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Atomfair (3,3′-Dimethoxy-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane) C16H26O2S2Sn2 CAS 1248460-50-5

(3,3′-Dimethoxy-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane) (CAS: 1248460-50-5) is a high-purity organotin compound with the molecular formula C16H26O2S2Sn2. This specialized reagent features a bithiophene core functionalized with methoxy groups and trimethylstannyl moieties, making it an invaluable building block for advanced organic synthesis and materials science applications. Its precise structure, [4-methoxy-5-(3-methoxy-5-trimethylstannylthiophen-2-yl)thiophen-2-yl]-trimethylstannane , enables controlled cross-coupling reactions (e.g., Stille coupling) for constructing conjugated systems. Supplied as a stable solid with rigorously verified purity via NMR and HPLC, this compound is ideal for developing organic semiconductors, photovoltaic materials, and conductive polymers. Store under inert atmosphere at -20°C to maintain reactivity.

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Description

(3,3′-Dimethoxy-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane) (CAS: 1248460-50-5) is a high-purity organotin compound with the molecular formula C16H26O2S2Sn2. This specialized reagent features a bithiophene core functionalized with methoxy groups and trimethylstannyl moieties, making it an invaluable building block for advanced organic synthesis and materials science applications. Its precise structure, [4-methoxy-5-(3-methoxy-5-trimethylstannylthiophen-2-yl)thiophen-2-yl]-trimethylstannane, enables controlled cross-coupling reactions (e.g., Stille coupling) for constructing conjugated systems. Supplied as a stable solid with rigorously verified purity via NMR and HPLC, this compound is ideal for developing organic semiconductors, photovoltaic materials, and conductive polymers. Store under inert atmosphere at -20°C to maintain reactivity.

Properties

  • CAS Number: 1248460-50-5
  • Complexity: 345
  • IUPAC Name: [4-methoxy-5-(3-methoxy-5-trimethylstannyl-2-thienyl)-2-thienyl]-trimethyl-stannane
  • InChI: InChI=1S/C10H8O2S2.6CH3.2Sn/c1-11-7-3-5-13-9(7)10-8(12-2)4-6-14-10;;;;;;;;/h3-4H,1-2H3;6*1H3;;
  • InChI Key: RRHBTHWWTOYMNQ-UHFFFAOYSA-N
  • Exact Mass: 551.94123
  • Molecular Formula: C16H26O2S2Sn2
  • Molecular Weight: 551.9
  • SMILES: COC1=C(SC(=C1)[Sn](C)(C)C)C2=C(C=C(S2)[Sn](C)(C)C)OC
  • Topological: 74.9
  • Monoisotopic Mass: 553.94183
  • Synonyms: (3,3′-dimethoxy-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane), 1248460-50-5, SCHEMBL3104396

Application

This compound serves as a critical precursor in Stille coupling reactions for synthesizing extended π-conjugated systems in organic electronics. Researchers utilize it to create donor-acceptor copolymers for organic photovoltaics (OPVs) and field-effect transistors (OFETs). The methoxy groups enhance solubility while the stannyl groups enable efficient coupling with aryl/vinyl halides. Particularly valuable for developing low-bandgap materials in third-generation solar cells.

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Disclaimer

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