Target Exam

CUET

Subject

Chemistry

Chapter

Inorganic: Coordination Compounds

Question:

The correct order of increasing $pK_a$ values of the compounds:

(A) $CH_3COOH$
(B) $CH_2OCH_2COOH$
(C) $Cl_3COOH$
(D) $(CH_3)_3CCOOH$

Choose the correct answer from the options given below:

Options:

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

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

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

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

Correct Answer:

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

Explanation:

The correct answer is Option (4) → (C) < (B) < (A) < (D)
pKa is inversely related to acidity.
Stronger acids have lower pKa values, while weaker acids have higher pKa values.

The acidity of carboxylic acids depends on the electron-withdrawing (−I) or electron-donating (+I) effect of substituents.

(C) Cl₃COOH (Trichloroacetic acid)
Three chlorine atoms exert a very strong −I effect, stabilizing the carboxylate ion strongly.
Therefore, it is the strongest acidlowest pKa.

(B) CH₂OCH₂COOH
The –O– group shows a −I effect, which withdraws electrons and increases acidity compared to acetic acid.
Thus its pKa is higher than (C) but lower than (A).

(A) CH₃COOH (Acetic acid)
The CH₃ group shows a +I effect, which slightly reduces acidity.
Hence its pKa is higher than (B).

(D) (CH₃)₃CCOOH (tert-butyl carboxylic acid)
The tert-butyl group has a strong +I effect, pushing electron density toward the carboxyl group and destabilizing the conjugate base.
Thus it is the weakest acidhighest pKa.

Therefore, the order of increasing pKa is:
Cl₃COOH < CH₂OCH₂COOH < CH₃COOH < (CH₃)₃CCOOH.