Cas no 1934861-95-6 (3-bromo-4-methylbenzene-1-sulfonyl fluoride)

3-Bromo-4-methylbenzene-1-sulfonyl fluoride is a versatile aryl sulfonyl fluoride derivative, primarily utilized as a reactive intermediate in organic synthesis and medicinal chemistry. Its key advantages include its stability under standard conditions and its selective reactivity as a sulfonylation agent, making it valuable for modifying biomolecules or constructing complex molecular frameworks. The bromo and methyl substituents enhance its utility in cross-coupling reactions, while the sulfonyl fluoride moiety serves as an electrophilic handle for covalent inhibition or click chemistry applications. This compound is particularly useful in the development of protease inhibitors and other targeted covalent drugs, offering precise control over reactivity and selectivity.
3-bromo-4-methylbenzene-1-sulfonyl fluoride structure
1934861-95-6 structure
Product Name:3-bromo-4-methylbenzene-1-sulfonyl fluoride
CAS No:1934861-95-6
MF:C7H6BrFO2S
MW:253.088743686676
MDL:MFCD28968533
CID:5162822
PubChem ID:23462635
Update Time:2026-03-04

3-bromo-4-methylbenzene-1-sulfonyl fluoride Chemical and Physical Properties

Names and Identifiers

    • Benzenesulfonyl fluoride, 3-bromo-4-methyl-
    • 3-Bromo-4-methylbenzene-1-sulfonyl fluoride
    • SCHEMBL11353339
    • G72475
    • 3-Bromo-4-methylbenzene-1-sulfonylfluoride
    • 3-bromo-4-methylbenzenesulfonyl fluoride
    • 1934861-95-6
    • EN300-224171
    • 3-bromo-4-methylbenzene-1-sulfonyl fluoride
    • MDL: MFCD28968533
    • Inchi: 1S/C7H6BrFO2S/c1-5-2-3-6(4-7(5)8)12(9,10)11/h2-4H,1H3
    • InChI Key: JYADGRHNQICZKZ-UHFFFAOYSA-N
    • SMILES: C1(S(F)(=O)=O)=CC=C(C)C(Br)=C1

Computed Properties

  • Exact Mass: 251.92559g/mol
  • Monoisotopic Mass: 251.92559g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 247
  • 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: 2.8
  • Topological Polar Surface Area: 42.5?2

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Additional information on 3-bromo-4-methylbenzene-1-sulfonyl fluoride

3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride: A Comprehensive Overview

3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride, also known by its CAS No. 1934861-95-6, is a versatile organic compound with significant applications in various fields of chemistry. This compound belongs to the family of sulfonyl fluorides, which are widely used as intermediates in the synthesis of pharmaceuticals, agrochemicals, and advanced materials. The structure of this compound comprises a benzene ring substituted with a bromine atom at the 3-position, a methyl group at the 4-position, and a sulfonyl fluoride group at the 1-position. This unique combination of substituents imparts distinctive chemical properties to the molecule, making it highly valuable in modern chemical research and industry.

The synthesis of 3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride typically involves multi-step processes that require precise control over reaction conditions. Recent advancements in synthetic methodologies have enabled chemists to optimize the production of this compound, ensuring higher yields and improved purity. For instance, researchers have explored the use of microwave-assisted synthesis and catalytic systems to streamline the reaction pathways. These innovations not only enhance the efficiency of the synthesis but also reduce environmental impact by minimizing waste generation.

One of the most notable applications of 3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride is in drug discovery. The sulfonyl fluoride group is a common motif in bioactive molecules due to its ability to act as a leaving group in substitution reactions. This property makes it an ideal precursor for constructing sulfonamide derivatives, which are extensively studied for their potential therapeutic effects. Recent studies have highlighted its role in developing inhibitors for kinases and other enzyme targets, underscoring its importance in modern pharmacology.

In addition to its role in drug development, 3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride is also utilized in materials science. The bromine and methyl substituents on the benzene ring contribute to its electronic and steric properties, making it suitable for applications in polymer chemistry and nanotechnology. Researchers have explored its use as a building block for constructing functional polymers with tailored properties, such as high thermal stability or conductivity.

The physical and chemical properties of 3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride have been extensively characterized using advanced analytical techniques. For example, nuclear magnetic resonance (NMR) spectroscopy has provided insights into its molecular structure, while mass spectrometry has confirmed its molecular weight and composition. These studies have not only validated the compound's identity but also provided critical data for its safe handling and storage.

In terms of safety considerations, proper handling of 3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride is essential due to its reactive nature. It is recommended to handle this compound under inert atmospheres and to use appropriate personal protective equipment (PPE) such as gloves and goggles. Storage should be in tightly sealed containers away from moisture and heat sources to prevent degradation or accidental exposure.

The demand for 3-Bromo-4-Methylbenzene-1-Sulfonyl Fluoride continues to grow as researchers uncover new applications across diverse disciplines. Its unique combination of substituents makes it a valuable tool for advancing chemical research and industrial processes. As technology evolves, we can expect further innovations that will expand the utility of this compound even further.

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