Cas no 1349717-20-9 (4-Bromo-2,5-dichloro-benzonitrile)

4-Bromo-2,5-dichloro-benzonitrile is a halogenated benzonitrile derivative with a molecular formula of C?H?BrCl?N. This compound is characterized by its bromo and chloro substituents, which enhance its reactivity in cross-coupling reactions and other synthetic transformations. Its high purity and stability make it suitable for use as an intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients. The electron-withdrawing nitrile group further facilitates nucleophilic substitution reactions, offering versatility in organic synthesis. Proper handling under controlled conditions is recommended due to its potential sensitivity to moisture and light. This compound is typically supplied with detailed analytical data to ensure consistency in research and industrial applications.
4-Bromo-2,5-dichloro-benzonitrile structure
1349717-20-9 structure
Product Name:4-Bromo-2,5-dichloro-benzonitrile
CAS No:1349717-20-9
MF:C7H2BrCl2N
MW:250.907478809357
CID:1237019
PubChem ID:53256788
Update Time:2025-10-31

4-Bromo-2,5-dichloro-benzonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2,5-dichlorobenzonitrile
    • 4-Bromo-2,5-dichloro-benzonitrile
    • MFCD18917152
    • ZDC71720
    • CS-0324479
    • AS-39234
    • AKOS017344430
    • 1349717-20-9
    • MDL: MFCD18917152
    • Inchi: 1S/C7H2BrCl2N/c8-5-2-6(9)4(3-11)1-7(5)10/h1-2H
    • InChI Key: KUWYYTMBHHOQHS-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=C(C#N)C=C1Cl)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: 188
  • 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: 3.6
  • Topological Polar Surface Area: 23.8?2

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Additional information on 4-Bromo-2,5-dichloro-benzonitrile

Introduction to 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9)

4-Bromo-2,5-dichloro-benzonitrile, identified by the Chemical Abstracts Service Number (CAS No.) 1349717-20-9, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to the class of halogenated benzonitrile derivatives, characterized by its bromine and chlorine substituents at specific positions on the benzene ring. The presence of these halogen atoms makes it a valuable intermediate in synthetic chemistry, particularly in the development of novel active pharmaceutical ingredients (APIs) and crop protection agents.

The structural configuration of 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) imparts unique reactivity, enabling its use as a building block in multi-step synthetic pathways. The electron-withdrawing nature of the nitrile group and the electron-donating effect of bromine contribute to its versatility in chemical transformations. These properties have made it a subject of interest for researchers exploring new methodologies in medicinal chemistry and material science.

In recent years, the demand for halogenated aromatic compounds has surged due to their role in generating bioactive molecules with enhanced pharmacological profiles. 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) fits into this category, offering a scaffold that can be modified to produce compounds with potential therapeutic applications. For instance, its derivatives have been investigated for their antimicrobial and anti-inflammatory properties, underscoring its significance in drug discovery efforts.

One of the most compelling aspects of 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) is its utility in constructing complex molecular architectures. The halogen atoms at the 2 and 5 positions facilitate cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in forming carbon-carbon bonds essential for drug synthesis. Furthermore, the nitrile group can undergo various transformations, including hydrolysis to carboxylic acids or reduction to amides, providing multiple avenues for structural diversification.

Recent advancements in computational chemistry have also highlighted the importance of 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) in virtual screening campaigns. Its molecular descriptors have been integrated into databases used for identifying lead compounds in high-throughput screening (HTS) assays. This approach has accelerated the discovery process by allowing researchers to predict binding affinities and pharmacokinetic properties before conducting experimental validations.

The agrochemical sector has not been left behind in leveraging the potential of 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9). Its derivatives have been explored as intermediates for developing novel herbicides and fungicides. These compounds often exhibit improved efficacy against resistant plant pathogens due to their enhanced binding affinity to biological targets. The ability to fine-tune their structure through chemical modifications has opened up new possibilities for sustainable agriculture practices.

From a synthetic chemistry perspective, 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) serves as a testament to the power of halogenated aromatic compounds in modern drug design. Its role as a precursor in generating structurally diverse libraries has been instrumental in identifying new molecular entities with therapeutic potential. The compound’s reactivity profile allows chemists to explore diverse synthetic strategies, from palladium-catalyzed cross-coupling reactions to transition-metal-mediated functionalizations.

The growing interest in green chemistry has also influenced the use of 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) in sustainable synthetic routes. Researchers are increasingly focusing on optimizing reaction conditions to minimize waste and energy consumption while maintaining high yields. This aligns with global efforts to develop environmentally friendly methodologies that align with regulatory requirements and industry standards.

In conclusion, 4-Bromo-2,5-dichloro-benzonitrile (CAS No. 1349717-20-9) represents a cornerstone compound in contemporary chemical research. Its unique structural features and reactivity make it indispensable for developing innovative solutions across pharmaceuticals and agrochemicals. As scientific understanding progresses, it is anticipated that this compound will continue to play a pivotal role in advancing our ability to design molecules with improved biological activity and reduced environmental impact.

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