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Atomfair (3,3′-Bis(2-ethylhexyl)-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane) C30H54S2Sn2 CAS 1535196-15-6

(3,3′-Bis(2-ethylhexyl)-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane) (CAS: 1535196-15-6) is a high-purity organotin compound with the molecular formula C30H54S2Sn2. This specialized chemical features a bithiophene core functionalized with 2-ethylhexyl side chains and trimethylstannyl groups, making it a valuable precursor for conjugated polymer synthesis and organic electronic applications. Its well-defined structure ensures consistent performance in controlled polymerization reactions, particularly in Stille coupling for constructing π-conjugated systems. The compound is supplied as a stable solid under inert conditions, with rigorous QC ensuring >95% purity (HPLC). Researchers can rely on this reagent for precise molecular engineering of advanced materials with tailored optoelectronic properties.

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Description

(3,3′-Bis(2-ethylhexyl)-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane) (CAS: 1535196-15-6) is a high-purity organotin compound with the molecular formula C30H54S2Sn2. This specialized chemical features a bithiophene core functionalized with 2-ethylhexyl side chains and trimethylstannyl groups, making it a valuable precursor for conjugated polymer synthesis and organic electronic applications. Its well-defined structure ensures consistent performance in controlled polymerization reactions, particularly in Stille coupling for constructing π-conjugated systems. The compound is supplied as a stable solid under inert conditions, with rigorous QC ensuring >95% purity (HPLC). Researchers can rely on this reagent for precise molecular engineering of advanced materials with tailored optoelectronic properties.

Properties

  • CAS Number: 1535196-15-6
  • Complexity: 517
  • IUPAC Name: [4-(2-ethylhexyl)-5-[3-(2-ethylhexyl)-5-trimethylstannyl-2-thienyl]-2-thienyl]-trimethyl-stannane
  • InChI: InChI=1S/C24H36S2.6CH3.2Sn/c1-5-9-11-19(7-3)17-21-13-15-25-23(21)24-22(14-16-26-24)18-20(8-4)12-10-6-2;;;;;;;;/h13-14,19-20H,5-12,17-18H2,1-4H3;6*1H3;;
  • InChI Key: AMWPEBDAOJPXCQ-UHFFFAOYSA-N
  • Exact Mass: 716.17050
  • Molecular Formula: C30H54S2Sn2
  • Molecular Weight: 716.3
  • SMILES: CCCCC(CC)CC1=C(SC(=C1)[Sn](C)(C)C)C2=C(C=C(S2)[Sn](C)(C)C)CC(CC)CCCC
  • Topological: 56.5
  • Monoisotopic Mass: 718.17110
  • Synonyms: (3,3′-Bis(2-ethylhexyl)-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane), 1535196-15-6

Application

This stannylated bithiophene derivative is primarily employed as a monomer in Stille polycondensation reactions to synthesize conjugated polymers for organic photovoltaics (OPV) and field-effect transistors (OFETs). Its extended π-system and solubilizing 2-ethylhexyl groups enable the production of high-mobility semiconducting materials with solution processability. The compound has shown particular utility in creating donor-acceptor copolymers when coupled with electron-deficient comonomers. Recent studies have demonstrated its effectiveness in bulk heterojunction solar cells achieving PCEs >8%.

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Disclaimer

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This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
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