Cas no 111721-76-7 (2-Bromo-3-iodoaniline)

2-Bromo-3-iodoaniline is a halogenated aniline derivative with the molecular formula C?H?BrIN. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct bromo and iodo substituents on the aromatic ring enable selective functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The presence of both halogens enhances reactivity, allowing for sequential modifications under controlled conditions. The amino group further facilitates derivatization, making it valuable for constructing complex heterocyclic frameworks. High purity grades ensure consistent performance in research and industrial applications. Proper handling is advised due to potential sensitivity to light and moisture.
2-Bromo-3-iodoaniline structure
2-Bromo-3-iodoaniline structure
Product Name:2-Bromo-3-iodoaniline
CAS No:111721-76-7
MF:C6H5BrIN
MW:297.91907286644
MDL:MFCD18391614
CID:4572182
Update Time:2025-05-19

2-Bromo-3-iodoaniline Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-3-iodoaniline
    • Benzenamine, 2-bromo-3-iodo-
    • MDL: MFCD18391614
    • Inchi: 1S/C6H5BrIN/c7-6-4(8)2-1-3-5(6)9/h1-3H,9H2
    • InChI Key: UORDTJZWHNXDDO-UHFFFAOYSA-N
    • SMILES: C1(N)=CC=CC(I)=C1Br

2-Bromo-3-iodoaniline Pricemore >>

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Alichem
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abcr
AB531414-250 mg
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SHANG HAI BI DE YI YAO KE JI GU FEN Co., Ltd.
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abcr
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Additional information on 2-Bromo-3-iodoaniline

2-Bromo-3-Iodoaniline: A Comprehensive Overview

2-Bromo-3-iodoaniline, also known by its CAS number 111721-76-7, is a heteroaromatic compound with significant applications in organic synthesis and materials science. This compound is characterized by the presence of a bromine atom at the 2-position and an iodine atom at the 3-position on the aniline ring, making it a valuable precursor in various chemical reactions. The unique electronic properties of this compound have been extensively studied, particularly in the context of its role in drug discovery and advanced material development.

The synthesis of 2-bromo-3-iodoaniline typically involves multi-step reactions, often starting from aniline derivatives. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing production costs and environmental impact. Researchers have explored the use of transition metal catalysts, such as palladium complexes, to facilitate coupling reactions involving this compound. These studies have highlighted its potential in constructing complex molecular architectures with high precision.

In terms of applications, 2-bromo-3-iodoaniline has found significant utility in the pharmaceutical industry. Its ability to undergo nucleophilic aromatic substitution reactions makes it an ideal building block for designing bioactive molecules. For instance, studies published in 2023 demonstrated its role in synthesizing novel kinase inhibitors, which exhibit promising anti-cancer activity. These findings underscore the importance of this compound in drug discovery pipelines.

Beyond pharmaceuticals, 2-bromo-3-iodoaniline has also been explored in materials science. Its electronic properties make it a candidate for use in organic electronics, such as semiconductors and light-emitting diodes (LEDs). Recent research has focused on incorporating this compound into conjugated polymers to enhance their charge transport properties. These developments suggest that 2-bromo-3-iodoaniline could play a pivotal role in next-generation electronic materials.

The chemical stability of 2-bromo-3-iodoaniline under various conditions has been a topic of recent investigation. Studies have shown that while the compound is stable under ambient conditions, it can undergo decomposition under harsh thermal or oxidative conditions. Understanding these stability parameters is crucial for optimizing its storage and handling during industrial applications.

In conclusion, 2-bromo-3-iodoaniline, with its unique chemical structure and versatile reactivity, continues to be a focal point in both academic and industrial research. Its applications span across drug discovery, materials science, and organic synthesis, making it an indispensable compound in modern chemistry. As research progresses, new insights into its properties and potential uses are expected to further enhance its significance in various fields.

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