Description

2-Bromo-4,6-Difluoroaniline (CAS No. 444-14-4) is a high-purity halogenated aniline derivative with the molecular formula C₆H₄BrF₂N. This compound is a valuable building block in organic synthesis, particularly in pharmaceutical and agrochemical research. Its unique structure, featuring bromine and fluorine substituents on the aromatic ring, enhances reactivity and selectivity in cross-coupling reactions. Available in >98% purity (GC), it is supplied as a crystalline solid with strict quality control to ensure consistency for sensitive applications. Ideal for Suzuki-Miyaura couplings, Buchwald-Hartwig aminations, and other palladium-catalyzed transformations. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 444-14-4
• Complexity: 122
• IUPAC Name: 2-bromo-4,6-difluoro-aniline
• InChI: InChI=1S/C6H4BrF2N/c7-4-1-3(8)2-5(9)6(4)10/h1-2H,10H2
• InChI Key: WUJKFVGKLTWVSQ-UHFFFAOYSA-N
• Exact Mass: 206.94952
• Molecular Formula: C6H4BrF2N
• Molecular Weight: 208.00
• SMILES: C1=C(C=C(C(=C1F)N)Br)F
• Topological: 26
• Monoisotopic Mass: 206.94952
• Synonyms: 2-Bromo-4,6-Difluoroaniline, WUJKFVGKLTWVSQ-UHFFFAOYSA-, DTXSID00196154, EC 429-430-0, NSC 93389, DTXCID10118645, 429-430-0, 610-183-4, inchi=1/c6h4brf2n/c7-4-1-3(8)2-5(9)6(4)10/h1-2h,10h2, 444-14-4, 2,4-difluoro-6-bromoaniline, MFCD00009639, 2-bromo-4,6-difluorophenylamine, 6-bromo-2,4-difluoroaniline, 2-Bromo-4,6-difluoro-phenylamine, 2-Bromo-4,6-difluorobenzenamine, Benzenamine, 2-bromo-4,6-difluoro-, NSC93389, 2-Bromo4,6-difluoroaniline, NCIOpen2_005827, SCHEMBL78688, 2-bromo-4,6-difluoro aniline, SCHEMBL6378401, NSC-93389, SBB040488, STK397745, 2-Bromo-4,6-difluoroaniline, 97%, 2-bromanyl-4,6-bis(fluoranyl)aniline, AKOS000111229, AC-3647, CS-W015243, SB77418, AS-15016, FB105426, SY022848, DB-019924, B1288, NS00031427, ST50213812, EN300-20938, A826570, F0001-1207

Application

2-Bromo-4,6-Difluoroaniline serves as a key intermediate in the synthesis of bioactive molecules, including kinase inhibitors and antimicrobial agents. Its electron-deficient aromatic ring facilitates nucleophilic aromatic substitution (S_NAr) reactions in drug discovery. The compound is also used in materials science for developing liquid crystals and OLED precursors. Researchers leverage its halogenated structure for ortho-directed metalation in complex molecule assembly.

Safety and Hazards

GHS Hazard Statements

• H302: Harmful if swallowed [Warning Acute toxicity, oral]
• H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264, P270, P273, P301+P317, P330, P391, and P501

Hazard Classes and Categories

• Acute Tox. 4 (100%)
• Acute Tox. 4 (50%)
• Skin Irrit. 2 (50%)
• Eye Irrit. 2 (50%)
• Acute Tox. 4 (50%)
• STOT SE 3 (50%)
• Aquatic Chronic 2 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.