COMEDK · Chemistry · 26. Alcohols Phenols and Ethers

Arrange the following compounds in the increasing order of their acidic strength 4-chlorophenol (I), 4-methylphenol(II), 4-nitrophenol(III), 4-methoxyphenol(IV) and phenol(V)

A IV \( <\) V \( <\) I \( <\) II \( <\) III
B II \( <\) IV \( <\) V \( <\) III \( <\) I
C I \( <\) V \( <\) III \( <\) II \( <\) IV
D IV \( <\) II \( <\) V \( <\) I \( <\) III

Verified Solution

Answer & Solution

Correct Answer

(D) IV \( <\) II \( <\) V \( <\) I \( <\) III

Step-by-step Solution

Detailed explanation

The acidic strength of substituted phenols depends on the electronic effects of the substituents attached to the benzene ring. Electron-withdrawing groups (EWG) increase acidity by stabilizing the phenoxide ion through inductive (-I) or resonance (-M) effects, while…

Apply the relevant identity from the chapter and substitute the values established in the previous step, keeping the original constraint in view.

Use the simplified expression to isolate the unknown, then plug the result back into the question setup to confirm the working is internally consistent.

Cross-check against a boundary or limiting case. Both the dimensional balance and the qualitative behaviour at the extreme should agree with the candidate answer.

Combine the steps above to identify the correct option. The remaining choices each fail at least one of the consistency, dimensional, or boundary checks.

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