A solution of in toluene racemises slowly in the presence of a small amount of , due to the formation of:
- Acarbene
- Bcarbocation
- Cfree radical
- Dcarbanion
Solution & Step-by-step Explanation

is a strong Lewis acid. It reacts with the alkyl chloride to abstract the chloride ion:
The resulting carbocation () is planar. The chloride ion (or a complexed form) can then attack from either side of the planar carbocation with equal probability, leading to the formation of a racemic mixture.