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Thermo Scientific Chemicals
1,3-Dibromo-5,5-dimethylhydantoin, 98%
CAS: 77-48-5 | C5H6Br2N2O2 | 285.923 g/mol
化学物質識別子
CAS77-48-5
IUPAC Name1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
Molecular FormulaC5H6Br2N2O2
InChI KeyVRLDVERQJMEPIF-UHFFFAOYSA-N
SMILESCC1(C)N(Br)C(=O)N(Br)C1=O
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仕様
スペックシート
スペックシートAssay (Iodometric Titration)≥97.5 to ≤102.5%
FormCrystals or powder or crystalline powder
Identification (FTIR)Conforms
Appearance (Color)White to cream to pale yellow
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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
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.
Solubility
Soluble in Alcohol, Ether, Benzene. Insoluble in Water.
Notes
Moisture sensitive. Store away from oxidizing agents, reducing agents, flammable substances, organic materials, metal powders & moisture.
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.
Solubility
Soluble in Alcohol, Ether, Benzene. Insoluble in Water.
Notes
Moisture sensitive. Store away from oxidizing agents, reducing agents, flammable substances, organic materials, metal powders & moisture.
RUO – Research Use Only
General References:
- 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).