What happens if aniline is nitrated?

What happens if aniline is nitrated?

As a result, when the nitration of aniline is carried out, it not only gives nitration products but also some oxidation products. However, under controlled conditions, if the nitration of aniline is carried out, then the major products are p-nitroaniline and m-nitroaniline.

Why is it impossible to prepare p-nitroaniline directly from aniline?

Originally Answered: Why it is impossible to prepare p-nitroaniline directly from aniline? Well in aniline the NH² group directs the incoming electrophile to ortho and para position. So upon direct nitration on aniline gives usually a mixture of o-nitroaniline and p-nitroaniline.

What is direct nitration?

The direct nitration of aniline with nitric acid and sulfuric acid, according to one source, results in a 50/50 mixture of para- and meta-nitroaniline isomers. In the Wolffenstein–Böters reaction, benzene reacts with nitric acid and mercury(II) nitrate to give picric acid.

Why aniline is meta directing?

The NH2 group in aniline is ortho and para guiding group because due to resonance, they will release electrons to the ring and at the same time remove the electrons towards themselves due to +1 impact from the aromatic ring. The substituent is called a meta directing group if the opposite is observed.

Why Meta nitroaniline is formed?

Aniline reacts with acid to give anilinium ion which deactivates the ring towards electrophilic substitution especially at para and ortho positions. However, meta position is not deactivated. Hence more meta product is formed.

Which nitric acid directly converts aniline into nitrobenzene?

aniline can be treated with a cold dilute acidic solution sodium nitrite in the temperature range of (0 – 5) 0C to form diazo compound. Then diazonium chloride is then hydrolysed in presence of hypophosphorous acid and water to form benzene.

Why aniline is meta directing in nitration?

In aniline the NH2 group is electron donating but itself acts as a lewis base and hence H+ or NO2+ first attacks the NH2 and makes the ring electron deficient . Therefore the nitration product is major in meta isomer.

Why nitration of aniline is carried out after acylation?

Reason : It is a temporary effect in which bond pair is shifted to one of the constituent atoms.

Why does the nitration of aniline give meta product?

Why does nitration occurs in the meta position?

In case of nitrobenzene,nitro group is attached to the benzene ring. Nitro group is deactivating and meta directing. Hence nitrobenzene shows electrophilic substitution at meta position and hence on nitration meta substituted product is obtained.

Is meta directing or not?

Thus, the nitro group is a meta directing group. Ortho, para directing groups are electron-donating groups; meta directing groups are electron-withdrawing groups. The halide ions, which are electron-withdrawing but ortho, para directing, are the exception.

Is direct nitration of aniline possible?

Direct nitration of aniline is not possible. Why? – Quora Something went wrong. Wait a moment and try again.

What is the role of acylation in the nitration of aniline?

Acylation protects the amino group of aniline. Now, this is acetanilide (acetylated product). Aniline cannot be directly nitrated because it is strongly activated and so, trinitration may occur. However, acetanilide is not so strongly activating as aniline.

Why is aniline meta directing in organic chemistry?

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.

Can acetanilide be nitrated directly?

Aniline cannot be directly nitrated because it is strongly activated and so, trinitration may occur. However, acetanilide is not so strongly activating as aniline. So, only mono-nitration occurs and we will get para product as major product. Hence, option C is correct.