157902
1,3-Dibromo-5,5-dimethylhydantoin
98%
Synonym(s):
Dibromantin
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About This Item
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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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Application
Useful in aromatic bromination of alkoxybenzoic acids and in bromofluorination of alkenes.
Signal Word
Danger
Hazard Statements
Precautionary Statements
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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Die Pharmazie, 57(1), 45-48 (2002-02-12)
PH. EUR. 2002 uses elemental bromine performing iron limit tests for maleic acid (iron 5 ppm) and titanium dioxide (iron 200 ppm). 1,3-Dibromo-5,5-dimethylhydantoin (DBH) can replace bromine water. For the iron limit test of maleic acid bivalent iron is oxidized
Die Pharmazie, 56(7), 548-551 (2001-08-08)
The identification of lactate according to Ph. Eur. 1997 and DAB 2000 uses the oxidation of lactic acid to pyruvic acid by boiling with bromine water in sulphuric acid. Acetaldehyde arising by decarboxylation is detected according to Legal applying a
Die Pharmazie, 57(4), 250-251 (2002-05-10)
PH. EUR. 2002 identifies nicotinamid, nicotinic acid, and nikethamide according the reaction of König using cyanogen bromide solution prepared with bromine water and ammonium thiocyanate immediately before use. This colour reaction can be better performed with 1,3-dibromo-5,5-dimethylhydantoin (DBH) and sulphanilic
Organic letters, 14(7), 1858-1861 (2012-03-27)
Organocatalytic stereospecific dibromination of a wide variety of functionalized alkenes was achieved using a stable, inexpensive halogen source, 1,3-dibromo 5,5-dimethylhydantoin, and a simple thiourea catalyst at room temperature. The presence of a tertiary amine enhanced the rate of the dibromination
Tetrahedron Letters, 34, 931-931 (1993)
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