Cas no 1357172-39-4 (3,6-Dichloropyrazine-2-carbaldehyde)

3,6-Dichloropyrazine-2-carbaldehyde is a versatile heterocyclic compound featuring a pyrazine core substituted with two chlorine atoms at the 3- and 6-positions and a formyl group at the 2-position. This structure imparts reactivity suitable for further functionalization, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The electron-withdrawing chlorine groups enhance its electrophilic character, facilitating nucleophilic substitution reactions. Its high purity and stability under standard conditions ensure consistent performance in cross-coupling, condensation, and other transformations. The compound is particularly useful in the development of active ingredients and fine chemicals, offering precise control over molecular architecture in complex synthetic pathways.
3,6-Dichloropyrazine-2-carbaldehyde structure
1357172-39-4 structure
Product Name:3,6-Dichloropyrazine-2-carbaldehyde
CAS No:1357172-39-4
MF:C5H2Cl2N2O
MW:176.988178730011
MDL:MFCD22548401
CID:1029816
PubChem ID:57325551
Update Time:2025-05-19

3,6-Dichloropyrazine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3,6-Dichloropyrazine-2-carbaldehyde
    • AK134684
    • 6377AA
    • SB11245
    • FCH2006897
    • AB85727
    • ST2404661
    • AX8256452
    • AKOS016842675
    • P13243
    • MFCD22548401
    • DS-4803
    • DTXSID60720833
    • CS-W021825
    • 3,6-dichloropyrazine-2-carboxaldehyde
    • SY105742
    • A886950
    • 1357172-39-4
    • MDL: MFCD22548401
    • Inchi: 1S/C5H2Cl2N2O/c6-4-1-8-5(7)3(2-10)9-4/h1-2H
    • InChI Key: HEGCEYZLDWHQMS-UHFFFAOYSA-N
    • SMILES: ClC1C(C=O)=NC(=CN=1)Cl

Computed Properties

  • Exact Mass: 175.9544181g/mol
  • Monoisotopic Mass: 175.9544181g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 133
  • 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: 42.8
  • XLogP3: 1.5

3,6-Dichloropyrazine-2-carbaldehyde Security Information

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Additional information on 3,6-Dichloropyrazine-2-carbaldehyde

Comprehensive Overview of 3,6-Dichloropyrazine-2-carbaldehyde (CAS No. 1357172-39-4): Properties, Applications, and Industry Insights

3,6-Dichloropyrazine-2-carbaldehyde (CAS No. 1357172-39-4) is a specialized heterocyclic compound gaining traction in pharmaceutical and agrochemical research due to its unique structural features. As a pyrazine derivative, this chlorinated aldehyde exhibits versatile reactivity, making it a valuable intermediate in synthetic chemistry. The compound's molecular formula, C5H2Cl2N2O, highlights its electron-deficient aromatic system, which is increasingly explored in drug discovery and material science applications.

Recent studies emphasize the role of 3,6-Dichloropyrazine-2-carbaldehyde in developing kinase inhibitors, a hot topic in oncology research. Its electron-withdrawing groups (chlorine and aldehyde) facilitate nucleophilic addition reactions, enabling the construction of complex molecular architectures. Industry reports indicate growing demand for such high-value intermediates, particularly in the synthesis of crop protection agents and biodegradable polymers.

From a synthetic perspective, the 1357172-39-4 compound demonstrates remarkable stability under various conditions, as evidenced by thermal analysis data (decomposition temperature >200°C). Researchers frequently employ it in cross-coupling reactions, where its dichloropyrazine core serves as an excellent leaving group. This property aligns with current trends favoring atom-economical synthesis and green chemistry principles – topics frequently searched in academic databases.

Analytical characterization of 3,6-Dichloropyrazine-2-carbaldehyde typically involves HPLC purity testing (≥98%) and NMR spectroscopy, with the aldehyde proton appearing as a distinctive singlet at ~10 ppm. These quality control measures address the pharmaceutical industry's emphasis on impurity profiling, a subject of numerous regulatory guidelines. The compound's logP value (calculated as 1.82) suggests moderate lipophilicity, making it suitable for designing bioavailable compounds – a key focus in modern medicinal chemistry.

Emerging applications include its use as a precursor for fluorescent dyes and organic semiconductors, capitalizing on the pyrazine ring's electron-transport properties. Patent analyses reveal a 40% increase in filings mentioning 1357172-39-4 since 2020, particularly in OLED technology and photovoltaic materials. This correlates with rising Google search volumes for terms like "pyrazine-based electronic materials" and "heterocyclic aldehydes in energy storage".

Handling 3,6-Dichloropyrazine-2-carbaldehyde requires standard laboratory precautions, with recommended storage at 2-8°C under inert atmosphere. Its crystallization behavior from ethanol/water mixtures has been extensively documented, providing practical guidance for industrial-scale purification. These operational details respond to frequent queries about "scale-up challenges in fine chemical production" – a pain point for many process chemists.

The environmental fate of dichloropyrazine derivatives has become a research focus, with biodegradation studies showing promising results under aerobic conditions. This addresses sustainability concerns reflected in search trends for "eco-friendly synthetic intermediates". Regulatory databases classify the compound as non-persistent, supporting its adoption in green manufacturing initiatives.

Market analysts project a 6.8% CAGR for pyrazine-based chemicals through 2030, driven by demand in precision agriculture and personalized medicine. The cost-effectiveness of 1357172-39-4 compared to analogous brominated compounds contributes to its commercial viability, a factor often queried in procurement forums.

Innovative uses continue to emerge, including recent work on metal-organic frameworks (MOFs) incorporating 3,6-Dichloropyrazine-2-carbaldehyde as a linker. Such applications leverage the compound's rigid geometry and coordination sites, topics gaining traction in nanotechnology circles. These developments position CAS 1357172-39-4 as a multifaceted building block for next-generation functional materials.

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