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157902

Sigma-Aldrich

1,3-Dibromo-5,5-dimethylhydantoin

98%

Synonym(s):

Dibromantin

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About This Item

Empirical Formula (Hill Notation):
C5H6Br2N2O2
CAS Number:
77-48-5
Molecular Weight:
285.92
Beilstein:
146024
EC Number:
201-030-9
MDL number:
MFCD00003189
UNSPSC Code:
12352101
PubChem Substance ID:
24849707
NACRES:
NA.22

Quality Level

200

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 Statements

H272,H301,H314,H317,H410

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Hilp
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
Gloria Hernández-Torres et al.
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
M Hilp
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
M Hilp
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
M Hilp
Die Pharmazie, 59(8), 612-614 (2004-09-24)
Iodine values (iodine numbers) of several fixed oils and lard can be determined in ethyl acetate, an easily biodegredable solvent, instead of chloroform according to PH. EUR. 2002. Iodine monobromide has been replaced by 1,3-dibromo-5,5-dimethylhydantoin (DBH) and potassium iodide (KI)
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