Cas no 106047-18-1 (2-Pyridin-4-yl-phenylamine)

2-Pyridin-4-yl-phenylamine is a heterocyclic aromatic compound featuring a pyridine ring linked to a phenylamine group. This structure imparts unique electronic and coordination properties, making it valuable as a building block in organic synthesis and pharmaceutical research. Its bifunctional nature allows for versatile reactivity, enabling applications in ligand design for metal complexes and as an intermediate in the development of bioactive molecules. The compound's stability and well-defined aromatic system facilitate precise modifications, enhancing its utility in fine chemical production. Its purity and consistent performance are critical for research requiring high reproducibility in catalysis, material science, and medicinal chemistry applications.
2-Pyridin-4-yl-phenylamine structure
2-Pyridin-4-yl-phenylamine structure
Product Name:2-Pyridin-4-yl-phenylamine
CAS No:106047-18-1
MF:C11H10N2
MW:170.210502147675
MDL:MFCD06738704
CID:126983
PubChem ID:13546446
Update Time:2025-09-21

2-Pyridin-4-yl-phenylamine Chemical and Physical Properties

Names and Identifiers

    • Benzenamine,2-(4-pyridinyl)-
    • 2-pyridin-4-ylaniline
    • 2-Pyridin-4-yl-phenylamine
    • 2-(pyridin-4-yl)aniline
    • 10.14272/ODRIUFNOBKDEJX-UHFFFAOYSA-N.1
    • doi:10.14272/ODRIUFNOBKDEJX-UHFFFAOYSA-N.1
    • MFCD06738704
    • 2-(4-pyridyl)aniline
    • 2-(pyridin-4-yl)phenylamine
    • Z756099086
    • AB27693
    • A801366
    • ODRIUFNOBKDEJX-UHFFFAOYSA-N
    • DTXSID00543422
    • EN300-74144
    • BB 0260556
    • CS-0205505
    • FT-0757332
    • 2-(4-Pyridinyl)benzenamine
    • BS-25981
    • 2-(4-Pyridyl)phenylamine
    • 106047-18-1
    • SCHEMBL396362
    • AKOS010308900
    • G41802
    • DB-059430
    • MDL: MFCD06738704
    • Inchi: 1S/C11H10N2/c12-11-4-2-1-3-10(11)9-5-7-13-8-6-9/h1-8H,12H2
    • InChI Key: ODRIUFNOBKDEJX-UHFFFAOYSA-N
    • SMILES: NC1C=CC=CC=1C1C=CN=CC=1

Computed Properties

  • Exact Mass: 170.0845
  • Monoisotopic Mass: 170.084398327g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 152
  • 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: 1.8
  • Topological Polar Surface Area: 38.9?2

Experimental Properties

  • PSA: 38.91
  • LogP: 2.91200

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Additional information on 2-Pyridin-4-yl-phenylamine

Introduction to 2-Pyridin-4-yl-phenylamine (CAS No. 106047-18-1)

2-Pyridin-4-yl-phenylamine, also known as 4-(pyridin-4-yl)aniline, is a versatile organic compound with the chemical formula C11H10N2. This compound has gained significant attention in recent years due to its potential applications in various fields, including pharmaceuticals, materials science, and chemical synthesis. The compound is characterized by its unique molecular structure, which consists of a pyridine ring and a phenyl ring linked by an amine group.

The CAS Number of 2-Pyridin-4-yl-phenylamine is 106047-18-1, which is a unique identifier assigned by the Chemical Abstracts Service (CAS) to ensure precise and consistent referencing in scientific literature and databases. This identifier is crucial for researchers and chemists to accurately locate and reference the compound in various studies and applications.

Physical Properties: 2-Pyridin-4-yl-phenylamine is a white to off-white solid at room temperature. It has a melting point of approximately 93°C and is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO). The compound's solubility in water is limited, which can be advantageous in certain chemical reactions where water sensitivity is a concern.

Chemical Properties: The presence of the amine group in 2-Pyridin-4-yl-phenylamine makes it a versatile starting material for various chemical reactions. The amine group can participate in nucleophilic substitution reactions, condensation reactions, and coupling reactions, making it a valuable intermediate in the synthesis of more complex molecules. Additionally, the pyridine ring provides electron-withdrawing properties that can influence the reactivity of the amine group.

Synthesis: The synthesis of 2-Pyridin-4-yl-phenylamine can be achieved through several methods. One common approach involves the reaction of 4-chloroaniline with pyridine in the presence of a suitable catalyst. Another method involves the coupling of 4-bromopyridine with aniline using palladium-catalyzed cross-coupling reactions. These synthetic routes have been extensively studied and optimized to improve yield and purity.

Applications: The unique properties of 2-Pyridin-4-yl-phenylamine make it suitable for a wide range of applications. In pharmaceuticals, it has been explored as a building block for the synthesis of bioactive compounds with potential therapeutic properties. For example, derivatives of 2-Pyridin-4-yl-phenylamine have shown promise in the development of drugs targeting neurological disorders, cancer, and inflammatory diseases.

In materials science, 2-Pyridin-4-yl-phenylamine has been used as a precursor for the synthesis of organic semiconductors and luminescent materials. These materials have potential applications in organic light-emitting diodes (OLEDs), solar cells, and sensors. The ability to fine-tune the electronic properties of these materials through molecular design makes 2-Pyridin-4-yl-phenylamine an attractive choice for researchers in this field.

Recent Research: Recent studies have further expanded our understanding of the potential applications of 2-Pyridin-4-yl-phenylamine. For instance, a study published in the *Journal of Medicinal Chemistry* reported the synthesis and biological evaluation of novel derivatives of 2-Pyridin-4-yl-phenylamine as potent inhibitors of specific enzymes involved in cancer progression. Another study in *Organic Electronics* explored the use of 2-Pyridin-4-yl-phenylamine-based materials in high-performance OLEDs, demonstrating significant improvements in device efficiency and stability.

Safety Considerations: While 2-Pyridin-4-yl-phenylamine is generally considered safe for laboratory use when proper handling protocols are followed, it is important to note that it should be handled with care due to its potential irritant properties. Appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats should be worn during handling. Additionally, proper ventilation should be ensured to minimize exposure to vapors.

Conclusion: In summary, 2-Pyridin-4-y-lphenylamine (CAS No. 106047-18) is a valuable compound with diverse applications in pharmaceuticals, materials science, and chemical synthesis. Its unique molecular structure and versatile reactivity make it an important building block for the development of new materials and bioactive compounds. Ongoing research continues to uncover new possibilities for its use, highlighting its significance in modern chemistry and related fields.

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