In Reimer - Tiemann reaction, phenol is converted into salicylaldehyde through an intermediate. The structure of intermediate is ______ .
(A)(see structure)
(B)(see structure)
(C)(see structure)
(D)(see structure)✓ Correct
Answer: (D)
Solution
In the Reimer-Tiemann reaction, dichlorocarbene (:CCl2) attacks the ortho position of the phenoxide ring to give an ortho-substituted sodium phenoxide bearing a −CHCl2 group. Hydrolysis of this benzal-chloride intermediate gives salicylaldehyde. The intermediate is the o-CHCl2 sodium phenoxide, option (4).
JEE Main · 2024 · 06 Apr 2024 · Shift 1 · Single correct option