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It is used for drinking water purification, recreational water treatment, as a bleaching agent in pulp and paper mills, and for treating industrial/commercial water cooling systems. It is an efficient and selective agent for the oxidation of thiols to disulfides in solution or under solvent-free conditions.
KHAZAEI Ardeshir, MOHAMMAD ALI ZOLFIGOL, ROSTAMI Amin. 1,3-dibromo-5,5-dimethylhydantoin [DBDMH] as an efficient and selective agent for the oxidation of thiols to disulfides in solution or under solvent-free conditions. Synthesis. 2004, 18 2959-2961.
Nelo R. Rivera; Jaume Balsells, Karl B. Hansen.Synthesis of 2-amino-5-substituted-1,3,4-oxadiazoles using 1,3-dibromo-5,5-dimethylhydantoin as oxidant. Tetrahedron Letters. 2006, 47 (28), 4889-4891.
Free-radical brominating agent: J. Chem. Soc., 4678 (1962), alternative to N-Bromosuccinimide, A15922, in many large-scale brominations. Superior to NBS for the regioselective free-radical 2-bromination of pyrrole: J. Org. Chem., 46, 2221 (1981); Org. Synth. Coll., 9, 121 (1998).
Also behaves as a source of positive bromine. Electron-rich aromatic compounds undergo uncatalyzed ring-bromination: Tetrahedron Lett., 38, 4415 (1997). The bromination of less active substrates can be catalyzed by TMS triflate. Bromination of aromatic rings, including those with electron-withdrawing substituents, also occurs in the presence of strong acids: Bull. Chem. Soc. Jpn., 67, 1918 (1994). Has also been used as an alternative to NBS for the ring bromination of activated benzoic acids in the presence of aqueous NaOH: Tetrahedron Lett., 34, 931 (1993).
For use in combination with AgF as a reagent for the trans-fluorobromination of alkenes, see: Chem. Lett., 1877 (1988).
Gefahrenhinweise (EU): H272-H301-H314-H318
May intensify fire; oxidizer. Toxic if swallowed. Causes severe skin burns and eye damage. Causes serious eye damage.
Take any precaution to avoid mixing with combustibles. IF SWALLOWED: Immediately call a POISON CENTER/doctor IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.