Description

5,5′-Bis(trimethylstannyl)-2,2′-bithiazole (CAS No. 156367-17-8) is a highly specialized organotin compound with the molecular formula C₁₂H₂₀N₂S₂Sn₂. This bithiazole derivative features two trimethylstannyl groups, making it a valuable reagent in advanced synthetic chemistry and materials science applications. Its IUPAC name, trimethyl-[2-(5-trimethylstannyl-1,3-thiazol-2-yl)-1,3-thiazol-5-yl]stannane, reflects its precise structural configuration. This compound is particularly useful in Stille coupling reactions, where it serves as a key intermediate for constructing complex heterocyclic frameworks. Supplied as a high-purity solid, it is rigorously tested for quality and stability, ensuring optimal performance in sensitive research applications. Store under inert conditions to maintain reactivity and shelf life.

Properties

• CAS Number: 156367-17-8
• Complexity: 271
• IUPAC Name: trimethyl-[2-(5-trimethylstannylthiazol-2-yl)thiazol-5-yl]stannane
• InChI: InChI=1S/C6H2N2S2.6CH3.2Sn/c1-3-9-5(7-1)6-8-2-4-10-6;;;;;;;;/h1-2H;6*1H3;;
• InChI Key: KGCTTXKCIXIGRZ-UHFFFAOYSA-N
• Exact Mass: 493.91060
• Molecular Formula: C12H20N2S2Sn2
• Molecular Weight: 493.9
• SMILES: C[Sn](C)(C)C1=CN=C(S1)C2=NC=C(S2)[Sn](C)(C)C
• Topological: 82.3
• Monoisotopic Mass: 495.91120
• Synonyms: 5,5′-Bis(trimethylstannyl)-2,2′-bithiazole, SCHEMBL2279349, 156367-17-8

Application

5,5′-Bis(trimethylstannyl)-2,2′-bithiazole is primarily employed in Stille cross-coupling reactions, enabling the synthesis of conjugated polymers and heterocyclic compounds for optoelectronic materials. It also serves as a precursor in the development of organic semiconductors and photovoltaic materials due to its electron-rich bithiazole core. Researchers utilize this compound to explore novel catalytic systems and metal-organic frameworks (MOFs) with tailored properties.

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