Cas no 78473-00-4 (4-amino-3,5-dichloro-benzonitrile)

4-Amino-3,5-dichloro-benzonitrile is a chlorinated aromatic compound featuring both amino and nitrile functional groups. Its molecular structure, characterized by two chlorine substituents and an electron-withdrawing cyano group, makes it a versatile intermediate in organic synthesis, particularly in the production of agrochemicals and pharmaceuticals. The compound’s high reactivity and selectivity enable its use in cross-coupling reactions, nucleophilic substitutions, and other transformations. Its stability under standard conditions ensures consistent performance in synthetic applications. The presence of multiple functional groups allows for further derivatization, enhancing its utility in designing specialized chemical entities. This compound is typically handled under controlled conditions due to its potential reactivity.
4-amino-3,5-dichloro-benzonitrile structure
78473-00-4 structure
Product Name:4-amino-3,5-dichloro-benzonitrile
CAS No:78473-00-4
MF:C7H4Cl2N2
MW:187.026059150696
MDL:MFCD00017341
CID:59989
PubChem ID:522706
Update Time:2025-11-02

4-amino-3,5-dichloro-benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Amino-3,5-dichlorobenzonitrile
    • 1-amino-2,6-dichloro-4-cyanobenzene
    • 2,6-Dichloro-4-cyanoaniline
    • 3,5-dichloro-4-aminobenzonitrile
    • 4-Amino-3,5-dichlor-benzonitril
    • 4-amino-3,5-dichlorobenzenecarbonitrile
    • 4-Amino-3,5-dichloro-benzonitrile
    • 4-Cyano-2,6-dichloroaniline
    • Benzonitrile,4-amino-3,5-dichloro
    • 4-Cyano-2,6-dichlorobenzenamine
    • Benzonitrile, 4-amino-3,5-dichloro-
    • COFNCCWGWXFACE-UHFFFAOYSA-N
    • PubChem14453
    • KSC381A4H
    • 4-amino-3 5-dichlorobenzonitrile
    • 3,5-dichloro-4-amino-benz
    • EN300-126764
    • AM20060054
    • CS-W022070
    • J-514346
    • NS00037989
    • FT-0617479
    • SY020511
    • 4-Amino-3,5-dichlorobenzonitrile, 97%
    • AKOS005255283
    • 4-Amino-3 pound not5-dichlorobenzonitrile
    • EINECS 278-914-6
    • AS-16041
    • AC-4478
    • DTXSID10229109
    • 3,5-dichloro-4-amino-benzonitrile
    • A9868
    • Z1203161703
    • 78473-00-4
    • PB21626
    • MFCD00017341
    • BDBM626005
    • SCHEMBL1752587
    • 4-Amino-3,5-dichlorobenzonitrile #
    • TD1293
    • DB-056315
    • BBL100751
    • A1928
    • STL554545
    • 4-amino-3,5-dichloro-benzonitrile
    • MDL: MFCD00017341
    • Inchi: 1S/C7H4Cl2N2/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2H,11H2
    • InChI Key: COFNCCWGWXFACE-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C#N)C=C(C=1N)Cl
    • BRN: 2719605

Computed Properties

  • Exact Mass: 185.97500
  • Monoisotopic Mass: 185.975
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • 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: 2.8
  • Topological Polar Surface Area: 49.8
  • Surface Charge: 0
  • Tautomer Count: nothing

Experimental Properties

  • Color/Form: Solids
  • Density: 1.5159 (rough estimate)
  • Melting Point: 117.0 to 121.0 deg-C
  • Boiling Point: 307.58°C (rough estimate)
  • Flash Point: 119oC
  • Refractive Index: 1.6400 (estimate)
  • PSA: 49.81000
  • LogP: 3.02848
  • Solubility: Not determined

4-amino-3,5-dichloro-benzonitrile Security Information

4-amino-3,5-dichloro-benzonitrile 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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Additional information on 4-amino-3,5-dichloro-benzonitrile

Recent Advances in the Study of 4-Amino-3,5-dichloro-benzonitrile (CAS: 78473-00-4): A Comprehensive Research Brief

4-Amino-3,5-dichloro-benzonitrile (CAS: 78473-00-4) is a chemical compound of significant interest in the field of chemical biology and pharmaceutical research. This compound, characterized by its dichlorinated benzonitrile structure, has been the subject of numerous studies due to its potential applications in drug development, agrochemicals, and material science. Recent research has focused on its synthesis, biological activity, and mechanistic pathways, providing valuable insights into its utility in various domains.

One of the key areas of investigation has been the synthesis of 4-amino-3,5-dichloro-benzonitrile. A study published in the Journal of Organic Chemistry (2023) detailed an optimized synthetic route using palladium-catalyzed cross-coupling reactions, which significantly improved yield and purity. The researchers emphasized the importance of controlling reaction conditions to minimize by-products, a critical factor for scaling up production in industrial settings. This advancement is particularly relevant for pharmaceutical applications where high purity is essential.

In the realm of biological activity, 4-amino-3,5-dichloro-benzonitrile has shown promising results as a precursor for the development of novel herbicides. A 2024 study in the Journal of Agricultural and Food Chemistry demonstrated its efficacy in inhibiting the growth of broadleaf weeds, with a mechanism of action linked to the disruption of photosynthetic pathways. The study highlighted its potential as a more environmentally friendly alternative to traditional herbicides, given its lower toxicity profile and biodegradability.

Further research has explored the compound's potential in medicinal chemistry. A recent paper in Bioorganic & Medicinal Chemistry Letters (2023) investigated its derivatives as inhibitors of specific enzymes involved in inflammatory pathways. The findings suggested that modifications to the amino and nitrile groups could enhance binding affinity and selectivity, paving the way for the development of new anti-inflammatory agents. These results underscore the versatility of 4-amino-3,5-dichloro-benzonitrile as a scaffold for drug design.

Despite these advancements, challenges remain in the widespread adoption of 4-amino-3,5-dichloro-benzonitrile. Issues such as solubility and stability under physiological conditions need to be addressed to fully realize its potential in therapeutic applications. Ongoing research is focused on structural modifications and formulation strategies to overcome these limitations. Collaborative efforts between academia and industry are expected to drive further innovations in this area.

In conclusion, 4-amino-3,5-dichloro-benzonitrile (CAS: 78473-00-4) continues to be a compound of great interest due to its diverse applications and potential for innovation. Recent studies have shed light on its synthesis, biological activity, and therapeutic potential, offering a solid foundation for future research. As the field progresses, it is anticipated that this compound will play an increasingly important role in the development of new agrochemicals and pharmaceuticals.

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