2,5-Dibromothiophene-3,4-dicarboxylic acid

Name: 2,5-Dibromothiophene-3,4-dicarboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 190723-12-7
Cat. No. CS-W018442
Purity≥98%
MDL No.MFCD08695787

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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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2,5-Dibromothiophene-3,4-dicarboxylic acid|CS-W018442

Structure of 190723-12-7

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General Information

CAS No. 190723-12-7
Cat. No. CS-W018442
Purity ≥98%
MDL No. MFCD08695787
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Br₂O₄S
Molecular Weight 329.95
Synonym(s) 3,4-Thiophenedicarboxylicacid,2,5-dibromo-,2,5-Dibromo-3,4-thiophenedicarboxylicacid
SMILES O=C(O)C1=C(Br)SC(Br)=C1C(=O)O

Description

2,5-Dibromothiophene-3,4-dicarboxylic acid features two bromine substituents at the 2 and 5 positions of a thiophene core, flanking a symmetric dicarboxylic acid motif. This configuration enables direct incorporation into cross-coupling reactions and facilitates the construction of functionalized heteroaromatic scaffolds for materials science and pharmaceutical development.

Application

2,5-Dibromothiophene-3,4-dicarboxylic acid serves as a versatile building block for the synthesis of functionalized thiophene-based scaffolds. Its dual bromine substituents enable efficient Pd-catalyzed cross-coupling reactions, while the adjacent dicarboxylic acid groups provide orthogonal functionality for derivatization and metal coordination. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

Route1
- In-stock
  
  4282-29-5
- ~79%
- In-stock
  
  190723-12-7
References
- Journal of the American Chemical Society, , vol. 119, # 41 p. 9624 - 9631
Route2
- In-stock
  
  3141-26-2
- 544-92-3
- ~%
- In-stock
  
  190723-12-7
References
- Journal of the American Chemical Society, , vol. 119, # 21 p. 5065 - 5066

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 74.6
LogP 2.6695
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Material Science Metal Organic Frameworks Other MOFs Linkers

Material Science Organic-Inorganic Hybrid Materials Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Material Science Polymer/Macromolecule Reagents Metal Organic Frameworks (MOF) Raw Materials Organic Linker Molecules

Key Words

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2,5-Dibromothiophene-3,4-dicarboxylic acid

CAS No. 190723-12-7

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