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JEE Advanced 2007Paper 2
Exam
JEE Advanced
Year
2007
Paper
Paper 2
Subject
Chemistry
Chapter
Alcohols Phenols and Ethers

JEE Advanced 2007 · Paper 2 · Chemistry · Alcohols Phenols and Ethers

Paragraph: Reimer-Tiemann reaction introduces an aldehyde group, on...

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.Paragraph: Reimer-Tiemann reaction introduces an aldehyde group, on to the aromatic ring of phenol, ortho to the
Question: Which one of the following reagents is used the above reaction?

Options

  1. Aaq. NaOH+CH3Cl\mathrm{NaOH}+\mathrm{CH}_3 \mathrm{Cl}
  2. Baq. NaOH+CH2Cl2\mathrm{NaOH}+\mathrm{CH}_2 \mathrm{Cl}_2
  3. Caq. NaOH+CHCl3\mathrm{NaOH}+\mathrm{CHCl}_3
  4. Daq. NaOH+CCl4\mathrm{NaOH}+\mathrm{CCl}_4

Correct answer

C. aq. NaOH+CHCl3\mathrm{NaOH}+\mathrm{CHCl}_3

Step-by-step solution

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{-Cl−\mathrm{Cl}^{-}}{\longrightarrow} \mathrm{Cl}}_{2} \mathrm{C}:
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