Cas no 1936693-62-7 (2-ethoxy-2-methylpropane-1-sulfonyl chloride)

2-Ethoxy-2-methylpropane-1-sulfonyl chloride is a specialized sulfonyl chloride derivative used primarily as a key intermediate in organic synthesis. Its structure, featuring an ethoxy group adjacent to a sulfonyl chloride moiety, enhances reactivity in nucleophilic substitution and coupling reactions. This compound is particularly valuable in the preparation of sulfonamides, sulfonate esters, and other functionalized sulfonyl derivatives. Its stability under controlled conditions and high purity make it suitable for precise synthetic applications. The steric and electronic effects of the ethoxy and methyl groups contribute to selective reactivity, offering advantages in complex molecular constructions. Proper handling under inert conditions is recommended due to its moisture sensitivity.
2-ethoxy-2-methylpropane-1-sulfonyl chloride structure
1936693-62-7 structure
Product Name:2-ethoxy-2-methylpropane-1-sulfonyl chloride
CAS No:1936693-62-7
MF:C6H13ClO3S
MW:200.683620214462
MDL:MFCD31420759
CID:4630639
PubChem ID:131229323
Update Time:2025-06-08

2-ethoxy-2-methylpropane-1-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 1-Propanesulfonyl chloride, 2-ethoxy-2-methyl-
    • 2-ethoxy-2-methylpropane-1-sulfonyl chloride
    • MDL: MFCD31420759
    • Inchi: 1S/C6H13ClO3S/c1-4-10-6(2,3)5-11(7,8)9/h4-5H2,1-3H3
    • InChI Key: VYYCNXMSGXXCCK-UHFFFAOYSA-N
    • SMILES: C(S(Cl)(=O)=O)C(OCC)(C)C

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2-ethoxy-2-methylpropane-1-sulfonyl chloride Related Literature

Additional information on 2-ethoxy-2-methylpropane-1-sulfonyl chloride

Introduction to 2-ethoxy-2-methylpropane-1-sulfonyl chloride (CAS No. 1936693-62-7) and Its Emerging Applications in Chemical Biology

The compound 2-ethoxy-2-methylpropane-1-sulfonyl chloride, identified by the CAS number 1936693-62-7, is a specialized organosulfur derivative that has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound belongs to the class of sulfonyl chlorides, which are widely recognized for their utility in synthetic chemistry, particularly in the modification of biomolecules and the development of novel pharmaceutical agents.

2-Ethoxy-2-methylpropane-1-sulfonyl chloride is characterized by a branched alkyl chain substituted with an ethoxy group at the sulfur atom, followed by a sulfonyl chloride functional group at the terminal carbon. This structural configuration imparts distinct reactivity, making it a valuable intermediate in organic synthesis. The presence of the sulfonyl chloride moiety enhances its ability to participate in nucleophilic substitution reactions, which is pivotal for constructing complex molecular architectures.

In recent years, the applications of sulfonyl chlorides have expanded significantly, particularly in the context of drug discovery and biomaterial design. The reactivity of 2-ethoxy-2-methylpropane-1-sulfonyl chloride allows for efficient coupling with amines and other nucleophiles, facilitating the synthesis of sulfonamides and other heterocyclic compounds. These derivatives have shown promise in various therapeutic areas, including anti-inflammatory, antiviral, and anticancer treatments.

One of the most compelling aspects of 2-ethoxy-2-methylpropane-1-sulfonyl chloride is its role in proteomics and protein modification studies. Sulfonyl chlorides are frequently employed as reagents for introducing sulfonamide linkages into proteins, enabling researchers to study protein-protein interactions, modify enzyme activities, or develop targeted protein degradation strategies. The unique branching at the carbon adjacent to the sulfonyl group provides steric control, allowing for precise modifications without disrupting native protein function.

Recent advancements in chemical biology have highlighted the utility of 2-ethoxy-2-methylpropane-1-sulfonyl chloride in developing novel probes for cellular studies. Researchers have leveraged its reactivity to create fluorophore-conjugated sulfonamides that can be used for live-cell imaging and tracking biological processes. These probes offer high sensitivity and selectivity, making them indispensable tools in understanding complex cellular mechanisms.

The synthesis of 2-ethoxy-2-methylpropane-1-sulfonyl chloride typically involves the reaction of 2-methylpropene with ethyl chlorosulfate under controlled conditions. This process requires careful optimization to ensure high yield and purity, as side reactions can lead to undesired byproducts. Recent improvements in synthetic methodologies have focused on greener solvents and catalytic systems to enhance efficiency while minimizing environmental impact.

In drug development pipelines, 2-ethoxy-2-methylpropane-1-sulfonyl chloride has been utilized as a key intermediate in the synthesis of sulfonamide-based drugs. Sulfonamides are a cornerstone of medicinal chemistry due to their broad spectrum of biological activity. For instance, derivatives of this compound have been investigated for their potential as kinase inhibitors, which are critical in targeted cancer therapies. The ability to fine-tune the structure through modifications at the ethoxy and methyl positions allows for the optimization of pharmacokinetic properties such as solubility and bioavailability.

The role of 2-ethoxy-2-methylpropane-1-sulfonyl chloride extends beyond small molecule drug discovery into peptide and antibody engineering. Sulfonyl chlorides enable site-specific modifications, allowing researchers to attach affinity tags or other functional groups without compromising biological activity. This has opened new avenues for therapeutic monoclonal antibodies that require specific modifications for enhanced stability or targeting capabilities.

Emerging research also suggests potential applications in materials science, where 2-ethoxy-2-methylpropane-1-sulfonyl chloride could serve as a precursor for functionalized polymers. These polymers may find use in biomedical devices, such as biodegradable scaffolds or drug delivery systems. The versatility of this compound underscores its importance as a building block in synthetic chemistry.

As computational methods advance, virtual screening techniques are being employed to identify novel applications for 2-ethoxy-2-methylpropane-1-sulfonyl chloride. By integrating machine learning models with experimental data, researchers can predict new derivatives with enhanced properties or explore uncharted biochemical pathways. This interdisciplinary approach promises to accelerate the discovery process and unlock new therapeutic opportunities.

In conclusion, 2-ethoxy-2-methylpropane-1-sulfonyl chloride (CAS No. 1936693-62-7) is a multifaceted compound with significant implications across chemical biology and pharmaceutical sciences. Its unique reactivity and structural features make it an invaluable tool for synthetic chemists and biologists alike. As research continues to evolve, it is likely that new applications will emerge, further solidifying its role as a cornerstone molecule in modern chemical biology.

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