Description

4,7-Bis(4-dodecyl-5-(trimethylstannyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole (CAS No. 1774375-83-5) is a high-purity organotin compound with the molecular formula C₄₄H₇₂N₂S₃Sn₂. This specialized chemical features a benzothiadiazole core flanked by dodecyl-substituted thiophene rings, each terminated with a trimethylstannyl group. Its unique structure makes it an excellent candidate for advanced materials research, particularly in the development of organic semiconductors, photovoltaic materials, and conductive polymers. The compound is synthesized under stringent conditions to ensure optimal purity and performance, making it ideal for researchers exploring novel optoelectronic properties. Proper handling and storage under inert conditions are recommended due to the presence of organotin moieties.

Properties

• CAS Number: 1774375-83-5
• Complexity: 853
• IUPAC Name: [3-dodecyl-5-[4-(4-dodecyl-5-trimethylstannyl-2-thienyl)-2,1,3-benzothiadiazol-7-yl]-2-thienyl]-trimethyl-stannane
• InChI: InChI=1S/C38H54N2S3.6CH3.2Sn/c1-3-5-7-9-11-13-15-17-19-21-23-31-27-35(41-29-31)33-25-26-34(38-37(33)39-43-40-38)36-28-32(30-42-36)24-22-20-18-16-14-12-10-8-6-4-2;;;;;;;;/h25-28H,3-24H2,1-2H3;6*1H3;;
• InChI Key: UIXIIOYURJNDEI-UHFFFAOYSA-N
• Exact Mass: 962.28957
• Molecular Formula: C44H72N2S3Sn2
• Molecular Weight: 962.7
• SMILES: CCCCCCCCCCCCC1=C(SC(=C1)C2=CC=C(C3=NSN=C23)C4=CC(=C(S4)[Sn](C)(C)C)CCCCCCCCCCCC)[Sn](C)(C)C
• Topological: 111
• Monoisotopic Mass: 964.29017
• Synonyms: 4,7-Bis(4-dodecyl-5-(trimethylstannyl)thiophen-2-yl)benzo[c][1,2,5]thiadiazole, 1774375-83-5

Application

This compound is primarily used in the synthesis of high-performance organic electronic materials, such as polymer solar cells and organic field-effect transistors (OFETs). Its extended conjugated system and electron-deficient benzothiadiazole unit enhance charge transport properties in thin-film devices. Researchers also utilize it as a key intermediate in the development of near-infrared (NIR) absorbing dyes and as a building block for supramolecular assemblies. Its organotin groups facilitate cross-coupling reactions in complex molecular architectures.

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