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Thieno[2,3-c]pyridine
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CAS No. 272-12-8
- Cat. No. CS-0006104
- Purity≥96%
- MDL No.MFCD01760492
*For research and further manufacturing use only, not for direct human use.
![Thieno[2,3-c]pyridine|CS-0006104](https://file.chemscene.com/productPIC/CS-0006104.gif)
Structure of 272-12-8
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General Information
- CAS No. 272-12-8
- Cat. No. CS-0006104
- Purity ≥96%
- MDL No. MFCD01760492
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₅NS
- Molecular Weight 135.19
- Synonym(s) Thieno(2,3-c)pyridine
- SMILES C12=C(C=CS2)C=CN=C1
Description
Thieno[2,3-c]pyridine features a fused tricyclic core combining thiophene and pyridine units, delivering enhanced electron-deficient character and planarity. This architecture supports efficient charge transport and facilitates integration into organic semiconductors, photovoltaic materials, and advanced pharmaceutical scaffolds.
Application
Thieno[2,3-c]pyridine serves as a versatile heterocyclic building block in medicinal chemistry and materials science, offering a rigid, planar scaffold with enhanced electron-rich character. Its fused thiophene-pyridine architecture enables robust functionality in cross-coupling reactions, facilitates conjugation in organic semiconductors, and provides favorable π-stacking for crystal engineering. The core exhibits excellent bench stability, tolerates diverse functional groups, and functions effectively in standard synthetic transformations such as Suzuki-Miyaura and Buchwald-Hartwig couplings.
Synthesis
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Route1
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756477-25-5 - ~%
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In-stock
272-12-8
References
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Graulich, Amaury; Liegeois, Jean-Francois Synthesis, 2004 , # 12 p. 1935 - 1937
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Route2
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55390-18-6
- ~%
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In-stock
272-12-8
References
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Nerenz, Heiko; Grahn, Walter; Jones, Peter G. Acta Crystallographica Section C: Crystal Structure Communications, 1997 , vol. 53, # 6 p. 787 - 789
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Route3
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58754-98-6
- ~57%
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In-stock
272-12-8
References
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Nerenz, Heiko; Grahn, Walter; Jones, Peter G. Acta Crystallographica Section C: Crystal Structure Communications, 1997 , vol. 53, # 6 p. 787 - 789
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 12.89
- LogP 2.2963
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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