JEE Main levelSingle correct optionDifficulty 2 of 3hx134
In the Reimer-Tiemann reaction, phenol is heated with chloroform and aqueous NaOH to give salicylaldehyde. The electrophile that attacks the phenoxide ring is
Atrichloromethyl cation, CClX3X+
Bdichlorocarbene, :CClX2
Cchlorine radical, Cl
Dcarbon tetrachloride
Answer: B
OHX− removes a proton from CHClX3 to give CClX3X−, which loses ClX− to form the electrophilic dichlorocarbene. It attacks the ortho position of phenoxide, and the −CHClX2 group is hydrolysed to −CHO.