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Merck
CN

157902

1,3-Dibromo-5,5-dimethylhydantoin

98%

Synonym(s):

Dibromantin

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About This Item

Empirical Formula (Hill Notation):
C5H6Br2N2O2
CAS Number:
Molecular Weight:
285.92
UNSPSC Code:
12352101
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-030-9
Beilstein/REAXYS Number:
146024
MDL number:
Assay:
98%
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InChI key

VRLDVERQJMEPIF-UHFFFAOYSA-N

InChI

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

SMILES string

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

assay

98%

mp

197-199 °C (dec.) (lit.)

Quality Level

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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

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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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 Iodine monobromide has been replaced by 1,3-dibromo-5,5-dimethylhydantoin (DBH) and potassium iodide (KI)
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
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
Synthesis, 693-693 (1993)

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