Question
Chemistry Question on Haloalkanes And Haloarenes
Which of the following undergoes nucleophilic substitution exclusively by SN1 mechanism ?
A
Benzyl chloride
B
Ethyl chloride
C
Chlorobenzene
D
Isopropyl chloride
Answer
Benzyl chloride
Explanation
Solution
Only the SN1 mechanism may nucleophilic substitute benzyl chloride.
This is because the positive charge on the benzyl cation is stabilised by resonance with the aromatic nucleus when the chloride ion is removed.
Therefore, the correct option is (A): Benzyl chloride