Chemistry:2,4,6-Tribromoaniline

Short description: Chemical compound

2,4,6-Tribromoaniline

The space-filling model of 2,4,6-tribromoaniline The ball and stick model of 2,4,6-tribromoaniline
Names
Preferred IUPAC name 2,4,6-Tribromoaniline
Identifiers
CAS Number	147-82-0
3D model (JSmol)	Interactive image
ChemSpider	21106171
EC Number	205-700-1
PubChem CID	8986
UNII	0C2N8WIL3B
InChI InChI=1S/C6H4Br3N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2 Key: GVPODVKBTHCGFU-UHFFFAOYSA-N
SMILES C1=C(C=C(C(=C1Br)N)Br)Br
Properties
Chemical formula	C6H4Br3N
Molar mass	329.817 g·mol−1
Melting point	120 °C (248 °F; 393 K)
Boiling point	300 °C (572 °F; 573 K)
Solubility in water	Insoluble
Hazards
Main hazards	Harmful, Corrosive, Toxic
GHS pictograms
GHS Signal word	Danger
GHS hazard statements	H301, H302, H311, H312, H315, H318, H319, H331, H332, H373
GHS precautionary statements	P260, P261, P264, P270, P271, P280, P301+310, P301+312, P302+352, P304+312, P304+340, P305+351+338, P310, P311, P312, P314, P321, P322, P330, P332+313, P337+313, P361, P362, P363, P403+233
NFPA 704 (fire diamond)	0 2 0
Flash point	Non-flammable
Autoignition temperature	Non-flammable
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tracking categories (test):

• SizeSet

2,4,6-Tribromoaniline is a brominated derivative of aniline with the formula C₆H₄Br₃N. It is used in organic synthesis of pharmaceuticals, agrochemicals and fire-extinguishing agents.

Synthesis

2,4,6-Tribromoaniline can be prepared by treating bromine water with aniline in a solution of acetic acid or dilute hydrochloric acid:

By reacting bromine with aniline in water, a white precipitate immediately forms and that is 2,4,6-tribromoaniline

Reactions

Diazotization, then reaction with ethanol to replace the diazonium group with hydrogen, gives 1,3,5-tribromobenzene.

See also

• Bromine test
• 4-Bromoaniline
• 2,4,6-Tribromoanisole
• 2,4,6-Tribromophenol