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2,4,6-Tribromoaniline can be prepared by treating bromine water with aniline in a solution of acetic acid or dilute hydrochloric acid: [1] By reacting bromine with aniline in water, a white precipitate immediately forms and that is 2,4,6-tribromoaniline
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]
Industrially, it is mainly produced by the reaction of hydrogen gas with bromine gas at 200–400 °C with a platinum catalyst. However, reduction of bromine with red phosphorus is a more practical way to produce hydrogen bromide in the laboratory: [2] 2 P + 6 H 2 O + 3 Br 2 → 6 HBr + 2 H 3 PO 3 H 3 PO 3 + H 2 O + Br 2 → 2 HBr + H 3 PO 4
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 .
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One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.
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