Cas no 171421-55-9 (1,3-Difluoro-5-methylsulfonylbenzene)

1,3-Difluoro-5-methylsulfonylbenzene is a fluorinated aromatic compound featuring a methylsulfonyl substituent at the 5-position and fluorine atoms at the 1- and 3-positions. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing sulfonyl group enhances reactivity in nucleophilic aromatic substitution reactions, while the fluorine atoms contribute to metabolic stability and lipophilicity. Its high purity and well-defined structure ensure consistent performance in cross-coupling reactions and other transformations. The compound is particularly useful in the development of bioactive molecules, where precise functionalization is critical. Proper handling and storage under inert conditions are recommended to maintain stability.
1,3-Difluoro-5-methylsulfonylbenzene structure
171421-55-9 structure
Product Name:1,3-Difluoro-5-methylsulfonylbenzene
CAS No:171421-55-9
MF:C7H6F2O2S
MW:192.183147907257
MDL:MFCD09972174
CID:857648
PubChem ID:46738687
Update Time:2025-10-28

1,3-Difluoro-5-methylsulfonylbenzene Chemical and Physical Properties

Names and Identifiers

    • 1,3-Difluoro-5-(methylsulfonyl)benzene
    • 1,3-Difluoro-5-methylsulfonylbenzene
    • 3,5-difluoro-1-methylsulfonylbenzene
    • WGA42155
    • DTXSID20674343
    • J-010723
    • FEVDSYDQNXTMPT-UHFFFAOYSA-N
    • 1,3-Difluoro-5-(methanesulfonyl)benzene
    • SCHEMBL776672
    • 171421-55-9
    • E90329
    • BS-27457
    • MFCD09972174
    • CS-0191558
    • AKOS006310706
    • MDL: MFCD09972174
    • Inchi: 1S/C7H6F2O2S/c1-12(10,11)7-3-5(8)2-6(9)4-7/h2-4H,1H3
    • InChI Key: FEVDSYDQNXTMPT-UHFFFAOYSA-N
    • SMILES: S(C)(C1C=C(C=C(C=1)F)F)(=O)=O

Computed Properties

  • Exact Mass: 192.00600
  • Monoisotopic Mass: 192.006
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 235
  • 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: 42.5A^2
  • XLogP3: 1.4

Experimental Properties

  • PSA: 42.52000
  • LogP: 2.44910

1,3-Difluoro-5-methylsulfonylbenzene 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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Additional information on 1,3-Difluoro-5-methylsulfonylbenzene

Introduction to 1,3-Difluoro-5-methylsulfonylbenzene (CAS No. 171421-55-9)

1,3-Difluoro-5-methylsulfonylbenzene, identified by its Chemical Abstracts Service (CAS) number 171421-55-9, is a fluorinated aromatic compound featuring a sulfonyl group and a methyl substituent. This molecule has garnered significant attention in the field of pharmaceutical chemistry and materials science due to its unique structural properties and potential applications. The presence of both fluorine atoms and a sulfonyl group enhances its reactivity and makes it a valuable intermediate in the synthesis of various bioactive molecules.

The structure of 1,3-difluoro-5-methylsulfonylbenzene consists of a benzene ring substituted with two fluorine atoms at the 1 and 3 positions, and a methylsulfonyl group at the 5 position. This arrangement imparts distinct electronic and steric effects, making the compound highly versatile in chemical reactions. The fluorine atoms contribute to electron-withdrawing inductive effects, which can influence the reactivity of adjacent functional groups, while the methylsulfonyl group provides a site for further derivatization.

In recent years, 1,3-difluoro-5-methylsulfonylbenzene has been explored as a key intermediate in the development of novel pharmaceutical agents. Its incorporation into drug candidates has shown promise in several therapeutic areas, including oncology, inflammation, and infectious diseases. The fluorinated aromatic core is particularly attractive in medicinal chemistry due to its ability to improve metabolic stability, binding affinity, and overall pharmacokinetic properties of drug molecules.

One of the most compelling aspects of 1,3-difluoro-5-methylsulfonylbenzene is its role in synthesizing fluorinated sulfonyl compounds, which are known for their potent biological activity. For instance, studies have demonstrated that derivatives of this compound exhibit inhibitory effects on various enzymes and receptors involved in disease pathways. The methylsulfonyl moiety, in particular, has been shown to enhance the binding interactions between drug molecules and their targets, leading to improved therapeutic efficacy.

Recent research published in high-impact journals has highlighted the synthetic utility of 1,3-difluoro-5-methylsulfonylbenzene in constructing complex organic frameworks. A notable study described the use of this compound as a precursor in the preparation of fluorinated heterocyclic scaffolds, which are essential components in many modern drugs. The study demonstrated that the introduction of fluorine atoms at specific positions significantly modulates the electronic properties of the resulting heterocycles, thereby tailoring their biological activity.

The pharmaceutical industry has taken special interest in leveraging the unique properties of 1,3-difluoro-5-methylsulfonylbenzene for drug development. Researchers have reported successful applications of this intermediate in creating small molecule inhibitors with high selectivity and low toxicity. For example, a novel antiviral agent currently undergoing clinical trials incorporates a fluorinated sulfonylbenzene moiety derived from this compound, showcasing its potential as a building block for next-generation therapeutics.

Beyond pharmaceutical applications, 1,3-difluoro-5-methylsulfonylbenzene has found utility in materials science. Its ability to act as a ligand or handle group in catalytic systems has been exploited to develop novel catalysts for organic transformations. These catalysts have demonstrated enhanced efficiency and selectivity in synthesizing complex molecules, contributing to advancements in green chemistry and industrial processes.

The synthesis of 1,3-difluoro-5-methylsulfonylbenzene itself is an area of active investigation. Recent advancements in synthetic methodologies have enabled more efficient and scalable production routes for this compound. These methods often involve multi-step reactions that incorporate fluorination and sulfonylation steps under controlled conditions. Such improvements have made it more feasible to explore its applications without compromising on yield or purity.

In conclusion,1,3-Difluoro-5-methylsulfonylbenzene (CAS No. 171421-55-9) is a multifaceted compound with significant potential across multiple scientific disciplines. Its unique structural features make it an invaluable intermediate for pharmaceutical synthesis, while its applications in materials science continue to expand. As research progresses,this molecule is expected to play an even greater role in developing innovative solutions for both medical and industrial challenges.

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