Why we use glacial acetic acid in bromination of aniline?
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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.
Bromination of aromatic compounds (like aniline) using Bromine (Br2) takes place by electophilic aromatic substitution mechanism. Aniline reacts with CH3COOH to form Anilinium acetate intermediate [C6H5NH3+] [CH3COO]- . This is the reactive species in bromination of aniline. The Ortho and Para positions of the anilinium salt become active sites for attack by Br2, with the formation of an intermediate, which loses a proton (H+ + Br- → HBr), and forms the stable ortho- and para-bromoaniline. Multiple bromination can occur, leading to a mixture of several products from this reaction.
Bromination of aromatic compounds (like aniline) using Bromine (Br2) takes place by electophilic aromatic substitution mechanism. Aniline reacts with CH3COOH to form Anilinium acetate intermediate [C6H5NH3+] [CH3COO]- . This is the reactive species in bromination of aniline. The Ortho and Para positions of the anilinium salt become active sites for attack by Br2, with the formation of an intermediate, which loses a proton (H+ + Br- → HBr), and forms the stable ortho- and para-bromoaniline. Multiple bromination can occur, leading to a mixture of several products from this reaction.
rkguptagkp462:
So is monobromo product major
And if anilinium acetate forms then it should be meta directing not ortho or para?
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