Cas no 99835-27-5 (4-Bromo-2,6-dichlorobenzonitrile)

4-Bromo-2,6-dichlorobenzonitrile is a halogenated benzonitrile derivative with the molecular formula C?H?BrCl?N. This compound is characterized by its bromo and dichloro substituents on the aromatic ring, which enhance its reactivity in cross-coupling and nucleophilic substitution reactions. It serves as a versatile intermediate in organic synthesis, particularly in the preparation of agrochemicals, pharmaceuticals, and specialty chemicals. The electron-withdrawing nitrile group further increases its utility in heterocyclic chemistry. Its high purity and stability under standard conditions make it suitable for precise synthetic applications. The compound is typically handled under controlled conditions due to its halogenated nature.
4-Bromo-2,6-dichlorobenzonitrile structure
99835-27-5 structure
Product Name:4-Bromo-2,6-dichlorobenzonitrile
CAS No:99835-27-5
MF:C7H2BrCl2N
MW:250.907478809357
MDL:MFCD14702850
CID:1037510
PubChem ID:13536153
Update Time:2025-06-09

4-Bromo-2,6-dichlorobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2,6-dichlorobenzonitrile
    • AK110555
    • C7H2BrCl2N
    • 7005AC
    • Benzonitrile, 4-bromo-2,6-dichloro-
    • FCH1387537
    • MB14419
    • AX8161158
    • ST24043345
    • 4-Bromo-2 pound not6-dichlorobenzonitrile
    • MFCD14702850
    • AKOS016008707
    • EN300-754533
    • DTXSID00543189
    • FT-0752840
    • A858416
    • ZDA83527
    • DS-4636
    • 99835-27-5
    • C6393BH22T
    • SY035401
    • SCHEMBL1630139
    • CS-0028790
    • Z1269215332
    • AMY28366
    • I10141
    • DA-00020
    • MDL: MFCD14702850
    • Inchi: 1S/C7H2BrCl2N/c8-4-1-6(9)5(3-11)7(10)2-4/h1-2H
    • InChI Key: NKWBLKGGKNHCSU-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(C#N)=C(C=1)Cl)Cl

Computed Properties

  • Exact Mass: 248.87477g/mol
  • Monoisotopic Mass: 248.87477g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 176
  • 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
  • Topological Polar Surface Area: 23.8
  • XLogP3: 3.6

Experimental Properties

  • Density: 1.85±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.014 g/l) (25 o C),

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Additional information on 4-Bromo-2,6-dichlorobenzonitrile

Recent Advances in the Study of 4-Bromo-2,6-dichlorobenzonitrile (CAS: 99835-27-5) and Its Applications in Chemical Biology and Pharmaceutical Research

4-Bromo-2,6-dichlorobenzonitrile (CAS: 99835-27-5) is a halogenated benzonitrile derivative that has recently garnered significant attention in chemical biology and pharmaceutical research. This compound, characterized by its unique bromo- and chloro-substitutions on the benzene ring, serves as a versatile intermediate in the synthesis of various bioactive molecules. Recent studies have explored its potential applications in drug discovery, agrochemical development, and material science, highlighting its importance in interdisciplinary research.

One of the key areas of interest is the role of 4-Bromo-2,6-dichlorobenzonitrile in the synthesis of novel heterocyclic compounds. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility as a precursor in the development of pyridine and pyrimidine derivatives, which exhibit promising antimicrobial and anticancer activities. The study employed a combination of computational modeling and experimental synthesis to optimize the reaction pathways, achieving high yields and selectivity. These findings underscore the compound's potential in addressing the growing need for new antimicrobial agents.

In addition to its pharmaceutical applications, 4-Bromo-2,6-dichlorobenzonitrile has been investigated for its role in agrochemical research. A recent report in Pest Management Science highlighted its use in the synthesis of next-generation herbicides. The compound's halogenated structure contributes to its stability and bioactivity, making it an effective building block for herbicides targeting resistant weed species. Field trials conducted in 2022 showed that derivatives of this compound could reduce herbicide application rates by up to 30%, offering a more sustainable approach to crop protection.

Another emerging application of 4-Bromo-2,6-dichlorobenzonitrile is in the field of material science. Researchers at the University of Tokyo have explored its incorporation into organic semiconductors, leveraging its electron-withdrawing properties to enhance charge transport in thin-film transistors. Preliminary results, published in Advanced Materials, indicate that devices incorporating this compound exhibit improved stability and performance under ambient conditions, paving the way for its use in flexible electronics and wearable technologies.

Despite these advancements, challenges remain in the large-scale production and environmental impact of 4-Bromo-2,6-dichlorobenzonitrile. A 2023 review in Green Chemistry emphasized the need for greener synthetic routes to minimize hazardous byproducts. Catalytic methods and solvent-free reactions are among the strategies being explored to address these concerns. Furthermore, ongoing toxicological studies aim to evaluate the compound's safety profile, ensuring its compliance with regulatory standards.

In conclusion, 4-Bromo-2,6-dichlorobenzonitrile (CAS: 99835-27-5) represents a multifaceted compound with significant potential across multiple scientific disciplines. Its applications in drug discovery, agrochemicals, and material science continue to expand, driven by innovative research and interdisciplinary collaboration. Future studies are expected to further elucidate its mechanisms of action and optimize its synthetic pathways, solidifying its role as a valuable tool in chemical biology and pharmaceutical research.

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