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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/REAXYS Number:
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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Application

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

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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

5.1B - Oxidizing hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW0207
MKCQ7370
MKCM0799
MKCL2765
MKCJ6308

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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 Iodine monobromide has been replaced by 1,3-dibromo-5,5-dimethylhydantoin (DBH) and potassium iodide (KI)
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
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(7), 471-473 (2002-08-10)
PH. EUR. 2002, JAP 1996 and USP 2000 mineralize organically bound iodine in x-ray contrast media by boiling under reflux with zinc powder in alkaline solution. The reductive mineralization can be performed at room temperature without filtration, when aluminium powder
Manfred Hilp
Journal of pharmaceutical and biomedical analysis, 28(2), 303-309 (2002-04-04)
USP 2000 [The United States Pharmacopeia, Rockville USA, 24th ed., 2000, pp. 1436] and PH. EUR. 1997 [European Pharmacopoeia, third ed., Council of Europe, Strasbourg, 1997, p. 1401] determine propylthiouracil using neutralization titration, whereby 0.1 M silver nitrate and twice
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