0
Aromatic amines cannot be nitrated directly because they give unexpected oxidation products along with nitration products. This is because, HNO3 is not only a nitrating agent but also acts as a strong oxidizing agent. Therefore, to solve this problem, nitration is carried out by protecting the -NH2 group by acetylation. The acetyl group is finally removed by hydrolysis to give a mixture of o- and p-nitro amines.
Wiki User
∙ 10y ago
Add your answer:
Earn +20 pts
Why nitration of nitrobenzene is difficult than nitration of benzene?
because nitro group is ring deactivating group, nitration of nitro benzene is more difficult than benzene.
What is the name of benzene with an NH2 group?
aniline
How can you distinguish aniline and primary amine?
Aniline is an aromatic ring with a single amino group attached to it (-NH2) while a primary amine is an aliphatic hydrocarbon with a single amino group.
What is the composition of the organic compound aniline?
The composition of the organic compound aniline is the prototypical aromatic amine, consisting of a phenyl group attached to an amino group. It's main use is in the manufacture of precursors to polyurethane.
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.
Why nitration of nitrobenzene is difficult than nitration of benzene?
because nitro group is ring deactivating group, nitration of nitro benzene is more difficult than benzene.
Why does aniline when subjected to nitration conditions followed by a basic work up form the meta nitroanline and not ortho or para?
It reacts with the acidic conditions (since the NH2 is basic) to form the meta-directing electron withdrawing group NH3. This forms the meta-nitroaniline.
What is the name of benzene with an NH2 group?
aniline
How can you distinguish aniline and primary amine?
Aniline is an aromatic ring with a single amino group attached to it (-NH2) while a primary amine is an aliphatic hydrocarbon with a single amino group.
What is an anilinium?
An anilinium is the cation formed by protonating the amino group of aniline.
What is the composition of the organic compound aniline?
The composition of the organic compound aniline is the prototypical aromatic amine, consisting of a phenyl group attached to an amino group. It's main use is in the manufacture of precursors to polyurethane.
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.
What is tnt?
Tri-nitro toluene. Toluene is a benzene ring with a methyl group attached. The nitration of this to TNT occurs at the 2,4,6 positions.
Why nitration reaction is not used for synthesis of p-nitroaniline?
due to we do this reaction in acidic condition here the formation of anilinium ion takesplace which is deactivating group then if we add nitration mixture substitution takes place at meta position means we don't get 4-nitroaniline
What is ortho effect in aniline?
the ortho effect operates due to position of substituted group in ortho position. it increases the steric repulsion in 'amino' grup of aniline there by decreasing its basicity ,i.e tendency to accept proton.
Which is nitrated faster toluene or phenol Explain?
The nitration of phenol is more rapid than that of toluene.
Where will be NO2 plus group attached in Nitration of chlorobenzene?
According to wikipedia, chlorobenzene is nitrated on an industrial scale to form a mixture of 2-nitrochlorobenzene and 4-nitrochlorobenzene.
