Cas no 217978-01-3 (Ethyl 2-fluoro-4-hydroxybenzoate)

Ethyl 2-fluoro-4-hydroxybenzoate is a fluorinated aromatic ester with the molecular formula C9H9FO3. This compound is characterized by the presence of both a hydroxyl (-OH) and a fluoro (-F) substituent on the benzene ring, which imparts unique reactivity and physicochemical properties. The ethyl ester group enhances solubility in organic solvents, making it a versatile intermediate in pharmaceutical and agrochemical synthesis. Its structural features allow for selective functionalization, enabling applications in the development of bioactive molecules. The fluorine atom contributes to increased metabolic stability and lipophilicity, which can be advantageous in drug design. This compound is typically used in research and fine chemical production under controlled conditions.
Ethyl 2-fluoro-4-hydroxybenzoate structure
217978-01-3 structure
Product Name:Ethyl 2-fluoro-4-hydroxybenzoate
CAS No:217978-01-3
MF:C9H9FO3
MW:184.164366483688
CID:1404359
PubChem ID:22568886
Update Time:2025-06-08

Ethyl 2-fluoro-4-hydroxybenzoate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 2-fluoro-4-hydroxybenzoate
    • SureCN751617
    • AB2828
    • 4-amino-2-fluoro-benzoic acid ethyl ester
    • CTK5D8706
    • ethyl-4-amino-2-fluorobenzoate
    • 2-fluoro-4-aminobenzoic acid ethyl ester
    • ANW-72510
    • ethyl-2-fluoro-4-hydroxy benzoate
    • ethyl 2-fluoro-4-amino-benzoate
    • ethyl-2-fluoro-4-hydroxy-benzoate
    • AG-G-92396
    • 4-AMINO-2-FLUOROBENZOIC ACID ETHYL ESTER
    • ethyl 2-fluoro-4-aminobenzoate
    • BENZOIC ACID,2-FLUORO-4-HYDROXY-,ETHYL ESTER
    • Benzoic acid, 2-fluoro-4-hydroxy-, ethyl ester
    • ethyl-2-flouro-4-hydroxy-benzoate
    • SCHEMBL927276
    • 217978-01-3
    • CS-0449635
    • ethyl2-fluoro-4-hydroxybenzoate
    • MWKPJOZJIAQHTB-UHFFFAOYSA-N
    • DA-43225
    • 2-Fluoro-4-hydroxybenzoic acid ethyl ester
    • MDL: MFCD12025352
    • Inchi: 1S/C9H9FO3/c1-2-13-9(12)7-4-3-6(11)5-8(7)10/h3-5,11H,2H2,1H3
    • InChI Key: MWKPJOZJIAQHTB-UHFFFAOYSA-N
    • SMILES: FC1C=C(C=CC=1C(=O)OCC)O

Computed Properties

  • Exact Mass: 184.05357
  • Monoisotopic Mass: 184.054
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 184
  • 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: 46.5A^2
  • XLogP3: 1.9

Experimental Properties

  • Density: 1.257
  • Boiling Point: 298.973°C at 760 mmHg
  • Flash Point: 134.614°C
  • Refractive Index: 1.52
  • PSA: 46.53

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Additional information on Ethyl 2-fluoro-4-hydroxybenzoate

Ethyl 2-fluoro-4-hydroxybenzoate (CAS No. 217978-01-3): An Overview of Its Properties and Applications

Ethyl 2-fluoro-4-hydroxybenzoate (CAS No. 217978-01-3) is a versatile organic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in various fields, including pharmaceuticals, materials science, and chemical synthesis. This compound is characterized by its fluorinated and hydroxylated aromatic ring, which imparts specific chemical and physical properties that make it a valuable intermediate in the synthesis of more complex molecules.

The molecular formula of Ethyl 2-fluoro-4-hydroxybenzoate is C9H9FO3, and it has a molecular weight of approximately 186.16 g/mol. The compound is typically synthesized through the esterification of 2-fluoro-4-hydroxybenzoic acid with ethanol in the presence of a catalyst, such as sulfuric acid or p-toluenesulfonic acid. The resulting ester is a colorless to pale yellow liquid that is soluble in common organic solvents like ethanol, methanol, and dichloromethane but has limited solubility in water.

One of the key features of Ethyl 2-fluoro-4-hydroxybenzoate is its fluorine atom, which significantly influences its chemical reactivity and biological activity. Fluorine is known for its strong electron-withdrawing effect, which can modulate the electronic properties of the aromatic ring and affect the compound's interactions with other molecules. This property makes Ethyl 2-fluoro-4-hydroxybenzoate an attractive candidate for the development of novel pharmaceuticals, particularly those targeting specific receptors or enzymes.

In the pharmaceutical industry, Ethyl 2-fluoro-4-hydroxybenzoate has been explored as an intermediate in the synthesis of drugs with diverse therapeutic applications. For instance, recent studies have shown that compounds derived from Ethyl 2-fluoro-4-hydroxybenzoate exhibit potent anti-inflammatory and antioxidant properties, making them potential candidates for the treatment of inflammatory diseases and oxidative stress-related conditions. Additionally, the hydroxyl group in the molecule can be further functionalized to introduce additional pharmacophores, enhancing the compound's therapeutic potential.

Beyond pharmaceuticals, Ethyl 2-fluoro-4-hydroxybenzoate has found applications in materials science due to its ability to form stable complexes with various metals. These complexes can be used in the development of advanced materials with improved mechanical properties, thermal stability, and catalytic activity. For example, researchers have synthesized metal complexes of Ethyl 2-fluoro-4-hydroxybenzoate that exhibit enhanced catalytic efficiency in reactions such as hydrogenation and oxidation.

The hydroxyl group in Ethyl 2-fluoro-4-hydroxybenzoate also plays a crucial role in its reactivity and functionalization. This group can undergo various chemical transformations, such as esterification, etherification, and oxidation, to produce a wide range of derivatives with different properties. These derivatives can be tailored for specific applications, such as drug delivery systems, coatings, and adhesives.

In terms of safety and environmental impact, Ethyl 2-fluoro-4-hydroxybenzoate is generally considered to be a low-toxicity compound when handled properly. However, like many organic compounds, it should be stored and used under appropriate conditions to minimize any potential risks. Proper personal protective equipment (PPE) should be worn during handling to prevent skin contact or inhalation.

The ongoing research into Ethyl 2-fluoro-4-hydroxybenzoate continues to uncover new applications and properties that could further expand its utility across various industries. For instance, recent studies have explored the use of this compound in the development of novel antimicrobial agents and photovoltaic materials. The unique combination of fluorine and hydroxyl functionalities makes it a promising candidate for these advanced applications.

In conclusion, Ethyl 2-fluoro-4-hydroxybenzoate (CAS No. 217978-01-3) is a multifaceted organic compound with a wide range of potential applications in pharmaceuticals, materials science, and chemical synthesis. Its unique chemical structure provides a foundation for further research and development, making it an important molecule to watch in the coming years.

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