Cas no 28163-00-0 (2-Chloro-4-nitrobenzonitrile)

2-Chloro-4-nitrobenzonitrile is a nitrile-substituted aromatic compound featuring both chloro and nitro functional groups at the 2- and 4-positions, respectively. This structure imparts reactivity suitable for use as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. The electron-withdrawing nitro and chloro groups enhance its utility in nucleophilic substitution and coupling reactions. Its crystalline solid form ensures stability and ease of handling under standard conditions. The compound's well-defined reactivity profile makes it valuable for constructing complex molecular frameworks in research and industrial applications. Proper handling precautions are advised due to its potential irritant properties.
2-Chloro-4-nitrobenzonitrile structure
2-Chloro-4-nitrobenzonitrile structure
Product Name:2-Chloro-4-nitrobenzonitrile
CAS No:28163-00-0
MF:C7H3ClN2O2
MW:182.563920259476
MDL:MFCD00052203
CID:53282
PubChem ID:141401
Update Time:2025-08-04

2-Chloro-4-nitrobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 2-Chloro-4-nitrobenzonitrile
    • Benzonitrile, 2-chloro-4-nitro-
    • 2-Chlor-4-nitrobenzonitril
    • 2-chloro-4-nitrobenzenecarbonitrile
    • 2-chloro-4-nitro-benzonitrile
    • 2-Chloro-4-nitrobenzotrifluoride
    • 4-nitro-2-chlorobenzonitrile
    • chloronitrobenzenecarbonitrile
    • 3-Chloro-4-cyanonitrobenzene
    • ZIGQFRQZYVQQDR-UHFFFAOYSA-N
    • PubChem18759
    • KSC497K1R
    • SBB064814
    • VZ24268
    • TRA0077519
    • R125
    • SY007287
    • AB0018004
    • ST2404328
    • ST
    • A920970
    • C3122
    • DTXSID70182428
    • AKOS005073018
    • MFCD00052203
    • CS-W017084
    • J-508776
    • JS-188C
    • 28163-00-0
    • SCHEMBL2477528
    • FT-0611791
    • AC-26147
    • EN300-133745
    • 2-chloro-4-nitro benzonitrile
    • DB-014075
    • DTXCID80104919
    • MDL: MFCD00052203
    • Inchi: 1S/C7H3ClN2O2/c8-7-3-6(10(11)12)2-1-5(7)4-9/h1-3H
    • InChI Key: ZIGQFRQZYVQQDR-UHFFFAOYSA-N
    • SMILES: ClC1=C(C#N)C=CC(=C1)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 181.98800
  • Monoisotopic Mass: 181.988
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 229
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.2
  • Topological Polar Surface Area: 69.6

Experimental Properties

  • Color/Form: Beige powder
  • Density: 1.6133 (rough estimate)
  • Melting Point: 78-80 oC
  • Boiling Point: 337.0±27.0 °C at 760 mmHg
  • Flash Point: 157.6℃
  • Refractive Index: 1.5557 (estimate)
  • PSA: 69.61000
  • LogP: 2.64308
  • Solubility: Not determined

2-Chloro-4-nitrobenzonitrile Security Information

2-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%

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2-Chloro-4-nitrobenzonitrile Production Method

2-Chloro-4-nitrobenzonitrile Suppliers

Amadis Chemical Company Limited
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(CAS:28163-00-0)2-Chloro-4-nitrobenzonitrile
Order Number:A920970
Stock Status:in Stock
Quantity:25g/100g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 13:15
Price ($):164.0/471.0

Additional information on 2-Chloro-4-nitrobenzonitrile

Research Brief on 2-Chloro-4-nitrobenzonitrile (CAS: 28163-00-0): Recent Advances and Applications in Chemical Biology and Pharmaceutical Research

2-Chloro-4-nitrobenzonitrile (CAS: 28163-00-0) is a nitro-substituted benzonitrile derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various bioactive molecules, including agrochemicals, pharmaceuticals, and materials science applications. Recent studies have explored its utility in drug discovery, particularly in the development of kinase inhibitors and antimicrobial agents. This research brief synthesizes the latest findings on this compound, highlighting its chemical properties, synthetic applications, and biological activities.

Recent literature has emphasized the role of 2-Chloro-4-nitrobenzonitrile as a building block in medicinal chemistry. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its use in the synthesis of novel tyrosine kinase inhibitors, which showed promising activity against resistant cancer cell lines. The nitro and chloro functional groups in this compound provide reactive sites for further derivatization, enabling the creation of diverse chemical libraries for high-throughput screening. Additionally, its electron-withdrawing properties make it a valuable scaffold for designing molecules with enhanced binding affinity to biological targets.

In the realm of antimicrobial research, 2-Chloro-4-nitrobenzonitrile has been investigated as a precursor for compounds with potent activity against multidrug-resistant bacterial strains. A 2024 study in Bioorganic & Medicinal Chemistry Letters reported the synthesis of a series of derivatives that exhibited significant inhibition of Staphylococcus aureus and Escherichia coli. The study highlighted the importance of the nitro group in enhancing the compounds' ability to disrupt bacterial cell membranes. These findings underscore the potential of 2-Chloro-4-nitrobenzonitrile as a starting material for developing new classes of antibiotics.

From a synthetic chemistry perspective, advancements in catalytic methods have improved the efficiency of reactions involving 2-Chloro-4-nitrobenzonitrile. A recent publication in Advanced Synthesis & Catalysis detailed a palladium-catalyzed cross-coupling reaction that enabled the selective functionalization of this compound at the chloro position, yielding high-purity products with excellent yields. Such methodologies are critical for scaling up the production of derivatives for preclinical testing. Furthermore, computational studies have provided insights into the compound's reactivity patterns, aiding in the rational design of more efficient synthetic routes.

Looking ahead, the applications of 2-Chloro-4-nitrobenzonitrile are expected to expand into emerging areas such as targeted drug delivery and photopharmacology. Preliminary studies suggest that its nitro group can be exploited for light-activated drug release systems, offering spatiotemporal control over therapeutic activity. As research continues to uncover new facets of this versatile compound, it is poised to remain a focal point in the intersection of chemical biology and pharmaceutical innovation.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:28163-00-0)2-Chloro-4-nitrobenzonitrile
A920970
Purity:99%/99%
Quantity:25g/100g
Price ($):164.0/471.0
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