Cas no 22440-82-0 (2,6-Diaminophenol)

2,6-Diaminophenol is a di-substituted phenolic compound featuring two amine groups at the ortho positions relative to the hydroxyl group. This structure imparts reactivity suitable for applications in organic synthesis, particularly as a precursor for heterocyclic compounds, dyes, and polymers. Its bifunctional nature allows for selective modifications, enabling the formation of complex molecular architectures. The compound exhibits moderate solubility in polar solvents, facilitating its use in aqueous or organic reaction systems. Due to its electron-rich aromatic core, 2,6-diaminophenol is also employed in coordination chemistry as a ligand for metal complexes. Proper handling is advised, as phenolic and amine functionalities may pose stability and toxicity concerns under certain conditions.
2,6-Diaminophenol structure
2,6-Diaminophenol structure
Product Name:2,6-Diaminophenol
CAS No:22440-82-0
MF:C6H8N2O
MW:124.1405210495
MDL:MFCD00462574
CID:1034291
PubChem ID:580010
Update Time:2025-10-30

2,6-Diaminophenol Chemical and Physical Properties

Names and Identifiers

    • 2,6-Diaminophenol
    • 2,6-Diamino-phenol
    • DB-292328
    • MB01221
    • Phenol, 2,6-diamino-
    • MFCD00462574
    • SCHEMBL1172644
    • J-507395
    • AKOS006341722
    • DTXSID20342232
    • 22440-82-0
    • O10621
    • 2,6-Diaminophenol #
    • aniline, 3-amino-2-hydroxy-
    • MDL: MFCD00462574
    • Inchi: 1S/C6H8N2O/c7-4-2-1-3-5(8)6(4)9/h1-3,9H,7-8H2
    • InChI Key: XBQYRNRIHZDZPK-UHFFFAOYSA-N
    • SMILES: OC1C(=CC=CC=1N)N

Computed Properties

  • Exact Mass: 124.063662883g/mol
  • Monoisotopic Mass: 124.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 87.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 72.3?2

2,6-Diaminophenol Pricemore >>

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Alichem
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22440-82-0 95%
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$1459.26 2023-09-02
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Additional information on 2,6-Diaminophenol

2,6-Diaminophenol (CAS No. 22440-82-0): Properties, Applications, and Industry Insights

2,6-Diaminophenol (CAS No. 22440-82-0) is an organic compound belonging to the class of aromatic amines. Its molecular structure features two amino groups (-NH2) attached to a phenol ring at the 2 and 6 positions, making it a versatile intermediate in synthetic chemistry. The compound is widely recognized for its role in the production of dyes, polymers, and specialty chemicals. With the growing demand for sustainable materials and advanced chemical solutions, 2,6-Diaminophenol has garnered significant attention in research and industrial applications.

One of the most notable properties of 2,6-Diaminophenol is its ability to act as a building block for high-performance polymers. For instance, it is used in the synthesis of polybenzoxazoles (PBOs), which are known for their exceptional thermal stability and mechanical strength. These polymers are increasingly being explored for aerospace, automotive, and electronics applications, aligning with the global trend toward lightweight and durable materials. Additionally, the compound's reactivity with carbonyl groups makes it valuable in the production of heterocyclic compounds, which are essential in pharmaceutical and agrochemical development.

In the field of dye synthesis, 2,6-Diaminophenol serves as a key precursor for azo dyes and other colorants. The textile industry, in particular, benefits from its use in creating vibrant and long-lasting dyes. With sustainability becoming a major focus, researchers are investigating eco-friendly dyeing processes that minimize environmental impact. This has led to innovations in catalytic methods and green chemistry approaches, where 2,6-Diaminophenol plays a pivotal role due to its efficient reactivity and compatibility with alternative solvents.

Another area of interest is the compound's potential in biomedical research. Recent studies have explored its derivatives for applications in biosensors and drug delivery systems. For example, functionalized 2,6-Diaminophenol derivatives have been used to develop responsive materials that can detect specific biomarkers. This aligns with the increasing demand for personalized medicine and point-of-care diagnostics, which are among the top-searched topics in AI-driven healthcare discussions.

From a commercial perspective, the global market for 2,6-Diaminophenol is influenced by trends in specialty chemicals and advanced materials. Companies are investing in scalable production methods to meet the rising demand while adhering to stringent environmental regulations. Questions frequently searched by industry professionals include: "What are the latest synthetic routes for 2,6-Diaminophenol?" and "How can 2,6-Diaminophenol be used in green chemistry?" These queries reflect the need for innovation and sustainability in chemical manufacturing.

In summary, 2,6-Diaminophenol (CAS No. 22440-82-0) is a multifaceted compound with broad applications in polymers, dyes, and biomedical research. Its relevance in modern chemistry is underscored by ongoing advancements in material science and sustainable practices. As industries continue to prioritize efficiency and environmental responsibility, the role of 2,6-Diaminophenol is expected to expand, making it a critical focus for researchers and manufacturers alike.

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