Q23 · CSIR NET Chemistry, December 2012
Paper: CSIR NET December 2012 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction sequence is 
1. $\mathrm{CHCl_3}$, NaOH 
1. $\mathrm{CHCl_3}$, NaOH (a)
(b)
(c)
(d)
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
Reimer–Tiemann formylation of p-cresol gives 2-hydroxy-5-methylbenzaldehyde; Dakin oxidation (H₂O₂/NaOH) converts the o-hydroxyaldehyde into 4-methylcatechol (b).
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