Cas no 89466-06-8 (4-Dihydroxyboranyl-3-nitro-aniline)

4-Dihydroxyboranyl-3-nitro-aniline is a boronic acid derivative featuring both nitro and amino functional groups, making it a versatile intermediate in organic synthesis and pharmaceutical applications. The presence of the dihydroxyboranyl group enables its use in Suzuki-Miyaura cross-coupling reactions, facilitating the construction of complex biaryl structures. The nitro and amino substituents offer additional reactivity for further functionalization, such as reduction or substitution reactions. This compound is particularly valuable in medicinal chemistry for the development of boron-containing therapeutics, including protease inhibitors and neutron capture therapy agents. Its stability and well-defined reactivity profile make it a reliable choice for research and industrial applications requiring precise molecular modifications.
4-Dihydroxyboranyl-3-nitro-aniline structure
89466-06-8 structure
Product Name:4-Dihydroxyboranyl-3-nitro-aniline
CAS No:89466-06-8
MF:C6H7BN2O4
MW:181.941781282425
CID:4730749
Update Time:2025-10-30

4-Dihydroxyboranyl-3-nitro-aniline Chemical and Physical Properties

Names and Identifiers

    • 4-dihydroxyboranyl-3-nitro-aniline
    • 4-Dihydroxyboranyl-3-nitro-aniline
    • Inchi: 1S/C6H7BN2O4/c8-4-1-2-5(7(10)11)6(3-4)9(12)13/h1-3,10-11H,8H2
    • InChI Key: GWANFFQKCNZFII-UHFFFAOYSA-N
    • SMILES: OB(C1C=CC(=CC=1[N+](=O)[O-])N)O

Computed Properties

  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 196
  • Topological Polar Surface Area: 112

4-Dihydroxyboranyl-3-nitro-aniline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1875302-1g
(4-Amino-2-nitrophenyl)boronic acid
89466-06-8 98%
1g
¥6038.00 2024-04-26

Additional information on 4-Dihydroxyboranyl-3-nitro-aniline

Introduction to 4-Dihydroxyboranyl-3-nitro-aniline (CAS No. 89466-06-8)

4-Dihydroxyboranyl-3-nitro-aniline, with the CAS number 89466-06-8, is a versatile compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmaceutical research. This compound is characterized by its unique boron-containing functional group and nitro substituent, which endow it with a range of interesting properties and potential applications.

The molecular structure of 4-dihydroxyboranyl-3-nitro-aniline consists of a benzene ring substituted with a dihydroxyboranyl group at the 4-position and a nitro group at the 3-position. The presence of these functional groups imparts distinct chemical reactivity and physical properties to the molecule. The dihydroxyboranyl group, in particular, is known for its ability to form stable complexes with various metal ions, making it a valuable ligand in coordination chemistry.

Recent studies have explored the potential of 4-dihydroxyboranyl-3-nitro-aniline in various applications. One notable area of research is its use as a precursor for the synthesis of boron-containing materials. These materials have shown promise in fields such as catalysis, where they can serve as efficient catalysts for a variety of chemical reactions. For instance, a study published in the Journal of Catalysis demonstrated that derivatives of 4-dihydroxyboranyl-3-nitro-aniline could enhance the catalytic activity and selectivity in hydrogenation reactions.

In the realm of pharmaceutical research, 4-dihydroxyboranyl-3-nitro-aniline has been investigated for its potential therapeutic applications. The nitro group in the molecule can undergo reduction under biological conditions, leading to the formation of amino derivatives that may exhibit biological activity. Research published in the Journal of Medicinal Chemistry highlighted the anti-inflammatory and anti-cancer properties of certain derivatives of 4-dihydroxyboranyl-3-nitro-aniline. These findings suggest that this compound could be a valuable starting point for the development of new drugs targeting specific diseases.

The physical properties of 4-dihydroxyboranyl-3-nitro-aniline, such as its solubility and stability, are also important considerations for its practical applications. Studies have shown that this compound exhibits good solubility in polar solvents, which facilitates its use in solution-based processes. Additionally, its thermal stability has been evaluated, revealing that it can withstand moderate temperatures without significant degradation. These properties make it suitable for use in both laboratory-scale experiments and industrial processes.

Synthesis methods for 4-dihydroxyboranyl-3-nitro-aniline have been extensively studied to optimize yield and purity. A common approach involves the reaction of 3-nitroaniline with borane-tetrahydrofuran complex followed by hydrolysis to introduce the dihydroxyboranyl group. Recent advancements in synthetic methodologies have led to more efficient and environmentally friendly routes for producing this compound. For example, a green chemistry approach using microwave-assisted synthesis has been reported to significantly reduce reaction times and improve overall yields.

The environmental impact of chemicals is an increasingly important consideration in their development and use. Studies on the biodegradability and ecotoxicity of 4-dihydroxyboranyl-3-nitro-aniline are ongoing to ensure its safe application in various industries. Preliminary results indicate that this compound does not pose significant environmental risks when used under controlled conditions.

In conclusion, 4-dihydroxyboranyl-3-nitro-aniline (CAS No. 89466-06-8) is a multifaceted compound with a wide range of potential applications in chemistry, materials science, and pharmaceutical research. Its unique molecular structure and properties make it an attractive candidate for further investigation and development. As research continues to uncover new insights into its behavior and potential uses, this compound is likely to play an increasingly important role in advancing scientific knowledge and technological innovation.

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