Cas no 914360-88-6 (2-(3-Chloropyrazin-2-yl)acetonitrile)

2-(3-Chloropyrazin-2-yl)acetonitrile structure
914360-88-6 structure
Product Name:2-(3-Chloropyrazin-2-yl)acetonitrile
CAS No:914360-88-6
MF:C6H4ClN3
MW:153.569059371948
MDL:MFCD15146238
CID:845033
PubChem ID:13879169
Update Time:2025-10-29

2-(3-Chloropyrazin-2-yl)acetonitrile Chemical and Physical Properties

Names and Identifiers

    • 3-chloro-2-Pyrazineacetonitrile
    • 2-(3-CHLOROPYRAZIN-2-YL)ACETONITRILE
    • 2-Pyrazineacetonitrile, 3-chloro-
    • (3-Chloropyrazin-2-yl)acetonitrile
    • FCH1187182
    • PB11137
    • ST1120843
    • AX8236555
    • X0224
    • 3-Chloro-2-pyrazineacetonitrile (ACI)
    • Pyrazineacetonitrile, 3-chloro- (9CI)
    • EN300-4272565
    • CS-0052282
    • 914360-88-6
    • DB-079043
    • Z1255498354
    • MFCD15146238
    • AS-34544
    • AKOS016005609
    • 2-(3-Chloro-2-pyrazinyl)acetonitrile
    • SY097046
    • DTXSID60551760
    • 2-(3-Chloropyrazin-2-yl)acetonitrile
    • MDL: MFCD15146238
    • Inchi: 1S/C6H4ClN3/c7-6-5(1-2-8)9-3-4-10-6/h3-4H,1H2
    • InChI Key: QYOUXNLAVKGTBD-UHFFFAOYSA-N
    • SMILES: N#CCC1C(Cl)=NC=CN=1

Computed Properties

  • Exact Mass: 153.0093748g/mol
  • Monoisotopic Mass: 153.0093748g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 150
  • 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: 49.6
  • XLogP3: 0.4

Experimental Properties

  • Density: 1.346

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2-(3-Chloropyrazin-2-yl)acetonitrile Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Lithium bis(trimethylsilyl)amide Solvents: Toluene ;  24 h, rt
1.2 Reagents: Ammonium chloride Solvents: Diethyl ether ,  Water
Reference
Highly selective substitutions in 2,3-dichloropyrazine. A novel general approach to aloisines
Chekmarev, Dmitriy S.; et al, Tetrahedron, 2006, 62(42), 9919-9930

2-(3-Chloropyrazin-2-yl)acetonitrile Raw materials

2-(3-Chloropyrazin-2-yl)acetonitrile Preparation Products

Additional information on 2-(3-Chloropyrazin-2-yl)acetonitrile

Comprehensive Guide to 2-(3-Chloropyrazin-2-yl)acetonitrile (CAS No. 914360-88-6): Properties, Applications, and Market Insights

2-(3-Chloropyrazin-2-yl)acetonitrile (CAS No. 914360-88-6) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This nitrile-substituted chloropyrazine derivative serves as a versatile building block for synthesizing more complex molecules. With the molecular formula C6H4ClN3, this compound features a unique combination of pyrazine ring and acetonitrile moiety, making it particularly valuable in modern synthetic chemistry.

The growing interest in heterocyclic compounds like 2-(3-Chloropyrazin-2-yl)acetonitrile stems from their broad utility in drug discovery. Researchers frequently search for "pyrazine derivatives in medicinal chemistry" or "chloropyrazine applications," reflecting the compound's relevance in developing new therapeutic agents. Its structural features allow for diverse molecular modifications, enabling the creation of compounds with tailored biological activities.

From a chemical perspective, 2-(3-Chloropyrazin-2-yl)acetonitrile exhibits several noteworthy characteristics. The chlorine atom at the 3-position of the pyrazine ring enhances the compound's reactivity in nucleophilic aromatic substitution reactions, while the acetonitrile group provides an excellent handle for further functionalization. These properties make it particularly useful in constructing nitrogen-rich heterocycles, which are prevalent in many bioactive molecules.

In pharmaceutical applications, this compound serves as a precursor for various kinase inhibitors and antimicrobial agents. Recent publications highlight its use in developing compounds targeting "cancer signaling pathways" and "antibiotic-resistant bacteria," addressing two of the most pressing challenges in modern medicine. The compound's ability to participate in click chemistry reactions further expands its utility in drug discovery platforms.

The agrochemical industry also benefits from 2-(3-Chloropyrazin-2-yl)acetonitrile, where it contributes to the synthesis of novel pesticides and herbicides. With increasing global focus on "sustainable crop protection" and "environmentally friendly pesticides," researchers are exploring pyrazine derivatives as potential alternatives to traditional agrochemicals. The compound's structural features allow for the development of products with improved target specificity and reduced environmental impact.

Market analysis reveals growing demand for high-purity 2-(3-Chloropyrazin-2-yl)acetonitrile, particularly from contract research organizations and academic institutions. Suppliers are responding to queries about "bulk availability of CAS 914360-88-6" and "custom synthesis services," indicating robust interest from both industrial and research sectors. The compound's price stability and reliable supply chain make it an attractive option for long-term research projects.

From a synthetic chemistry standpoint, 2-(3-Chloropyrazin-2-yl)acetonitrile offers several advantages. Its crystalline form facilitates handling and storage, while its moderate solubility in common organic solvents simplifies reaction setups. Chemists appreciate its compatibility with various catalysts and reaction conditions, making it a flexible intermediate in multi-step syntheses.

Recent advancements in green chemistry have explored more sustainable routes to produce 2-(3-Chloropyrazin-2-yl)acetonitrile. Researchers are investigating "catalyst-free synthesis methods" and "microwave-assisted reactions" to improve the compound's accessibility while reducing environmental impact. These developments align with the chemical industry's broader shift toward eco-friendly manufacturing practices.

Quality control remains paramount when working with 2-(3-Chloropyrazin-2-yl)acetonitrile. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are essential for verifying purity and identifying potential impurities. Suppliers emphasizing "analytical certificates" and "batch-to-batch consistency" tend to attract more discerning customers in this specialized market.

The future outlook for 2-(3-Chloropyrazin-2-yl)acetonitrile appears promising, with potential applications expanding into material science and electronic chemicals. Its structural features suggest possible utility in developing organic semiconductors or coordination compounds, areas receiving increased research funding globally. As synthetic methodologies advance, we anticipate seeing more innovative uses for this versatile chemical building block.

For researchers considering 2-(3-Chloropyrazin-2-yl)acetonitrile for their projects, proper safety protocols and handling procedures are essential. While not classified as hazardous under standard regulations, appropriate laboratory precautions should always be observed when working with any chemical substance. Material safety data sheets provide comprehensive guidance for safe usage in various experimental settings.

In conclusion, 2-(3-Chloropyrazin-2-yl)acetonitrile (CAS No. 914360-88-6) represents a valuable tool for synthetic chemists across multiple disciplines. Its unique combination of reactivity and structural versatility continues to inspire novel applications in medicine, agriculture, and beyond. As research into nitrogen-containing heterocycles progresses, this compound will likely maintain its position as an important intermediate in cutting-edge chemical development.

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