What is the electrophile in the bromination of acetanilide?
The bromination of acetanilide is an electrophilic substitution reaction in which the double bond of the para carbon of the acetanilide attacks on the electrophile (bromine atom), thereby forming a carbocation.
What is the purpose of acetic acid in bromination of acetanilide?
Glacial acetic acid is a polar protic solvent that can dissolve acetanilide.
Why we use glacial acetic acid in bromination of aniline?
Glacial acetic acid is not frozen ( cold) acetic acid. It is a common term used to describe almost pure acetic acid. If water is present, bromine will react with water, rather than with aniline. This is why glacial acetic acid is used.
What is the role of acetic acid in preparation of acetanilide product from aniline?
Acetanilide is synthesized from aniline by acetylating it with acetic anhydride in presence of glacial acetic acid. In this reaction, aniline acts as the nuclepohile and acyl (CH3CO-) group from acetic anhydride acts as the electrophile. Here, the hydrogen atom of –NH2 group is replaced by the acyl group.
Which form of bromine takes part in the 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).
Why is acetic acid used as a solvent for electrophilic bromination reactions?
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.
Is used for bromination of acetanilide?
A non-hazardous procedure for bromination of acetanilide has been developed. The method uses potassium bromate, potassium bromide and an organic acid to generate bromine in situ.
How is bromination used in real life?
One of the major uses of bromine is a water purifier/disinfectant, as an alternative to chlorine. Brominated compounds are used for water treatment in swimming pools and hot tubs and are also used to control algae and bacterial growth in industrial processes.
What are 3 uses for bromine?
Bromine has a large variety of uses including in agricultural chemicals, insecticides, dyes, pharmaceuticals, flame-retardants, furniture foam, gasoline, plastic casings for electronics, and film photography, according to the Royal Society of Chemistry.
Which one is the principal product in preparation of acetanilide from aniline?
The amino group of aniline is first protected by acylation with acetic anhydride to produce acetanilide which is then nitrated to form p-nitroacetanilide as the major product and o-nitroacetanilide as the minor product.