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Atomfair 3,3′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl C24H32B2O4 CAS 850264-92-5

3,3′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl (CAS: 850264-92-5) is a high-purity borylated biphenyl compound with the molecular formula C24H32B2O4. This organoboron reagent features two pinacol boronate ester groups symmetrically positioned on a biphenyl scaffold, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. The sterically hindered tetramethyl dioxaborolane moieties enhance stability while maintaining reactivity. Supplied as a crystalline solid, this compound is rigorously characterized by1H NMR,13C NMR, and HPLC to ensure ≥95% purity. Ideal for pharmaceutical research, materials science, and conjugated polymer synthesis. Store under inert atmosphere at 2-8°C to maintain optimal stability.

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Description

3,3′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl (CAS: 850264-92-5) is a high-purity borylated biphenyl compound with the molecular formula C24H32B2O4. This organoboron reagent features two pinacol boronate ester groups symmetrically positioned on a biphenyl scaffold, making it a versatile intermediate for Suzuki-Miyaura cross-coupling reactions and other transition-metal-catalyzed transformations. The sterically hindered tetramethyl dioxaborolane moieties enhance stability while maintaining reactivity. Supplied as a crystalline solid, this compound is rigorously characterized by 1H NMR, 13C NMR, and HPLC to ensure ≥95% purity. Ideal for pharmaceutical research, materials science, and conjugated polymer synthesis. Store under inert atmosphere at 2-8°C to maintain optimal stability.

Properties

  • CAS Number: 850264-92-5
  • Complexity: 547
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[3-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1,3,2-dioxaborolane
  • InChI: InChI=1S/C24H32B2O4/c1-21(2)22(3,4)28-25(27-21)19-13-9-11-17(15-19)18-12-10-14-20(16-18)26-29-23(5,6)24(7,8)30-26/h9-16H,1-8H3
  • InChI Key: CDDAYWROTQQONU-UHFFFAOYSA-N
  • Exact Mass: 406.2486698
  • Molecular Formula: C24H32B2O4
  • Molecular Weight: 406.1
  • SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC(=CC=C2)C3=CC=CC(=C3)B4OC(C(O4)(C)C)(C)C
  • Topological: 36.9
  • Monoisotopic Mass: 406.2486698
  • Synonyms: 850264-92-5, 3,3′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl, 2,2′-[1,1′-Biphenyl]-3,3′-diylbis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane], 2,2′-[1,1′-biphenyl]-3,3′-diylbis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-[3′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-3-yl]-1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-[3-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1,3,2-dioxaborolane, MFCD32062863, SCHEMBL806784, AKOS037647286, AS-73159, B5704, CS-0343553, D89158, 1,1”-biphenyl-3,3”-bis(boronic Acid Pinacol Ester), 2,2 inverted exclamation marka-[1,1 inverted exclamation marka-Biphenyl]-3,3 inverted exclamation marka-diylbis[4,4,5,5-tetramethyl-1,3,2-dioxaborolane]

Application

This bifunctional boronic ester serves as a key building block in the synthesis of extended π-conjugated systems for organic electronics, including OLEDs and OFETs. It enables precise construction of biphenyl-based frameworks in medicinal chemistry for kinase inhibitor development. The compound’s dual reactivity allows efficient polymerization in conjugated polymer synthesis for photovoltaic applications.

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Disclaimer

Intended Use & Restrictions

This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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