Cas no 160819-39-6 (Methyl 4-Fluoro-3-(methylsulfonyl)benzoate)

Methyl 4-Fluoro-3-(methylsulfonyl)benzoate is a fluorinated aromatic ester with a methylsulfonyl substituent, offering unique reactivity and structural features for synthetic applications. The presence of both electron-withdrawing groups (fluoro and methylsulfonyl) enhances its utility in nucleophilic aromatic substitution reactions and as a building block in pharmaceutical and agrochemical intermediates. The methyl ester group provides versatility for further derivatization, such as hydrolysis or transesterification. Its high purity and well-defined structure make it suitable for precision chemistry in research and industrial settings. The compound’s stability and compatibility with various reaction conditions further underscore its value in organic synthesis.
Methyl 4-Fluoro-3-(methylsulfonyl)benzoate structure
160819-39-6 structure
Product Name:Methyl 4-Fluoro-3-(methylsulfonyl)benzoate
CAS No:160819-39-6
MF:C9H9FO4S
MW:232.228765249252
MDL:MFCD20491420
CID:1056910
PubChem ID:10752025
Update Time:2025-06-14

Methyl 4-Fluoro-3-(methylsulfonyl)benzoate Chemical and Physical Properties

Names and Identifiers

    • (2R,3R)-2,3-dihydroxybutanedioic acid,(2R)-2-(3-fluorophenyl)pyrrolidine
    • (R)-2-(3-FLUOROPHENYL)PYRROLIDINE L-TARTRATE
    • 4-Fluoro-3-methanesulfonyl-benzoic acid methyl ester
    • methyl 3-methylsulfonyl-4-fluorobenzoate
    • methyl 3-methylsulphonyl-4-fluorobenzoate
    • methyl 4-fluoro-3-methylsulfonylbenzoate
    • Methyl 4-Fluoro-3-(Methylsulfonyl)benzoate
    • Benzoic acid, 4-fluoro-3-(methylsulfonyl)-, methyl ester
    • YUVSGFLZOSEKEA-UHFFFAOYSA-N
    • 7071AJ
    • TRA0007386
    • SY017163
    • Methyl4-Fluoro-3-(methylsulfonyl)benzoate
    • 4-Fluoro-3-methanesulfonyl-benzoic acid methy
    • CS-0209300
    • DB-021513
    • METHYL 4-FLUORO-3-METHANESULFONYLBENZOATE
    • AS-32392
    • 160819-39-6
    • AKOS022184025
    • MFCD20491420
    • SCHEMBL1110755
    • Methyl 4-Fluoro-3-(methylsulfonyl)benzoate
    • MDL: MFCD20491420
    • Inchi: 1S/C9H9FO4S/c1-14-9(11)6-3-4-7(10)8(5-6)15(2,12)13/h3-5H,1-2H3
    • InChI Key: YUVSGFLZOSEKEA-UHFFFAOYSA-N
    • SMILES: S(C)(C1C(=CC=C(C(=O)OC)C=1)F)(=O)=O

Computed Properties

  • Exact Mass: 315.11200
  • Monoisotopic Mass: 232.02055810g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 3
  • Complexity: 333
  • 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: 68.8
  • XLogP3: 1.1

Experimental Properties

  • PSA: 127.09000
  • LogP: 0.45640

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Methyl 4-Fluoro-3-(methylsulfonyl)benzoate Production Method

Additional information on Methyl 4-Fluoro-3-(methylsulfonyl)benzoate

Comprehensive Overview of Methyl 4-Fluoro-3-(methylsulfonyl)benzoate (CAS No. 160819-39-6)

Methyl 4-Fluoro-3-(methylsulfonyl)benzoate (CAS No. 160819-39-6) is a fluorinated aromatic ester with a methylsulfonyl substituent, widely recognized for its versatility in organic synthesis and pharmaceutical applications. This compound belongs to the class of benzoate derivatives, which are pivotal intermediates in the development of agrochemicals, dyes, and specialty chemicals. Its unique structural features, including the fluoro and sulfonyl groups, enhance its reactivity and selectivity in cross-coupling reactions, making it a valuable building block in modern synthetic chemistry.

The growing interest in Methyl 4-Fluoro-3-(methylsulfonyl)benzoate is driven by its role in the synthesis of bioactive molecules. Researchers are increasingly exploring its potential in designing small-molecule inhibitors and protease-targeting drugs, aligning with the current trend of precision medicine. The compound's electron-withdrawing properties, attributed to the sulfonyl and fluoro groups, facilitate nucleophilic aromatic substitutions, a reaction mechanism frequently employed in drug discovery pipelines. This has led to a surge in queries like "applications of fluorinated benzoates in drug development" and "synthetic routes for sulfonyl-containing intermediates" across scientific databases.

From an industrial perspective, CAS 160819-39-6 is gaining traction due to its compatibility with green chemistry principles. Manufacturers are optimizing its production using catalytic methods to minimize waste, responding to the global demand for sustainable chemical processes. Environmental concerns have also spurred searches for "eco-friendly synthesis of fluorinated aromatics" and "biodegradable sulfonyl compounds," highlighting the compound's alignment with circular economy goals. Analytical techniques such as HPLC and NMR are routinely employed to ensure high purity, a critical factor for end-users in the pharmaceutical sector.

In material science, Methyl 4-Fluoro-3-(methylsulfonyl)benzoate serves as a precursor for advanced polymers with enhanced thermal stability. Its incorporation into polyimide backbones improves dielectric properties, catering to the electronics industry's need for high-performance insulating materials. This application has triggered searches for "sulfonyl-functionalized monomers for polymers" and "fluorinated aromatic monomers in electronics," underscoring its interdisciplinary relevance. The compound's low toxicity profile further broadens its utility in consumer-facing applications, such as coatings and adhesives.

Regulatory compliance and safety data for 160819-39-6 are well-documented, with studies confirming its stability under standard storage conditions. However, users frequently inquire about "handling guidelines for sulfonyl benzoates" and "compatibility with common solvents," reflecting the need for accessible technical documentation. Suppliers often provide COA (Certificate of Analysis) and SDS (Safety Data Sheets) to address these concerns, ensuring seamless integration into laboratory workflows.

Looking ahead, the demand for Methyl 4-Fluoro-3-(methylsulfonyl)benzoate is projected to rise, fueled by innovations in catalysis and process intensification. Emerging research on its enantioselective transformations could unlock new avenues in asymmetric synthesis, a hot topic in academic circles. As industries prioritize cost-effective and scalable synthetic routes, this compound stands out as a key enabler of next-generation chemical manufacturing.

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