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Merck
CN

D38405

2,4-Dibromoaniline

98%

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About This Item

Linear Formula:
Br2C6H3NH2
CAS Number:
615-57-6
Molecular Weight:
250.92
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893786
EC Number:
210-434-4
Beilstein/REAXYS Number:
2206653
MDL number:
MFCD00007633
Assay:
98%
Form:
crystals

Key Documents

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InChI

1S/C6H5Br2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2

InChI key

DYSRXWYRUJCNFI-UHFFFAOYSA-N

SMILES string

Nc1ccc(Br)cc1Br

assay

98%

form

crystals

mp

78-80 °C (lit.)

Quality Level

100

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Application

2,4-Dibromoaniline can be used as:
  • A starting material to synthesize acetylenic amine by reacting with trimethylsilylacetylene, which is used as a ligand to prepare the bis-amido complex of Ti(IV).
  • A substrate in the Pd-catalyzed ortho-selective cross-coupling reactions of dihaloarenes with Grignard reagents.
  • A reactant to prepare dialkyl-substituted aminoaryl sulfides using a Grignard reagent.
  • A starting material to synthesize substituted 2-mercapto benzimidazoles.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6695
STBD0764V
09131JE
07919AE
S30083

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Copper (I)-catalyzed synthesis of substituted 2-mercapto benzimidazoles
Murru S, et al.
The Journal of Organic Chemistry, 74(5), 2217-2220 (2009)
DHTP Ligands for the Highly Ortho-Selective, Palladium-Catalyzed Cross-Coupling of Dihaloarenes with Grignard Reagents: A Conformational Approach for Catalyst Improvement
Ishikawa S and Manabe K
Angewandte Chemie (International Edition in English), 122(4), 784-787 (2010)
Synthesis and crystal structure of (η5-C5H5)2 Ti(NH (2, 4-(C CSiMe3) 2C6H3)) 2
Zhang L, et al.
Journal of Chemical Crystallography, 35(9), 673-677 (2005)
A facile one-pot preparation of alkyl aminoaryl sulfides for the synthesis of GW7647 as an agonist of peroxisome proliferator-activated receptor α
Ham J, et al.
The Journal of Organic Chemistry, 71(15), 5781-5784 (2006)

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