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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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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
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
M Hilp
Die Pharmazie, 57(8), 538-542 (2002-09-14)
Low and medium iodine values of fixed oils and fats can be determined in glacial acetic acid within reduced waiting times of only 5 min. Highly unsaturated compounds such as those of linseed oil, cod-liver oil, sunflower oil, soybean oil
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
Tetrahedron Letters, 34, 931-931 (1993)
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