Description
2-Bromo-9,9′-spirobi[9H-fluorene] (CAS No. 171408-76-7) is a high-purity brominated spirobifluorene derivative with the molecular formula C25H15Br. This compound features a unique spiro-conjugated structure, making it an essential building block in organic electronics, optoelectronics, and advanced material science applications. Its rigid, planar geometry and bromine substitution enhance its utility in cross-coupling reactions, such as Suzuki-Miyaura and Stille couplings, enabling the synthesis of complex π-conjugated systems. Ideal for researchers developing organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and other semiconductor devices, this compound is supplied with rigorous QC validation to ensure consistency and performance. Packaged under inert conditions to maintain stability, it is a must-have for cutting-edge synthetic and materials chemistry.
Properties
- CAS Number: 171408-76-7
- Complexity: 518
- IUPAC Name: 2-bromo-9,9′-spirobi[fluorene]
- InChI: InChI=1S/C25H15Br/c26-16-13-14-20-19-9-3-6-12-23(19)25(24(20)15-16)21-10-4-1-7-17(21)18-8-2-5-11-22(18)25/h1-15H
- InChI Key: ONCCVJKFWKAZAE-UHFFFAOYSA-N
- Exact Mass: 394.03571
- Molecular Formula: C25H15Br
- Molecular Weight: 395.3
- SMILES: C1=CC=C2C(=C1)C3=C(C24C5=CC=CC=C5C6=CC=CC=C46)C=C(C=C3)Br
- Monoisotopic Mass: 394.03571
- Synonyms: 2-Bromo-9,9′-spirobi[9H-fluorene], 2-Bromo-9,9′-spirobi(9H-fluorene), 171408-76-7, 2-bromo-9,9′-spirobi[fluorene], 2-BROMO-9,9′-SPIROBIFLUORENE, 2-Bromospirobifluorene, MFCD08704217, 2-Bromo-9,9/’-spirobifluorene, 2-bromo-9,9′-spirobi(fluorene), 9,9′-Spirobi[9H-fluorene], 2-bromo-, 2-BroMo-9,9′-spirobiflu, SCHEMBL783463, 2-Bromo-9,9 inverted exclamation mark -spirobifluorene, 2-Bromo-9,9′-spirobifluorene, DTXSID70571010, CX1124, AKOS015835434, AC-4886, GS-0944, 2-Bromo-9,9′-spirobifluorene, 98.0%, SY037117, B3560, CS-0020081
Application
2-Bromo-9,9′-spirobi[9H-fluorene] is widely used as a key intermediate in the synthesis of organic semiconductors and hole-transport materials for OLEDs. Its bromine moiety facilitates efficient palladium-catalyzed coupling reactions, enabling the construction of extended π-systems for optoelectronic applications. Researchers also employ it to modify polymer backbones, enhancing charge carrier mobility in thin-film transistors. Additionally, its spirobifluorene core contributes to high thermal and morphological stability in device fabrication.
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