Cas no 63369-68-6 (Ethanesulfinyl chloride, 2-hydroxy-)

Ethanesulfinyl chloride, 2-hydroxy-, is a specialized sulfinyl chloride derivative characterized by the presence of a hydroxyl group at the 2-position of the ethane backbone. This compound is primarily utilized in organic synthesis as a versatile intermediate for introducing sulfinyl functionalities into target molecules. The hydroxyl group enhances its reactivity, enabling selective modifications in complex chemical transformations. Its sulfinyl chloride moiety is particularly valuable for constructing sulfoxides or sulfonamides, which are pivotal in pharmaceutical and agrochemical applications. The compound's structural features offer precise control over stereochemistry, making it advantageous for asymmetric synthesis. Proper handling under anhydrous conditions is recommended due to its sensitivity to moisture.
Ethanesulfinyl chloride, 2-hydroxy- structure
63369-68-6 structure
Product Name:Ethanesulfinyl chloride, 2-hydroxy-
CAS No:63369-68-6
MF:C2H5ClO2S
MW:128.577898740768
CID:4085367
PubChem ID:57206354
Update Time:2025-06-08

Ethanesulfinyl chloride, 2-hydroxy- Chemical and Physical Properties

Names and Identifiers

    • Ethanesulfinyl chloride, 2-hydroxy-
    • 2-Hydroxyethanesulfinic chloride
    • 2-Hydroxyethanesulfinicchloride
    • 63369-68-6
    • EN300-732325
    • SCHEMBL4118102
    • 2-hydroxyethane-1-sulfinyl chloride
    • Inchi: 1S/C2H5ClO2S/c3-6(5)2-1-4/h4H,1-2H2
    • InChI Key: BHOGPDGXJWXZNE-UHFFFAOYSA-N
    • SMILES: C(S(Cl)=O)CO

Computed Properties

  • Exact Mass: 127.9698783Da
  • Monoisotopic Mass: 127.9698783Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 2
  • Complexity: 55.5
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.3
  • Topological Polar Surface Area: 56.5?2

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Additional information on Ethanesulfinyl chloride, 2-hydroxy-

Ethanesulfinyl Chloride, 2-Hydroxy- (CAS No. 63369-68-6): An Overview and Recent Advances

Ethanesulfinyl chloride, 2-hydroxy- (CAS No. 63369-68-6) is a versatile compound that has garnered significant attention in the fields of organic synthesis and pharmaceutical research. This compound, also known as 2-hydroxyethanesulfinyl chloride, is characterized by its unique chemical structure, which includes a sulfinyl group and a hydroxyl group. These functional groups endow the molecule with a range of reactive properties, making it a valuable intermediate in the synthesis of various biologically active compounds.

The chemical structure of Ethanesulfinyl chloride, 2-hydroxy- is represented by the formula C2H5ClO2S. The presence of the sulfinyl group (?SO?) and the hydroxyl group (?OH) provides multiple reaction sites, enabling a wide array of chemical transformations. The sulfinyl group is particularly reactive, facilitating nucleophilic substitution reactions, while the hydroxyl group can participate in various condensation and esterification reactions.

In recent years, Ethanesulfinyl chloride, 2-hydroxy- has been extensively studied for its potential applications in pharmaceutical research. One notable area of interest is its use as an intermediate in the synthesis of antiviral agents. A study published in the *Journal of Medicinal Chemistry* highlighted the role of 2-hydroxyethanesulfinyl chloride in the development of novel antiviral compounds targeting RNA viruses. The unique reactivity of this compound allowed researchers to synthesize a series of derivatives with enhanced antiviral activity against influenza and coronaviruses.

Beyond antiviral applications, Ethanesulfinyl chloride, 2-hydroxy- has also shown promise in the synthesis of anticancer agents. A research team from the University of California, San Francisco, reported the use of 2-hydroxyethanesulfinyl chloride in the preparation of novel small molecules that inhibit key enzymes involved in cancer cell proliferation. The resulting compounds exhibited potent cytotoxic effects against various cancer cell lines, including those resistant to conventional chemotherapy.

The versatility of Ethanesulfinyl chloride, 2-hydroxy- extends to its use in green chemistry initiatives. Researchers at the University of Cambridge have explored the application of this compound in sustainable synthesis methods. By utilizing mild reaction conditions and environmentally friendly solvents, they were able to achieve high yields and selectivity in the synthesis of target molecules. This approach not only reduces waste but also minimizes the environmental impact associated with chemical production.

In addition to its synthetic applications, Ethanesulfinyl chloride, 2-hydroxy- has been investigated for its potential as a probe molecule in biological studies. Its reactivity with thiol groups makes it useful for labeling and modifying proteins and peptides. A study published in *Bioconjugate Chemistry* demonstrated the use of 2-hydroxyethanesulfinyl chloride for site-specific modification of cysteine residues in proteins, enabling detailed structural and functional analyses.

The safety and handling of Ethanesulfinyl chloride, 2-hydroxy- are important considerations for researchers working with this compound. While it is not classified as a hazardous material under current regulations, proper precautions should be taken to ensure safe handling and storage. This includes using appropriate personal protective equipment (PPE) and working under well-ventilated conditions to minimize exposure.

In conclusion, Ethanesulfinyl chloride, 2-hydroxy- (CAS No. 63369-68-6) is a multifaceted compound with significant potential in various areas of chemical and pharmaceutical research. Its unique chemical properties make it an invaluable intermediate in the synthesis of biologically active molecules, contributing to advancements in antiviral and anticancer therapies, as well as sustainable chemistry practices. As research continues to uncover new applications for this compound, its importance in the scientific community is likely to grow.

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