Cas no 1426-58-0 (Di(p-anisyl)iodonium Tetrafluoborate)

Di(p-anisyl)iodonium Tetrafluoroborate is a diaryliodonium salt widely used as a photoinitiator and arylating agent in organic synthesis. Its key advantages include high thermal stability, efficient photolysis under UV light, and excellent solubility in polar organic solvents. The compound is particularly valued for its ability to generate aryl radicals or cations upon irradiation, facilitating aryl group transfer reactions in photopolymerization and crosslinking applications. The tetrafluoroborate counterion enhances stability and handling, making it suitable for controlled reactions. Its consistent performance and compatibility with various substrates make it a reliable choice for advanced synthetic and materials chemistry applications.
Di(p-anisyl)iodonium Tetrafluoborate structure
1426-58-0 structure
Product Name:Di(p-anisyl)iodonium Tetrafluoborate
CAS No:1426-58-0
MF:C14H14BF4IO2
MW:427.96885061264
CID:903445
PubChem ID:11144414
Update Time:2025-05-20

Di(p-anisyl)iodonium Tetrafluoborate Chemical and Physical Properties

Names and Identifiers

    • Bis(4-methoxyphenyl)iodonium tetrafluoroborate
    • Di(p-anisyl)iodonium Tetrafluoborate
    • bis(4-methoxyphenyl)iodanium; tetrafluoroboranuide
    • Bis(4-methoxyphenyl)iodoniumTetrafluoroborate
    • SCHEMBL282301
    • di-(p-Anisyl)iodoniumtetrafluoborate
    • bis-(4-methoxyphenyl)iodonium tetrafluoroborate
    • bis(4-methoxyphenyl)iodanium;tetrafluoroborate
    • Bis-(4-methoxyphenyl) iodonium tetrafluoroborate
    • 1426-58-0
    • SUPXAGJMHPXDGH-UHFFFAOYSA-N
    • Inchi: 1S/C14H14IO2.BF4/c1-16-13-7-3-11(4-8-13)15-12-5-9-14(17-2)10-6-12;2-1(3,4)5/h3-10H,1-2H3;/q+1;-1
    • InChI Key: SUPXAGJMHPXDGH-UHFFFAOYSA-N
    • SMILES: [I+](C1C=CC(=CC=1)OC)C1C=CC(=CC=1)OC.F[B-](F)(F)F

Computed Properties

  • Exact Mass: 428.00700
  • Monoisotopic Mass: 428.00677g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 203
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 18.5?2

Experimental Properties

  • Melting Point: 183-185°C
  • PSA: 18.46000
  • LogP: 1.13220

Di(p-anisyl)iodonium Tetrafluoborate Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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Additional information on Di(p-anisyl)iodonium Tetrafluoborate

Di(p-anisyl)iodonium Tetrafluoborate: A Comprehensive Overview

Di(p-anisyl)iodonium tetrafluoborate (CAS No. 1426-58-0) is a highly reactive organoiodine compound that has garnered significant attention in the fields of organic synthesis, electrochemistry, and materials science. This compound, also referred to as di-p-anisyl iodonium tetrafluoroborate, is a member of the iodonium salt family and is widely utilized as a versatile reagent in various chemical transformations. Its unique electronic properties and reactivity make it an invaluable tool in modern chemical research.

The molecular structure of di(p-anisyl)iodonium tetrafluoborate consists of a central iodine atom bonded to two p-anisyl groups (para-methoxyphenyl groups) and a tetrafluoroborate counterion. The p-anisyl substituents play a crucial role in stabilizing the positive charge on the iodine atom, thereby enhancing the compound's reactivity. Recent studies have highlighted its exceptional ability to participate in electrophilic aromatic substitution reactions, making it a preferred choice for synthesizing complex aromatic compounds with high precision.

One of the most notable applications of di(p-anisyl)iodonium tetrafluoborate is its use as an electrophilic reagent in the synthesis of heterocyclic compounds. Researchers have demonstrated that this compound can efficiently facilitate the formation of various five- and six-membered rings, which are fundamental building blocks in pharmaceuticals and agrochemicals. For instance, a 2023 study published in *Nature Chemistry* reported the successful synthesis of bioactive indole derivatives using di-p-anisyl iodonium tetrafluoroborate as the key electrophile.

In addition to its role in organic synthesis, di(p-anisyl)iodonium tetrafluoborate has found applications in electrochemical processes. Its high redox potential makes it an ideal candidate for use in dye-sensitized solar cells (DSSCs) and other energy storage devices. A recent breakthrough in this area involves the incorporation of this compound into novel electrolyte formulations, which have significantly improved the efficiency and stability of DSSCs under varying environmental conditions.

The synthesis of di(p-anisyl)iodonium tetrafluoborate typically involves a two-step process: first, the preparation of di(p-anisyl)iодоний chloride through Friedel-Crafts alkylation or similar methods; second, anion exchange with tetrafluoroboric acid to yield the final product. This process has been optimized over the years to ensure high purity and yield, making it accessible for large-scale applications.

From a safety standpoint, di(p-anisyl)iodonium tetrafluoborate is considered stable under normal storage conditions but requires careful handling due to its strong oxidizing properties. Proper ventilation and protective equipment are recommended when working with this compound to minimize exposure risks.

In conclusion, di(p-anisyl)iodonium tetrafluoborate (CAS No. 1426-58-0) stands as a testament to the ingenuity of modern chemistry, offering unparalleled versatility across diverse applications. Its continued exploration and utilization are expected to drive further advancements in organic synthesis, electrochemistry, and beyond.

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