Cas no 1803837-32-2 (2,4-Difluoro-5-iodobenzonitrile)

2,4-Difluoro-5-iodobenzonitrile is a fluorinated and iodinated benzonitrile derivative with significant utility in synthetic organic chemistry. Its distinct structure, featuring both fluorine and iodine substituents, makes it a versatile intermediate for cross-coupling reactions, particularly in Suzuki-Miyaura and Sonogashira couplings. The electron-withdrawing cyano group enhances reactivity, while the halogen atoms provide sites for further functionalization. This compound is particularly valuable in pharmaceutical and agrochemical research, where precise structural modifications are required. Its stability under standard conditions and compatibility with a range of reaction conditions further contribute to its practicality in complex synthetic pathways.
2,4-Difluoro-5-iodobenzonitrile structure
1803837-32-2 structure
Product Name:2,4-Difluoro-5-iodobenzonitrile
CAS No:1803837-32-2
MF:C7H2F2IN
MW:264.998760700226
CID:4618426
PubChem ID:119001840
Update Time:2025-05-19

2,4-Difluoro-5-iodobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 2,4-Difluoro-5-iodo-benzonitrile
    • 2,4-Difluoro-5-iodobenzonitrile
    • Inchi: 1S/C7H2F2IN/c8-5-2-6(9)7(10)1-4(5)3-11/h1-2H
    • InChI Key: NDMVOHMOJJWBGH-UHFFFAOYSA-N
    • SMILES: C(#N)C1=CC(I)=C(F)C=C1F

Computed Properties

  • Exact Mass: 264.92
  • Monoisotopic Mass: 264.92
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 188
  • 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
  • Topological Polar Surface Area: 23.8A^2
  • XLogP3: 2.5

2,4-Difluoro-5-iodobenzonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Apollo Scientific
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1803837-32-2 95%
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Additional information on 2,4-Difluoro-5-iodobenzonitrile

Introduction to 2,4-Difluoro-5-Iodobenzonitrile (CAS No. 1803837-32-2)

2,4-Difluoro-5-iodobenzonitrile (CAS No. 1803837-32-2) is a highly specialized organic compound with significant applications in various fields of chemistry and materials science. This compound belongs to the class of benzonitriles, which are derivatives of benzene with a nitrile group (-CN) attached to the ring. The presence of fluorine and iodine substituents at specific positions on the benzene ring imparts unique electronic and structural properties to this compound, making it a valuable tool in research and industrial applications.

The benzonitrile functional group is known for its stability and reactivity under certain conditions, making it a versatile building block in organic synthesis. The substitution pattern of fluorine and iodine atoms in 2,4-difluoro-5-iodobenzonitrile plays a crucial role in determining its chemical behavior. Fluorine, being highly electronegative, withdraws electron density from the aromatic ring through inductive effects, while iodine contributes to the molecule's polarizability due to its larger atomic size and lower electronegativity compared to fluorine.

Recent advancements in synthetic methodologies have enabled the precise control of substitution patterns on aromatic rings, leading to the development of compounds like 2,4-difluoro-5-iodobenzonitrile with tailored properties. These compounds are increasingly being explored for their potential in drug discovery, agrochemicals, and advanced materials.

In the context of drug discovery, benzonitriles have shown promise as scaffolds for bioactive molecules due to their ability to interact with biological targets through various non-covalent interactions. The presence of halogen atoms like fluorine and iodine further enhances the compound's pharmacokinetic properties, such as solubility and permeability.

From a materials science perspective, 2,4-difluoro-5-iodobenzonitrile can serve as a precursor for the synthesis of advanced polymers or functional materials with tailored electronic properties. The nitrile group can undergo various transformations, such as hydrolysis or addition reactions, to yield functionalized derivatives that find applications in electronics or energy storage devices.

Environmental considerations are also critical when working with such compounds. Research into the environmental fate and toxicity of benzonitriles has revealed that their persistence in natural systems varies depending on their structure and substituents. Understanding these factors is essential for ensuring sustainable practices in their production and use.

In conclusion, 2,4-difluoro-5-iodobenzonitrile (CAS No. 1803837-32-2) is a compound with multifaceted applications across diverse scientific domains. Its unique combination of functional groups and substitution patterns makes it a valuable asset in both academic research and industrial development.

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