What is the product of bromination of acetanilide?

Published by Anaya Cole on

What is the product of bromination of acetanilide?

para brominated acetanilide
Bromination of acetanilide gives para brominated acetanilide, mainly because amino group of acetanilide is protected by acetyl group. Aim: To prepare p-bromoacetanilide from acetanilide by Bromination reaction. Reaction: Mechanism: Bromination is an electrophilic substitution reaction on an aromatic ring.

Which reagent is used for bromination of acetanilide?

In this specific reaction, we’re taking the compound known as acetanilide and adding a bromine atom to the benzene ring. This particular reaction won’t happen all on its own, so we employ the use of an iron (III) bromide (FeBr3).

Is acetanilide an electrophile?

Acetanilide is an aromatic compound, and when this aromatic compound is subjected to substitution reaction by an electrophile, in which an atom in the aromatic ring in the acetanilide replaced, is called the electrophilic aromatic substitution of Acetanilide.

What do you mean by electrophilic substitution reaction?

An electrophilic substitution reaction is a chemical reaction in which the functional group attached to a compound is replaced by an electrophile. The displaced functional group is typically a hydrogen atom.

What is the role of acetic acid in bromination of acetanilide?

Answer and Explanation: Glacial acetic acid is a polar protic solvent that can dissolve acetanilide.

Which of the following is electrophilic aromatic substitution reaction?

Some of the most important electrophilic aromatic substitutions are aromatic nitration, aromatic halogenation, aromatic sulfonation, and alkylation and acylation Friedel–Crafts reaction.

What is the function of acetic acid during bromination of acetanilide?

What is electrophilic substitution give the mechanism for the bromination of aniline?

Electrophilic Substitution Reaction of Anilines Thus, electrophilic substitution reaction refers to the reaction in which an electrophile substitutes another electrophile in an organic compound. Anilines undergo the usual electrophilic reactions such as halogenation, nitration and sulphonation.

Why is acetic acid a good solvent for bromination?

It is activating as well. Actually, it’s that much activating that anisole will react with bromine even without the presence of a Lewis acid. So, why glacial acetic acid? It’s a polar solvent and thus nice to stabilize the Wheland intermediates. Moreover, it’s easily removed in aqueous workup.

Why acetic acid is used in bromination?

So the reason why Acetic acid is used is to polarise the Bromine molecule to bromine atoms with first of all partial negative and positive charge and finally formation of +ve and -ve bromine atom.

What is aromatic electrophilic substitution reaction with example?

In electrophilic aromatic substitution reactions, an atom attached to an aromatic ring is replaced with an electrophile. Examples of such reactions include aromatic nitrations, aromatic sulphonation, and Friedel-Crafts reactions.

What does acetic acid do in bromination?

Bromination of ketones occurs smoothly with bromine in acetic acid. The first step occurs in a cyclic way resulting in protonation of the carbonyl and formation of the enol occurring at the same time. The next step is the attack of the enol on the bromine. The proton on the carbonyl is then lost to yield bromoacetone.

How does electrophilic aromatic substitution differ from alkenes?

In the first step of electrophilic aromatic substitution, which resembles the addition of electrophiles to alkenes, the electrophile accepts a pair of electrons from the aromatic ring. However, because this electron pair forms part of a delocalized aromatic sextet, aromatic compounds are significantly less reactive than alkenes.

What is the first step of electrophilic aromatic substitution called?

When the electrophile adds to the aromatic ring, it produces a carbocation intermediate. The first step of electrophilic aromatic substitution is usually the rate-determining step. Because a new sigma bond forms in the first step, the intermediate is called a sigma complex.

What is the role of amino groups in electrophilic aromatic substitution reactions?

In electrophilic aromatic substitution reactions, the amino groups have a strong activating character directing ortho and para. However, when the amino group is protonated due to the positive charge on the nitrogen atom, it is strongly deactivating and directs meta.

What is the second step of the electrophilic substitution mechanism?

In the faster second step of the electrophilic substitution mechanism, the proton bound to the sp 3 -hybridized ring carbon atom leaves, restoring the aromatic π system. A nucleophile, acting as a base, extracts the leaving proton. Robert J. Ouellette, J. David Rawn, in Organic Chemistry (Second Edition), 2018