Cas no 1239493-20-9 (3-Chloro-2-iodobenzonitrile)

3-Chloro-2-iodobenzonitrile is a halogenated benzonitrile derivative with the molecular formula C?H?ClIN. This compound serves as a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura and Sonogashira couplings, owing to the reactivity of its iodine and chlorine substituents. The electron-withdrawing nitrile group enhances its utility in nucleophilic aromatic substitution and metal-catalyzed transformations. Its well-defined structure and high purity make it suitable for pharmaceutical and agrochemical research, where precise functionalization is critical. The compound is typically handled under inert conditions to ensure stability. Its distinct halogenation pattern allows for selective derivatization, facilitating the synthesis of complex aromatic frameworks.
3-Chloro-2-iodobenzonitrile structure
3-Chloro-2-iodobenzonitrile structure
Product Name:3-Chloro-2-iodobenzonitrile
CAS No:1239493-20-9
MF:C7H3ClIN
MW:263.462892770767
CID:4579695
PubChem ID:58553612
Update Time:2025-06-08

3-Chloro-2-iodobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-CHLORO-2-IODOBENZONITRILE
    • AB72108
    • E78763
    • BS-44668
    • SCHEMBL7916726
    • MFCD18249984
    • CS-0131333
    • 1239493-20-9
    • XH1121
    • 3-Chloro-2-iodobenzonitrile
    • Inchi: 1S/C7H3ClIN/c8-6-3-1-2-5(4-10)7(6)9/h1-3H
    • InChI Key: LRKGKRCXVFYLOP-UHFFFAOYSA-N
    • SMILES: IC1C(=CC=CC=1C#N)Cl

Computed Properties

  • Exact Mass: 262.89987g/mol
  • Monoisotopic Mass: 262.89987g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 162
  • 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: 2.9
  • Topological Polar Surface Area: 23.8

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Additional information on 3-Chloro-2-iodobenzonitrile

Comprehensive Overview of 3-Chloro-2-iodobenzonitrile (CAS No. 1239493-20-9): Properties, Applications, and Industry Insights

3-Chloro-2-iodobenzonitrile (CAS No. 1239493-20-9) is a halogenated aromatic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its versatile reactivity. This organoiodine compound features a benzonitrile core substituted with chlorine and iodine atoms at the 3- and 2-positions, respectively. Its molecular formula, C7H3ClIN, and unique structural properties make it a valuable intermediate in synthetic chemistry.

The compound’s dual halogen functionality enables selective cross-coupling reactions, such as Suzuki-Miyaura and Ullmann-type couplings, which are pivotal in constructing complex molecules. Researchers frequently explore its role in palladium-catalyzed transformations, a trending topic in green chemistry and API synthesis. Recent studies highlight its utility in developing non-linear optical materials (NLOs) and liquid crystal displays (LCDs), aligning with the surge in demand for advanced electronic components.

From an industrial perspective, 3-Chloro-2-iodobenzonitrile is often discussed in forums focusing on high-value chemical intermediates. Its stability under ambient conditions and compatibility with microwave-assisted synthesis—a technique gaining traction for its efficiency—further enhances its appeal. Analytical data, including NMR spectra and HPLC purity profiles, are frequently requested by quality control laboratories, reflecting its importance in batch-to-batch consistency.

Environmental and regulatory considerations are also critical. While not classified as hazardous under standard guidelines, its handling requires adherence to REACH compliance and GLP standards. This aligns with the broader industry shift toward sustainable chemical practices, a hot topic in 2024. Discussions on platforms like ResearchGate often emphasize optimizing its synthesis to reduce heavy metal catalysts, addressing both cost and ecological concerns.

In summary, 3-Chloro-2-iodobenzonitrile (CAS No. 1239493-20-9) exemplifies the intersection of structural precision and industrial applicability. Its role in cutting-edge research and alignment with eco-friendly methodologies ensures its relevance in evolving scientific landscapes.

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