Cas no 212189-78-1 (Methyl 2-fluoro-6-nitrobenzoate)

Methyl 2-fluoro-6-nitrobenzoate is a fluorinated aromatic ester with a nitro substituent, commonly employed as a versatile intermediate in organic synthesis. Its key advantages include its reactivity in nucleophilic aromatic substitution (SNAr) reactions due to the electron-withdrawing effects of both the fluorine and nitro groups, facilitating further functionalization. The methyl ester group enhances solubility in organic solvents, simplifying handling and purification. This compound is particularly useful in pharmaceutical and agrochemical research for constructing complex molecules. Its well-defined structure and stability under standard conditions make it a reliable building block for synthesizing fluorinated and nitro-substituted aromatic derivatives.
Methyl 2-fluoro-6-nitrobenzoate structure
212189-78-1 structure
Product Name:Methyl 2-fluoro-6-nitrobenzoate
CAS No:212189-78-1
MF:C8H6FNO4
MW:199.135945796967
MDL:MFCD09880026
CID:1399367
PubChem ID:597752
Update Time:2025-06-10

Methyl 2-fluoro-6-nitrobenzoate Chemical and Physical Properties

Names and Identifiers

    • methyl 2-fluoro-6-nitrobenzoate
    • benzoic acid, 2-fluoro-6-nitro-, methyl ester
    • methyl 2-fluoro-3-nitrobenzoate
    • 2-Fluoro-6-nitrobenzoic acid methyl ester
    • MJARIPZQSNWYMM-UHFFFAOYSA-N
    • Methyl 2-fluoro-6-nitrobenzoate #
    • 7197AD
    • AK389973
    • 2-Fluoro-6-nitro-benzoic acid methyl ester
    • TL80090092
    • Benzenamine,4-[(1-naphthalenyloxy)methyl]-
    • Methyl2-fluoro-6-nitrobenzoate
    • AKOS006311416
    • 212189-28-1
    • DTXSID10344543
    • 212189-78-1
    • FD10736
    • CS-0096839
    • A912180
    • CS-16398
    • DB-228071
    • SCHEMBL2061831
    • MFCD09880026
    • Methyl 2-fluoro-6-nitrobenzoate
    • MDL: MFCD09880026
    • Inchi: 1S/C8H6FNO4/c1-14-8(11)7-5(9)3-2-4-6(7)10(12)13/h2-4H,1H3
    • InChI Key: MJARIPZQSNWYMM-UHFFFAOYSA-N
    • SMILES: FC1=CC=CC(=C1C(=O)OC)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 199.02808
  • Monoisotopic Mass: 199.02808583g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 240
  • 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: 1.7
  • Topological Polar Surface Area: 72.1

Experimental Properties

  • Boiling Point: 282.9°C at 760 mmHg
  • PSA: 69.44

Methyl 2-fluoro-6-nitrobenzoate Security Information

Methyl 2-fluoro-6-nitrobenzoate Pricemore >>

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Additional information on Methyl 2-fluoro-6-nitrobenzoate

Comprehensive Overview of Methyl 2-fluoro-6-nitrobenzoate (CAS No. 212189-78-1): Properties, Applications, and Industry Insights

Methyl 2-fluoro-6-nitrobenzoate (CAS No. 212189-78-1) is a specialized organic compound widely recognized for its unique chemical structure and versatile applications in pharmaceutical and agrochemical research. As a fluorinated nitrobenzoate derivative, it serves as a critical intermediate in synthesizing bioactive molecules, attracting significant attention from researchers and industrial chemists. The compound's molecular formula, C8H6FNO4, highlights its distinct functional groups—a fluoro substituent and a nitro group—which contribute to its reactivity and utility in cross-coupling reactions and other synthetic pathways.

In recent years, the demand for fluorinated aromatic compounds like Methyl 2-fluoro-6-nitrobenzoate has surged due to their role in developing next-generation pharmaceuticals and crop protection agents. This aligns with the growing interest in sustainable chemistry and green synthesis methods, as industries seek eco-friendly alternatives to traditional reagents. Researchers frequently search for "synthesis of fluorinated benzoates" or "applications of nitroaromatics in drug discovery," reflecting the compound's relevance in cutting-edge science. Its stability under controlled conditions and compatibility with modern catalytic systems further enhance its appeal.

The physicochemical properties of Methyl 2-fluoro-6-nitrobenzoate include a melting point range of 45–50°C and a molecular weight of 199.14 g/mol, making it suitable for precise laboratory-scale reactions. Analytical techniques such as HPLC, GC-MS, and NMR spectroscopy are commonly employed to verify its purity, a topic often queried in academic forums. Notably, its electron-withdrawing groups facilitate nucleophilic substitution reactions, a feature exploited in designing heterocyclic compounds with potential therapeutic effects. This has led to its use in projects targeting kinase inhibitors and antimicrobial agents, addressing global health challenges.

From an industrial perspective, CAS No. 212189-78-1 is valued for its scalability in production. Manufacturers emphasize optimizing "high-yield synthesis routes" to meet the needs of contract research organizations (CROs) and API developers. Discussions on platforms like LinkedIn and ResearchGate often highlight its role in parallel synthesis and combinatorial chemistry, where rapid iteration of molecular designs is essential. Additionally, its compatibility with flow chemistry setups aligns with Industry 4.0 trends, enabling automated and continuous manufacturing processes.

Environmental and regulatory considerations also shape the discourse around Methyl 2-fluoro-6-nitrobenzoate. While not classified as hazardous under standard guidelines, proper handling protocols are emphasized in safety data sheets (SDS). Queries such as "biodegradability of nitroaromatics" or "waste management in fine chemical production" underscore the industry's focus on sustainability. Innovations like catalytic reduction methods for nitro groups are being explored to minimize environmental impact, resonating with the principles of green chemistry.

In conclusion, Methyl 2-fluoro-6-nitrobenzoate (CAS No. 212189-78-1) exemplifies the intersection of innovation and practicality in modern chemistry. Its applications span drug development, material science, and process optimization, making it a staple in research laboratories worldwide. As interest in fluorine chemistry and nitroaromatic versatility grows, this compound will likely remain a focal point for scientific advancement and industrial progress.

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