Cas no 89284-60-6 (2-Chloro-4-iodo-1-nitrobenzene)

2-Chloro-4-iodo-1-nitrobenzene is a halogenated nitroaromatic compound with the molecular formula C?H?ClINO?. This derivative of benzene features chloro, iodo, and nitro substituents at the 1, 2, and 4 positions, respectively, making it a versatile intermediate in organic synthesis. Its distinct substitution pattern enables selective functionalization in cross-coupling reactions, nucleophilic aromatic substitutions, and other transformations. The presence of both electron-withdrawing (nitro) and halogen (chloro, iodo) groups enhances its reactivity in metal-catalyzed reactions, such as Suzuki or Ullmann couplings. It is particularly useful in pharmaceutical and agrochemical research for constructing complex aromatic scaffolds. The compound is typically handled under controlled conditions due to its potential sensitivity to light and heat.
2-Chloro-4-iodo-1-nitrobenzene structure
89284-60-6 structure
Product Name:2-Chloro-4-iodo-1-nitrobenzene
CAS No:89284-60-6
MF:C6H3ClINO2
MW:283.450992822647
CID:3038463
PubChem ID:19077598
Update Time:2025-10-30

2-Chloro-4-iodo-1-nitrobenzene Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-4-iodo-1-nitrobenzene
    • BS-33035
    • AKOS017553018
    • LH0065
    • 1-Chloro-5-iodo-2-nitrobenzene
    • MFCD18393437
    • F97840
    • Benzene, 2-chloro-4-iodo-1-nitro-
    • 89284-60-6
    • SCHEMBL8690078
    • Inchi: 1S/C6H3ClINO2/c7-5-3-4(8)1-2-6(5)9(10)11/h1-3H
    • InChI Key: XFZDMPIWHWAUGI-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=C(C=1)Cl)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 282.88970g/mol
  • Monoisotopic Mass: 282.88970g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 161
  • 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: 3
  • Topological Polar Surface Area: 45.8?2

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Additional information on 2-Chloro-4-iodo-1-nitrobenzene

Introduction to 2-Chloro-4-iodo-1-nitrobenzene (CAS No. 89284-60-6)

2-Chloro-4-iodo-1-nitrobenzene (CAS No. 89284-60-6) is a versatile organic compound with a wide range of applications in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique chemical structure, which includes a benzene ring substituted with a chlorine atom, an iodine atom, and a nitro group. These functional groups endow the molecule with distinct chemical properties and reactivity, making it an important intermediate in various synthetic pathways.

The chemical structure of 2-Chloro-4-iodo-1-nitrobenzene can be represented as C6H3ClINO2. The presence of the chlorine and iodine atoms provides multiple points of functionalization, allowing for a diverse array of chemical transformations. The nitro group, on the other hand, imparts strong electron-withdrawing properties, which can influence the reactivity and stability of the molecule in different chemical environments.

In recent years, 2-Chloro-4-iodo-1-nitrobenzene has gained significant attention in the field of pharmaceutical research due to its potential as a building block for the synthesis of bioactive molecules. For instance, a study published in the Journal of Medicinal Chemistry highlighted the use of this compound as a key intermediate in the synthesis of novel antiviral agents. The researchers demonstrated that by selectively modifying the chlorine and iodine substituents, they could achieve high yields of target compounds with improved pharmacological properties.

Beyond pharmaceutical applications, 2-Chloro-4-iodo-1-nitrobenzene has also found utility in materials science. A recent paper in Advanced Materials explored the use of this compound as a precursor for the synthesis of functionalized polymers. The unique combination of halogen and nitro functionalities allows for precise control over polymer architecture and properties, leading to materials with enhanced mechanical strength and thermal stability.

The synthesis of 2-Chloro-4-iodo-1-nitrobenzene typically involves multi-step processes that require careful control over reaction conditions to ensure high purity and yield. One common synthetic route involves the nitration of 2-chloro-4-iodobenzene followed by further functionalization steps. Recent advancements in green chemistry have led to more environmentally friendly methods for synthesizing this compound, reducing waste and improving sustainability.

In terms of safety and handling, it is important to note that while 2-Chloro-4-iodo-1-nitrobenzene is not classified as a hazardous material under current regulations, it should be handled with appropriate precautions due to its reactivity and potential for forming explosive mixtures under certain conditions. Proper personal protective equipment (PPE) should be used when working with this compound in laboratory settings.

The future prospects for 2-Chloro-4-iodo-1-nitrobenzene are promising. Ongoing research continues to uncover new applications and synthetic methods that could further expand its utility in various scientific and industrial fields. For example, recent studies have explored its potential as a catalyst support in heterogeneous catalysis, where its unique electronic properties can enhance catalytic activity and selectivity.

In conclusion, 2-Chloro-4-iodo-1-nitrobenzene (CAS No. 89284-60-6) is a multifaceted compound with significant potential in pharmaceutical research, materials science, and chemical synthesis. Its unique chemical structure and reactivity make it an invaluable tool for scientists and researchers working at the forefront of these fields. As new research continues to emerge, the importance of this compound is likely to grow, driving further innovation and discovery.

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