JEE Advanced · Chemistry · 25. Alcohols, Phenols & Ethers
Paragraph:
Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the hydroxyl group. This reaction involves electrophilic aromatic substitution. This is a general method for the synthesis of substituted salicylaldehydes as depicted below.

Question:
Which one of the following reagents is used the above reaction?
- A aq. \(\mathrm{NaOH}+\mathrm{CH}_3 \mathrm{Cl}\)
- B aq. \(\mathrm{NaOH}+\mathrm{CH}_2 \mathrm{Cl}_2\)
- C aq. \(\mathrm{NaOH}+\mathrm{CHCl}_3\)
- D aq. \(\mathrm{NaOH}+\mathrm{CCl}_4\)
Answer & Solution
Correct Answer
(C) aq. \(\mathrm{NaOH}+\mathrm{CHCl}_3\)
Step-by-step Solution
Detailed explanation
aq. \(\mathrm{NaOH}+\mathrm{CHCl}_3\)
\(\mathrm{Cl}_3 \mathrm{C}-\mathrm{H} \underset{-\mathrm{H}_2 \mathrm{O}}{\stackrel{\mathrm{OH}^{-}}{\longrightarrow}} \mathrm{Cl}_3 \mathrm{C}^{-} \underset{-\mathrm{Cl}^{-}}{\longrightarrow} \mathrm{Cl}_2 \mathrm{C}:\)
\(\mathrm{Cl}_3 \mathrm{C}-\mathrm{H} \underset{-\mathrm{H}_2 \mathrm{O}}{\stackrel{\mathrm{OH}^{-}}{\longrightarrow}} \mathrm{Cl}_3 \mathrm{C}^{-} \underset{-\mathrm{Cl}^{-}}{\longrightarrow} \mathrm{Cl}_2 \mathrm{C}:\)
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