Cas no 832133-11-6 (2-IODO-6-METHYLANILINE)

2-Iodo-6-methylaniline is a halogenated aromatic amine with the molecular formula C?H?IN. This compound is characterized by the presence of an iodine substituent and a methyl group on the benzene ring, making it a valuable intermediate in organic synthesis. Its structural features enable selective functionalization, particularly in cross-coupling reactions such as Suzuki or Ullmann couplings, where the iodine acts as a reactive site. The methyl group enhances solubility and influences electronic properties, aiding in regioselective transformations. This compound is commonly utilized in pharmaceutical and agrochemical research for the development of complex molecules. Proper handling is required due to its potential sensitivity to light and moisture.
2-IODO-6-METHYLANILINE structure
2-IODO-6-METHYLANILINE structure
Product Name:2-IODO-6-METHYLANILINE
CAS No:832133-11-6
MF:C7H8IN
MW:233.049593925476
MDL:MFCD18397766
CID:675901
PubChem ID:11817141
Update Time:2025-10-23

2-IODO-6-METHYLANILINE Chemical and Physical Properties

Names and Identifiers

    • Benzenamine, 2-iodo-6-methyl-
    • 2-Iodo-6-methylaniline
    • Benzenamine, 2-iodo-6-methyl-;2-Iodo-6-methylaniline
    • DTXSID00473573
    • 2-Iodo-6-methyl-phenylamine
    • A929371
    • AKOS027255050
    • 832133-11-6
    • AMY15340
    • SCHEMBL10212401
    • CS-0326323
    • MFCD18397766
    • DB-347170
    • 2-IODO-6-METHYLANILINE
    • MDL: MFCD18397766
    • Inchi: 1S/C7H8IN/c1-5-3-2-4-6(8)7(5)9/h2-4H,9H2,1H3
    • InChI Key: JJYIGUPWQAFKQH-UHFFFAOYSA-N
    • SMILES: IC1=CC=CC(C)=C1N

Computed Properties

  • Exact Mass: 232.97015g/mol
  • Monoisotopic Mass: 232.97015g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 94.9
  • 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: 2.1
  • Topological Polar Surface Area: 26?2

2-IODO-6-METHYLANILINE Pricemore >>

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Additional information on 2-IODO-6-METHYLANILINE

2-Iodo-6-methylaniline (CAS No. 832133-11-6): A Comprehensive Overview

Introduction to 2-Iodo-6-Methylaniline

2-Iodo-6-methylaniline is a versatile aromatic amine compound with the CAS registry number 832133-11-6. This compound has garnered significant attention in the fields of organic synthesis, pharmaceutical chemistry, and materials science due to its unique chemical properties and potential applications. The structure of 2-ioto-6-methylaniline consists of an aniline backbone with an iodo group at the 2-position and a methyl group at the 6-position, making it a valuable intermediate in various chemical reactions.

Chemical Properties and Synthesis

The synthesis of 2-ioto-6-methylaniline typically involves nucleophilic aromatic substitution or coupling reactions, where the iodo group acts as a leaving group or participates in cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig reactions. Recent advancements in catalytic methods have improved the efficiency and selectivity of these reactions, enabling the production of high-purity 2-ioto-6-methylaniline for research and industrial applications.

Applications in Pharmaceutical Chemistry

One of the most promising applications of 2-ioto-6-methylaniline lies in drug discovery and development. The compound serves as a key intermediate in the synthesis of various bioactive molecules, including kinase inhibitors, GPCR modulators, and anti-inflammatory agents. For instance, researchers have utilized 2-ioto-6-methylaniline to construct heterocyclic frameworks that exhibit potent inhibitory activity against cancer cell proliferation.

Recent studies have highlighted the role of 2-ioto-6-methylaniline in the development of novel antibiotics targeting multi-drug resistant bacterial strains. By incorporating this compound into peptide-based drug candidates, scientists have observed enhanced antimicrobial activity and reduced toxicity profiles.

Role in Materials Science and Nanotechnology

Beyond pharmaceuticals, 2-ioto-6-methylaniline has found applications in materials science, particularly in the synthesis of conductive polymers and organic semiconductors. The compound's ability to undergo oxidative polymerization makes it a valuable precursor for creating materials with tailored electronic properties.

Recent breakthroughs in nanotechnology have leveraged 2-ioto-6-methylaniline to fabricate ultra-thin films for flexible electronics and optoelectronic devices. These materials exhibit superior charge transport properties, making them ideal for next-generation displays and solar cells.

Environmental Considerations and Safety Profile

The environmental impact of 2-ioto-6-methylaniline has been a topic of recent research interest. Studies have demonstrated that this compound undergoes rapid biodegradation under aerobic conditions, reducing its persistence in aquatic ecosystems. However, further investigations are required to fully understand its long-term ecological effects.

In terms of safety, 2-ioto-6-methylaniline exhibits low acute toxicity when handled appropriately. Proper personal protective equipment (PPE) should be used during handling to minimize exposure risks.

Conclusion: The Future Prospects of 2-Iodo-6-Methylaniline (CAS No. 832133-11-6)

The versatility and unique chemical properties of 2-ioto-6-methylaniline (CAS No. 832133-11-6) position it as a critical building block in modern chemistry. Its applications span across pharmaceuticals, materials science, and environmental chemistry, with ongoing research uncovering new potential uses every year.

As advancements in synthetic methodologies continue to evolve, the production and utilization of 2-ioto-6-methylaniline are expected to grow significantly. Its role as an intermediate in drug discovery and materials innovation underscores its importance in driving scientific progress across multiple disciplines.

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