Cas no 184163-39-1 (2-chloro-4-hydrazinylbenzonitrile;hydrochloride)

2-Chloro-4-hydrazinylbenzonitrile hydrochloride is a versatile chemical intermediate used in organic synthesis and pharmaceutical research. Its hydrazine functional group enables its application in the preparation of heterocyclic compounds, such as triazoles and pyrazoles, which are valuable in medicinal chemistry. The chloro and nitrile substituents further enhance its reactivity, allowing for selective modifications. This compound is particularly useful in the development of biologically active molecules due to its ability to act as a building block for pharmacophores. The hydrochloride salt form improves stability and solubility, facilitating handling and storage. Its well-defined structure and high purity make it a reliable reagent for synthetic applications.
2-chloro-4-hydrazinylbenzonitrile;hydrochloride structure
184163-39-1 structure
Product Name:2-chloro-4-hydrazinylbenzonitrile;hydrochloride
CAS No:184163-39-1
MF:C7H7Cl2N3
MW:204.056578874588
MDL:MFCD11848460
CID:1378201
PubChem ID:22111849
Update Time:2025-05-22

2-chloro-4-hydrazinylbenzonitrile;hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-4-hydrazinylbenzonitrile hydrochloride
    • 2-chloro-4-hydrazinylbenzonitrile
    • hydrochloride
    • 2-CHLORO-4-HYDRAZINYLBENZONITRILEHYDROCHLORIDE
    • SCHEMBL423366
    • AS-67434
    • SY295421
    • 2-chloro-4-hydrazinylbenzonitrile;hydrochloride
    • 2-chloro-4-hydrazinobenzonitrile hydrochloride
    • DB-104445
    • HGFAAUDSQLSSNC-UHFFFAOYSA-N
    • 184163-39-1
    • AKOS027255182
    • MFCD11848460
    • SB78504
    • 2-CHLORO-4-HYDRAZINYLBENZONITRILE HCL
    • MDL: MFCD11848460
    • Inchi: 1S/C7H6ClN3.ClH/c8-7-3-6(11-10)2-1-5(7)4-9;/h1-3,11H,10H2;1H
    • InChI Key: HGFAAUDSQLSSNC-UHFFFAOYSA-N
    • SMILES: ClC1=C(C#N)C=CC(=C1)NN.Cl

Computed Properties

  • Exact Mass: 203.0017026g/mol
  • Monoisotopic Mass: 203.0017026g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 174
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 61.8?2

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Additional information on 2-chloro-4-hydrazinylbenzonitrile;hydrochloride

2-Chloro-4-Hydrazinylbenzonitrile Hydrochloride: A Comprehensive Overview

The compound 2-chloro-4-hydrazinylbenzonitrile hydrochloride (CAS No. 184163-39-1) is a fascinating molecule with significant applications in various fields of chemistry and pharmacology. This compound is characterized by its unique structure, which combines a chlorinated benzene ring with a hydrazine group and a nitrile functional group. The presence of these functional groups makes it highly versatile and valuable in both academic research and industrial applications.

Recent studies have highlighted the potential of 2-chloro-4-hydrazinylbenzonitrile hydrochloride in the development of novel pharmaceutical agents. Researchers have explored its role as a precursor in the synthesis of bioactive compounds, particularly in the field of anti-cancer drug discovery. The hydrazine group, in particular, has been shown to facilitate the formation of imine bonds, which are crucial in the design of targeted drug delivery systems.

In addition to its pharmaceutical applications, 2-chloro-4-hydrazinylbenzonitrile hydrochloride has also found utility in material science. Its ability to act as a building block for constructing complex organic frameworks has led to its use in the synthesis of advanced materials, such as coordination polymers and metal-organic frameworks (MOFs). These materials have promising applications in gas storage, catalysis, and sensing technologies.

The synthesis of 2-chloro-4-hydrazinylbenzonitrile hydrochloride typically involves multi-step reactions, often starting from readily available aromatic chlorides. The introduction of the hydrazine group is achieved through nucleophilic substitution or coupling reactions, while the nitrile group can be introduced via various cyanoation techniques. Recent advancements in catalytic methods have significantly improved the efficiency and selectivity of these reactions, making the compound more accessible for large-scale production.

From a structural perspective, 2-chloro-4-hydrazinylbenzonitrile hydrochloride exhibits interesting electronic properties due to the conjugation between the aromatic ring and the nitrile group. This conjugation not only enhances its stability but also imparts unique optical and electronic characteristics, making it an attractive candidate for optoelectronic applications.

Moreover, 2-chloro-4-hydrazinylbenzonitrile hydrochloride has been extensively studied for its role in heterocyclic chemistry. The molecule serves as an excellent substrate for the formation of various heterocycles, which are fundamental building blocks in organic synthesis. Recent research has focused on optimizing reaction conditions to achieve higher yields and better control over product stereochemistry.

In terms of environmental impact, 2-chloro-4-hydrazinylbenzonitrile hydrochloride has been evaluated for its biodegradability and toxicity profiles. Studies indicate that under controlled conditions, the compound undergoes efficient biodegradation, reducing its environmental footprint. However, further research is required to fully understand its long-term effects on ecosystems.

Looking ahead, 2-chloro-4-hydrazinylbenzonitrile hydrochloride holds immense potential for future innovations across multiple disciplines. Its role as a versatile building block in organic synthesis continues to inspire researchers to explore new avenues for its application. As advancements in synthetic methodologies and materials science continue to unfold, this compound is poised to play an even more significant role in shaping the future of chemistry and pharmacology.

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