Cas no 946409-11-6 (Chroman-6-sulfonyl chloride)

Chroman-6-sulfonyl chloride is a sulfonating reagent widely used in organic synthesis, particularly for introducing sulfonyl groups into target molecules. Its key advantages include high reactivity, enabling efficient sulfonylation reactions under mild conditions, and its compatibility with a range of functional groups. The chroman backbone provides stability, reducing unwanted side reactions. This compound is valuable in pharmaceutical and agrochemical research for modifying bioactive molecules or constructing sulfonamide derivatives. It is typically handled under anhydrous conditions due to its moisture sensitivity. Proper storage and handling are essential to maintain its reactivity and shelf life.
Chroman-6-sulfonyl chloride structure
Chroman-6-sulfonyl chloride structure
Product Name:Chroman-6-sulfonyl chloride
CAS No:946409-11-6
MF:C9H9ClO3S
MW:232.683960676193
MDL:MFCD09897729
CID:1984475
PubChem ID:24267858
Update Time:2025-06-08

Chroman-6-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • Chroman-6-sulfonyl chloride
    • chlorochroman-6-ylsulfone
    • Chroman-6-sulphonyl chloride
    • MolPort-003-745-133
    • SBB097999
    • CC32803
    • RP05610
    • Y4813
    • 3,4-dihydro-2H-chromene-6-sulfonyl chloride
    • OTAVA-BB 1051771
    • Chroman-6-sulfonylchloride
    • SCHEMBL5747283
    • GS3086
    • DB-079979
    • MFCD09897729
    • CS-0343267
    • EN300-125428
    • DTXSID70640593
    • W16403
    • DTXCID20591344
    • 946409-11-6
    • 3,4-dihydro-2H-1-benzopyran-6-sulfonyl chloride
    • VS-0360
    • Z728136680
    • AKOS010225520
    • MDL: MFCD09897729
    • Inchi: 1S/C9H9ClO3S/c10-14(11,12)8-3-4-9-7(6-8)2-1-5-13-9/h3-4,6H,1-2,5H2
    • InChI Key: YWWYZRQBPOAOMS-UHFFFAOYSA-N
    • SMILES: ClS(C1C=CC2=C(C=1)CCCO2)(=O)=O

Computed Properties

  • Exact Mass: 231.99600
  • Monoisotopic Mass: 231.9960930g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 296
  • 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: 2.3
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • PSA: 51.75000
  • LogP: 3.01990

Chroman-6-sulfonyl chloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C433440-25mg
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$ 50.00 2022-06-06
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Additional information on Chroman-6-sulfonyl chloride

Chroman-6-sulfonyl chloride (CAS No. 946409-11-6): A Versatile Reagent in Modern Chemistry

Chroman-6-sulfonyl chloride (CAS No. 946409-11-6) is a highly versatile reagent that has gained significant attention in the field of organic synthesis and medicinal chemistry. This compound, characterized by its unique chroman scaffold and sulfonyl chloride functionality, offers a wide range of applications in the synthesis of complex organic molecules, particularly those with biological relevance.

The chroman core is a well-known structural motif found in numerous natural products and pharmaceuticals. It is often associated with antioxidant, anti-inflammatory, and neuroprotective properties. The introduction of a sulfonyl chloride group to this scaffold significantly enhances its reactivity and functional versatility, making it an invaluable tool in the development of novel compounds for various therapeutic applications.

Recent studies have highlighted the importance of Chroman-6-sulfonyl chloride in the synthesis of bioactive molecules. For instance, a research group at the University of California, Los Angeles (UCLA) utilized this reagent to develop a series of chroman derivatives with potent anti-cancer properties. The sulfonyl chloride group facilitated the formation of stable sulfonamide linkages, which are crucial for enhancing the biological activity and selectivity of the final compounds.

In another notable study, researchers at the Max Planck Institute for Chemical Biology explored the use of Chroman-6-sulfonyl chloride in the synthesis of small molecules targeting G protein-coupled receptors (GPCRs). GPCRs are a large family of membrane proteins involved in numerous physiological processes and are key targets for drug discovery. The unique reactivity of Chroman-6-sulfonyl chloride allowed for the efficient synthesis of GPCR ligands with high affinity and selectivity.

The synthetic utility of Chroman-6-sulfonyl chloride extends beyond its application in medicinal chemistry. In materials science, this reagent has been employed to create novel polymers with enhanced mechanical and thermal properties. A team at MIT used Chroman-6-sulfonyl chloride to synthesize a series of chroman-based copolymers that exhibited superior strength and flexibility compared to traditional polymers. These materials have potential applications in advanced coatings, adhesives, and composite materials.

From an environmental perspective, Chroman-6-sulfonyl chloride has also been investigated for its role in green chemistry initiatives. Researchers at the University of Cambridge developed a sustainable synthetic route for this compound using renewable feedstocks and environmentally benign catalysts. This approach not only reduces the environmental impact but also aligns with the principles of green chemistry, promoting sustainable practices in chemical synthesis.

In conclusion, Chroman-6-sulfonyl chloride (CAS No. 946409-11-6) is a highly versatile reagent with a broad range of applications in organic synthesis, medicinal chemistry, materials science, and green chemistry. Its unique combination of structural features and reactivity makes it an essential tool for researchers aiming to develop innovative solutions to complex scientific challenges. As ongoing research continues to uncover new possibilities, Chroman-6-sulfonyl chloride is poised to play an increasingly important role in advancing the frontiers of modern chemistry.

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