1-Amino-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one is a synthetic reagent widely used in organic chemistry laboratories. This compound belongs to the class of hypervalent iodine compounds, which are known for their unique reactivity and versatility in chemical reactions. Its complex structure includes an iodine atom in a high oxidation state, making it highly reactive and suitable for a variety of synthetic transformations. This reagent plays a crucial role in the development of new chemical compounds, particularly in the synthesis of heterocyclic structures and aromatic derivatives.
The compound’s reactivity stems from its ability to participate in both substitution and oxidation reactions. Its hypervalent iodine functionality allows it to act as an effective oxidizing agent or a versatile reagent in various synthetic pathways. This makes it a preferred choice for researchers aiming to achieve specific chemical transformations with high efficiency and selectivity. Its unique chemical properties enable it to facilitate reactions that are difficult to achieve with other reagents, making it an essential tool in modern synthetic chemistry.
In Indonesian laboratories, this compound is commonly used in organic synthesis research, especially in the development of complex molecules and pharmaceutical compounds. It is widely utilized in academic and industrial research settings where precise and controlled chemical reactions are required. Its application is particularly relevant in the synthesis of heterocyclic compounds, which are fundamental in drug discovery and chemical innovation. Researchers in Indonesia rely on this reagent for its reliability and effectiveness in achieving desired chemical outcomes.
Advantages (TCI brochure)
- Enables electrophilic amination of aromatic boronic acids without any metal catalyst.
- Applicable to (hetero)aryl boronic acids bearing both electron-donating and electron-withdrawing groups.
TCI brochures (PDF)
Related TCI products
- TCI I1126 2130906-05-5 1-(1H-Indol-3-yl)-1lambda3-benzo[d][1,2]iodaoxol-3(1H)-one
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- TCI C3313 9064-57-7 lambda-Carrageenan (High-viscosity)
- TCI C2871 9064-57-7 lambda-Carrageenan (Low-viscosity)
- TCI B6435 2488525-05-7 [[[1,1'-Biphenyl]-4-yloxy]imino]-lambda4-sulfanone
- TCI I0791 61717-82-6 2-Iodoxybenzoic Acid (stabilized with Benzoic Acid + Isophthalic Acid)
- Organic synthesis of heterocyclic compounds due to its ability to facilitate specific substitution reactions.
- Oxidation of aromatic compounds in the development of new pharmaceutical agents and chemical intermediates.
- Synthesis of complex organic molecules requiring high reactivity and selectivity in reaction conditions.
- Research in medicinal chemistry for the creation of novel drug candidates with targeted molecular structures.
- Investigation of reaction mechanisms involving hypervalent iodine compounds in academic and industrial settings.
From the TCI brochure
- Electrophilic amination of o-tolylboronic acid giving p-toluidine derivative (R=H)
| Brand | TCI |
|---|---|
| CAS number | 3030894-95-9 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Synthetic Reagents > Hypervalent Iodine Compounds |
| Pack sizes | Available in various quantities as per standard laboratory reagent packaging |
| Physical form | Solid or crystalline, depending on production batch |
| Storage | Store in a cool, dry place away from light and moisture |
Data from the TCI brochure
| Yield | 84% (R=H (from A3839); Cs2CO3, THF, p-tolylboronic acid step as shown in scheme) |
|---|
Source: TCI brochure RR220 (2026-01-27)
This compound should be stored in a cool, dry environment, away from direct sunlight and moisture to maintain its chemical stability. It is recommended to use airtight containers made of glass or high-density polyethylene to prevent contamination and degradation. Due to its reactivity, it should be handled with care, using appropriate personal protective equipment such as gloves and safety goggles. It is important to ensure proper ventilation in the laboratory when working with this material to minimize exposure. Avoid contact with incompatible substances, such as strong reducing agents, to prevent unintended chemical reactions. Proper storage and handling are essential to preserve the compound’s effectiveness and ensure safe laboratory operations.
References cited in the TCI brochure
- Kensuke Kiyokawa. Amino‐λ3‐iodane‐Enabled Electrophilic Amination of Arylboronic Acid Derivatives Angewandte Chemie International Edition, 2024. doi:10.1002/anie.202319048
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