Description

2,5,8-Tris(trimethylstannyl)benzo[1,2-b:3,4-b’:5,6-b”]trithiophene (CAS No. 1289556-30-4) is a highly specialized organotin compound with the molecular formula C₂₁H₃₀S₃Sn₃. This compound features a benzo[1,2-b:3,4-b’:5,6-b”]trithiophene core functionalized with three trimethylstannyl groups, making it a valuable precursor for advanced materials synthesis, particularly in the field of organic electronics and optoelectronics. Its IUPAC name, [9,14-bis(trimethylstannyl)-3,8,13-trithiatetracyclo[10.3.0.0^2,6.0^7,11]pentadeca-1,4,6,9,11,14-hexaen-4-yl]-trimethylstannane, reflects its complex polycyclic structure. The compound is supplied as a high-purity solid, suitable for research and development applications requiring precise stoichiometric control. Due to its air- and moisture-sensitive nature, it should be stored under inert conditions and handled with appropriate safety precautions.

Properties

• CAS Number: 1289556-30-4
• Complexity: 490
• IUPAC Name: [9,14-bis(trimethylstannyl)-3,8,13-trithiatetracyclo[10.3.0.02,6.07,11]pentadeca-1,4,6,9,11,14-hexaen-4-yl]-trimethyl-stannane
• InChI: InChI=1S/C12H3S3.9CH3.3Sn/c1-4-13-10-7(1)11-9(2-5-14-11)12-8(10)3-6-15-12;;;;;;;;;;;;/h1-3H;9*1H3;;;
• InChI Key: KUZMAMYMPKENER-UHFFFAOYSA-N
• Exact Mass: 735.85698
• Molecular Formula: C21H30S3Sn3
• Molecular Weight: 734.8
• SMILES: C[Sn](C)(C)C1=CC2=C3C(=C4C(=C2S1)C=C(S4)[Sn](C)(C)C)C=C(S3)[Sn](C)(C)C
• Topological: 84.7
• Monoisotopic Mass: 737.85757
• Synonyms: 1289556-30-4, 2,5,8-Tris(trimethylstannyl)benzo[1,2-b, 2,5,8-Tris(trimethylstannyl)benzo[1,2-b:3,4-b’:5,6-b”]trithiophene, Stannane,1,1′,1”-benzo[1,2-b:3,4-b’:5,6-b”]trithiophene-2,5,8-triyltris[1,1,1-trimethyl-

Application

This stannylated trithiophene derivative is primarily employed as a key intermediate in the synthesis of conjugated polymers and small molecules for organic photovoltaic (OPV) devices and field-effect transistors (OFETs). The trimethylstannyl groups facilitate efficient Stille coupling reactions, enabling the construction of extended π-conjugated systems with tailored electronic properties. Researchers utilize this compound to develop novel donor-acceptor materials for high-performance solar cells. Its unique structure also makes it suitable for studying charge transport mechanisms in thiophene-based semiconductors.

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