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D38405

Sigma-Aldrich

2,4-Dibromoaniline

98%

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About This Item

Linear Formula:
Br2C6H3NH2
CAS Number:
Molecular Weight:
250.92
Beilstein/REAXYS Number:
2206653
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

assay

98%

form

crystals

mp

78-80 °C (lit.)

SMILES string

Nc1ccc(Br)cc1Br

InChI

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

InChI key

DYSRXWYRUJCNFI-UHFFFAOYSA-N

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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

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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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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)
Copper (I)-catalyzed synthesis of substituted 2-mercapto benzimidazoles
Murru S, et al.
The Journal of Organic Chemistry, 74(5), 2217-2220 (2009)

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