5-Bromo-4-hydroxythiophene-2-carboxylic acid

Name: 5-Bromo-4-hydroxythiophene-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 2868274-25-1
Cat. No. CS-0637251
Purity≥98%
MDL No.None

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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-4-hydroxythiophene-2-carboxylic acid|CS-0637251

Structure of 2868274-25-1

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Description

5-Bromo-4-hydroxythiophene-2-carboxylic acid features a thiophene core functionalized with bromine, hydroxyl, and carboxylic acid groups at strategic positions. This combination enables direct incorporation into cross-coupling reactions and facilitates conjugation via ester or amide linkages. The hydroxyl group enhances solubility and provides a handle for derivatization, while the electron-withdrawing bromine supports palladium-catalyzed transformations. This molecule serves as a key building block in synthetic routes to bioactive heterocycles and functional materials.

Application

5-Bromo-4-hydroxythiophene-2-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling direct functionalization at the 4-position via cross-coupling or derivatization. The carboxylic acid group facilitates amide formation and esterification, while the bromo substituent supports palladium-catalyzed coupling reactions. Its bench-stable nature and compatibility with standard purification methods make it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

General Information

CAS No. 2868274-25-1
Cat. No. CS-0637251
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₃BrO₃S
Molecular Weight 223.04
Synonym(s) None
SMILES O=C(C1=CC(O)=C(Br)S1)O

Computational Chemistry Data

TPSA 57.53
LogP 1.9144
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Safety Information

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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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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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5-Bromo-4-hydroxythiophene-2-carboxylic acid

CAS No. 2868274-25-1

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