Cas no 455-20-9 (Benzenesulfonylfluoride, 4-ethyl-)

4-Ethylbenzenesulfonyl fluoride is a sulfonyl fluoride derivative characterized by its ethyl-substituted benzene ring. This compound is primarily utilized as a reactive intermediate in organic synthesis, particularly in the preparation of sulfonamides and other sulfonyl-containing compounds. Its key advantages include high reactivity toward nucleophiles, making it valuable for selective modifications in peptide and protein chemistry. The ethyl group enhances lipophilicity, which can be advantageous in tuning the physicochemical properties of derived molecules. The sulfonyl fluoride moiety is known for its stability under various conditions, allowing for controlled reactions. This compound is commonly employed in medicinal chemistry and biochemical research for targeted covalent inhibition studies.
Benzenesulfonylfluoride, 4-ethyl- structure
455-20-9 structure
Product Name:Benzenesulfonylfluoride, 4-ethyl-
CAS No:455-20-9
MF:C8H9FO2S
MW:188.219264745712
CID:332224
PubChem ID:67997
Update Time:2025-06-15

Benzenesulfonylfluoride, 4-ethyl- Chemical and Physical Properties

Names and Identifiers

    • Benzenesulfonylfluoride, 4-ethyl-
    • 4-ethylbenzenesulfonyl fluoride
    • p-ethylbenzenesulphonyl fluoride
    • DTXSID5060017
    • Z1198321297
    • 455-20-9
    • P-ETHYLBENZENESULFONYL FLUORIDE
    • EINECS 207-241-2
    • 4-ethylbenzene-1-sulfonylfluoride
    • NS00043527
    • 4-ethylbenzene-1-sulfonyl fluoride
    • EN300-317901
    • Benzenesulfonyl fluoride, 4-ethyl-
    • SCHEMBL16066056
    • AKOS006323110
    • Inchi: 1S/C8H9FO2S/c1-2-7-3-5-8(6-4-7)12(9,10)11/h3-6H,2H2,1H3
    • InChI Key: YKTVOVMXBLLWNM-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(=CC=1)CC)(=O)(=O)F

Computed Properties

  • Exact Mass: 188.03077
  • Monoisotopic Mass: 188.03072886g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 222
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 42.5?2

Experimental Properties

  • PSA: 34.14

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Additional information on Benzenesulfonylfluoride, 4-ethyl-

Benzenesulfonylfluoride, 4-ethyl-: A Key Intermediate in Modern Chemical Biology and Medicinal Chemistry

Benzenesulfonylfluoride, 4-ethyl- (CAS No. 455-20-9) is a versatile and highly reactive chemical compound that has garnered significant attention in the fields of chemical biology and medicinal chemistry. This compound, characterized by its unique structural and functional properties, serves as a crucial intermediate in the synthesis of various biologically active molecules. Its molecular structure, featuring a benzene ring substituted with an ethyl group and a sulfonyl fluoride moiety, imparts distinct reactivity that makes it invaluable for the development of novel pharmaceuticals and agrochemicals.

The< strong>4-ethylbenzenesulfonylfluoride molecule is particularly notable for its ability to participate in nucleophilic substitution reactions, where the sulfonyl fluoride group can be displaced by a range of nucleophiles to yield sulfonyl derivatives. These derivatives are widely used in medicinal chemistry due to their stability and ease of further functionalization. The ethyl substituent on the benzene ring further enhances the compound's utility by influencing its electronic properties and solubility characteristics.

In recent years, there has been a surge in research focused on the applications of< strong>Benzenesulfonylfluoride, 4-ethyl- in drug discovery and development. One particularly exciting area is its use as a building block for the synthesis of kinase inhibitors. Kinases are enzymes that play critical roles in many cellular processes, and their dysregulation is often associated with various diseases, including cancer. By leveraging the reactivity of< strong>4-ethylbenzenesulfonylfluoride, researchers have been able to develop novel inhibitors that target specific kinases with high selectivity. These inhibitors have shown promise in preclinical studies and are being evaluated for their potential as therapeutic agents.

Another significant application of< strong>Benzenesulfonylfluoride, 4-ethyl- is in the field of protease inhibition. Proteases are another class of enzymes that are essential for numerous biological processes. Inhibiting specific proteases has been proven effective in treating conditions such as HIV/AIDS, inflammation, and cancer. The sulfonyl fluoride group in< strong>4-ethylbenzenesulfonylfluoride allows for the creation of protease inhibitors that exhibit potent activity and favorable pharmacokinetic profiles. Recent studies have demonstrated the effectiveness of these inhibitors in animal models, paving the way for further clinical development.

The< strong>Benzenesulfonylfluoride, 4-ethyl- compound also finds utility in materials science, particularly in the synthesis of advanced polymers and coatings. The sulfonyl fluoride group can be incorporated into polymer backbones to enhance thermal stability and chemical resistance. These properties make such polymers suitable for applications in harsh environments where traditional materials may fail. Additionally, the ethyl substituent can be used to tune the physical properties of these polymers, such as flexibility and solubility.

In conclusion, Benzenesulfonylfluoride, 4-ethyl- (CAS No. 455-20-9) is a multifaceted compound with broad applications across multiple scientific disciplines. Its unique reactivity and structural features make it an indispensable tool for researchers working on drug discovery, materials science, and beyond. As our understanding of biological systems continues to evolve, it is likely that< strong>4-ethylbenzenesulfonylfluoride will play an even greater role in shaping the future of chemical biology and medicinal chemistry.

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