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Sigma-Aldrich

1,3-Dibromo-5,5-dimethylhydantoin

98%

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Synonym(s):
Dibromantin
Empirical Formula (Hill Notation):
C5H6Br2N2O2
CAS Number:
Molecular Weight:
285.92
Beilstein:
146024
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

197-199 °C (dec.) (lit.)

SMILES string

CC1(C)N(Br)C(=O)N(Br)C1=O

InChI

1S/C5H6Br2N2O2/c1-5(2)3(10)8(6)4(11)9(5)7/h1-2H3

InChI key

VRLDVERQJMEPIF-UHFFFAOYSA-N

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Related Categories

Application

Useful in aromatic bromination of alkoxybenzoic acids and in bromofluorination of alkenes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Ox. Sol. 3 - Skin Corr. 1B - Skin Sens. 1

Storage Class Code

5.1B - Oxidizing hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Synthesis, 693-693 (1993)
M Hilp
Die Pharmazie, 57(5), 316-319 (2002-06-14)
PH. EUR. 2002 identifies biotin, flucytosine, polysorbate 80 and sorbic acid using the decolorization of bromine water. These tests can be better performed with 1,3-dibromo-5,5-dimethylhydantoin (DBH) in combination of the reaction with fluorescein sodium resp. sodium bromide. Also fluorescein sodium
M Hilp et al.
Die Pharmazie, 59(8), 615-617 (2004-09-24)
The determination of the cationic active disinfectants benzalkonium chloride, benzethonium chloride, cetrimide, and cetylpyridinium chloride according to PH. EUR. 2002 resp. supplement 4.3/2003 can be improved using the DBH-method. By application of column extraction the iodide determination can be performed
Soni Kamlesh Madhusudan et al.
Carbohydrate research, 340(3), 497-502 (2005-02-01)
Exchange of acyclic glycosyl dithioacetals to their O,O-acetals has been achieved by a generalized reaction protocol mediated by 1,3-dibromo-5,5-dimethylhydantoin under mild, metal-free and neutral conditions. This methodology has been extended to the synthesis of alkyl glycofuranosides.
M Hilp
Die Pharmazie, 57(6), 393-395 (2002-07-16)
Elemental bromine serves as oxidant for the identification of propylthiouracil, 2-thiouracil and sulphur according to PH. EUR. 2002. Phenol is identified according to PH. EUR. 2002 with bromine water as the sparingly water-soluble 2,4,4,6-tetrabromo-2,5-cyclohexadiene-1-one. These tests can be performed better

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