Description

2-Bromo-6-fluoroaniline (CAS No. 65896-11-9) is a high-purity aromatic amine compound with the molecular formula C₆H₅BrFN. This halogenated aniline derivative is a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. With a purity of ≥98% (GC), it is ideal for coupling reactions, nucleophilic substitutions, and as a precursor for heterocyclic compounds. The product is supplied as a clear to pale yellow liquid or solid, depending on storage conditions, and should be handled under inert atmosphere due to its sensitivity to air and moisture. Suitable for use in HPLC, LC-MS, and NMR applications, it meets the stringent requirements of research and industrial laboratories.

Properties

• CAS Number: 65896-11-9
• Complexity: 99.1
• IUPAC Name: 2-bromo-6-fluoro-aniline
• InChI: InChI=1S/C6H5BrFN/c7-4-2-1-3-5(8)6(4)9/h1-3H,9H2
• InChI Key: ALZFPYUPNVLVQM-UHFFFAOYSA-N
• Exact Mass: 188.95894
• Molecular Formula: C6H5BrFN
• Molecular Weight: 190.01
• SMILES: C1=CC(=C(C(=C1)Br)N)F
• Topological: 26
• Monoisotopic Mass: 188.95894
• Synonyms: 2-Bromo-6-fluoroaniline, 65896-11-9, 2-Bromo-6-fluorobenzenamine, DTXSID30382366, DTXCID10333391, 464-930-2, 613-850-8, 2-Bromo-6-fluoro-phenylamine, MFCD01310982, 2-BROMO-6-FLUORO ANILINE, Benzenamine, 2-bromo-6-fluoro-, EN300-100611, 2-bromo-6-fluorophenylamine, 2-Bromo-6-fluorobenzenamine;, 2-bromo-6-fluoro-aniline, 2-bromo-6-flouroaniline, SCHEMBL112272, BDBM625956, BCP27292, SBB091034, AKOS005064016, AC-1579, CS-W007513, PS-8401, SY021821, DB-020692, 2-Bromo-6-fluoroaniline, >=98.0% (GC), B4803, ST50408683

2-Bromo-6-fluoroaniline is widely used as an intermediate in the synthesis of active pharmaceutical ingredients (APIs) and specialty chemicals. It serves as a key precursor in the development of fluorinated heterocycles, which are critical in drug discovery for their enhanced bioavailability and metabolic stability. This compound is also employed in material science for the preparation of advanced polymers and ligands in catalytic systems. Researchers utilize it in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, to construct complex aromatic frameworks.

Safety and Hazards

GHS Hazard Statements

• H315 (97.7%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (97.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (88.4%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (50%)

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