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190268

Sigma-Aldrich

2,6-Dibromo-4-nitroaniline

≥97%

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100 G
¥17,800

¥17,800

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100 G
¥17,800

About This Item

Linear Formula:
Br2C6H2(NO2)NH2
CAS Number:
827-94-1
Molecular Weight:
295.92
EC Number:
212-577-8
MDL number:
MFCD00007639
UNSPSC Code:
12352100
PubChem Substance ID:
24851424
NACRES:
NA.22

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Assay

≥97%

mp

205-207 °C (lit.)

functional group

bromo
nitro

SMILES string

Nc1c(Br)cc(cc1Br)[N+]([O-])=O

InChI

1S/C6H4Br2N2O2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2H,9H2

InChI key

YMZIFDLWYUSZCC-UHFFFAOYSA-N

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Application

2,6-Dibromo-4-nitroaniline has been used in the synthesis of:
  • blue disperse dyes[1]
  • 7-bromo-5-iodo-4-oxo-1,4-dihydroquinoline-2-carboxylic acid[2]
  • diphenols-amides such as N-(2,6-dibromo-4-nitrophenyl)-4,4-bis(4-hydroxyphenyl)-pentanamide and N-(2,6-diiodo-4-nitrophenyl)-4,4-bis(4-hydroxyphenyl)-pentanamide[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

190268-BULK:
190268-500G:
190268-100G:
190268-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
STBK5426
STBK2854
STBK2178
STBH3337
STBF5493V

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Substituent effects on the colour, dyeing and fastness properties of 4-phenylazo-1-naphthylamines and of 2-acetylamino-5-methoxy-4-N-?-cyanoethyl-N-?-hydroxyethylaminoazobenzene.
Peters AT.
Journal of the Society of Dyers and Colourists, 104(9), 344-348 (1988)
Polymerization by phase transfer catalysis. 24. Synthesis of condensation polymers derived from halogenated diphenol-amides with the amide group in the side chain.
Tagle LH, et al.
Polym. Bull., 42(6) (1999)
K Suresh Kumar et al.
Environmental monitoring and assessment, 127(1-3), 67-72 (2006-08-10)
Facile, selective and sensitive spectrophotometric method has been developed for the determination of bendiocarb in its insecticidal formulations, fortified water, food grains, agriculture wastewater and agriculture soil samples with prepared reagents. The method was based on alkaline hydrolysis of the
Synthesis of 7-Bromo-5-iodo-4-oxo-1, 4-dihydroquinoline-2-carboxylic acid.
Dumont F and Slegers G.
Bull. Soc. Chim. Belg., 104(8), 505-507 (1995)

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