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Question
Which of the following carboxylic acids ha highest acidic strength?
Options
Chloroacetic acid
Trichloroacetic acid
Dichloroacetic acid
Acetic acid
Solution
Trichloroacetic acid
Explanation:
Electron withdrawing group like −Cl, increases. the acidity of carboxylic acid and pKa value of trichloroacetic acid is very low so stronger is the acid.
Order of increasing acidity:
\[\begin{array}{cc}
\phantom{............}\ce{Cl}\phantom{....................}\ce{Cl}\phantom{..................}\ce{Cl}\phantom{.......}\\
\phantom{.........}|\phantom{......................}|\phantom{....................}|\phantom{.....}\\
\ce{CH3COOH < CH2 - COOH < Cl - CH - COOH < Cl - C - COOH}\\
\phantom{...............................................}|\\
\phantom{................................................}\ce{Cl}
\end{array}\]