Cas no 34662-29-8 (3-Chloro-4-nitrobenzonitrile)

3-Chloro-4-nitrobenzonitrile is a versatile aromatic nitrile compound featuring both chloro and nitro functional groups at the 3- and 4-positions of the benzonitrile scaffold. This structure imparts reactivity suitable for various organic transformations, including nucleophilic substitution and reduction reactions. The electron-withdrawing nitro group enhances the electrophilic character of the aromatic ring, facilitating further functionalization. Its high purity and stability make it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients and fine chemicals. The compound's well-defined reactivity profile ensures consistent performance in multi-step synthetic routes. Proper handling is advised due to potential irritant properties.
3-Chloro-4-nitrobenzonitrile structure
3-Chloro-4-nitrobenzonitrile structure
Product Name:3-Chloro-4-nitrobenzonitrile
CAS No:34662-29-8
MF:C7H3ClN2O2
MW:182.563920259476
MDL:MFCD02317167
CID:1090087
Update Time:2025-06-13

3-Chloro-4-nitrobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-4-nitrobenzonitrile
    • 1-chloro-5-cyano-2-nitrobenzene
    • 2-chloro-4-cyanonitrobenzene
    • 3-Chlor-4-nitro-benzonitril
    • 3-chloro-4-nitro-benzonitrile
    • 4-nitro-3-chlorobenzonitrile
    • Benzonitrile,3-chloro-4-nitro
    • Benzonitrile, 3-chloro-4-nitro-
    • PAIMPYHIOHKXAT-UHFFFAOYSA-N
    • AK142385
    • AM807293
    • AB0000195
    • ST2405023
    • MDL: MFCD02317167
    • Inchi: 1S/C7H3ClN2O2/c8-6-3-5(4-9)1-2-7(6)10(11)12/h1-3H
    • InChI Key: PAIMPYHIOHKXAT-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C#N)C=CC=1[N+](=O)[O-]

Computed Properties

  • Exact Mass: 181.98800
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 229
  • XLogP3: 2.2
  • Topological Polar Surface Area: 69.6

Experimental Properties

  • PSA: 69.61000
  • LogP: 2.64308

3-Chloro-4-nitrobenzonitrile Customs Data

  • HS CODE:2926909090
  • Customs Data:

    China Customs Code:

    2926909090

    Overview:

    2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

3-Chloro-4-nitrobenzonitrile Pricemore >>

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3-Chloro-4-nitrobenzonitrile Production Method

3-Chloro-4-nitrobenzonitrile Related Literature

Additional information on 3-Chloro-4-nitrobenzonitrile

Professional Introduction to 3-Chloro-4-nitrobenzonitrile (CAS No. 34662-29-8)

3-Chloro-4-nitrobenzonitrile, with the chemical formula C?H?ClN?O? and the CAS number 34662-29-8, is a significant intermediate in the field of organic synthesis and pharmaceutical development. This compound, characterized by its chloro and nitro substituents on a benzonitrile backbone, has garnered considerable attention due to its versatile reactivity and utility in constructing more complex molecular architectures.

The structural motif of 3-Chloro-4-nitrobenzonitrile makes it a valuable building block for the synthesis of various pharmacologically active agents. The presence of both electron-withdrawing nitro and chloro groups enhances its participation in nucleophilic substitution reactions, making it particularly useful in the preparation of heterocyclic compounds and biologically relevant molecules. Recent advancements in medicinal chemistry have highlighted its role in developing novel therapeutic agents targeting a range of diseases.

In the realm of drug discovery, 3-Chloro-4-nitrobenzonitrile has been employed in the synthesis of inhibitors for enzymes involved in metabolic pathways. For instance, studies have demonstrated its utility in creating derivatives that modulate kinases and phosphodiesterases, which are key players in cancer signaling pathways. The nitro group can be reduced to an amine, expanding the scope of functionalization and allowing for further derivatization into more complex structures.

Moreover, the compound's reactivity with transition metals has opened new avenues for catalytic applications. Palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Heck couplings, have been utilized to introduce aryl groups or alkenes at specific positions on the benzonitrile ring. These transformations have enabled the construction of biaryl compounds, which are prevalent in many pharmaceuticals due to their enhanced binding affinity to biological targets.

Recent research has also explored the use of 3-Chloro-4-nitrobenzonitrile in material science applications. Its ability to undergo polymerization reactions has been leveraged to create conductive polymers and organic semiconductors. These materials are increasingly relevant in the development of flexible electronics and organic light-emitting diodes (OLEDs), where precise control over molecular structure is crucial for optimizing performance.

The compound's stability under various reaction conditions makes it a reliable choice for synthetic chemists. It can be stored and handled under standard laboratory conditions without significant degradation, ensuring consistent yields in multi-step syntheses. Additionally, its compatibility with a wide range of solvents and reagents enhances its versatility in different synthetic protocols.

In conclusion, 3-Chloro-4-nitrobenzonitrile (CAS No. 34662-29-8) is a multifaceted intermediate with broad applications across pharmaceuticals and materials science. Its unique structural features facilitate diverse chemical transformations, making it an indispensable tool for synthetic chemists aiming to develop novel compounds with therapeutic potential. As research continues to uncover new methodologies for functionalizing this core structure, its importance is likely to grow further.

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