Question
starting from benzene
1. 1,2,4 tribromo benzene
2. ortho crisol
3. ortho hydroxy toluene
4. ortho carboxyl toluene
5. m-bromo phenol
Joshi sir comment
1) First prepare aniline from benzene via nitro track, it is ortho para director so by bromination 2,4 dibromo aniline will be formed then change NH2 to Br via diazonium track.
2) First prepare toluene from benzene, then place NH2 in ortho position and change it into OH via diazonium track.
3) same as 2.
4) First prepare toluene from benzene, then place Br in ortho position and change it into COOH via grignard track.
5) First prepare nitro benzene, it is meta director so form m- bromo nitro benzene, then change nitro to amino and amino to OH via diazonium track.