The correct order for acidity of the following hydroxyl compound is: A. $\mathrm{CH}_{3}\mathrm{OH}$ B. $\left(\mathrm{CH}_{3}\right)_{3}\mathrm{COH}$ C. (see structure) D. (see structure) E. (see structure) Choose the correct answer from the options given below:

(A) E $>$ C $>$ D $>$ A $>$ B

(B) D $>$ E $>$ C $>$ A $>$ B

(C) C $>$ E $>$ D $>$ B $>$ A

(D) E $>$ D $>$ C $>$ B $>$ A

JEE Main · 2023 · 10 Apr 2023 · Shift 2 · Alcohols Phenols and Ethers

The correct order for acidity of the following hydroxyl compound is:
A.

CH_{3} OH

(CH_{3})_{3} COH

C. (see structure)
D. (see structure)
E. (see structure)

Choose the correct answer from the options given below:

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

Answer: (A)

Solution

Compounds C, D and E are phenols while A and B are alcohols, and acidity is decided by how stable the conjugate base is. In E the para nitro group withdraws electrons and spreads the negative charge of the phenoxide, making it the strongest acid. Plain phenol C follows. In D the para methoxy group releases electrons by resonance and destabilises the phenoxide, so it is a weaker acid than phenol. Both phenols are far more acidic than the alcohols, since an alkoxide gains no resonance stabilisation. Among the alcohols methanol A is more acidic than tert-butanol B, because the three electron-releasing methyl groups of tert-butanol destabilise its alkoxide the most. The decreasing order of acidity is

E > C > D > A > B

JEE Main · 2023 · 10 Apr 2023 · Shift 2 · Single correct option

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JEE Main · 2023 · 10 Apr 2023 · Shift 2 · Alcohols Phenols and Ethers

Solution

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