Chemistry:Cyanuric bromide
| |
| Names | |
|---|---|
| IUPAC name
2,4,6-tribromo-1,3,5-triazine
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChemSpider | |
PubChem CID
|
|
| UNII | |
CompTox Dashboard (EPA)
|
|
| |
| |
| Properties | |
| C3Br3N3 | |
| Molar mass | 317.766 g·mol−1 |
| Melting point | 264.5 °C (508.1 °F; 537.6 K)[1] |
| Related compounds | |
Other anions
|
Cyanuric fluoride; Cyanuric chloride |
Related compounds
|
cyanogen bromide Tribromoisocyanuric acid |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Cyanuric bromide is a heterocyclic compound with formula C3N3Br3. It contains a six-membered ring of alternating nitrogen and carbon atoms, with a bromine atom attached to each carbon. It is formed by the spontaneous trimerisation of cyanogen bromide.
Reactions
Cyanuric bromide can be used to synthesize substituted triazines.[2] For example it reacts with anilines to form derivatives of melamine.[3] With ammonia, melamine is produced. Primary or secondary amines react.[1] Cyanuric trihydrazide is produced in the reaction with hydrazine.[1] When heated with urea at 140 °C, ammelide is formed.[1]
Cyanuric bromide reacts with water, particularly in alkaline conditions to cyanuric acid[4] and hydrogen bromide.[1]
Cyanuric bromide can add bromine to other compounds and when it is heated with acetic acid, acetyl bromide is produced.[1]
Formation
Cyanuric bromide can form in a reaction with potassium ferrocyanide with bromine at 200 °C.[1] The trimerization reaction of cyanogen bromide (BrCN) is catalyzed by aluminium trichloride or hydrogen bromide.[1]
References
- ↑ 1.0 1.1 1.2 1.3 1.4 1.5 1.6 1.7 Smolin, Edwin M.; Rapoport, Lorence (2009) (in en). s-Triazines and Derivatives. John Wiley & Sons. pp. 62–65. ISBN 978-0-470-18812-5. https://books.google.com/books?id=VUGYsR3ZhbAC&pg=PA62.
- ↑ (in en) Houben-Weyl Methods of Organic Chemistry Vol. E 9c, 4th Edition Supplement: Hetarenes III. Georg Thieme Verlag. 2014. p. 754. ISBN 978-3-13-181514-9. https://books.google.com/books?id=7i-GAwAAQBAJ&pg=PA754.
- ↑ Kurzer, Frederick (1949). "639. Cyanamides. Part III. The formation of substituted triazines from o-halogenophenylureas and arylsulphonyl chlorides". Journal of the Chemical Society (Resumed): 3033. doi:10.1039/JR9490003033.
- ↑ Wells, Alexander Frank (2012) (in en). Structural Inorganic Chemistry. OUP Oxford. p. 931. ISBN 978-0-19-965763-6. https://books.google.com/books?id=uR77AAAAQBAJ&pg=PA931.
 |  |
