Which of the following is most acidic?

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

Question

(D) The acidity of a compound depends on the stability of its conjugate base. $CCl_3COOH$ is a carboxylic acid with three highly electronegative chlor

Vedclass · Accepted Answer

$CCl_3COOH$

Vedclass · Answer

(D) The acidity of a compound depends on the stability of its conjugate base. $CCl_3COOH$ is a carboxylic acid with three highly electronegative chlorine atoms attached to the alpha carbon. These chlorine atoms exert a strong electron-withdrawing inductive effect ($-I$ effect),which stabilizes the carboxylate anion $(RCOO^-)$ significantly more than the electron-donating methyl group in $CH_3COOH$ or the hydrogen atom in $HCOOH$. While $p-Nitrophenol$ is acidic due to the resonance stabilization of the phenoxide ion by the $-NO_2$ group,$CCl_3COOH$ is a much stronger acid because the inductive effect of three chlorine atoms is very powerful in stabilizing the negative charge on the carboxylate group. Therefore,$CCl_3COOH$ is the most acidic among the given options.

Similar Questions

Treatment of benzoic acid with $Cl_2/FeCl_3$ will give

The reaction is fastest when $X$ is
$R-C(=O)-X + Nu^- \rightarrow R-C(=O)-Nu + X^-$

The reaction of carboxylic acids with alcohols is known as:

The acid which reduces Fehling solution is

Which is the major product of the following reaction? $CH_3-COCl \xrightarrow{H_2S} \text{product}$

Vedclass Test Series

Exam Paper Generator

Online Exam Module