Description

2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-didodecylfluorene (CAS No. 749900-93-4) is a high-purity boronate ester derivative of fluorene, designed for advanced applications in organic synthesis and materials science. With the molecular formula C₄₉H₈₀B₂O₄, this compound features two reactive pinacol boronate ester groups at the 2,7-positions of a 9,9-didodecylfluorene core, enabling versatile cross-coupling reactions such as Suzuki-Miyaura couplings. The extended didodecyl chains enhance solubility in organic solvents, making it ideal for solution-processable materials. This compound is particularly valuable in the development of organic electronic materials, including OLEDs, OFETs, and polymer semiconductors. Supplied as a crystalline solid, it is rigorously characterized by ¹H NMR, ¹³C NMR, and HPLC to ensure >98% purity, meeting the stringent requirements of research and industrial applications.

Properties

• CAS Number: 749900-93-4
• Complexity: 1000
• IUPAC Name: 2-[9,9-didodecyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• InChI: InChI=1S/C49H80B2O4/c1-11-13-15-17-19-21-23-25-27-29-35-49(36-30-28-26-24-22-20-18-16-14-12-2)43-37-39(50-52-45(3,4)46(5,6)53-50)31-33-41(43)42-34-32-40(38-44(42)49)51-54-47(7,8)48(9,10)55-51/h31-34,37-38H,11-30,35-36H2,1-10H3
• InChI Key: GFPPDTSBPULCFW-UHFFFAOYSA-N
• Exact Mass: 754.6242714
• Molecular Formula: C49H80B2O4
• Molecular Weight: 754.8
• SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)C4=C(C3(CCCCCCCCCCCC)CCCCCCCCCCCC)C=C(C=C4)B5OC(C(O5)(C)C)(C)C
• Topological: 36.9
• Monoisotopic Mass: 754.6242714
• Synonyms: 749900-93-4, 2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-didodecylfluorene, 2,2′-(9,9-didodecyl-9h-fluorene-2,7-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane), 2-[9,9-didodecyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[9,9-didodecyl-7-(tetramethyl-1,3,2-dioxaborolan-2-yl)fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-[9,9-didodecyl-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, MFCD28126781, SCHEMBL1681942, B4624, T71300, 9,9-Didodecylfluorene-2,7-diboronic Acid Bis(pinacol) Ester

Application

This compound serves as a key monomer in the synthesis of conjugated polymers for organic electronics, enabling high-performance optoelectronic devices. Its boronate ester groups facilitate efficient Suzuki-Miyaura polymerization, yielding materials with tunable bandgaps and charge transport properties. Researchers utilize it to develop emissive layers in OLEDs and active layers in OFETs due to its excellent solubility and stability. It is also employed in the preparation of fluorescent sensors and photovoltaic materials.

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