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BITSAT 2017
Exam
BITSAT
Year
2017
Subject
Chemistry
Chapter
Haloalkanes and Haloarenes

BITSAT 2017 · Chemistry · Haloalkanes and Haloarenes

Chlorobenzene Reaction - ( X ) → Phenol Reaction - ( Y ) →...

Chlorobenzene\overset{Reaction - ( X )}{→}Phenol\overset{Reaction - ( Y )}{→}Salicylaldehyde.</p><p>Thereactions(s).</p><p>The reactions(s)X ' 'andandY ' ' respectively are

Chlorobenzene Reaction - ( X ) → Phenol Reaction - ( Y ) → Salicylaldehyde . The reactions(s) X ' ' and Y ' '

Options

  1. AFries rearrangement and Kolbe
  2. BCumene and Reimer-Tiemann
  3. CDow and Reimer-Tiemann
  4. DDow and Sandmeyer.

Correct answer

C. Dow and Reimer-Tiemann

Step-by-step solution

Phenol is manufactured by heating chlorobenzene with 10% aqueous NaOH solution at about 623K under 300 atm and in the presence of copper salt acting as a catalyst to form sodium phenoxide. The sodium salt when treated with dil. HCl, gives phenol. This method is known as Dow's process.&

When phenol is heated with CHCl3{CHCl}_{3}& in the presence of aqueous& NaOH, an aldehydic group& (−CHO)& get introduced in the ring at a position ortho to the phenolic group. This reaction is known as the Reimer-Tiemann reaction.

Chlorobenzene Reaction - ( X ) → Phenol Reaction - ( Y ) → Salicylaldehyde . The reactions(s) X ' ' and Y ' '

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