Cas no 61613-21-6 (2-Iodo-N-phenylaniline)

2-Iodo-N-phenylaniline is a halogenated aromatic amine compound characterized by the presence of an iodine substituent on the benzene ring and an N-phenylaniline backbone. This structure imparts unique reactivity, making it a valuable intermediate in organic synthesis, particularly in cross-coupling reactions such as the Ullmann and Buchwald-Hartwig aminations. The iodine moiety enhances its utility in palladium-catalyzed transformations, enabling efficient C–N and C–C bond formations. Its stability under standard conditions and well-defined reactivity profile make it a preferred choice for constructing complex heterocyclic frameworks and pharmaceutical scaffolds. The compound is typically handled under inert conditions to preserve its integrity for high-yield synthetic applications.
2-Iodo-N-phenylaniline structure
2-Iodo-N-phenylaniline structure
Product Name:2-Iodo-N-phenylaniline
CAS No:61613-21-6
MF:C12H10IN
MW:295.118975162506
CID:472808
PubChem ID:12317035
Update Time:2025-06-11

2-Iodo-N-phenylaniline Chemical and Physical Properties

Names and Identifiers

    • 2-Iodo-N-phenylaniline
    • (2-IODO-PHENYL)-PHENYL-AMINE
    • Benzenamine, 2-iodo-N-phenyl-
    • 2-iodo-N-phenylbenzeneamine
    • 2-Jod-N-phenylanilin
    • Benzenamine,2-iodo-N-phenyl
    • N-phenyl-2-iodoaniline
    • 2-iodophenylaniline
    • A903635
    • SCHEMBL11229160
    • SY343583
    • DTXSID60487792
    • SB82479
    • 61613-21-6
    • MFCD09032843
    • AKOS015964804
    • Inchi: 1S/C12H10IN/c13-11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14H
    • InChI Key: ANYJOUVEECWZHL-UHFFFAOYSA-N
    • SMILES: IC1C=CC=CC=1NC1C=CC=CC=1

Computed Properties

  • Exact Mass: 294.98600
  • Monoisotopic Mass: 294.98580g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 166
  • 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: 4.7
  • Topological Polar Surface Area: 12?2

Experimental Properties

  • PSA: 12.03000
  • LogP: 4.10780

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2-Iodo-N-phenylaniline Suppliers

Amadis Chemical Company Limited
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(CAS:61613-21-6)2-Iodo-N-phenylaniline
Order Number:A903635
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 12:15
Price ($):248.0

Additional information on 2-Iodo-N-phenylaniline

Professional Introduction to 2-Iodo-N-phenylaniline (CAS No. 61613-21-6)

2-Iodo-N-phenylaniline, with the chemical formula C?H?IN?, is a significant compound in the field of organic synthesis and pharmaceutical research. Its unique structural properties make it a valuable intermediate in the development of various bioactive molecules. This compound, identified by its CAS number 61613-21-6, has garnered attention due to its versatile applications in medicinal chemistry and material science.

The molecular structure of 2-Iodo-N-phenylaniline consists of an aromatic ring substituted with an iodine atom at the 2-position and an aniline group at the nitrogen position. This arrangement provides a high degree of reactivity, making it a crucial building block for synthesizing more complex molecules. The presence of the iodine atom allows for further functionalization through cross-coupling reactions, such as Suzuki-Miyaura and Stille couplings, which are widely employed in drug discovery and polymer chemistry.

In recent years, 2-Iodo-N-phenylaniline has been extensively studied for its potential applications in pharmaceuticals. Researchers have explored its role in the synthesis of novel therapeutic agents targeting various diseases. One notable area of research is its use in developing small-molecule inhibitors for kinases and other enzymes involved in cancer pathways. The iodine moiety facilitates the introduction of additional functional groups, enabling the creation of molecules with high selectivity and potency.

The compound's relevance extends to materials science as well. Its ability to undergo controlled reactions makes it suitable for designing advanced materials with tailored properties. For instance, researchers have utilized 2-Iodo-N-phenylaniline to synthesize conductive polymers and organic semiconductors, which are essential components in electronic devices such as organic light-emitting diodes (OLEDs) and solar cells.

Recent advancements in synthetic methodologies have further enhanced the utility of 2-Iodo-N-phenylaniline. Techniques like transition-metal-catalyzed cross-coupling reactions have enabled more efficient and scalable production processes. These methods have not only improved yield but also reduced byproduct formation, making the compound more accessible for industrial applications.

The pharmaceutical industry has also benefited from the development of novel derivatives of 2-Iodo-N-phenylaniline. By modifying its structure, scientists have been able to create compounds with enhanced pharmacological properties. For example, derivatives with additional halogen atoms or heterocyclic rings have shown promising activity against infectious diseases and inflammatory conditions. This adaptability underscores the importance of 2-Iodo-N-phenylaniline as a scaffold for drug discovery.

In conclusion, 2-Iodo-N-phenylaniline (CAS No. 61613-21-6) is a multifaceted compound with broad applications in both pharmaceuticals and materials science. Its unique structural features and reactivity make it an indispensable tool for researchers seeking to develop innovative solutions. As synthetic chemistry continues to evolve, the potential uses of this compound are likely to expand, further solidifying its role in scientific advancement.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:61613-21-6)2-Iodo-N-phenylaniline
A903635
Purity:99%
Quantity:1g
Price ($):248.0
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