Lot numbers can be found on the outside label of a product:
Thieno[3,2-b]thiophene-2-carbaldehyde
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CAS No. 31486-86-9
- Cat. No. CS-W017797
- Purity≥98%
- MDL No.MFCD01859924
*For research and further manufacturing use only, not for direct human use.
![Thieno[3,2-b]thiophene-2-carbaldehyde|CS-W017797](https://file.chemscene.com/productPIC/CS-W017797.gif)
Structure of 31486-86-9
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General Information
- CAS No. 31486-86-9
- Cat. No. CS-W017797
- Purity ≥98%
- MDL No. MFCD01859924
- Storage -20°C, sealed storage, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₇H₄OS₂
- Molecular Weight 168.23
- Synonym(s) thieno[3,2-b]thiophene-5-carbaldehyde
- SMILES O=CC1=CC2=C(C=CS2)S1
Description
Thieno[3,2-b]thiophene-2-carbaldehyde features a fused heterocyclic core with a reactive aldehyde group at the 2-position. This electron-deficient scaffold integrates readily into conjugated systems, enabling efficient coupling in synthetic routes for organic semiconductors and functional materials. The aldehyde moiety offers direct access to imine derivatives and facilitates further functionalization under mild conditions.
Application
Thieno[3,2-b]thiophene-2-carbaldehyde serves as a versatile building block in the synthesis of conjugated materials and heterocyclic scaffolds. Its aldehyde functionality enables efficient coupling reactions, including Wittig, Horner–Wadman, and reductive amination, facilitating access to functionalized derivatives. The fused thiophene core provides enhanced planarity and electron-rich character, supporting applications in organic semiconductors and photovoltaic materials. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step synthetic sequences.
Synthesis
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Route1
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In-stock
251-41-2 -
68-12-2 - ~76%
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In-stock
31486-86-9
References
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COMMONWEALTH SCIENTIFIC AND INDUSTRIAL RESEARCH ORGANISATION; THE UNIVERSITY OF MELBOURNE; MONASH UNIVERSITY; SECURENCY INTERNATIONAL PTY LTD; EVANS, Richard; GUPTA, Akhil; ALI, Abdelselam Saeed Patent: WO2011/137487 A1, 2011 ; Location in patent: Page/Page column 31 ;
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Route2
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![{thieno[3,2-b]thiophen-2-yl}methanol|CS-0215723](https://file.chemscene.com/productPIC/CS-0215723.gif)
127025-34-7 - ~%
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In-stock
31486-86-9
References
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Prugh; Hartman; Mallorga; McKeever; Michelson; Murcko; Schwam; Smith; Sondey; Springer; Sugrue Journal of Medicinal Chemistry, 1991 , vol. 34, # 6 p. 1805 - 1818
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Route3
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In-stock
251-41-2
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93-61-8
- ~79%
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In-stock
31486-86-9
References
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Ito, Hiroki; Yamamoto, Tatsuya; Yoshimoto, Noriyuki; Tsushima, Noboru; Muraoka, Hiroki; Ogawa, Satoshi Heteroatom Chemistry, 2013 , vol. 24, # 1 p. 25 - 35
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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 17.07
- LogP 2.7753
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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