Question

$1)$ How will you carry out the following conversion?


$2)$ How will you carry out the following conversion?

Answer 1

$1)$ Conversion of Aniline into $3,5-\text{Dibromonitrobenzene}$

The above conversions can be carried out by following steps:

Acetylation of Aniline followed by Nitration of $\text{Aniline}\to \text{Hydrolysis of acetanilide}\to \text{Bromination}\to \text{Diazotization}\to \text{Replacement of diazonium group by hydrogen.}$

$2)$ Conversion of Aniline into $3,5-\text{Dibromo}-4-\text{iodonitrobenzene}$

The given conversions can be carried out by following steps:

Acetylation of Aniline followed by nitration$\to$ Hydrolysis of acetanilide group (to convert $-NHCOC{H}_{3}to–N{H}_2)$ $\to$ Bromination of $4-$Nitroaniline (at ortho positions) $\to$ Diazotization of the respective product $\to$ Replacement of diazonium group by Iodide ion.