Description

[4-[2-(2-Methoxyethoxy)ethoxy]-5-[3-[2-(2-methoxyethoxy)ethoxy]-5-trimethylstannylthiophen-2-yl]thiophen-2-yl]-trimethylstannane (CAS: 2575564-01-9) is a high-purity organotin compound featuring a bithiophene core functionalized with oligo(ethylene glycol) ether chains and trimethylstannyl groups. With the molecular formula C₂₄H₄₂O₆S₂Sn₂, this specialized reagent is designed for advanced applications in organic electronics and polymer chemistry. The presence of stannyl groups enables efficient Stille cross-coupling reactions, while the ethylene glycol side chains enhance solubility in polar solvents, making it ideal for solution-processable materials. This compound is rigorously characterized by ¹H NMR, ¹³C NMR, and mass spectrometry to ensure batch-to-batch consistency. Packaged under inert gas to prevent degradation, it is suited for researchers developing conductive polymers, organic semiconductors, or metal-organic frameworks (MOFs).

Properties

• CAS Number: 2575564-01-9
• Complexity: 513
• IUPAC Name: [4-[2-(2-methoxyethoxy)ethoxy]-5-[3-[2-(2-methoxyethoxy)ethoxy]-5-trimethylstannyl-2-thienyl]-2-thienyl]-trimethyl-stannane
• InChI: InChI=1S/C18H24O6S2.6CH3.2Sn/c1-19-5-7-21-9-11-23-15-3-13-25-17(15)18-16(4-14-26-18)24-12-10-22-8-6-20-2;;;;;;;;/h3-4H,5-12H2,1-2H3;6*1H3;;
• InChI Key: BRMNYVZLVMIGNI-UHFFFAOYSA-N
• Exact Mass: 728.04609
• Molecular Formula: C24H42O6S2Sn2
• Molecular Weight: 728.1
• SMILES: COCCOCCOC1=C(SC(=C1)[Sn](C)(C)C)C2=C(C=C(S2)[Sn](C)(C)C)OCCOCCOC
• Topological: 112
• Monoisotopic Mass: 730.04669
• Synonyms: 2575564-01-9, (3,3′-Bis(2-(2-methoxyethoxy)ethoxy)-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylstannane)

Application

This compound serves as a key monomer in Stille polymerization for synthesizing conjugated polymers with tunable optoelectronic properties. Its ethylene glycol side chains facilitate processing in organic solvents, enabling thin-film fabrication for OFETs or OPVs. Researchers also employ it in the development of stretchable electronics due to its flexible backbone. The dual stannyl groups allow for controlled copolymerization with aryl halides, making it valuable for precision macromolecular engineering.

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