JEE MAIN - Chemistry (2008 - No. 2)
Toluene is nitrated and the resulting product is reduced with tin and hydrochloric acid. The product so
obtained is diazotised and then heated with cuprous bromide. The reaction mixture so formed
contains
mixture of o− and p−bromotoluenes
mixture of o− and p−dibromobenzenes
mixture of o− and p−bromoanilines
mixture of o− and m−bromotoluenes
Forklaring
on reduction with $$Sn/HCl$$ they will form corresponding anilines in which $$ - N{O_2}$$ group changes to $$ - N{H_2}.$$
These anilines when diazotized and then treated with $$CuBr$$ forms $$o-, p-$$ bromotoluenes.