Lot numbers can be found on the outside label of a product:
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene
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CAS No. 365547-21-3
- Cat. No. CS-0167965
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
![2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene|CS-0167965](https://file.chemscene.com/productPIC/CS-0167965.gif)
Structure of 365547-21-3
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General Information
- CAS No. 365547-21-3
- Cat. No. CS-0167965
- Purity ≥97%
- MDL No. None
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₂₅H₃₆Br₂S₂
- Molecular Weight 560.49
- Synonym(s) 2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene
- SMILES BrC1=CC2=C(C3=C(C2(CC(CCCC)CC)CC(CCCC)CC)C=C(Br)S3)S1
Description
This cyclopenta[2,1-b:3,4-b']dithiophene features two bromine atoms at the 2 and 6 positions and sterically bulky 2-ethylhexyl groups at the 4-positions, enhancing solubility and processability. The electron-rich core supports efficient charge transport in organic semiconductors, enabling integration into solution-processable thin-film devices with high stability under ambient conditions.
Application
2,6-Dibromo-4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene serves as a key building block for high-performance organic semiconductors. The dibromo functionality enables efficient Suzuki and Stille coupling reactions, facilitating the construction of conjugated polymers and oligomers with tunable electronic properties. Its bis(2-ethylhexyl) substituents enhance solubility and film-forming characteristics, supporting solution-processable device fabrication. The molecule exhibits excellent bench stability and compatibility with standard synthetic protocols, making it ideal for industrial R&D in organic electronics.
Synthesis
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Route1
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In-stock
![4,4-Bis(2-ethylhexyl)-4H-cyclopenta[1,2-b:5,4-b']dithiophene|CS-W005599](https://file.chemscene.com/productPIC/CS-W005599.gif)
365547-20-2 - ~95%
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In-stock
365547-21-3
References
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Lange, Alexander; Krueger, Hartmut; Ecker, Bernhard; Tunc, Ali Veysel; Von Hauff, Elizabeth; Morana, Mauro Journal of Polymer Science, Part A: Polymer Chemistry, 2012 , vol. 50, # 8 p. 1622 - 1635
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Route2
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In-stock
365547-20-2
- ~35%
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In-stock
365547-21-3
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1423124-61-1
References
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Marin, Lidia; Van Mierloo, Sarah; Zhang, Yuexing; Robeyns, Koen; Champagne, Benoit; Adriaensens, Peter; Lutsen, Laurence; Vanderzande, Dirk; Maes, Wouter Tetrahedron, 2013 , vol. 69, # 10 p. 2260 - 2267
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Route3
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In-stock
![4H-Cyclopenta[2,1-b:3,4-b']dithiophene|CS-W004498](https://file.chemscene.com/productPIC/CS-W004498.gif)
389-58-2 - ~%
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In-stock
365547-21-3
References
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Chen, Chiu-Hsiang; Hsieh, Chao-Hsiang; Dubosc, Martin; Cheng, Yen-Ju; Hsu, Chain-Shu Macromolecules, 2010 , vol. 43, # 2 p. 697 - 708
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Safety Information
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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 0
- LogP 10.8141
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 12
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Key Words
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