JEE Main · 2022 · 25 Jul 2022 · Shift 2 · Alcohols Phenols and Ethers

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Arrange the following in decreasing acidic strength.
(A) (see structure)
(B) (see structure)
(C) (see structure)
(D) (see structure)

(A)A > B > C > D✓ Correct
(B)B > A > C > D
(C)D > C > A > B
(D)D > C > B > A

Answer: (A)

Solution

Acidity of phenols depends on the stability of the phenoxide ion. Electron-withdrawing groups (like

- NO X_{2}

) increase acidity, while electron-donating groups (like

- OCH X_{3}

) decrease it. Para-nitrophenol (A) is most acidic due to strong -I and -R effects of

NO X_{2}

at para position. Meta-nitrophenol (B) is next (only -I effect). Meta-methoxyphenol (C) is weaker, and para-methoxyphenol (D) is weakest due to +R effect of

OCH X_{3}

at para position. Order: A > B > C > D.

JEE Main · 2022 · 25 Jul 2022 · Shift 2 · Single correct option

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