Skip to Content
Merck
All Photos(1)

Key Documents

D38405

Sigma-Aldrich

2,4-Dibromoaniline

98%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
Br2C6H3NH2
CAS Number:
Molecular Weight:
250.92
Beilstein:
2206653
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

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)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service