Q.

The increasing order of pK for the following phenols is

(A) 2,4-Dinitrophenol
(B) 4-Nitrophenol
(C) 2,4,5-Trimethylphenol
(D) Phenol
(E) 3-Chlorophenol  

Choose the correct answer from the option given below:          [2023]

1 (A), (E), (B), (D), (C)  
2 (C), (E), (D), (B), (A)  
3 (C), (D), (E), (B), (A)  
4 (A), (B), (E), (D), (C)  

Ans.

(4)

Increasing order of pKa means most acidic will be placed first.

–M groups at ortho and para position increases acidic strength in phenol hence (A) is the most acidic.

+M, hyperconjugation, +I decreases Ka value of the compound hence (C) is least acidic.