Description
3-Fluoro-N,N-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (CAS: 2459726-22-6) is a highly specialized boronic ester derivative designed for advanced synthetic and catalytic applications. With the molecular formula C26H29BFNO4, this compound features a unique combination of fluoro, methoxy, and dioxaborolane functional groups, making it an invaluable building block in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. The presence of the 4,4,5,5-tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability and reactivity under mild conditions. This high-purity reagent is rigorously tested for quality, ensuring optimal performance in research and industrial applications. Suitable for use in pharmaceutical intermediates, materials science, and agrochemical development.
Properties
- CAS Number: 2459726-22-6
- Complexity: 594
- IUPAC Name: 3-fluoro-N,N-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
- InChI: InChI=1S/C26H29BFNO4/c1-25(2)26(3,4)33-27(32-25)23-16-11-20(17-24(23)28)29(18-7-12-21(30-5)13-8-18)19-9-14-22(31-6)15-10-19/h7-17H,1-6H3
- InChI Key: VZVQLTFIYFWVAO-UHFFFAOYSA-N
- Exact Mass: 449.2173667
- Molecular Formula: C26H29BFNO4
- Molecular Weight: 449.3
- SMILES: B1(OC(C(O1)(C)C)(C)C)C2=C(C=C(C=C2)N(C3=CC=C(C=C3)OC)C4=CC=C(C=C4)OC)F
- Topological: 40.2
- Monoisotopic Mass: 449.2173667
- Synonyms: 3-Fluoro-N,N-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline, 2459726-22-6
Application
This compound is primarily used as a key intermediate in palladium-catalyzed cross-coupling reactions, enabling the synthesis of complex biaryl structures. Its stability and reactivity make it ideal for constructing fluorinated aromatic systems in drug discovery. Researchers also employ it in the development of organic electronic materials due to its electron-rich aniline backbone. Additionally, it serves as a precursor for boron-containing polymers and sensors.
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