[2,2'-Bithiophene]-5,5'-dicarboxylicacid

Name: [2,2'-Bithiophene]-5,5'-dicarboxylicacid
Brand: ChemScene
Availability: InStock
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CAS No. 3515-34-2
Cat. No. CS-0170578
Purity≥97%
MDL No.MFCD00582629

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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[2,2'-Bithiophene]-5,5'-dicarboxylicacid|CS-0170578

Structure of 3515-34-2

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General Information

CAS No. 3515-34-2
Cat. No. CS-0170578
Purity ≥97%
MDL No. MFCD00582629
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₆O₄S₂
Molecular Weight 254.27
Synonym(s) [2,2'-Bithiophene]-5,5'-dicarboxylic acid
SMILES O=C(O)C=1SC(=CC1)C=2SC(=CC2)C(=O)O

Description

This bithiophene dicarboxylic acid features a rigid, planar backbone enabling efficient π-conjugation, with carboxylic acid groups at the 5 and 5' positions for direct functionalization. The molecule integrates readily into conjugated polymers and small-molecule semiconductors, offering enhanced charge transport properties in organic electronic applications.

Application

[2,2'-Bithiophene]-5,5'-dicarboxylic acid serves as a versatile building block in the synthesis of conjugated polymers and functionalized heterocycles. Its dual carboxylic acid groups enable efficient coupling reactions with amines, alcohols, and metal ions, facilitating the construction of complex architectures. The bithiophene core provides excellent planarity and electron-rich character, enhancing charge transport properties. Bench-stable and readily purified by recrystallization, it functions reliably in standard synthetic workflows for materials science and organic electronics applications.

Synthesis

Route1
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  492-97-7
- ~%
- In-stock
  
  3515-34-2
References
- AJINOMOTO CO., INC. Patent: EP2511271 A1, 2012 ;
Route2
- 124-38-9
- In-stock
  
  492-97-7
- ~%
- In-stock
  
  3515-34-2
References
- Jiu, Tonggang; Liu, Huibiao; Fu, Liming; He, Xiaorong; Wang, Ning; Li, Yuliang; Ai, Xicheng; Zhu, Daoben Chemical Physics Letters, 2004 , vol. 398, # 1-3 p. 113 - 117

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 74.6
LogP 2.873
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 3

Key Words

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[2,2'-Bithiophene]-5,5'-dicarboxylicacid

CAS No. 3515-34-2

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