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The product obtained by bromination of aniline using bromine is 2,4,6-tribromoaniline. This reaction involves the substitution of hydrogen atoms on the benzene ring of aniline with bromine atoms.

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1y ago

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Why is not recommended to obtain para -bromoacetanilide by bromination of aniline then acetylation?

Aniline is a benzene with an amine group attached to it. When you brominate aniline, since aniline is electron donating, it directs other substituents to the ortho and para positions. Therefore you will not only get para-bromoacetanilide. However if you just want para-bromoacetanilide, you should go through acetylation first because this changes the amine group on the aniline into an acetamido group which is very bulky and big, and also electron donating. Since it is so big, the bromine cant attach to the ortho positions because of the steric hindrance caused by the very bulky acetamido group and therefore you will get para-bromoacetanilide as your product.


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