Organic Chemistry> direct nitration of aniline is not carrie...

direct nitration of aniline is not carried out

komalpreet , 11 Years ago

Grade 12

4 Answers

Sunil Kumar FP

Last Activity: 11 Years ago

direct nitartion is not carried out because it will result in the reaction between nh2 and hno3.(acid and base reaction forming a salt).hno3 will react with nh2 converting it into no2.thus it is necesaary to prevent nh2 before nitration.

thanks and regards

sunil kr

askIItian faculty

Devansh Gupta

Last Activity: 7 Years ago

because NH2 is a highly activating grp so if direct nitration of aniline is done ,the product will be uncontrollable. Moreover, nitrogen can accept electron of nitrate ion resulting in formation of NH3+ over benzene ring forming meta product

Devyani Pawar

Last Activity: 7 Years ago

Direct nitration of aniline yields tarry oxidation products in addition to the nitro derivatives.Moreover, in strongly acidic medium, aniline is protonated to form anilinium ion which is meta directing. That is why, besides ortho (2%) and para (51%) derivatives, significant amount (47%) of meta derivatives is also formed.

However, by protecting -NH₂ group by acetylation reaction, para derivatives can be obtained as the major products.

syed salman

Last Activity: 6 Years ago

-NH2 group is susceptible to oxidation reactions and on direct nitration forms anilinium ion which is meta directing. This results in formation of uncontrolled products like large amounts of p- and m-nitroaniline.

-NH2 group is first protected by acetylation reaction and then nitration is carried out to give p-nitroaniline as the major product.