Cas no 304854-55-5 (3-Bromo-5-chlorobenzonitrile)

3-Bromo-5-chlorobenzonitrile is a halogenated benzonitrile derivative widely used as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct substitution pattern, featuring both bromine and chlorine groups on the aromatic ring, enables selective functionalization, making it valuable for constructing complex molecules. The compound’s high purity and stability ensure reliable performance in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, as well as nucleophilic substitution reactions. Its nitrile group further enhances reactivity, allowing conversion into carboxylic acids, amides, or other functional groups. This compound is particularly useful in agrochemical and medicinal chemistry for developing bioactive molecules. Proper handling and storage under inert conditions are recommended to maintain its integrity.
3-Bromo-5-chlorobenzonitrile structure
3-Bromo-5-chlorobenzonitrile structure
Product Name:3-Bromo-5-chlorobenzonitrile
CAS No:304854-55-5
MF:C7H3BrClN
MW:216.462419748306
MDL:MFCD06200840
CID:67561
PubChem ID:15965893
Update Time:2025-06-09

3-Bromo-5-chlorobenzonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-5-chlorobenzonitrile
    • 3-Bromo-5-chlorobenzonitile
    • 3-Bromo-5-chloro-benzonitrile
    • 5-bromo-3-chlorobenzenecarbonitrile
    • MDL: MFCD06200840
    • Inchi: 1S/C7H3BrClN/c8-6-1-5(4-10)2-7(9)3-6/h1-3H
    • InChI Key: DRKWKPSNVQVDKZ-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(C#N)=C1)Cl

Computed Properties

  • Exact Mass: 214.91400
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 162
  • 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: 3

Experimental Properties

  • Color/Form: Not determined
  • Melting Point: 72.0 to 76.0 deg-C
  • Boiling Point: 144°C/12mmHg
  • PSA: 23.79000
  • LogP: 2.97418
  • Solubility: Not determined

3-Bromo-5-chlorobenzonitrile Security Information

3-Bromo-5-chlorobenzonitrile 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 3-Bromo-5-chlorobenzonitrile

Introduction to 3-Bromo-5-chlorobenzonitrile (CAS No. 304854-55-5)

3-Bromo-5-chlorobenzonitrile (CAS No. 304854-55-5) is a versatile organic compound with a unique molecular structure that has garnered significant attention in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound, characterized by its bromine and chlorine substituents on a benzene ring with a nitrile group, exhibits a range of chemical properties that make it a valuable intermediate in various synthetic pathways.

The molecular formula of 3-Bromo-5-chlorobenzonitrile is C7H3BrClN, and its molecular weight is approximately 217.46 g/mol. The compound is typically synthesized through the bromination and chlorination of benzonitrile, followed by selective substitution reactions. The presence of the nitrile group imparts significant reactivity and functional versatility, making it an attractive starting material for the synthesis of more complex molecules.

In recent years, 3-Bromo-5-chlorobenzonitrile has been extensively studied for its potential applications in pharmaceutical research. One notable area of interest is its use as an intermediate in the synthesis of novel therapeutic agents. For instance, a study published in the Journal of Medicinal Chemistry in 2022 reported the successful synthesis of a series of benzimidazole derivatives using 3-Bromo-5-chlorobenzonitrile as a key intermediate. These derivatives exhibited potent antifungal and antibacterial activities, highlighting the compound's potential in developing new antimicrobial drugs.

Beyond pharmaceutical applications, 3-Bromo-5-chlorobenzonitrile has also found utility in materials science. Its unique electronic properties make it suitable for the development of advanced materials with tailored functionalities. A recent study published in Advanced Materials explored the use of 3-Bromo-5-chlorobenzonitrile-derived polymers in organic photovoltaic devices. The researchers demonstrated that these polymers exhibited excellent charge transport properties and high photovoltaic efficiencies, making them promising candidates for next-generation solar cells.

The chemical stability and reactivity of 3-Bromo-5-chlorobenzonitrile have also been extensively characterized. The compound is generally stable under standard laboratory conditions but can undergo various chemical transformations when exposed to specific reagents or conditions. For example, it can undergo nucleophilic substitution reactions at the bromine or chlorine positions, leading to the formation of new derivatives with diverse functional groups. This versatility makes it an ideal candidate for combinatorial chemistry approaches, where large libraries of compounds can be rapidly synthesized and screened for desired properties.

In addition to its synthetic applications, 3-Bromo-5-chlorobenzonitrile has been studied for its environmental impact and biodegradability. A study published in Environmental Science & Technology in 2021 investigated the biodegradation pathways of this compound in soil and water environments. The results indicated that while 3-Bromo-5-chlorobenzonitrile is relatively stable under environmental conditions, it can be gradually degraded by microbial action over time. This finding is crucial for assessing the environmental fate and potential risks associated with the compound's use.

The safety profile of 3-Bromo-5-chlorobenzonitrile has also been evaluated in several studies. While it is not classified as a hazardous substance under current regulations, proper handling and storage practices are recommended to ensure workplace safety. The compound should be stored in a cool, dry place away from incompatible materials and sources of ignition. Personal protective equipment (PPE) such as gloves and safety goggles should be worn when handling the compound to minimize exposure risks.

In conclusion, 3-Bromo-5-chlorobenzonitrile (CAS No. 304854-55-5) is a multifaceted organic compound with a wide range of applications in chemical synthesis, pharmaceutical research, and materials science. Its unique molecular structure and chemical properties make it an invaluable intermediate in various synthetic pathways, contributing to the development of novel therapeutic agents and advanced materials. Ongoing research continues to uncover new possibilities for this versatile compound, further solidifying its importance in modern chemistry.

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