Which of the following can undergo electrophilic substitution when treated with nitrous acid at $0^{\circ}…

Which of the following can undergo electrophilic substitution when treated with nitrous acid at $0^{\circ} \mathrm{C} ?$
  1. $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2}$
  2. $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NHCH}_{3}$
  3. $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{~N}\left(\mathrm{CH}_{3}ight)_{2}$
  4. None

Solution

Nitrosonium ion, $\stackrel{+}{\mathrm{NO}}$ from HONO is a weak electrophile, hence it can attack only on highly activated benzene nucleus, provided proper position, $p$ - or $o$ - is free.
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Asked in: JEE-TOPICTESTS-CHEMISTRY

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