Question

In: Chemistry

Propose, how to obtain the following compounds, starting from benzene, and using a sequence of electrophilic...

Propose, how to obtain the following compounds, starting from benzene, and using a sequence of electrophilic aromatic substitution reactions (be careful about directing effect of substituents).

m- bromoacetophenone, 3-bromo-4-tert butyl nitrobenzene

Solutions

Expert Solution

1)

Benzene + CH3COCOCH3 +AlCl3    > CH3COC6H5      >   m-Bromoacetophenone

                                                             acetobenzene   ( +Br2 )

2) Benzene   >                      Bromobenzene                

                 (Bromination by taking FeBr3 + AlCl3)

Bromobenzrene + HNO3 + H2SO4   >   o-nitro bromo benzene

o-nitro bromobenzene + tert butyl chlorede + Alcl3 > 3-bromo-4-tert butyl nitrobenzene


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