Cas no 10490-22-9 (2-Methylpropane-2-sulfonyl Chloride)

2-Methylpropane-2-sulfonyl chloride (tert-Butylsulfonyl chloride) is a versatile sulfonylation reagent widely used in organic synthesis. Its sterically hindered tert-butyl group enhances selectivity in reactions, making it particularly valuable for introducing sulfonyl functionalities into sensitive substrates. The compound exhibits high reactivity with nucleophiles, enabling efficient preparation of sulfonamides, sulfonate esters, and other derivatives. Its stability under standard conditions ensures reliable handling and storage. Applications include pharmaceutical intermediates, peptide modification, and catalysis. The reagent’s robust performance in challenging transformations, coupled with its compatibility with diverse reaction conditions, makes it a preferred choice for synthetic chemists seeking precise and efficient sulfonylation.
2-Methylpropane-2-sulfonyl Chloride structure
10490-22-9 structure
Product Name:2-Methylpropane-2-sulfonyl Chloride
CAS No:10490-22-9
MF:C4H9ClO2S
MW:156.631059408188
CID:3036328
PubChem ID:12503843
Update Time:2025-06-09

2-Methylpropane-2-sulfonyl Chloride Chemical and Physical Properties

Names and Identifiers

    • t-butylsulfonyl chloride
    • MsCl; 2-Methyl-2-propansulfochlorid; tert-butyl sulfonyl chloride; tert-butylsulfinyl chloride; tert-butylsulfonyl chloride; methanesulfonyl chloride; 2-METHYLPROPANE-2-SULFONYL CHLORIDE
    • MFCD16547515
    • 2-methylpropane-2-sulfonyl chloride
    • 2-methyl-2-propanesulfonyl chloride
    • 2-Propanesulfonyl chloride, 2-methyl-
    • DB-150104
    • EN300-59507
    • AB70844
    • AKOS011310593
    • BS-12920
    • C77642
    • 10490-22-9
    • SCHEMBL392704
    • WFBUQJSXXDVYFZ-UHFFFAOYSA-N
    • 2-methylpropane-2-sulfonylchloride
    • 808-633-1
    • 2-Methylpropane-2-sulfonyl Chloride
    • MDL: MFCD16547515
    • Inchi: 1S/C4H9ClO2S/c1-4(2,3)8(5,6)7/h1-3H3
    • InChI Key: WFBUQJSXXDVYFZ-UHFFFAOYSA-N
    • SMILES: ClS(C(C)(C)C)(=O)=O

Computed Properties

  • Exact Mass: 156.00100
  • Monoisotopic Mass: 156.0011784g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 158
  • 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: 1.4
  • Topological Polar Surface Area: 42.5?2

Experimental Properties

  • PSA: 42.52000
  • LogP: 2.43430

2-Methylpropane-2-sulfonyl Chloride Pricemore >>

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Additional information on 2-Methylpropane-2-sulfonyl Chloride

Professional Introduction to 2-Methylpropane-2-sulfonyl Chloride (CAS No. 10490-22-9)

2-Methylpropane-2-sulfonyl Chloride, identified by the Chemical Abstracts Service Number (CAS No.) 10490-22-9, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and chemical research. This compound, characterized by its sulfonyl chloride functional group, serves as a versatile intermediate in synthetic chemistry, particularly in the development of pharmaceuticals and agrochemicals. Its unique structural properties make it a valuable reagent for introducing sulfonamide functionalities into molecular frameworks, which are crucial for designing bioactive molecules.

The significance of 2-Methylpropane-2-sulfonyl Chloride lies in its ability to facilitate the formation of sulfonamides through nucleophilic substitution reactions. Sulfonamides are a class of heterocyclic compounds that exhibit a broad spectrum of biological activities, including antimicrobial, anti-inflammatory, and anticancer properties. The compound’s reactivity and stability under various conditions make it an indispensable tool in medicinal chemistry. Recent advancements in drug discovery have highlighted the importance of sulfonamide derivatives as key pharmacophores, further emphasizing the utility of CAS No. 10490-22-9 in synthetic protocols.

In recent years, researchers have been exploring novel applications of 2-Methylpropane-2-sulfonyl Chloride in the synthesis of peptide mimetics and protease inhibitors. The compound’s ability to introduce sulfonamide linkages into peptide-like structures has opened new avenues for developing targeted therapeutics. For instance, studies have demonstrated its role in creating peptidomimetics that mimic the bioactivity of natural peptides while exhibiting improved pharmacokinetic profiles. This has been particularly relevant in the design of drugs targeting protein-protein interactions, which are challenging to modulate using traditional small-molecule inhibitors.

Moreover, the compound has found utility in the synthesis of advanced materials, such as functional polymers and liquid crystals. The incorporation of sulfonamide groups into polymer backbones enhances their thermal stability and solubility, making them suitable for applications in electronics and coatings. Additionally, recent research has explored its use in creating stimuli-responsive materials that can undergo reversible structural changes upon exposure to external stimuli like light or pH changes. These developments underscore the versatility of CAS No 10490-22-9 beyond its traditional role in pharmaceutical synthesis.

The industrial production and handling of 2-Methylpropane-2-sulfonyl Chloride adhere to stringent quality control measures to ensure consistency and purity. Manufacturers employ advanced purification techniques such as distillation and crystallization to isolate the compound from impurities. This is critical given its sensitivity to moisture and its reactivity with nucleophiles, which can lead to undesired side reactions if not properly controlled. The compound’s storage conditions are also carefully regulated to prevent degradation, typically requiring inert atmospheres or refrigeration depending on the scale of use.

From a regulatory perspective, 2-Methylpropane-2-sulfonyl Chloride is subject to standard chemical safety protocols due to its potential reactivity with certain substances. While it is not classified as a hazardous material under typical usage scenarios, proper handling procedures must be followed to mitigate any risks associated with its chemical properties. Safety data sheets (SDS) provide detailed guidance on storage, handling, and disposal practices, ensuring that researchers and industrial personnel can work with the compound safely.

The future prospects of CAS No 10490-22-9 are promising, with ongoing research exploring its potential applications in green chemistry and sustainable drug development. Innovations in catalytic processes aim to minimize waste and improve yields during its synthesis, aligning with global efforts to promote environmentally friendly chemical practices. Additionally, computational methods are being leveraged to predict novel derivatives of 2-Methylpropane-2-sulfonyl Chloride that may exhibit enhanced biological activities or improved synthetic accessibility.

In conclusion,2-Methylpropane-2-sulfonyl Chloride (CAS No 10490-22-9) remains a cornerstone compound in modern synthetic chemistry. Its role as an intermediate for sulfonamide synthesis continues to drive advancements across multiple industries, from pharmaceuticals to materials science. As research progresses, new applications and optimizations will likely emerge, further solidifying its importance in both academic and industrial settings.

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