JEE MainChemistryHaloalkanes and Haloarenes
Consider the following reaction sequence: Aniline NaNO ₂ + HCl , , 273-278 K ( A ) ( A ) Cu powder / HCl ( B ) ( B ) CH ₃ Cl , , Na / dry ether ( C ) Identify the correct names for the reactions involved in the conversions ( A ) ( B ) and ( B ) ( C ) , respectively.
Options
- AGatterman reaction and Wurtz-Fittig reaction
- BSandmeyer reaction and Wurtz-Fittig reaction
- CGatterman reaction and Fittig reaction
- DSandmeyer reaction and Fittig reaction
Correct answer
A. Gatterman reaction and Wurtz-Fittig reaction
Step-by-step solution
The first step is the diazotisation of aniline using NaNO ₂ and HCl at 273-278 K , which yields benzene diazonium chloride as product (A). In the next step, benzene diazonium chloride (A) reacts with copper powder and HCl to form chlorobenzene as product (B). The use of copper powder (instead of cuprous chloride) specifically characterizes this as the Gatterman reaction. Finally, chlorobenzene (B) reacts with methyl chloride ( CH ₃ Cl ) and sodium in the presence of dry ether to form toluene (C). The coupling of an