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 Iodine monobromide has been replaced by 1,3-dibromo-5,5-dimethylhydantoin (DBH) and potassium iodide (KI)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