question_answer

Which of the following can undergo electrophilic substitution when treated with nitrous acid at \[0{}^\circ C\]?

A) \[{{C}_{6}}{{H}_{5}}N{{H}_{2}}\]                

B) \[{{C}_{6}}{{H}_{5}}NHC{{H}_{2}}\]

C) \[{{C}_{6}}{{H}_{5}}N{{(C{{H}_{3}})}_{2}}\]         

D) None

Correct Answer: C

Solution :

[c] Nitrosonium ion, \[\overset{+}{\mathop{N}}\,O\] from HONO is a weak electrophile, hence it can attack only on highly activated benzene nucleus, provided proper position, p- or o- is free.