How would you synthesis p-bromoaniline from nitrobenzene?

Question

Not sure on how i would do this. Some help would be good. thanks

Answer 1

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Reduce the NO2 group to NH2 using hydrogen gas with a catalyst of palladium on carbon. This gives you aniline.

As NH2 is an ortho/para directing group, you can introduce a bromine at the para position by electrophilic aromatic substitution. Simply react with Br2 and an FeBr3 catalyst. You'll get a mix of products, with p-bromoaniline being the main one.

Answer 2

Synthesis Of Nitrobenzene

Source(s): https://shrinkurl.im/a9XFu

Answer 3

aniline + Br2/FeBr3 leads to tribromoaniline and a big mess

consider aniline + (CH3CO)2O ---> acetanilide + FeBr3/Br2 ---> p-bromoacetanilide + H+/H2O ---> product

Source(s): ph.d. organic chemist