Description

4,7-Bis(5-bromothiophen-2-yl)-5,6-dinitrobenzo[c][1,2,5]thiadiazole (CAS: 1000000-27-0) is a high-purity, synthetic organic compound with the molecular formula C₁₄H₄Br₂N₄O₄S₃. This compound features a benzothiadiazole core functionalized with bromothiophene and nitro groups, making it a valuable intermediate for advanced materials research. Its unique structure is ideal for applications in organic electronics, including organic photovoltaics (OPVs), organic field-effect transistors (OFETs), and conductive polymers. The presence of bromine atoms allows for further functionalization via cross-coupling reactions, while the nitro groups enhance electron-accepting properties. This product is supplied as a fine powder with ≥95% purity (HPLC), ensuring consistency for sensitive experimental work. Store in a cool, dry place, protected from light and moisture.

Properties

• CAS Number: 1000000-27-0
• Complexity: 562
• IUPAC Name: 4,7-bis(5-bromo-2-thienyl)-5,6-dinitro-2,1,3-benzothiadiazole
• InChI: InChI=1S/C14H4Br2N4O4S3/c15-7-3-1-5(25-7)9-11-12(18-27-17-11)10(6-2-4-8(16)26-6)14(20(23)24)13(9)19(21)22/h1-4H
• InChI Key: AYCNHQHHAXSGTM-UHFFFAOYSA-N
• Exact Mass: 547.77409
• Molecular Formula: C14H4Br2N4O4S3
• Molecular Weight: 548.2
• SMILES: C1=C(SC(=C1)Br)C2=C(C(=C(C3=NSN=C23)C4=CC=C(S4)Br)[N+](=O)[O-])[N+](=O)[O-]
• Topological: 202
• Monoisotopic Mass: 545.77614
• Synonyms: 4,7-bis(5-bromothiophen-2-yl)-5,6-dinitrobenzo[c][1,2,5]thiadiazole, SCHEMBL15559884, AYCNHQHHAXSGTM-UHFFFAOYSA-N, ZB0873, 4,7-bis(5-bromothiophen-2-yl)-5,6-dinitrobenzo[1,2,5]thiadiazole, 1000000-27-0

Application

This compound serves as a key building block in the synthesis of conjugated polymers for organic electronic devices. Its electron-deficient benzothiadiazole core enhances charge transport properties in photovoltaic materials. Researchers utilize it to develop low-bandgap polymers for efficient light absorption in solar cells. The brominated thiophene groups enable further polymerization via Suzuki or Stille coupling reactions. It is also investigated as a dopant or additive in organic semiconductor formulations.

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