Cas no 77946-97-5 (Cyanomethanesulfinyl chloride)

Cyanomethanesulfinyl chloride (CAS: [insert if available]) is a versatile sulfinylating reagent used in organic synthesis. Its key advantage lies in its ability to introduce the sulfinyl group (–S(=O)–) into target molecules, facilitating the construction of sulfoxides, which are valuable intermediates in pharmaceuticals and agrochemicals. The presence of both the sulfinyl chloride and cyano groups enhances its reactivity, enabling selective transformations under mild conditions. This compound is particularly useful in asymmetric synthesis and heterocycle formation. It should be handled with care due to its moisture sensitivity and potential reactivity. Proper storage under inert conditions is recommended to maintain stability.
Cyanomethanesulfinyl chloride structure
Cyanomethanesulfinyl chloride structure
Product Name:Cyanomethanesulfinyl chloride
CAS No:77946-97-5
MF:C2H2ClNOS
MW:123.561378002167
CID:5712897
Update Time:2025-11-05

Cyanomethanesulfinyl chloride Chemical and Physical Properties

Names and Identifiers

    • Methanesulfinyl chloride, 1-cyano-
    • Cyanomethanesulfinyl chloride
    • Inchi: 1S/C2H2ClNOS/c3-6(5)2-1-4/h2H2
    • InChI Key: MUTGJKFNZNPGGP-UHFFFAOYSA-N
    • SMILES: C(C#N)S(Cl)=O

Experimental Properties

  • Density: 1.629±0.06 g/cm3(Predicted)
  • Boiling Point: 328.1±44.0 °C(Predicted)

Cyanomethanesulfinyl chloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Enamine
EN300-732233-1.0g
cyanomethanesulfinyl chloride
77946-97-5
1g
$0.0 2023-06-06

Additional information on Cyanomethanesulfinyl chloride

Recent Advances in Cyanomethanesulfinyl Chloride (CAS: 77946-97-5) Research and Applications

Cyanomethanesulfinyl chloride (CAS: 77946-97-5) has recently emerged as a key intermediate in pharmaceutical synthesis and chemical biology research. This sulfinyl chloride derivative exhibits unique reactivity patterns due to the electron-withdrawing effects of both the cyano and sulfinyl groups, making it particularly valuable for constructing complex molecular architectures. Recent studies have highlighted its utility in nucleophilic substitution reactions, where it serves as an effective electrophile for C-S bond formation under mild conditions.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's application in synthesizing novel sulfoxide-containing kinase inhibitors. Researchers utilized cyanomethanesulfinyl chloride as a linchpin for introducing chiral sulfoxide moieties into lead compounds targeting Bruton's tyrosine kinase (BTK). The resulting analogs showed improved metabolic stability compared to their sulfide counterparts, with several candidates advancing to preclinical evaluation.

Significant progress has been made in understanding the compound's safety profile and handling requirements. Recent toxicological assessments (ACS Chemical Health & Safety, 2024) have established proper storage protocols and identified decomposition products under various conditions. These findings are particularly relevant for process chemists scaling up reactions involving this reagent.

In materials science applications, cyanomethanesulfinyl chloride has shown promise as a precursor for functionalized polymer coatings. A Nature Materials publication (2024) described its use in creating sulfinamide-containing surfaces with tunable wettability properties. The researchers developed a vapor-phase deposition technique that preserves the compound's reactive groups while minimizing decomposition.

Ongoing research is exploring the compound's potential in PROTAC (proteolysis-targeting chimera) development, where its dual reactivity enables efficient linker construction between E3 ligase binders and target protein ligands. Preliminary results presented at the 2024 ACS Spring Meeting indicate successful incorporation into several degraders targeting estrogen receptor variants.

From a synthetic methodology perspective, recent advances in flow chemistry have addressed previous challenges with the compound's stability. A continuous flow protocol published in Organic Process Research & Development (2023) demonstrated improved yields and safer handling compared to batch processes, potentially enabling broader industrial adoption.

Analytical characterization techniques for cyanomethanesulfinyl chloride have also seen significant improvements. The development of specialized LC-MS methods (Journal of Chromatography A, 2024) now allows for more accurate quantification of the compound in complex reaction mixtures, addressing previous issues with its thermal instability during analysis.

Looking forward, researchers anticipate expanding applications of this versatile building block in fragment-based drug discovery and bioorthogonal chemistry. Its unique combination of reactivity and stability positions it as a valuable tool for medicinal chemists tackling increasingly challenging targets in oncology and infectious disease research.

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