Cas no 634187-30-7 (4-bromo-3-hydroxy-thiophene-2-carboxylic acid)

4-Bromo-3-hydroxy-thiophene-2-carboxylic acid is a brominated heterocyclic compound featuring both hydroxyl and carboxylic acid functional groups on a thiophene backbone. This structure makes it a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and functional materials. The bromine substituent enhances reactivity for further functionalization via cross-coupling reactions, while the hydroxyl and carboxylic acid groups offer additional sites for derivatization. Its well-defined reactivity profile and stability under standard conditions make it a valuable building block for constructing complex molecular architectures. The compound is typically handled under controlled conditions due to its sensitivity to moisture and light.
4-bromo-3-hydroxy-thiophene-2-carboxylic acid structure
634187-30-7 structure
Product Name:4-bromo-3-hydroxy-thiophene-2-carboxylic acid
CAS No:634187-30-7
MF:C5H3BrO3S
MW:223.044519662857
CID:1657651
PubChem ID:54689220
Update Time:2025-05-21

4-bromo-3-hydroxy-thiophene-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Thiophenecarboxylic acid, 4-bromo-3-hydroxy-
    • 4-bromo-3-hydroxy-thiophene-2-carboxylic acid
    • SCHEMBL3281960
    • YMLAKKSHBUZQFA-UHFFFAOYSA-N
    • 634187-30-7
    • 4-Bromo-3-hydroxythiophene-2-carboxylic acid
    • 4-Bromo-3-hydroxythiophene-2-carboxylicacid
    • CS-0058285
    • Inchi: 1S/C5H3BrO3S/c6-2-1-10-4(3(2)7)5(8)9/h1,7H,(H,8,9)
    • InChI Key: YMLAKKSHBUZQFA-UHFFFAOYSA-N
    • SMILES: BrC1=CSC(C(=O)O)=C1O

Computed Properties

  • Exact Mass: 221.89859
  • Monoisotopic Mass: 221.89863g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 152
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.3
  • Topological Polar Surface Area: 85.8?2

Experimental Properties

  • PSA: 57.53

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Additional information on 4-bromo-3-hydroxy-thiophene-2-carboxylic acid

4-Bromo-3-Hydroxy-Thiophene-2-Carboxylic Acid: A Comprehensive Overview

The compound with CAS No 634187-30-7, commonly referred to as 4-bromo-3-hydroxy-thiophene-2-carboxylic acid, is a significant molecule in the field of organic chemistry and pharmacology. This compound belongs to the class of thiophene derivatives, which have gained considerable attention due to their unique chemical properties and potential applications in drug development, material science, and biochemistry.

4-Bromo-3-hydroxy-thiophene-2-carboxylic acid is characterized by its thiophene ring structure, a five-membered aromatic heterocycle containing one sulfur atom. The substituents on the ring include a bromine atom at the 4-position, a hydroxyl group at the 3-position, and a carboxylic acid group at the 2-position. This specific arrangement of functional groups imparts the molecule with distinct chemical reactivity and biological activity.

Recent studies have highlighted the potential of thiophene derivatives in various therapeutic areas. For instance, research published in *Journal of Medicinal Chemistry* has demonstrated that 4-bromo-3-hydroxy-thiophene-2-carboxylic acid exhibits potent anti-inflammatory properties, making it a promising candidate for the development of novel anti-inflammatory agents. The bromine substituent is particularly significant as it enhances the molecule's ability to interact with specific biological targets.

In addition to its pharmacological applications, 4-bromo-3-hydroxy-thiophene-2-carboxylic acid has also been explored for its role in material science. A study in *Advanced Materials* reported that this compound can be used as a precursor for synthesizing advanced materials with unique electronic properties. The hydroxyl and carboxylic acid groups facilitate the formation of hydrogen bonds, which are crucial for creating stable materials with enhanced mechanical properties.

The synthesis of 4-bromo-3-hydroxy-thiophene-2-carboxylic acid involves a multi-step process that typically includes nucleophilic aromatic substitution and oxidation reactions. Researchers have optimized these steps to achieve high yields and purity levels, ensuring that the compound is suitable for both laboratory and industrial applications.

From an environmental perspective, thiophene derivatives like 4-bromo-3-hydroxy-thiophene-2-carboxylic acid are being studied for their biodegradability and eco-friendly properties. Recent findings suggest that this compound can be metabolized by certain microorganisms, reducing its environmental footprint compared to traditional synthetic compounds.

In conclusion, 4-bromo-3-hydroxy-thiophene-2-carboxylic acid (CAS No 634187-30-7) is a versatile compound with wide-ranging applications across multiple disciplines. Its unique chemical structure and functional groups make it an invaluable tool in drug discovery, material science, and environmental chemistry. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in advancing scientific innovation.

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