Lot numbers can be found on the outside label of a product:
6-Chlorobenzo[b]thiophene
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CAS No. 66490-20-8
- Cat. No. CS-0119377
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
![6-Chlorobenzo[b]thiophene|CS-0119377](https://file.chemscene.com/productPIC/CS-0119377.gif)
Structure of 66490-20-8
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General Information
- CAS No. 66490-20-8
- Cat. No. CS-0119377
- Purity ≥98%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₅ClS
- Molecular Weight 168.64
- Synonym(s) 6-Chlorobenzothiophene
- SMILES ClC1=CC=C(C=CS2)C2=C1
Description
6-Chlorobenzo[b]thiophene serves as a critical heterocyclic scaffold in medicinal chemistry and materials science. This electron-deficient aromatic system integrates readily into pharmaceutical intermediates and functional polymers. Its chlorine substituent enables direct cross-coupling reactions, while the fused thiophene ring enhances planarity and π-conjugation. Bench-stable and moisture-tolerant, it facilitates efficient synthesis under standard conditions.
Application
6-Chlorobenzo[b]thiophene serves as a versatile heterocyclic building block in medicinal chemistry and materials science, enabling efficient transition-metal-catalyzed couplings due to its well-defined reactivity at the chlorine site. The scaffold exhibits excellent bench stability, facilitates straightforward purification, and functions effectively in cross-coupling reactions with broad functional group tolerance. Its planar, electron-deficient structure supports integration into advanced API scaffolds and conjugated systems.
Synthesis
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Route1
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180160-64-9 - ~52%
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In-stock
66490-20-8
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In-stock
![4-Chlorobenzo[b]thiophene|CS-0097337](https://file.chemscene.com/productPIC/CS-0097337.gif)
66490-33-3 -
19742-92-8
References
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Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko Patent: US2004/6229 A1, 2004 ; Location in patent: Page/Page column 38 ; US 20040006229 A1
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Route2
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In-stock
![6-Chlorobenzo[b]thiophene-2-carboxylic acid|CS-0034958](https://file.chemscene.com/productPIC/CS-0034958.gif)
26018-73-5 - ~98%
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In-stock
66490-20-8
References
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Allen, Daniel; Callaghan, Owen; Cordier, Frederic L.; Dobson, David R.; Harris, John R.; Hotten, Terry M.; Owton, W. Martin; Rathmell, Richard E.; Wood, Virginia A. Tetrahedron Letters, 2004 , vol. 45, # 52 p. 9645 - 9647
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Route3
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205054-85-9 - ~%
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In-stock
66490-20-8
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In-stock
66490-33-3
References
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AVENTIS PHARMACEUTICALS INC. Patent: US2004/102450 A1, 2004 ; Location in patent: Page/Page column 68 ;
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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-H332-H335
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Precautionary Statements : P233-P260-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P340-P362-P403-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 0
- LogP 3.5547
- H_Acceptors 1
- H_Donors 0
- Rotatable_Bonds 0
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