Description
Bis(4-bromophenyl)amine (CAS No. 16292-17-4) is a high-purity brominated aromatic amine with the molecular formula C12H9Br2N. This compound, also known as 4-bromo-N-(4-bromophenyl)aniline, is a valuable intermediate in organic synthesis and material science applications. Its structure features two bromine atoms positioned para to the amine group on each phenyl ring, enhancing its reactivity in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The product is supplied as a crystalline solid with ≥98% purity (HPLC), ensuring consistency for research and industrial use. Ideal for pharmaceutical development, agrochemical synthesis, and advanced material design, this compound is handled under strict quality control to meet the demands of researchers and chemists.
Properties
- CAS Number: 16292-17-4
- Complexity: 162
- IUPAC Name: 4-bromo-N-(4-bromophenyl)aniline
- InChI: InChI=1S/C12H9Br2N/c13-9-1-5-11(6-2-9)15-12-7-3-10(14)4-8-12/h1-8,15H
- InChI Key: VKVHTZNHLOGHGP-UHFFFAOYSA-N
- Exact Mass: 326.90813
- Molecular Formula: C12H9Br2N
- Molecular Weight: 327.01
- SMILES: C1=CC(=CC=C1NC2=CC=C(C=C2)Br)Br
- Topological: 12
- Monoisotopic Mass: 324.91017
- Synonyms: Bis(4-bromophenyl)amine, 16292-17-4, 4-Bromo-N-(4-bromophenyl)aniline, DTXSID40348074, DTXCID70299146, 628-026-3, Bis-(4-Bromophenyl)amine, Bis-(4-bromo-phenyl)-amine, 4,4′-Dibromodiphenylamine, MFCD00225488, 4,4′-Dibromodiphenylamine;N-phenyl-4,4′-dibromoaniline;Bis(p-bromophenyl)amine, Benzenamine, 4-bromo-N-(4-bromophenyl)-, 4-Bromo-n-(4-bromophenyl)benzenamine, Bis(4-?bromophenyl)?amine, N,N-bis(4-bromophenyl)amine, SCHEMBL409605, SCHEMBL3094195, Bis(4-bromophenyl)amine, 97%, ALBB-037261, STL591765, 4-Bromo-N-(4-bromophenyl)aniline #, AKOS015901860, DS-13922, SY033978, DB-073220, B2684, CS-0020072
Application
Bis(4-bromophenyl)amine serves as a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and functional materials. Its brominated aromatic structure makes it a key precursor for palladium-catalyzed cross-coupling reactions, enabling the construction of complex organic frameworks. Researchers utilize this compound in the development of liquid crystals, OLED materials, and conductive polymers due to its electron-rich amine core. Additionally, it finds applications in the preparation of dyes and pigments, where its bromine substituents enhance stability and reactivity.
Safety and Hazards
GHS Hazard Statements
- H302 (97.5%): Harmful if swallowed [Warning Acute toxicity, oral]
- H318 (97.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
- H413 (97.5%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]
Precautionary Statements
- P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, and P501
Hazard Classes and Categories
- Acute Tox. 4 (97.5%)
- Eye Dam. 1 (97.5%)
- Aquatic Chronic 4 (97.5%)
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