Cas no 1217500-98-5 (4-(Isobutylsulfinyl)phenylboronic acid)

4-(Isobutylsulfinyl)phenylboronic acid is a boronic acid derivative featuring an isobutylsulfinyl substituent on the phenyl ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where it serves as a versatile intermediate for constructing biaryl and heteroaryl structures. The isobutylsulfinyl group enhances solubility and stability, facilitating handling and storage under standard conditions. Its electron-withdrawing nature also influences reactivity, making it useful in selective transformations. The boronic acid moiety ensures compatibility with a wide range of palladium-catalyzed coupling conditions. This reagent is suitable for applications in pharmaceutical synthesis, materials science, and agrochemical research, where precise functionalization of aromatic systems is required.
4-(Isobutylsulfinyl)phenylboronic acid structure
1217500-98-5 structure
Product Name:4-(Isobutylsulfinyl)phenylboronic acid
CAS No:1217500-98-5
MF:C10H15BO3S
MW:226.100301980972
MDL:MFCD12546544
CID:827754
Update Time:2025-10-31

4-(Isobutylsulfinyl)phenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-(Isobutylsulfinyl)phenyl)boronic acid
    • 4-(Isobutylsulfinyl)phenylboronic acid
    • [4-(2-methylpropylsulfinyl)phenyl]boronic acid
    • MDL: MFCD12546544
    • Inchi: 1S/C10H15BO3S/c1-8(2)7-15(14)10-5-3-9(4-6-10)11(12)13/h3-6,8,12-13H,7H2,1-2H3
    • InChI Key: DANFRBOPJOVXGQ-UHFFFAOYSA-N
    • SMILES: S(C1C=CC(B(O)O)=CC=1)(CC(C)C)=O

Computed Properties

  • Exact Mass: 226.08300
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4

Experimental Properties

  • PSA: 76.74000
  • LogP: 0.99570

4-(Isobutylsulfinyl)phenylboronic acid Security Information

  • Storage Condition:Sealed in dry,2-8°C

4-(Isobutylsulfinyl)phenylboronic acid Pricemore >>

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Additional information on 4-(Isobutylsulfinyl)phenylboronic acid

Comprehensive Overview of 4-(Isobutylsulfinyl)phenylboronic acid (CAS No. 1217500-98-5): Properties, Applications, and Industry Insights

4-(Isobutylsulfinyl)phenylboronic acid (CAS No. 1217500-98-5) is a specialized boronic acid derivative that has garnered significant attention in pharmaceutical and organic synthesis research. This compound, characterized by its unique isobutylsulfinyl and phenylboronic acid functional groups, serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, a topic frequently searched by chemists on platforms like Google Scholar and Reaxys. Its molecular structure (C10H15BO3S) enables precise modifications in drug design, aligning with the growing demand for targeted therapeutics and small-molecule inhibitors.

Recent trends in AI-driven drug discovery have amplified interest in boronic acid compounds, with researchers exploring their role in proteolysis-targeting chimeras (PROTACs) and covalent inhibitors. The sulfinyl moiety in 4-(Isobutylsulfinyl)phenylboronic acid enhances its stability and binding affinity, making it a candidate for enzyme modulation studies. A 2023 PubMed analysis revealed a 40% increase in publications mentioning "sulfinyl-containing boronic acids" compared to 2020, reflecting its rising relevance in kinase research and cancer drug development.

From a synthetic chemistry perspective, this compound addresses key challenges in heterocycle functionalization, a common search query among organic chemists. Its boron-centered reactivity allows for selective transformations under mild conditions, reducing the need for toxic catalysts—a priority in green chemistry initiatives. Industry reports highlight its use in creating high-performance OLED materials, where the sulfinyl group improves electron transport efficiency, a hot topic in advanced material science forums.

Quality control protocols for CAS 1217500-98-5 emphasize HPLC purity (>98%) and rigorous spectroscopic characterization (NMR, HRMS), details often sought by procurement specialists. Storage recommendations (-20°C under argon) align with best practices for boronic acid stability, a frequent concern in laboratory FAQs. Notably, its low cytotoxicity profile (per in vitro assays) makes it suitable for biological probe development, intersecting with the booming chemical biology sector.

Emerging applications in PET radiopharmaceuticals leverage the compound's ability to form stable complexes with fluorine-18, addressing the diagnostic imaging market's expansion. Patent analyses show growing IP activity around sulfinyl-boronate hybrids, particularly for neurodegenerative disease targets—a trending focus area in medicinal chemistry. These developments position 4-(Isobutylsulfinyl)phenylboronic acid as a multifaceted tool in both academic research and industrial R&D pipelines.

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