Britannica
Sources used in this answer
How does chloroform react with potassium tert-butoxide to form dichlorocarbene?
Created from Britannica articles
using AI.
AI can make mistakes, so verify using Britannica articles.
carbene
Nonbonding orbitals in triplet and singlet states
The formation of dichlorocarbene from chloroform and potassium tert-butoxide occurs through an ionic mechanism involving two primary steps.1
First, the strong base, potassium tert-butoxide, performs an acid-base reaction by removing a proton (hydrogen ion) from the chloroform molecule. This process generates a trichloromethide intermediate.1
Second, this intermediate undergoes an elimination process, losing a molecule of potassium chloride to yield the highly reactive dichlorocarbene. Other haloforms, such as those containing bromine or iodine, react in an equivalent manner to produce their respective dihalocarbenes.1