Description

2,5-Bis(tributylstannyl)-3,4-ethylenedioxythiophene (CAS No. 291308-76-4) is a high-purity organotin compound with the molecular formula C₃₀H₅₈O₂SSn₂. This specialized chemical features a 3,4-ethylenedioxythiophene (EDOT) core functionalized with tributylstannyl groups at the 2 and 5 positions, making it a valuable precursor for conductive polymer synthesis and organometallic catalysis. Its IUPAC name is tributyl-(5-tributylstannyl-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)stannane, and it is supplied as a stable, moisture-sensitive solid under inert conditions. Ideal for researchers developing advanced materials, this compound is particularly useful in Stille coupling reactions to create π-conjugated polymers for organic electronics. Store in a cool, dry place under argon or nitrogen to prevent degradation.

Properties

• CAS Number: 291308-76-4
• Complexity: 457
• IUPAC Name: tributyl-(5-tributylstannyl-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)stannane
• InChI: InChI=1S/C6H4O2S.6C4H9.2Sn/c1-2-8-6-4-9-3-5(6)7-1;6*1-3-4-2;;/h1-2H2;6*1,3-4H2,2H3;;
• InChI Key: IVXQUINNUFGWID-UHFFFAOYSA-N
• Exact Mass: 720.21956
• Molecular Formula: C30H58O2SSn2
• Molecular Weight: 720.3
• SMILES: CCCC[Sn](CCCC)(CCCC)C1=C2C(=C(S1)[Sn](CCCC)(CCCC)CCCC)OCCO2
• Topological: 46.7
• Monoisotopic Mass: 722.22016
• Synonyms: 2,5-BIS(TRIBUTYLSTANNYL)-3,4-ETHYLENEDIOXYTHIOPHENE, 291308-76-4, tributyl-(5-tributylstannyl-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl)stannane, Stannane, 1,1′-(2,3-dihydrothieno[3,4-b]-1,4-dioxin-5,7-diyl)bis[1,1,1-tributyl-, SCHEMBL1984969, DTXSID90579179, IVXQUINNUFGWID-UHFFFAOYSA-N, 5,7-bis(tributylstannyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine, (2,3-Dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(tributylstannane)

Application

This compound serves as a key monomer in Stille cross-coupling polymerizations for synthesizing conductive polymers like PEDOT analogs. It enables precise tuning of optoelectronic properties in organic semiconductors for applications in OLEDs, solar cells, and flexible electronics. Researchers also utilize it to create tin-functionalized EDOT derivatives for catalytic and sensing applications.

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