question_answer

Which of the following cannot undergo nucleophilic substitution under ordinary conditions?

A)  Chlorobenzene

B)  Tert-butylchloride

C)  Isopropyl chloride

D)  None of the above

Correct Answer: A

Solution :

 \[C-Cl\]bond in aryl chloride is stable due to delocalisation of electron by resonance. Also \[CCl\]bond possess a double bond character like vinyl chloride, hence \[{{S}_{N}}\]reactions are not possible in chlorobenzene under ordinary conditions.