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
Preferred 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
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C3Br3N3O3/c4-7-1(10)8(5)3(12)9(6)2(7)11 ☒N
    Key: ZKWDCFPLNQTHSH-UHFFFAOYSA-N ☒N
  • C1(=O)N(C(=O)N(C(=O)N1Br)Br)Br
Properties
C3Br3N3O3
Molar mass 366 g/mol
Appearance colourless solid
Boiling point decomposes
Solubility in sulfuric acid Soluble
Structure
planar
0 D
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
lung irritant
Flash point N/A
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).
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Uses

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

References

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  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)