Cas no 2112-31-4 (2,3,4-trichlorobenzonitrile)

2,3,4-Trichlorobenzonitrile is a chlorinated aromatic nitrile compound with the molecular formula C?H?Cl?N. It is primarily used as an intermediate in the synthesis of agrochemicals, pharmaceuticals, and specialty chemicals. The presence of three chlorine atoms and a nitrile group enhances its reactivity, making it valuable for cross-coupling reactions and further functionalization. Its high purity and stability under standard conditions ensure consistent performance in industrial applications. The compound's structural properties also contribute to its utility in the development of herbicides and fungicides. Proper handling is required due to its potential toxicity and environmental impact. Storage should be in a cool, dry, and well-ventilated area.
2,3,4-trichlorobenzonitrile structure
2,3,4-trichlorobenzonitrile structure
Product Name:2,3,4-trichlorobenzonitrile
CAS No:2112-31-4
MF:C7H2Cl3N
MW:206.456478595734
CID:1398687
PubChem ID:3014075
Update Time:2025-06-07

2,3,4-trichlorobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 2,3,4-trichlorobenzonitrile
    • Benzonitrile, 2,3,4-trichloro-
    • AKOS022942545
    • DTXSID40175347
    • CAA11231
    • SCHEMBL2869595
    • 2112-31-4
    • trichlorobenzonitrile
    • Inchi: 1S/C7H2Cl3N/c8-5-2-1-4(3-11)6(9)7(5)10/h1-2H
    • InChI Key: BECLFYHEMQTGQV-UHFFFAOYSA-N
    • SMILES: ClC1C(=C(C=CC=1C#N)Cl)Cl

Computed Properties

  • Exact Mass: 204.92546
  • Monoisotopic Mass: 204.925282g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 185
  • 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: 3.7
  • Topological Polar Surface Area: 23.8?2

Experimental Properties

  • PSA: 23.79

2,3,4-trichlorobenzonitrile Pricemore >>

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2,3,4-trichlorobenzonitrile Related Literature

Additional information on 2,3,4-trichlorobenzonitrile

Professional Introduction of 2,3,4-Trichlorobenzonitrile (CAS No. 2112-31-4)

2,3,4-Trichlorobenzonitrile, also known by its CAS registry number 2112-31-4, is a chlorinated aromatic nitrile compound that has garnered significant attention in various fields of scientific research and industrial applications. This compound belongs to the family of aromatic heterocyclic compounds, characterized by its unique structure featuring three chlorine substituents on a benzene ring attached to a cyano group (-CN). The combination of electron-withdrawing groups (the chlorine atoms and the nitrile group) renders this compound highly reactive and versatile in chemical transformations.

Over the years, 2,3,4-trichlorobenzonitrile has been extensively studied for its potential applications in pharmaceuticals, agrochemicals, and materials science. Recent studies have highlighted its role as an intermediate in the synthesis of bioactive molecules, including cancer therapeutic agents and antimicrobial compounds. Its structural features make it an ideal precursor for constructing complex heterocyclic frameworks, which are often critical in drug discovery.

In the realm of pharmaceutical research, 2,3,4-trichlorobenzonitrile has been explored as a building block for the development of cytotoxic agents. For instance, its derivatives have demonstrated promising activity against various cancer cell lines, particularly in targeting proliferative signaling pathways. The presence of multiple chlorine atoms enhances the compound's ability to undergo nucleophilic substitution reactions, making it a valuable intermediate for constructing diverse pharmacophores.

Another area where 2,3,4-trichlorobenzonitrile has found significant application is in agrochemicals. The compound's nitrile group and halogen substituents contribute to its herbicidal activity, particularly against broadleaf weeds. Recent advancements in crop protection have emphasized the development of environmentally sustainable agrochemicals, and 2,3,4-trichlorobenzonitrile continues to be a subject of interest due to its selective weed control properties.

Beyond pharmaceuticals and agrochemicals, this compound has also been utilized in the synthesis of advanced materials. Its structural versatility allows for the creation of functional polymers and coatings with unique electronic and mechanical properties. For example, derivatives of 2,3,4-trichlorobenzonitrile have been incorporated into polymer matrices to enhance thermal stability and conductivity, making them suitable for applications in electronics and energy storage.

Recent studies have also explored the potential of 2,3,4-trichlorobenzonitrile in catalytic processes. Its ability to act as both an electron-deficient aromatic ring and a nitrile group provides unique opportunities for designing catalysts with tailored properties. For instance, researchers have investigated its role in nitration reactions and cross-coupling transformations, where it serves as a highly reactive intermediate.

In terms of environmental impact, the compound's stability and reactivity make it both a challenge and an opportunity. While its persistence in the environment requires careful consideration, ongoing research focuses on optimizing its use to minimize ecological footprint. Innovations in green chemistry aim to leverage the compound's properties while ensuring sustainable practices.

The synthesis of 2,3,4-trichlorobenzonitrile involves several steps, typically starting from chlorobenzene derivatives and introducing the nitrile group through various substitution reactions. Modern synthetic methods have improved the efficiency and selectivity of these processes, reducing byproducts and enhancing yield.

In conclusion, 2,3,4-trichlorobenzonitrile (CAS No. 2112-31-4) stands as a crucial compound in the arsenal of organic chemistry. Its diverse applications across pharmaceuticals, agrochemicals, and materials science underscore its significance in both academic research and industrial innovation. As scientific advancements continue to unlock new possibilities, this compound will remain at the forefront of efforts to develop life-saving drugs, sustainable agrochemicals, and cutting-edge materials.

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