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262226

Sigma-Aldrich

1-Bromo-2,4-dinitrobenzene

97%

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About This Item

Linear Formula:
BrC6H3(NO2)2
CAS Number:
584-48-5
Molecular Weight:
247.00
EC Number:
209-539-8
MDL number:
MFCD00041873
UNSPSC Code:
12352100
PubChem Substance ID:
24855865
NACRES:
NA.22

Assay

97%

mp

71-73 °C (lit.)

functional group

bromo

SMILES string

[O-][N+](=O)c1ccc(Br)c(c1)[N+]([O-])=O

InChI

1S/C6H3BrN2O4/c7-5-2-1-4(8(10)11)3-6(5)9(12)13/h1-3H

InChI key

PBOPJYORIDJAFE-UHFFFAOYSA-N

Related Categories

Application

1-Bromo-2,4-dinitrobenzene has been used:
  • in the preparation of 2,4-dinitrophenol via treatment with KO2-crown ether complex in benzene
  • as substrate in protein determination and glutathione S-transferase (GST) assay of chicken and rat prostaglandin D2 synthase (PGDS)

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H317,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ4139
MKCN8413
MKBZ7191V
MKBV5675V
MKBQ7483V

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1-Bromo-3-nitrobenzene 97%

Sigma-Aldrich

775614

1-Bromo-3-nitrobenzene

1-Iodo-4-nitrobenzene 98%

Sigma-Aldrich

I9805

1-Iodo-4-nitrobenzene

Nucleophilic radical aromatic substituion with superoxide ion.
Frimer A and Rosenthal I.
Tetrahedron Letters, 17(32), 2809-2812 (1976)
K C Chen et al.
Drug and chemical toxicology, 3(3), 305-318 (1980-01-01)
The formation of glutathione (GSH) conjugate in the detoxification of [Ring-UL-14C]-2,4-dinitrobromobenzene (DNBB) was investigated using rat liver cytosolic fraction. The mercapturic acid conjugate in rats was also studied by collection of urine of rats dosed with radioactive DNBB by intraperitoneal
The reaction of poly-L-ornithine with 1-halo-2,4-dinitrobenzenes.
R C Parker et al.
The International journal of biochemistry, 13(4), 513-516 (1981-01-01)
A M Thomson et al.
The Biochemical journal, 333 ( Pt 2), 317-325 (1998-07-11)
The Expressed Sequence Tag database has been screened for cDNA clones encoding prostaglandin D2 synthases (PGDSs) by using a BLAST search with the N-terminal amino acid sequence of rat GSH-dependent PGDS, a class Sigma glutathione S-transferase (GST). This resulted in
R L Gupta et al.
Mutation research, 381(1), 41-47 (1997-12-24)
The 1-halogen substituted 2,4-dinitrobenzenes have been found to be mutagenic in Salmonella TA98 with an activity order of 1-fluoro > 1-chloro > 1-bromo > 1-iodo. This specific activity was not lowered in the nitroreductase deficient strain TA98NR and O-acetyltransferase deficient
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