Tribromoisocyanuric acid

Tribromoisocyanuric acid (C₃Br₃N₃O₃) is a chemical compound used as a reagent for bromination in organic synthesis.[1] It is a white crystalline powder with a strong bromine odour. It is similar to trichloroisocyanuric acid.

Tribromoisocyanuric acid

Names
IUPAC name 1,3,5-Tribromo-1,3,5-triazinane-2,4,6-trione
Other names TBCA 1,3,5-tribromo-1,3,5-triazine-2,4,6(1H,3H,5H)-trione
Identifiers
CAS Number	17497-85-7
3D model (JSmol)	Interactive image
ChemSpider	8039637
PubChem CID	9863943
CompTox Dashboard (EPA)	DTXSID60432060
InChI InChI=1S/C3Br3N3O3/c4-7-1(10)8(5)3(12)9(6)2(7)11 Key: ZKWDCFPLNQTHSH-UHFFFAOYSA-N
SMILES C1(=O)N(C(=O)N(C(=O)N1Br)Br)Br
Properties
Chemical formula	C3Br3N3O3
Molar mass	366 g/mol
Appearance	colourless solid
Boiling point	decomposes
Solubility in sulfuric acid	Soluble
Structure
Coordination geometry	planar
Dipole moment	0 D
Hazards
Main hazards	lung irritant
Flash point	NA
Related compounds
Related compounds	Cyanuric bromide Dibromoisocyanuric acid Trichloroisocyanuric acid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is  ?)
Infobox references

Uses

Tribromoisocyanuric acid is used for the bromination of aromatics and alkenes.

References

1. A New Regioselective Bromination of Activated Aromatic Rings, Almeida, L. S. de; Esteves, P. M.; Mattos, M. C. S. Synthesis 2006, No 2 , 221-223. DOI: 10.1055/s-2005-918511 (https://www.thieme-connect.com/products/ejournals/html/10.1055/s-2005-918511)