Description
5,5′-Di(thiophen-2-yl)-2,2′-bipyridine (CAS No. 182631-76-1) is a high-purity heterocyclic organic compound with the molecular formula C18H12N2S2. This bipyridine derivative features thiophene substituents at the 5- and 5′-positions, enhancing its electronic and coordination properties. Its IUPAC name is 5-thiophen-2-yl-2-(5-thiophen-2-ylpyridin-2-yl)pyridine, and it is widely utilized in materials science, coordination chemistry, and optoelectronic research. The compound is characterized by its rigid planar structure, making it an excellent ligand for transition metal complexes and a building block for conjugated polymers. Available in >98% purity (HPLC), it is supplied as a crystalline solid with strict quality control to ensure reproducibility in sensitive applications.
Properties
- CAS Number: 182631-76-1
- Complexity: 331
- IUPAC Name: 5-(2-thienyl)-2-[5-(2-thienyl)-2-pyridyl]pyridine
- InChI: InChI=1S/C18H12N2S2/c1-3-17(21-9-1)13-5-7-15(19-11-13)16-8-6-14(12-20-16)18-4-2-10-22-18/h1-12H
- InChI Key: FBTMQCBISODSPK-UHFFFAOYSA-N
- Exact Mass: 320.04419074
- Molecular Formula: C18H12N2S2
- Molecular Weight: 320.4
- SMILES: C1=CSC(=C1)C2=CN=C(C=C2)C3=NC=C(C=C3)C4=CC=CS4
- Topological: 82.3
- Monoisotopic Mass: 320.04419074
- Synonyms: 5,5′-Di(thiophen-2-yl)-2,2′-bipyridine, 182631-76-1, 5-thiophen-2-yl-2-(5-thiophen-2-ylpyridin-2-yl)pyridine, 2,2′-Bipyridine, 5,5′-di-2-thienyl-, 5,5′-BIS(THIOPHEN-2-YL)-2,2′-BIPYRIDINE, 5,5′-Di-2-thienyl-2,2′-bipyridine, SCHEMBL13917342, DTXSID90744123, 5,5/’-Di-2-thienyl-2,2/’-bipyridine, 5,5′-(dithiophen-2-yl)-2,2′-bipyridine, CS-0435232
Application
5,5′-Di(thiophen-2-yl)-2,2′-bipyridine serves as a key ligand in the synthesis of luminescent transition metal complexes for OLEDs and photovoltaic devices. Its extended π-conjugation enables efficient charge transport, making it suitable for organic semiconductor research. The compound is also employed in catalytic systems and as a precursor for polymeric materials with tunable electronic properties.
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