In the reaction, [figure] the electrophile involved is
- dichloromethyl cation ( CHCl2)
- formyl cation ( CHO)
- dichloromethyl anion ( CHCl2)
- dichlorocarbene (:CCl2)
Answer
(4) dichlorocarbene (:CCl2)
Solution
This is the Reimer–Tiemann reaction.
The base removes a proton from chloroform: CHCl3 + OH CCl3 + H2O
⇒ CCl3 :CCl2 + Cl
Dichlorocarbene (electron-deficient carbon with only six electrons) attacks the electron-rich ortho position of the phenoxide ion; hydrolysis of the -CHCl2 group then gives -CHO.
The electrophile is dichlorocarbene, :CCl2.
Answer: (4)