1,3-Dibromo-5,5-dimethylhydantoin

• Catalog No.: A15510
• CAS Number: 77-48-5
• M. F.: C5H6Br2N2O2
• M. W.: 285.92134
• Purity: 98%

SYNONYMS

• Title: 1,3-二溴-5,5-二甲基乙内酰脲
• IUPAC name: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
• IUPAC Traditional name: dbdmh
• Synonyms: Dibromantin; Bromodan

DATABASE IDS

• CAS Number: 77-48-5
• EC Number: 201-030-9
• Beilstein Number: 146024
• MDL Number: MFCD00003189

PROPERTIES

• Purity: 98%
• Flash Point: 155°C(311°F)
• Melting Point: ca 198°C dec.
• GHS Hazard statements: H272-H314-H318-H400-H302
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• European Hazard Symbols: Oxidising (O)
• European Hazard Symbols: Nature polluting (N)
• GHS Precautionary statements: P221-P210-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 8-22-34-50
• RTECS: MU0686000
• Safety Statements: 17-20-26-36/37/39-45-57
• Storage Warning: Moisture Sensitive
• TSCA Listed: 是
• Hazard Class: 5.1
• UN Number: UN3085
• Packing Group: II

REFERENCES

• For use in combination with AgF as a reagent for the trans-fluorobromination of alkenes, see: Chem. Lett., 1877 (1988).
• 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).