Description

4-Aminononafluorobiphenyl (CAS No. 969-25-5) is a highly fluorinated aromatic amine with the molecular formula C₁₂H₂F₉N. Its IUPAC name is 2,3,5,6-tetrafluoro-4-(2,3,4,5,6-pentafluorophenyl)aniline, featuring a biphenyl core extensively substituted with fluorine atoms and a single amino group. This compound is characterized by its exceptional chemical stability, hydrophobicity, and electron-withdrawing properties due to the perfluorinated aromatic rings. It is supplied as a high-purity solid, ideal for advanced synthetic applications in organofluorine chemistry, materials science, and pharmaceutical research. Suitable for use as a building block in the synthesis of fluorinated liquid crystals, polymers, or bioactive molecules. Store in a cool, dry place under inert conditions to maintain stability.

Properties

• CAS Number: 969-25-5
• Complexity: 367
• IUPAC Name: 2,3,5,6-tetrafluoro-4-(2,3,4,5,6-pentafluorophenyl)aniline
• InChI: InChI=1S/C12H2F9N/c13-3-1(4(14)8(18)9(19)7(3)17)2-5(15)10(20)12(22)11(21)6(2)16/h22H2
• InChI Key: DVKUPHGYOMHVDR-UHFFFAOYSA-N
• Exact Mass: 331.00435253
• Molecular Formula: C12H2F9N
• Molecular Weight: 331.14
• SMILES: C1(=C(C(=C(C(=C1F)F)N)F)F)C2=C(C(=C(C(=C2F)F)F)F)F
• Topological: 26
• Monoisotopic Mass: 331.00435253
• Synonyms: 4-Aminononafluorobiphenyl, 969-25-5, DTXSID90348105, DTXCID80299177, 670-971-9, 4-Aminoperfluorobiphenyl, 2,2′,3,3′,4′,5,5′,6,6′-Nonafluoro-[1,1′-biphenyl]-4-amine, 2,3,5,6-tetrafluoro-4-(2,3,4,5,6-pentafluorophenyl)aniline, Perfluoro-4-aminobiphenyl, C12H2F9N, MFCD00671483, SCHEMBL3945315, 2,2′,3,3’4′,5,5′,6,6′-Nonafluoro-4-biphenylamine, AKOS007930790, SB83445, DB-057653, A1346, CS-0314382, T71504, 2,2′,3,3′,4′,5,5′,6,6′-nonafluorobiphenyl-4-amine, 2,2′,3,3′,4′,5,5′,6,6′-Nonafluoro[1,1′-biphenyl]-4-amine #

Application

4-Aminononafluorobiphenyl serves as a versatile intermediate in the synthesis of fluorinated organic materials, including liquid crystals for display technologies and high-performance polymers with enhanced thermal and chemical resistance. Its electron-deficient aromatic system makes it valuable in designing catalysts or ligands for transition-metal complexes in cross-coupling reactions. Researchers also explore its potential in medicinal chemistry for developing fluorinated drug candidates with improved metabolic stability.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (50%): 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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