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BITSAT2017ChemistryHaloalkanes and HaloarenesActual

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

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 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.

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