Question

When phenol reacts with $CHC{I}_3$ and $KOH$ the product obtained would be

• A. Salicylaldehyde
• B. p-hydroxy benzaldehyde
• C. Both (a) and (b)
• D. Chloretone

Answer 1

The correct option is C Both (a) and (b)

It is an example of Riemer-Tiemer Reaction. First, base will help to form phenoxide. Also, the base will remove Hydrogen and one chlorine atom from CHCl3 by taking H+ , will finally leads to leaving of Cl-, whivh forms CCl2(carbene). Carbene attaches to Phenoxide on Ortho position. Then the intermediate formed does SN2 with the base. The new intermediate reacts with Hydronium to form Salicylalydehyde and some amount of P-hydroxy benzaldehyde

Hence G is correct answer