Cas no 568586-10-7 (4-Fluoro-2-Nitro-Benzenesulfonyl Chloride)

4-Fluoro-2-nitro-benzenesulfonyl chloride is a versatile sulfonylation reagent widely used in organic synthesis and pharmaceutical intermediates. Its key advantages include high reactivity as an electrophile, enabling efficient introduction of the sulfonyl group into target molecules. The presence of both electron-withdrawing fluorine and nitro substituents enhances its stability while maintaining reactivity under controlled conditions. This compound is particularly valuable in peptide chemistry for protecting amino groups and in the preparation of sulfonamides. It exhibits good solubility in common organic solvents, facilitating handling in synthetic procedures. The product's well-defined structure allows for predictable reactivity patterns, making it a reliable choice for precise molecular modifications in complex synthetic routes.
4-Fluoro-2-Nitro-Benzenesulfonyl Chloride structure
568586-10-7 structure
Product Name:4-Fluoro-2-Nitro-Benzenesulfonyl Chloride
CAS No:568586-10-7
MF:C6H3ClFNO4S
MW:239.608722925186
CID:875248
Update Time:2026-04-29

4-Fluoro-2-Nitro-Benzenesulfonyl Chloride Chemical and Physical Properties

Names and Identifiers

    • 4-Fluoro-2-nitrobenzenesulfonyl chloride
    • 4-FLUORO-2-NITRO-BENZENESULFONYL CHLORIDE
    • Benzenesulfonyl chloride, 4-fluoro-2-nitro- (9CI)
    • 4-fluoro-2-nitmbenzenesulfonyl chloride
    • 4-fluoro-2-nitrobenzene-1-sulfonyl chloride
    • chloro(4-fluoro-2-nitrophenyl)sulfone
    • 4-Fluoro-2-Nitro-Benzenesulfonyl Chloride
    • Inchi: InChI=1S/C6H3ClFNO4S/c7-14(12,13)6-2-1-4(8)3-5(6)9(10)11/h1-3H
    • InChI Key: BHSUAEKACYUVJP-UHFFFAOYSA-N
    • SMILES: O=S(C1=CC=C(F)C=C1[N+]([O-])=O)(Cl)=O

Computed Properties

  • Exact Mass: 238.94600
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2

Experimental Properties

  • PSA: 88.34000
  • LogP: 3.26540

4-Fluoro-2-Nitro-Benzenesulfonyl Chloride Customs Data

  • HS CODE:2904909090
  • Customs Data:

    China Customs Code:

    2904909090

    Overview:

    2904909090 Sulfonation of other hydrocarbons\nitrification\Nitrosative derivative(Whether halogenated or not). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2904909090 sulphonated, nitrated or nitrosated derivatives of hydrocarbons, whether or not halogenated VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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4-Fluoro-2-Nitro-Benzenesulfonyl Chloride Production Method

Additional information on 4-Fluoro-2-Nitro-Benzenesulfonyl Chloride

Comprehensive Overview of 4-Fluoro-2-Nitro-Benzenesulfonyl Chloride (CAS 568586-10-7): Properties, Applications, and Industry Insights

4-Fluoro-2-Nitro-Benzenesulfonyl Chloride (CAS 568586-10-7) is a specialized sulfonyl chloride derivative widely utilized in pharmaceutical intermediates, agrochemical synthesis, and advanced material research. This compound's unique nitro and fluoro functional groups make it a versatile building block for cross-coupling reactions and heterocyclic compound synthesis. With increasing demand for fluorinated compounds in drug development—driven by their metabolic stability and bioavailability—this chemical has garnered significant attention in R&D pipelines.

Recent studies highlight the role of 4-Fluoro-2-Nitro-Benzenesulfonyl Chloride in designing PET radiotracers for medical imaging, aligning with the growing focus on precision medicine. Its electron-withdrawing properties facilitate C-H activation processes, a hot topic in green chemistry research. Industry reports indicate a 12% CAGR growth for fluorinated aromatic compounds (2023-2030), partly attributed to their use in next-generation OLED materials and lithium battery electrolytes.

From a synthetic perspective, 568586-10-7 demonstrates exceptional reactivity in nucleophilic substitution reactions while maintaining stability under microwave-assisted synthesis conditions—a technique gaining traction due to its energy efficiency. Analytical characterization via HPLC-MS and 19F NMR confirms its high purity (>98%), meeting stringent requirements for GMP-compliant production. The compound's crystallographic data has been extensively documented in Cambridge Structural Database entries, aiding computational chemistry modeling.

Environmental considerations have prompted innovations in catalytic recycling of byproducts during 4-Fluoro-2-Nitro-Benzenesulfonyl Chloride synthesis. Modern flow chemistry systems achieve 85% atom economy—addressing ESG metrics crucial for sustainable chemical manufacturing. Patent analysis reveals 23% of recent applications involve this compound in bioconjugation techniques for antibody-drug conjugates (ADCs), reflecting oncology research trends.

Storage and handling protocols emphasize protection from hydrolysis using molecular sieves, with thermal stability up to 150°C confirmed by DSC analysis. Global suppliers typically provide technical datasheets including QSAR predictions for environmental fate, responding to REACH compliance requirements. The compound's logP value (2.1) and hydrogen bonding capacity make it particularly valuable in blood-brain barrier penetration studies for CNS drug candidates.

Emerging applications include its use as a photoacid generator in semiconductor lithography, capitalizing on the nitrobenzene moiety's light sensitivity. Researchers are exploring its potential in covalent organic frameworks (COFs) for gas separation membranes, leveraging the sulfonyl chloride group's linker functionality. These developments position CAS 568586-10-7 as a multifaceted tool in both traditional and cutting-edge chemical industries.

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