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2,4,6-Tribromoaniline is a brominated derivative of aniline with the formula C 6 H 4 Br 3 N. It is used in organic synthesis of pharmaceuticals, agrochemicals and fire-extinguishing agents. It is used in organic synthesis of pharmaceuticals, agrochemicals and fire-extinguishing agents.
Brominating aniline with elemental bromine gives 2,4,6-tribromoaniline. This is then diazotized, then reacted with ethanol to replace the diazonium group with hydrogen, forming 1,3,5-tribromobenzene. [3] It has also been prepared by these methods: [3] replacement of the amino group of 3,5-dibromoaniline with bromine
The bromoanilines form a group of three isomers where the bromine atom occupies the para, ortho or meta position on the aromatic ring. Bromoaniline isomers Arene substitution patterns. The three isomers are: 2-Bromoaniline (o-Bromoaniline) [1] 3-Bromoaniline (m-Bromoaniline) [2] 4-Bromoaniline (p-Bromoaniline) [3]
4-Bromoaniline is a compound where an aniline molecule is substituted with a bromine atom on the para position. Commercially available, this compound may be used as a building block, e.g. in the preparation of monobrominated biphenyl via the Gomberg-Bachmann reaction. [2]
The formation of a brominated phenol (i.e. 2,4,6-tribromophenol) or aniline (i.e. 2,4,6-tribromoaniline) in form of a white precipitate indicates that the unknown was a phenol or aniline. The more unsaturated an unknown is, the more bromine it reacts with, and the less coloured the solution will appear. [1]
Microbial metabolism in products treated with TBP is known to produce 2,4,6-tribromoanisole (TBA), [9] which has a musty odor. In 2010 and 2011, Pfizer and Johnson & Johnson voluntarily recalled some products due to TBA odors from wooden pallets which were treated with TBP.
PBr 3 is prepared by treating red phosphorus with bromine. An excess of phosphorus is used in order to prevent formation of PBr 5: [1] [2] P 4 + 6 Br 2 → 4 PBr 3. Because the reaction is highly exothermic, it is often conducted in the presence of a diluent such as PBr 3. Phosphorus tribromide is also generated in situ from red phosphorus and ...
An example of the Hell–Volhard–Zelinsky reaction can be seen in the preparation of alanine from propionic acid.In the first step, a combination of bromine and phosphorus tribromide is used in the Hell–Volhard–Zelinsky reaction to prepare 2-bromopropionic acid, [3] which in the second step is converted to a racemic mixture of the amino acid product by ammonolysis.