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Atomfair 2,2′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl C24H32B2O4 CAS 398128-09-1

2,2′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl (CAS: 398128-09-1) is a high-purity biphenyl derivative featuring two dioxaborolane functional groups. With the molecular formula C24H32B2O4, this compound is widely utilized in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stability and reactivity. The IUPAC name, 4,4,5,5-tetramethyl-2-[2-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1,3,2-dioxaborolane , reflects its precise structural configuration. This reagent is ideal for researchers requiring controlled borylation reactions in complex molecular frameworks. Supplied as a crystalline solid, it is rigorously tested for purity and consistency, ensuring reliable performance in sensitive applications.

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Description

2,2′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl (CAS: 398128-09-1) is a high-purity biphenyl derivative featuring two dioxaborolane functional groups. With the molecular formula C24H32B2O4, this compound is widely utilized in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions, due to its stability and reactivity. The IUPAC name, 4,4,5,5-tetramethyl-2-[2-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1,3,2-dioxaborolane, reflects its precise structural configuration. This reagent is ideal for researchers requiring controlled borylation reactions in complex molecular frameworks. Supplied as a crystalline solid, it is rigorously tested for purity and consistency, ensuring reliable performance in sensitive applications.

Properties

  • CAS Number: 398128-09-1
  • Complexity: 547
  • IUPAC Name: 4,4,5,5-tetramethyl-2-[2-[2-(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)19-15-11-9-13-17(19)18-14-10-12-16-20(18)26-29-23(5,6)24(7,8)30-26/h9-16H,1-8H3
  • InChI Key: ZIKMBZIYSBFMMV-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=C2C3=CC=CC=C3B4OC(C(O4)(C)C)(C)C
  • Topological: 36.9
  • Monoisotopic Mass: 406.2486698
  • Synonyms: 398128-09-1, 2,2′-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,1′-biphenyl, 2,2′-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)biphenyl, MFCD30729880, 4,4,5,5-tetramethyl-2-[2′-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1′-biphenyl]-2-yl]-1,3,2-dioxaborolane, 4,4,5,5-tetramethyl-2-[2-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]phenyl]-1,3,2-dioxaborolane, Biphenyl-2,2′-diboronic Acid Bis(pinacol) Ester, SCHEMBL20232183, AKOS037644812, AS-55352, SY060211, B5703, CS-0163097, T70878, Biphenyl-2,2 inverted exclamation mark -diboronic Acid Bis(pinacol) Ester

Application

This compound is primarily employed as a boronating agent in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds in pharmaceutical and materials science research. Its stability under ambient conditions makes it suitable for use in air-sensitive synthetic protocols. Additionally, it serves as a key intermediate in the synthesis of conjugated polymers and organic electronic materials. Researchers value its predictable reactivity and compatibility with a wide range of substrates.

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