Description

(4,4,9,9-Tetrabutyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(trimethylstannane) (CAS: 2247824-99-1) is a high-purity organotin compound with the molecular formula C₃₈H₅₈S₂Sn₂. This advanced chemical is designed for specialized applications in materials science, particularly in the synthesis of organic semiconductors and conjugated polymers. Its unique pentacyclic structure, featuring dual trimethylstannyl groups and tetrabutyl substituents, enables precise cross-coupling reactions such as Stille polymerization, making it invaluable for constructing high-performance optoelectronic materials. Strictly handled under inert conditions to ensure stability, this compound is ideal for researchers developing next-generation organic photovoltaics (OPVs), field-effect transistors (OFETs), and light-emitting diodes (OLEDs). Each batch undergoes rigorous QC testing, including ¹H/¹³C NMR and HPLC analysis, to guarantee ≥95% purity.

Properties

• CAS Number: 2247824-99-1
• Complexity: 801
• IUPAC Name: trimethyl-(9,9,18,18-tetrabutyl-15-trimethylstannyl-5,14-dithiapentacyclo[10.6.0.03,10.04,8.013,17]octadeca-1(12),2,4(8),6,10,13(17),15-heptaen-6-yl)stannane
• InChI: InChI=1S/C32H40S2.6CH3.2Sn/c1-5-9-15-31(16-10-6-2)25-13-19-33-29(25)23-22-28-24(21-27(23)31)30-26(14-20-34-30)32(28,17-11-7-3)18-12-8-4;;;;;;;;/h13-14,21-22H,5-12,15-18H2,1-4H3;6*1H3;;
• InChI Key: OMBXVCQNDXGXPW-UHFFFAOYSA-N
• Exact Mass: 816.20180
• Molecular Formula: C38H58S2Sn2
• Molecular Weight: 816.4
• SMILES: CCCCC1(C2=CC3=C(C=C2C4=C1C=C(S4)[Sn](C)(C)C)C(C5=C3SC(=C5)[Sn](C)(C)C)(CCCC)CCCC)CCCC
• Topological: 56.5
• Monoisotopic Mass: 818.20240
• Synonyms: (4,4,9,9-tetrabutyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene-2,7-diyl)bis(trimethylstannane), 2247824-99-1

Application

This stannane derivative serves as a critical monomer in Stille-type polycondensation reactions for creating π-conjugated polymers with tailored bandgaps. Its rigid indacenodithiophene core enhances charge carrier mobility in organic electronic devices. Primary applications include synthesizing donor-acceptor copolymers for bulk heterojunction solar cells and as a building block for high-performance ambipolar semiconductors. The compound’s air-sensitive nature requires glovebox handling for optimal results.

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