Description

(9,9-Dioctyl-9H-fluorene-2,7-diyl)bis(trimethylstannane) (CAS: 928846-26-8) is a high-purity organotin compound with the molecular formula C₃₅H₅₈Sn₂. This advanced reagent features a fluorene core functionalized with two trimethylstannyl groups at the 2,7-positions and octyl chains at the 9-position, offering unique reactivity for cross-coupling reactions. Its well-defined structure makes it particularly valuable as a monomer for synthesizing conjugated polymers via Stille polycondensation. The dioctylfluorene backbone provides excellent solubility in common organic solvents while maintaining thermal stability. Supplied as a moisture-sensitive solid, this compound should be stored under inert atmosphere at -20°C. Typical purity ≥95% by ¹H NMR. Ideal for researchers developing organic electronic materials including OLEDs, OFETs, and photovoltaic devices.

Properties

• CAS Number: 928846-26-8
• Complexity: 585
• IUPAC Name: (9,9-dioctyl-7-trimethylstannyl-fluoren-2-yl)-trimethyl-stannane
• InChI: InChI=1S/C29H40.6CH3.2Sn/c1-3-5-7-9-11-17-23-29(24-18-12-10-8-6-4-2)27-21-15-13-19-25(27)26-20-14-16-22-28(26)29;;;;;;;;/h13-14,19-22H,3-12,17-18,23-24H2,1-2H3;6*1H3;;
• InChI Key: IZXSFGHJQYILFJ-UHFFFAOYSA-N
• Exact Mass: 716.25766
• Molecular Formula: C35H58Sn2
• Molecular Weight: 716.3
• SMILES: CCCCCCCCC1(C2=C(C=CC(=C2)[Sn](C)(C)C)C3=C1C=C(C=C3)[Sn](C)(C)C)CCCCCCCC
• Monoisotopic Mass: 718.25826
• Synonyms: (9,9-Dioctyl-9H-fluorene-2,7-diyl)bis(trimethylstannane), 928846-26-8, SCHEMBL1636654

Application

This organotin compound serves as a crucial building block in materials science, particularly for synthesizing conjugated polymers through Stille coupling reactions. Researchers utilize it to create fluorene-based copolymers with tailored optoelectronic properties for organic light-emitting diodes (OLEDs) and organic photovoltaics. The compound’s structure enables precise control over polymer backbone architecture, allowing optimization of charge transport characteristics. Its applications extend to creating semiconducting materials for thin-film transistors and other organic electronic devices requiring high hole mobility.

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