Cas no 1737-21-9 (Ethyl 4-fluoro-2-hydroxybenzoate)

Ethyl 4-fluoro-2-hydroxybenzoate is a fluorinated aromatic ester with the molecular formula C9H9FO3. This compound features a hydroxyl group and a fluorine substituent on the benzoate ring, enhancing its reactivity and utility in organic synthesis. Its ester functionality provides versatility as an intermediate in pharmaceuticals, agrochemicals, and fine chemicals. The presence of both electron-withdrawing (fluoro) and electron-donating (hydroxy) groups allows for selective modifications, making it valuable in regioselective reactions. The ethyl ester group improves solubility in organic solvents, facilitating handling in synthetic applications. This compound is particularly useful in the development of bioactive molecules due to its structural motifs.
Ethyl 4-fluoro-2-hydroxybenzoate structure
1737-21-9 structure
Product Name:Ethyl 4-fluoro-2-hydroxybenzoate
CAS No:1737-21-9
MF:C9H9FO3
MW:184.164366483688
MDL:MFCD06205199
CID:118020
PubChem ID:22478444
Update Time:2025-10-30

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

Names and Identifiers

    • Ethyl 4-fluoro-2-hydroxybenzoate
    • Benzoic acid,4-fluoro-2-hydroxy-, ethyl ester
    • Ethyl 2-hydroxy-4-fluorobenzoate
    • 4-Fluoro-2-hydroxy-benzoic acid ethyl ester
    • 4-Fluor-salicylsaeure-aethylester
    • MFCD06205199
    • 1737-21-9
    • Ethyl4-fluoro-2-hydroxybenzoate
    • Ethyl 2-Hydroxy-4-fluorobenzoate
    • Benzoic acid, 4-fluoro-2-hydroxy-, ethyl ester
    • AMY30333
    • AKOS006295766
    • FT-0710898
    • DTXSID80625992
    • SXNJTQFUPJOBMO-UHFFFAOYSA-N
    • 4-fluoro-2-hydroxybenzoic acid ethyl ester
    • TS-02563
    • SCHEMBL187298
    • DB-101102
    • MDL: MFCD06205199
    • Inchi: 1S/C9H9FO3/c1-2-13-9(12)7-4-3-6(10)5-8(7)11/h3-5,11H,2H2,1H3
    • InChI Key: SXNJTQFUPJOBMO-UHFFFAOYSA-N
    • SMILES: FC1C=CC(C(=O)OCC)=C(C=1)O

Computed Properties

  • Exact Mass: 184.05400
  • 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
  • XLogP3: 3.1
  • Topological Polar Surface Area: 46.5A^2

Experimental Properties

  • Density: 1.257
  • Boiling Point: 242.581°C at 760 mmHg
  • Flash Point: 100.51°C
  • Refractive Index: 1.52
  • PSA: 46.53000
  • LogP: 1.70800

Ethyl 4-fluoro-2-hydroxybenzoate Customs Data

  • HS CODE:2918290000
  • Customs Data:

    China Customs Code:

    2918290000

    Overview:

    2918290000 Other carboxylic acids and anhydrides containing phenolic groups but not other oxy groups\Acyl halide\Peroxides and peroxyacids and their derivatives.Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods).VAT:17.0%.Tax refund rate:9.0%.MFN tariff:6.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food

    Summary:

    HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

Ethyl 4-fluoro-2-hydroxybenzoate Pricemore >>

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Additional information on Ethyl 4-fluoro-2-hydroxybenzoate

Ethyl 4-fluoro-2-hydroxybenzoate (CAS No. 1737-21-9): A Comprehensive Overview

Ethyl 4-fluoro-2-hydroxybenzoate, identified by its Chemical Abstracts Service (CAS) number CAS No. 1737-21-9, is a significant compound in the realm of organic chemistry and pharmaceutical research. This ester derivative of fluoro-substituted hydroxybenzoic acid has garnered attention due to its versatile applications and potential in drug development. The compound's unique structural features, characterized by a fluoro group at the para position relative to the hydroxyl group, contribute to its distinct chemical properties and reactivity, making it a valuable intermediate in synthetic chemistry.

The Ethyl 4-fluoro-2-hydroxybenzoate molecule exhibits notable solubility and stability, which are critical factors in pharmaceutical formulations. Its ability to undergo various chemical transformations, such as esterification and nucleophilic substitution, makes it a preferred building block for synthesizing more complex molecules. In recent years, the compound has been extensively studied for its role in developing novel therapeutic agents targeting a range of diseases.

One of the most compelling aspects of Ethyl 4-fluoro-2-hydroxybenzoate is its potential in medicinal chemistry. Researchers have explored its utility in creating bioactive molecules with anti-inflammatory, antimicrobial, and anticancer properties. The presence of the fluoro group enhances the metabolic stability and binding affinity of drug candidates, which is a crucial consideration in drug design. For instance, studies have demonstrated that fluoro-substituted compounds often exhibit improved pharmacokinetic profiles, leading to more effective therapeutic outcomes.

In the context of academic research, Ethyl 4-fluoro-2-hydroxybenzoate has been utilized in various synthetic protocols to develop novel heterocyclic compounds. These derivatives have shown promise in preclinical studies as potential treatments for neurological disorders, including Alzheimer's disease and Parkinson's disease. The hydroxyl and ester functionalities provide multiple sites for further chemical modification, allowing researchers to tailor the properties of the compound for specific biological targets.

The pharmaceutical industry has also recognized the significance of Ethyl 4-fluoro-2-hydroxybenzoate in drug discovery. Its incorporation into lead compounds has led to the development of several clinical candidates that are currently undergoing further investigation. The compound's ability to serve as a scaffold for structure-activity relationship (SAR) studies has been particularly valuable in optimizing drug candidates for better efficacy and reduced toxicity.

From an industrial perspective, the synthesis of Ethyl 4-fluoro-2-hydroxybenzoate involves well-established methodologies that ensure high yield and purity. Advanced catalytic techniques have been employed to enhance reaction efficiency and minimize byproduct formation. These advancements have not only improved the scalability of production but also reduced costs, making the compound more accessible for research and commercial applications.

The environmental impact of producing and utilizing Ethyl 4-fluoro-2-hydroxybenzoate is another area of interest. Efforts have been made to develop greener synthetic routes that reduce waste and energy consumption. These sustainable practices align with global initiatives to promote environmentally responsible chemical manufacturing, ensuring that the compound's benefits are realized without compromising ecological integrity.

In conclusion, Ethyl 4-fluoro-2-hydroxybenzoate (CAS No. 1737-21-9) represents a cornerstone in modern chemical research and pharmaceutical development. Its unique structural features and versatile reactivity make it an indispensable tool for scientists working on innovative therapeutics. As research continues to uncover new applications for this compound, its importance in advancing medical science is set to grow even further.

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