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2,4,6-Tribromoaniline. Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). 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.
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.
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
For example, reaction of aniline with sulfuric acid at 180 °C produces sulfanilic acid, H 2 NC 6 H 4 SO 3 H. If bromine water is added to aniline, the bromine water is decolourised and a white precipitate of 2,4,6-tribromoaniline is formed. To generate the mono-substituted product, a protection with acetyl chloride is required:
Infobox references. 2,4,6-Tribromoanisole (TBA) is a chemical compound that is a brominated derivative of anisole. It is one of the chemicals responsible for cork taint. [2] Tribromoanisole is a fungal metabolite of 2,4,6-tribromophenol, which is used as a fungicide. It can be found in minute traces on packaging materials stored in the presence ...
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.
Occurrence. 2,4,6-Trichloroanisole represents one of the strongest of off-flavors, substances "generated naturally in foods/beverages [that considerably] deteriorate the quality" of such products. [1][2] It is also a component of some drinking waters. [3] It has also been detected in blood samples. [4]
Bromoaniline. 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]