Cas no 69129-61-9 (3-Isopropoxy-benzenesulfonyl Chloride)

3-Isopropoxy-benzenesulfonyl chloride is a sulfonyl chloride derivative featuring an isopropoxy substituent at the 3-position of the benzene ring. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of sulfonamides and sulfonate esters through nucleophilic substitution reactions. Its reactive sulfonyl chloride group enables efficient coupling with amines, alcohols, and other nucleophiles, making it valuable in pharmaceutical and agrochemical applications. The isopropoxy group enhances solubility and modulates electronic properties, influencing reactivity and selectivity in downstream transformations. The compound is typically handled under anhydrous conditions due to its moisture sensitivity. Its well-defined structure and reactivity profile make it a useful building block for specialized chemical synthesis.
3-Isopropoxy-benzenesulfonyl Chloride structure
69129-61-9 structure
Product Name:3-Isopropoxy-benzenesulfonyl Chloride
CAS No:69129-61-9
MF:C9H11ClO3S
MW:234.699840784073
CID:392184
PubChem ID:55279902
Update Time:2025-10-21

3-Isopropoxy-benzenesulfonyl Chloride Chemical and Physical Properties

Names and Identifiers

    • Benzenesulfonyl chloride, 3-(1-methylethoxy)-
    • 3-propan-2-yloxybenzenesulfonyl chloride
    • 3-Isopropoxybenzene-1-sulfonylchloride
    • AKOS006334847
    • 3-[(Propan-2-yl)oxy]benzene-1-sulfonyl chloride
    • CS-0326629
    • 3-Isopropoxybenzene-1-sulfonyl chloride
    • 69129-61-9
    • 3-Isopropoxybenzenesulfonyl chloride
    • DTXSID20717325
    • 3-Isopropoxy-benzenesulfonyl Chloride
    • Inchi: 1S/C9H11ClO3S/c1-7(2)13-8-4-3-5-9(6-8)14(10,11)12/h3-7H,1-2H3
    • InChI Key: HMCKEZVRRQHYFC-UHFFFAOYSA-N
    • SMILES: ClS(C1=CC=CC(=C1)OC(C)C)(=O)=O

Computed Properties

  • Exact Mass: 234.0117431g/mol
  • Monoisotopic Mass: 234.0117431g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 268
  • 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: 2.4
  • Topological Polar Surface Area: 51.8?2

3-Isopropoxy-benzenesulfonyl Chloride Pricemore >>

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Additional information on 3-Isopropoxy-benzenesulfonyl Chloride

Recent Advances in the Application of 3-Isopropoxy-benzenesulfonyl Chloride (CAS: 69129-61-9) in Chemical Biology and Pharmaceutical Research

3-Isopropoxy-benzenesulfonyl chloride (CAS: 69129-61-9) is a key intermediate in organic synthesis, particularly in the development of sulfonamide-based compounds. Recent studies have highlighted its utility in medicinal chemistry, where it serves as a versatile building block for the synthesis of biologically active molecules. This research briefing provides an overview of the latest advancements involving this compound, focusing on its applications in drug discovery and chemical biology.

One of the most notable applications of 3-Isopropoxy-benzenesulfonyl chloride is in the synthesis of sulfonamide derivatives, which are widely used in pharmaceuticals due to their antibacterial, antiviral, and anti-inflammatory properties. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its role in the development of novel inhibitors targeting carbonic anhydrase isoforms, which are implicated in various diseases, including glaucoma and cancer. The study reported that derivatives synthesized using this compound exhibited high selectivity and potency, making them promising candidates for further preclinical evaluation.

In addition to its medicinal applications, 3-Isopropoxy-benzenesulfonyl chloride has been employed in chemical biology for the modification of biomolecules. Recent research has explored its use in the site-specific sulfonylation of proteins and peptides, enabling the study of protein-protein interactions and post-translational modifications. A 2024 paper in Angewandte Chemie detailed a novel method for the selective sulfonylation of lysine residues, leveraging the reactivity of this compound to achieve high yields and minimal side reactions. This technique opens new avenues for probing biological systems and designing therapeutic agents.

The compound's utility extends to materials science, where it has been used to synthesize sulfonated polymers with applications in drug delivery and tissue engineering. A recent study in ACS Applied Materials & Interfaces highlighted the development of a sulfonated hydrogel using 3-Isopropoxy-benzenesulfonyl chloride as a cross-linking agent. The resulting material exhibited excellent biocompatibility and controlled release properties, making it suitable for targeted drug delivery systems.

Despite its widespread use, challenges remain in the handling and storage of 3-Isopropoxy-benzenesulfonyl chloride due to its sensitivity to moisture and potential for decomposition. Recent advancements in synthetic methodologies have addressed these issues, with researchers developing more stable derivatives and improved purification techniques. A 2023 review in Organic Process Research & Development summarized these innovations, emphasizing the importance of optimizing reaction conditions to enhance yield and purity.

In conclusion, 3-Isopropoxy-benzenesulfonyl chloride (CAS: 69129-61-9) continues to be a valuable tool in chemical biology and pharmaceutical research. Its versatility in synthesizing sulfonamide derivatives, modifying biomolecules, and developing advanced materials underscores its significance in the field. Ongoing research aims to further expand its applications and overcome existing limitations, paving the way for new discoveries and therapeutic innovations.

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