Atomfair (3,6-Dimethoxythieno[3,2-b]thiophene-2,5-diyl)bis(trimethylstannane) C14H24O2S2Sn2 CAS 1801357-03-8

Description

(3,6-Dimethoxythieno[3,2-b]thiophene-2,5-diyl)bis(trimethylstannane) (CAS No. 1801357-03-8) is a high-purity organotin compound with the molecular formula C₁₄H₂₄O₂S₂Sn₂. This specialized chemical features a thieno[3,2-b]thiophene core symmetrically functionalized with methoxy groups at the 3- and 6-positions and trimethylstannyl groups at the 2- and 5-positions. The compound is particularly valuable in advanced materials research, especially in the synthesis of conjugated polymers and small molecules for organic electronic applications. Its unique structure enables precise control over electronic properties in donor-acceptor systems. Supplied as a stable solid, this reagent is rigorously characterized by ¹H NMR, ¹³C NMR, and mass spectrometry to ensure superior quality for demanding synthetic applications. Store under inert atmosphere at -20°C to maintain optimal stability.

Properties

• CAS Number: 1801357-03-8
• Complexity: 320
• IUPAC Name: (3,6-dimethoxy-5-trimethylstannyl-thieno[3,2-b]thiophen-2-yl)-trimethyl-stannane
• InChI: InChI=1S/C8H6O2S2.6CH3.2Sn/c1-9-5-3-11-8-6(10-2)4-12-7(5)8;;;;;;;;/h1-2H3;6*1H3;;
• InChI Key: UTUIUWNXQMSECA-UHFFFAOYSA-N
• Exact Mass: 525.92558
• Molecular Formula: C14H24O2S2Sn2
• Molecular Weight: 525.9
• SMILES: COC1=C(SC2=C1SC(=C2OC)[Sn](C)(C)C)[Sn](C)(C)C
• Topological: 74.9
• Monoisotopic Mass: 527.92618
• Synonyms: (3,6-Dimethoxythieno[3,2-b]thiophene-2,5-diyl)bis(trimethylstannane), 1801357-03-8

Application

This stannylated thienothiophene derivative serves as a key monomer in Stille cross-coupling reactions for constructing conjugated polymers with tailored optoelectronic properties. It finds particular utility in synthesizing donor materials for organic photovoltaics (OPVs) and field-effect transistors (OFETs). The compound’s dimethoxy substitution pattern enhances electron-donating character while the bis(trimethylstannyl) functionality enables efficient polymerization. Researchers employ this building block to develop low-bandgap materials for improved light absorption in solar cell applications. Its structural features also facilitate the creation of highly ordered π-conjugated systems with enhanced charge transport characteristics.

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