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

ChlorobenzeneReaction-(X)PhenolReaction-(Y)Salicylaldehyde.

The reactions(s) X'' andY'' respectively are

  1. Fries rearrangement and Kolbe
  2. Cumene and Reimer-Tiemann
  3. Dow and Reimer-Tiemann
  4. Dow and Sandmeyer.

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 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.

Asked in: BITSAT 2017

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