[carotis]

hello there! Why is the nitration of Aniline impossible? The Amin group (NH2) can "push" one of its electrone pair into the pi-system,right? So, what happens precisly when trying to nitrate it??

[kriggy]

It is so activated that it gets oxidized. Or that is what I have read. You can acetylate the amine and then nitrate

[carotis]

well, I think to know the answer now:

Hence the nitration is a reaction under acid conditions, the Aniline would transform into an ammonium. A primary Amine would stand no chance It was a question because of another forum where someone asked about it and I wondered myself, but I think I can go with the answer.