong electron-withdrawing group $(EWG)$ due to both $-I$ and $-M$ effects. In $p$-Nitrobenzoic acid,the $-NO_2$ group at the para position exerts a strong electron-withdrawing effect,which stabilizes the carboxylate anion more effectively than in benzoic acid. Therefore,$p$-Nitrobenzoic acid is more acidic than benzoic acid.Since carboxylic acids are inherently more acidic than phenols,$p$-Nitrobenzoic acid is the most acidic among the choices.

Similar Questions

Identify products $A$ and $B$ in the following reaction:
$R-COOR' \xrightarrow[\text{dry ether}]{LiAlH_4} A + B$

What is the major product $Y$ in the following reaction sequence?
$C_6H_5CONH_2$ $\xrightarrow[\text{Pyridine } 70^{\circ}C]{C_6H_5SO_2Cl} X$ $\xrightarrow[(ii) Br_2, FeBr_3]{(i) H_3O^+} Y$

Which one of the following esters cannot undergo self Claisen condensation?

Which of the following compounds is hydrolysed most rapidly in aqueous $NaOH$?

Lactic acid on oxidation by alkaline potassium permanganate gives

Vedclass Test Series

Exam Paper Generator

Online Exam Module