Description
4,4′-((1,1′-Biphenyl)-2,2′-diylbis(oxy))bis(3-(trifluoromethyl)aniline) (CAS No. 710323-81-2) is a high-purity, bifunctional aromatic amine derivative with a molecular formula of C26H18F6N2O2. This compound features a central biphenyl core symmetrically substituted with oxy-linked 3-(trifluoromethyl)aniline groups, offering unique steric and electronic properties for advanced synthetic applications. Its IUPAC name is 4-[2-[2-[4-amino-2-(trifluoromethyl)phenoxy]phenyl]phenoxy]-3-(trifluoromethyl)aniline, highlighting the precise connectivity of its functional groups. The presence of electron-withdrawing trifluoromethyl groups and nucleophilic amino moieties makes this compound particularly valuable for constructing conjugated systems, ligands, or pharmaceutical intermediates. Supplied as a crystalline solid with rigorously verified purity via HPLC and NMR, it is packaged under inert gas to ensure stability. Suitable for research in materials science, organic electronics, and medicinal chemistry where controlled functionalization is critical.
Properties
- CAS Number: 710323-81-2
- Complexity: 647
- IUPAC Name: 4-[2-[2-[4-amino-2-(trifluoromethyl)phenoxy]phenyl]phenoxy]-3-(trifluoromethyl)aniline
- InChI: InChI=1S/C26H18F6N2O2/c27-25(28,29)19-13-15(33)9-11-23(19)35-21-7-3-1-5-17(21)18-6-2-4-8-22(18)36-24-12-10-16(34)14-20(24)26(30,31)32/h1-14H,33-34H2
- InChI Key: VETKABGDXXVERL-UHFFFAOYSA-N
- Exact Mass: 504.12724679
- Molecular Formula: C26H18F6N2O2
- Molecular Weight: 504.4
- SMILES: C1=CC=C(C(=C1)C2=CC=CC=C2OC3=C(C=C(C=C3)N)C(F)(F)F)OC4=C(C=C(C=C4)N)C(F)(F)F
- Topological: 70.5
- Monoisotopic Mass: 504.12724679
- Synonyms: 710323-81-2, 4,4′-((1,1′-Biphenyl)-2,2′-diylbis(oxy))bis(3-(trifluoromethyl)aniline), 4,4′-([1,1′-biphenyl]-2,2′-diylbis(oxy))bis(3-(trifluoromethyl)aniline), 4,4′-[[1,1′-Biphenyl]-2,2′-diylbis(oxy)]bis[3-(trifluoromethyl)aniline], 987-931-4, 2,2′-bis(4-amino-2-trifluoromethylphenoxy)-biphenyl, SCHEMBL19031861, VETKABGDXXVERL-UHFFFAOYSA-N, DB-411779, DB-411780
Application
This compound serves as a key building block in the synthesis of advanced organic materials, particularly for constructing conjugated polymers with tailored optoelectronic properties. Researchers utilize its bifunctional amino groups for polyimide or epoxy resin formulations requiring enhanced thermal stability and chemical resistance. The trifluoromethyl substituents make it valuable in medicinal chemistry for developing bioactive molecules with improved metabolic stability. Its rigid biphenyl scaffold is also employed in ligand design for transition metal catalysis.
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]
Precautionary Statements
- P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
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