Cas no 57381-63-2 (2-Chloro-5-fluorobenzoic acid ethyl ester)

2-Chloro-5-fluorobenzoic acid ethyl ester is a fluorinated benzoate ester with applications in pharmaceutical and agrochemical synthesis. Its structure, featuring both chloro and fluoro substituents on the aromatic ring, enhances reactivity and selectivity in cross-coupling reactions, making it a valuable intermediate in organic synthesis. The ethyl ester group improves solubility in organic solvents, facilitating downstream processing. This compound is particularly useful in the development of active pharmaceutical ingredients (APIs) and specialty chemicals, where precise functionalization is required. High purity grades are available to meet stringent industry standards, ensuring consistent performance in synthetic workflows.
2-Chloro-5-fluorobenzoic acid ethyl ester structure
57381-63-2 structure
Product Name:2-Chloro-5-fluorobenzoic acid ethyl ester
CAS No:57381-63-2
MF:C9H8ClFO2
MW:202.610025405884
MDL:MFCD06205162
CID:2195868
PubChem ID:21525434
Update Time:2025-06-15

2-Chloro-5-fluorobenzoic acid ethyl ester Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-5-fluorobenzoic acid ethyl ester
    • 57381-63-2
    • SCHEMBL11801981
    • Ethyl2-chloro-5-fluorobenzoate
    • DB-364978
    • Ethyl 2-chloro-5-fluorobenzoate
    • Ethyl 2-chloro-5-fluoro-benzoate
    • Benzoic acid, 2-chloro-5-fluoro-, ethyl ester
    • MFCD06205162
    • E89903
    • CS-0193206
    • GWENTXANAYAWIK-UHFFFAOYSA-N
    • DTXSID901022333
    • MDL: MFCD06205162
    • Inchi: 1S/C9H8ClFO2/c1-2-13-9(12)7-5-6(11)3-4-8(7)10/h3-5H,2H2,1H3
    • InChI Key: GWENTXANAYAWIK-UHFFFAOYSA-N
    • SMILES: ClC1C=CC(=CC=1C(=O)OCC)F

Computed Properties

  • Exact Mass: 202.0196853g/mol
  • Monoisotopic Mass: 202.0196853g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 187
  • 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: 3.3
  • Topological Polar Surface Area: 26.3?2

Experimental Properties

  • Density: 1.266±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 253.4±25.0 oC (760 Torr),
  • Flash Point: 103.8±12.3 oC,
  • Solubility: Very slightly soluble (0.15 g/l) (25 o C),

2-Chloro-5-fluorobenzoic acid ethyl ester Pricemore >>

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Additional information on 2-Chloro-5-fluorobenzoic acid ethyl ester

Recent Advances in the Application of 2-Chloro-5-fluorobenzoic Acid Ethyl Ester (CAS: 57381-63-2) in Chemical Biology and Pharmaceutical Research

2-Chloro-5-fluorobenzoic acid ethyl ester (CAS: 57381-63-2) is a fluorinated aromatic ester that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including potential drug candidates. Recent studies have explored its utility in medicinal chemistry, particularly in the development of novel enzyme inhibitors and receptor modulators. The presence of both chloro and fluoro substituents on the aromatic ring enhances its reactivity and binding affinity, making it a valuable building block for drug discovery.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers utilized 2-Chloro-5-fluorobenzoic acid ethyl ester as a precursor for the synthesis of a series of benzamide derivatives targeting the epidermal growth factor receptor (EGFR). The study demonstrated that the introduction of the chloro-fluoro moiety significantly improved the inhibitory activity of the resulting compounds against EGFR mutants, which are often associated with resistance to existing therapies. The findings highlight the potential of this compound in addressing unmet medical needs in oncology.

Another notable application of 2-Chloro-5-fluorobenzoic acid ethyl ester was reported in a recent Bioorganic & Medicinal Chemistry Letters article, where it was employed as a key intermediate in the synthesis of novel antifungal agents. The researchers synthesized a library of triazole-containing derivatives and evaluated their activity against Candida albicans and Aspergillus fumigatus. The results indicated that derivatives incorporating the chloro-fluoro benzoate scaffold exhibited enhanced antifungal activity compared to their non-halogenated counterparts, suggesting a promising avenue for the development of new antifungal therapies.

Beyond its applications in drug discovery, 2-Chloro-5-fluorobenzoic acid ethyl ester has also been investigated for its potential in chemical biology. A 2022 study in ACS Chemical Biology explored its use as a fluorescent probe for detecting reactive oxygen species (ROS) in cellular systems. The researchers designed a ROS-sensitive derivative that exhibited a significant fluorescence turn-on response upon oxidation, enabling real-time monitoring of oxidative stress in live cells. This application underscores the compound's versatility beyond traditional medicinal chemistry.

In conclusion, recent research on 2-Chloro-5-fluorobenzoic acid ethyl ester (CAS: 57381-63-2) demonstrates its broad utility in pharmaceutical and chemical biology applications. Its unique structural features make it a valuable building block for drug discovery, particularly in the development of enzyme inhibitors and antifungal agents. Additionally, its potential as a chemical probe for biological studies further expands its relevance in modern research. Future studies may explore additional derivatives and applications of this compound, particularly in addressing emerging challenges in drug resistance and diagnostic imaging.

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