Cas no 154257-76-8 (2,3-Dichloro-4-fluorobenzoic acid)

2,3-Dichloro-4-fluorobenzoic acid is a halogenated benzoic acid derivative with the molecular formula C?H?Cl?FO?. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct substitution pattern—featuring chlorine atoms at the 2- and 3-positions and a fluorine at the 4-position—enhances reactivity and selectivity in cross-coupling and nucleophilic substitution reactions. The electron-withdrawing effects of the halogens contribute to its utility in modifying electronic properties of target molecules. With high purity and stability, it is suitable for precision applications in research and industrial processes. Proper handling is advised due to its potential reactivity.
2,3-Dichloro-4-fluorobenzoic acid structure
154257-76-8 structure
Product Name:2,3-Dichloro-4-fluorobenzoic acid
CAS No:154257-76-8
MF:C7H3Cl2FO2
MW:209.001923799515
MDL:MFCD09835200
CID:135153
PubChem ID:10330705
Update Time:2025-05-19

2,3-Dichloro-4-fluorobenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2,3-Dichloro-4-fluorobenzoic acid
    • Benzoic acid,2,3-dichloro-4-fluoro-
    • 2,3-dichloro-4-fluoro-benzoic Acid
    • Benzoic acid, 2,3-dichloro-4-fluoro-
    • PubChem4613
    • 23-Dichloro-4-fluorobenzoic acid
    • KPFXMYOQAANDKH-UHFFFAOYSA-N
    • 2,3-Dichloro-4-fluorobenzoicacid
    • AS01843
    • RP26474
    • CM12643
    • ST2415642
    • AB0022487
    • 4CH-0
    • FT-0651773
    • SY104986
    • AKOS015890099
    • CS-0157200
    • MFCD09835200
    • A19989
    • 2 pound not3-Dichloro-4-fluorobenzoic acid
    • AMY6334
    • AC-3945
    • J-506921
    • SCHEMBL109128
    • DTXSID20438205
    • DS-0828
    • EN300-177254
    • 154257-76-8
    • MDL: MFCD09835200
    • Inchi: 1S/C7H3Cl2FO2/c8-5-3(7(11)12)1-2-4(10)6(5)9/h1-2H,(H,11,12)
    • InChI Key: KPFXMYOQAANDKH-UHFFFAOYSA-N
    • SMILES: ClC1C(=C(C=CC=1C(=O)O)F)Cl

Computed Properties

  • Exact Mass: 207.94900
  • Monoisotopic Mass: 207.9494129g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 188
  • 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
  • Topological Polar Surface Area: 37.3
  • XLogP3: 2.8

Experimental Properties

  • Density: 1.606±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.061 g/l) (25 o C),
  • PSA: 37.30000
  • LogP: 2.83070

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2,3-Dichloro-4-fluorobenzoic acid Production Method

Additional information on 2,3-Dichloro-4-fluorobenzoic acid

Introduction to 2,3-Dichloro-4-fluorobenzoic Acid (CAS No. 154257-76-8)

2,3-Dichloro-4-fluorobenzoic acid is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research due to its unique structural properties and potential applications. This compound, identified by the Chemical Abstracts Service Number (CAS No.) 154257-76-8, belongs to the class of benzoic acid derivatives and exhibits distinct characteristics that make it a valuable intermediate in synthetic chemistry and drug development.

The molecular structure of 2,3-Dichloro-4-fluorobenzoic acid consists of a benzoic acid core substituted with two chlorine atoms at the 2 and 3 positions, and a fluorine atom at the 4 position. This arrangement imparts unique electronic and steric properties to the molecule, which can be exploited in various chemical reactions and biological assays. The presence of both halogen atoms enhances its reactivity, making it a versatile building block for synthesizing more complex molecules.

In recent years, 2,3-Dichloro-4-fluorobenzoic acid has been extensively studied for its role in the development of novel pharmaceutical agents. Its structural features allow for selective interactions with biological targets, making it a promising candidate for applications in medicinal chemistry. Researchers have explored its potential in designing inhibitors for enzymes involved in metabolic pathways, as well as in the synthesis of antimicrobial and anti-inflammatory compounds.

One of the most compelling aspects of 2,3-Dichloro-4-fluorobenzoic acid is its utility as a key intermediate in the synthesis of more complex heterocyclic compounds. Heterocycles are widely recognized for their importance in pharmaceuticals due to their ability to mimic natural biological molecules and interact with biological systems. The halogenated benzoic acid derivative serves as an excellent starting point for constructing these intricate structures, facilitating the development of new drugs with enhanced efficacy and reduced side effects.

Recent advancements in synthetic methodologies have further highlighted the significance of 2,3-Dichloro-4-fluorobenzoic acid. Techniques such as palladium-catalyzed cross-coupling reactions and metal-mediated transformations have enabled chemists to efficiently modify its structure, leading to the discovery of novel derivatives with tailored properties. These modifications have opened up new avenues for drug discovery and material science applications.

The pharmaceutical industry has been particularly interested in 2,3-Dichloro-4-fluorobenzoic acid due to its potential as a precursor for active pharmaceutical ingredients (APIs). APIs are the biologically active components of medications that produce the desired therapeutic effect. By leveraging the reactivity of this compound, researchers can design molecules that target specific disease pathways with high precision. This has led to several preclinical studies investigating its efficacy in treating conditions such as cancer, inflammation, and infectious diseases.

Beyond pharmaceutical applications, 2,3-Dichloro-4-fluorobenzoic acid has also found utility in other areas of chemical research. Its unique electronic properties make it a valuable component in organic electronics, where it can be used to develop materials for sensors, conductors, and light-emitting devices. Additionally, its role as a ligand in coordination chemistry has been explored, with potential applications in catalysis and material science.

The synthesis of 2,3-Dichloro-4-fluorobenzoic acid itself is an intriguing process that showcases modern synthetic techniques. Traditional methods often involve multi-step reactions that require harsh conditions or expensive reagents. However, recent innovations have led to more efficient and sustainable synthetic routes. For instance, flow chemistry has been employed to improve reaction yields and reduce waste generation. These advancements not only make the production of 2,3-Dichloro-4-fluorobenzoic acid more cost-effective but also align with global efforts toward green chemistry principles.

The future prospects of 2,3-Dichloro-4-fluorobenzoic acid are promising, with ongoing research aimed at uncovering new applications and optimizing its synthesis. As our understanding of molecular interactions deepens, this compound is expected to play an increasingly important role in both academic research and industrial development. Its versatility and reactivity ensure that it will remain a cornerstone of chemical innovation for years to come.

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