Description

5-(7-Bromobenzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde (CAS No. 1309922-61-9) is a high-purity heterocyclic organic compound with the molecular formula C₁₁H₅BrN₂OS₂. This specialized chemical features a benzo[c][1,2,5]thiadiazole core functionalized with a bromo substituent at the 7-position and a thiophene-2-carbaldehyde moiety at the 4-position. The compound is characterized by its unique electronic properties, making it valuable for advanced research in materials science and organic electronics. Supplied as a crystalline solid with ≥95% purity (HPLC), it is ideal for use in cross-coupling reactions, polymer synthesis, and as a building block for optoelectronic materials. Proper storage at 2-8°C under inert atmosphere is recommended to maintain stability.

Properties

• CAS Number: 1309922-61-9
• Complexity: 307
• IUPAC Name: 5-(4-bromo-2,1,3-benzothiadiazol-7-yl)thiophene-2-carbaldehyde
• InChI: InChI=1S/C11H5BrN2OS2/c12-8-3-2-7(10-11(8)14-17-13-10)9-4-1-6(5-15)16-9/h1-5H
• InChI Key: YQPFCPKXTYDRDV-UHFFFAOYSA-N
• Exact Mass: 323.90267
• Molecular Formula: C11H5BrN2OS2
• Molecular Weight: 325.2
• SMILES: C1=C(SC(=C1)C2=CC=C(C3=NSN=C23)Br)C=O
• Topological: 99.3
• Monoisotopic Mass: 323.90267
• Synonyms: 5-(7-bromobenzo[c][1,2,5]thiadiazol-4-yl)thiophene-2-carbaldehyde, 1309922-61-9, SCHEMBL28909433, G66393, 2-Thiophenecarboxaldehyde,5-(7-bromo-2,1,3-benzothiadiazol-4-yl)-, 5-(4-bromo-2,1,3-benzothiadiazol-7-yl)thiophene-2-carbaldehyde

Application

This compound serves as a key intermediate in the synthesis of conjugated polymers and small molecules for organic electronics, particularly in the development of organic photovoltaics (OPVs) and light-emitting diodes (OLEDs). The bromo and aldehyde functional groups enable versatile reactivity for Suzuki coupling, Knoevenagel condensation, and other transformations. Researchers utilize it to construct donor-acceptor type materials with tailored optoelectronic properties. Its rigid π-conjugated structure contributes to enhanced charge transport characteristics in semiconductor applications.

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