Cas no 269411-72-5 (3-iodo-5-methoxybenzonitrile)

3-Iodo-5-methoxybenzonitrile is a halogenated aromatic nitrile compound with significant utility in synthetic organic chemistry. Its structure, featuring an iodine substituent at the 3-position and a methoxy group at the 5-position, makes it a versatile intermediate for cross-coupling reactions, such as Suzuki-Miyaura or Sonogashira couplings. The electron-withdrawing nitrile group enhances reactivity in nucleophilic substitution and metal-catalyzed transformations. This compound is particularly valuable in pharmaceutical and agrochemical research for constructing complex heterocycles or functionalized aromatics. Its stability under standard conditions and well-defined reactivity profile ensure consistent performance in multistep syntheses. The product is typically supplied with high purity, minimizing side reactions in sensitive applications.
3-iodo-5-methoxybenzonitrile structure
3-iodo-5-methoxybenzonitrile structure
Product Name:3-iodo-5-methoxybenzonitrile
CAS No:269411-72-5
MF:C8H6INO
MW:259.043814182281
CID:1110128
PubChem ID:10777646
Update Time:2025-10-29

3-iodo-5-methoxybenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-iodo-5-methoxybenzonitrile
    • TQP0271
    • MFCD12828564
    • 269411-72-5
    • SCHEMBL6172395
    • Inchi: 1S/C8H6INO/c1-11-8-3-6(5-10)2-7(9)4-8/h2-4H,1H3
    • InChI Key: YUCXQELLBPYTOP-UHFFFAOYSA-N
    • SMILES: IC1C=C(C#N)C=C(C=1)OC

Computed Properties

  • Exact Mass: 258.94941g/mol
  • Monoisotopic Mass: 258.94941g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 174
  • 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: 2.3
  • Topological Polar Surface Area: 33?2

3-iodo-5-methoxybenzonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB610175-250mg
3-Iodo-5-methoxybenzonitrile; .
269411-72-5
250mg
€576.90 2024-07-19
abcr
AB610175-500mg
3-Iodo-5-methoxybenzonitrile; .
269411-72-5
500mg
€802.40 2024-07-19
abcr
AB610175-1g
3-Iodo-5-methoxybenzonitrile; .
269411-72-5
1g
€1101.30 2024-07-19
Aaron
AR023TB7-250mg
3-Iodo-5-methoxybenzonitrile
269411-72-5 95%
250mg
$500.00 2025-02-13
Aaron
AR023TB7-1g
3-Iodo-5-methoxybenzonitrile
269411-72-5 95%
1g
$800.00 2025-02-13

Additional information on 3-iodo-5-methoxybenzonitrile

3-Iodo-5-Methoxybenzonitrile: A Comprehensive Overview

3-Iodo-5-methoxybenzonitrile (CAS No. 269411-72-5) is a highly specialized organic compound with significant applications in various fields of chemistry, particularly in pharmaceuticals and materials science. This compound, characterized by its unique structure featuring an iodine atom, a methoxy group, and a nitrile functional group, has garnered considerable attention due to its versatile reactivity and potential for synthesizing advanced materials. Recent studies have highlighted its role in the development of novel drugs and its use as an intermediate in the synthesis of complex organic molecules.

The synthesis of 3-iodo-5-methoxybenzonitrile involves a series of carefully controlled reactions, often utilizing iodination techniques and selective substitution strategies. Researchers have explored various methodologies to optimize the synthesis process, ensuring high yields and purity. For instance, recent advancements in catalytic systems have enabled more efficient transformations, reducing production costs and environmental impact. The compound's stability under different reaction conditions has also been extensively studied, making it a reliable building block in organic synthesis.

One of the most promising applications of 3-iodo-5-methoxybenzonitrile lies in its use as an intermediate in drug discovery. Its structure allows for the incorporation of bioactive moieties, making it a valuable component in the design of new pharmaceutical agents. For example, studies have shown that derivatives of this compound exhibit potent anti-inflammatory and anticancer properties. These findings underscore its potential in developing next-generation therapeutics targeting chronic diseases.

In addition to pharmaceutical applications, 3-iodo-5-methoxybenzonitrile has found utility in materials science, particularly in the synthesis of advanced polymers and nanomaterials. Its ability to undergo various coupling reactions makes it an ideal precursor for constructing complex polymer networks with tailored properties. Recent research has demonstrated its role in creating stimuli-responsive materials that can adapt to environmental changes, opening new avenues for smart technologies.

The chemical properties of 3-iodo-5-methoxybenzonitrile are heavily influenced by its functional groups. The nitrile group imparts high reactivity, enabling participation in nucleophilic addition reactions, while the methoxy group introduces electron-donating effects that modulate the compound's electronic properties. The iodine atom further enhances its reactivity and serves as a leaving group in substitution reactions. These characteristics make it a versatile molecule for exploring novel chemical transformations.

From an environmental standpoint, understanding the degradation pathways of 3-iodo-5-methoxybenzonitrile is crucial for assessing its ecological impact. Recent studies have investigated its biodegradation under various conditions, revealing that it undergoes rapid transformation under aerobic conditions due to the activity of microbial enzymes. This knowledge is essential for developing sustainable practices in chemical manufacturing and waste management.

In conclusion, 3-iodo-5-methoxybenzonitrile (CAS No. 269411-72-5) stands as a testament to the ingenuity of modern chemistry. Its unique structure and versatile reactivity position it as a key player in advancing drug discovery and materials science. As research continues to uncover new applications and optimize synthesis methods, this compound is poised to make even greater contributions to scientific progress.

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