Question

Complete the following reaction by providing the structure of the missing organic intermediate and the final organic product.  

This is the starting material. The reaction is as follows.

The starting material first reacts with Br₂(aq) (part 1) then the intermediate from part one is treated with H₃O⁺ (part 2)

Please draw the structures for part one and part 2

Answer 1

In aqueous medium bromine undergoes electrophilic aromatic substitution reaction with para substituted phenol to give the intermediate where the ortho positions to phenolic to phenolic -OH group are substituted with bromine atoms. This dibromo intermediate in aqueous acidic solution will get rid of the sulfonic acid group to give the product which is 2,6 – dibromo phenol.

In aqueous medium bromine undergoes electrophilic aromatic substitution reaction with para substituted phenol to give the

In aqueous medium bromine undergoes electrophilic aromatic substitution reaction with para substituted phenol to give the intermediate where the ortho positions to phenolic to phenolic -OH group are substituted with bromine atoms. This dibromo intermediate in aqueous acidic solution will get rid of the sulfonic acid group to give the product which is 2,6 - dibromo phenol. In aqueous medium bromine undergoes electrophilic aromatic substitution reaction with para substituted phenol to give the In aqueous medium bromine undergoes electrophilic aromatic substitution reaction with para substituted phenol to give the intermediate where the ortho positions to phenolic to phenolic -OH group are substituted with bromine atoms. This dibromo intermediate in aqueous acidic solution will get rid of the sulfonic acid group to give the product which is 2,6 - dibromo phenol.