Cas no 65219-36-5 (4-(2-chlorophenyl)pyridine-2-carbaldehyde)

4-(2-Chlorophenyl)pyridine-2-carbaldehyde is a versatile organic intermediate characterized by its chlorophenyl and pyridine-carbaldehyde functional groups. This compound is particularly valuable in pharmaceutical and agrochemical synthesis, where its reactive aldehyde moiety facilitates further derivatization, such as condensation or nucleophilic addition reactions. The presence of the 2-chlorophenyl substituent enhances its utility in constructing complex heterocyclic frameworks. Its well-defined structure and high purity make it suitable for precision applications in medicinal chemistry and material science. The compound is typically handled under controlled conditions due to its sensitivity, ensuring consistent performance in synthetic workflows.
4-(2-chlorophenyl)pyridine-2-carbaldehyde structure
65219-36-5 structure
Product Name:4-(2-chlorophenyl)pyridine-2-carbaldehyde
CAS No:65219-36-5
MF:C12H8ClNO
MW:217.651021957397
CID:1093304
PubChem ID:12380165
Update Time:2025-10-30

4-(2-chlorophenyl)pyridine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-(2-Chlorophenyl)picolinaldehyde
    • 4-(2-chlorophenyl)pyridine-2-carbaldehyde
    • DTXSID501262307
    • 4-(2-Chlorophenyl)-2-pyridinecarboxaldehyde
    • CS-0454566
    • 65219-36-5
    • Inchi: 1S/C12H8ClNO/c13-12-4-2-1-3-11(12)9-5-6-14-10(7-9)8-15/h1-8H
    • InChI Key: YMEXRAMEPMIPPW-UHFFFAOYSA-N
    • SMILES: ClC1C=CC=CC=1C1C=CN=C(C=O)C=1

Computed Properties

  • Exact Mass: 217.0294416g/mol
  • Monoisotopic Mass: 217.0294416g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 222
  • 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: 2.9
  • Topological Polar Surface Area: 30?2

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Additional information on 4-(2-chlorophenyl)pyridine-2-carbaldehyde

Comprehensive Overview of 4-(2-chlorophenyl)pyridine-2-carbaldehyde (CAS No. 65219-36-5): Properties, Applications, and Industry Insights

The compound 4-(2-chlorophenyl)pyridine-2-carbaldehyde (CAS No. 65219-36-5) is a specialized organic chemical with significant relevance in pharmaceutical and agrochemical research. Its unique molecular structure, featuring a chlorophenyl group attached to a pyridine-carbaldehyde backbone, makes it a valuable intermediate in synthetic chemistry. This article delves into its properties, synthesis methods, and emerging applications while addressing frequently searched queries like "pyridine-carbaldehyde derivatives" and "chlorophenyl compounds in drug discovery."

Chemically, 4-(2-chlorophenyl)pyridine-2-carbaldehyde belongs to the class of heterocyclic aldehydes, characterized by its pale-yellow crystalline appearance and molecular formula C12H8ClNO. The presence of both pyridine and aldehyde functional groups enhances its reactivity, enabling its use in condensation reactions and as a precursor for Schiff base ligands. Recent studies highlight its role in developing metal-organic frameworks (MOFs), a trending topic in materials science due to their applications in catalysis and gas storage.

In pharmaceutical research, this compound has gained attention for its potential as a building block in kinase inhibitor synthesis. With the growing interest in "targeted cancer therapies" and "small molecule drug design," researchers are exploring derivatives of 4-(2-chlorophenyl)pyridine-2-carbaldehyde for their binding affinity to specific protein targets. Computational chemistry studies, often searched as "in silico drug screening," suggest its utility in designing novel anti-inflammatory agents.

The agrochemical sector also utilizes this compound in developing crop protection agents. Its chlorophenyl moiety contributes to pesticidal activity, aligning with industry demands for "eco-friendly pesticides"—a hot topic in sustainable agriculture. Recent patents disclose its incorporation into neonicotinoid alternatives, addressing the global search for "bee-safe insecticides."

From a synthetic perspective, 65219-36-5 is typically produced via Vilsmeier-Haack formylation of 4-(2-chlorophenyl)pyridine, a process frequently queried as "pyridine ring functionalization." Advanced purification techniques like column chromatography ensure high purity (>98%), critical for research applications. Analytical data, including NMR spectra (1H and 13C) and HPLC traces, are often requested in scientific forums discussing "compound characterization methods."

Environmental and regulatory aspects of 4-(2-chlorophenyl)pyridine-2-carbaldehyde comply with REACH guidelines, with biodegradability studies showing moderate persistence. This aligns with the increasing search volume for "green chemistry metrics" and "benign by design" principles. Storage recommendations emphasize protection from light and moisture—common queries under "chemical stability best practices."

Market trends indicate rising demand for 65219-36-5, particularly from contract research organizations (CROs) engaged in fragment-based drug discovery. The compound's Lipinski rule compliance (MW 217.65, LogP ~2.3) makes it attractive for "hit-to-lead optimization"—a key phrase in medicinal chemistry circles. Suppliers often highlight its availability as a custom synthesis option, catering to the "bulk research chemicals" niche.

Emerging applications include its use in organic electronics, where its conjugated system shows promise in OLED materials development. This connects with popular searches like "organic semiconductors" and "flexible displays." Theoretical studies on its charge transport properties have appeared in recent materials science conferences.

Safety data sheets (SDS) for 4-(2-chlorophenyl)pyridine-2-carbaldehyde recommend standard laboratory precautions, with particular attention to its aldehyde group reactivity. Proper handling aligns with "laboratory safety protocols"—a consistently high-search-volume topic among researchers. The compound's GHS classification includes irritant warnings, detailed in technical documents often queried as "chemical hazard communication."

In conclusion, CAS No. 65219-36-5 represents a versatile chemical entity bridging multiple disciplines. Its relevance to "precision medicine," "smart materials," and "sustainable chemistry" ensures continued scientific interest. Ongoing research may uncover further applications in catalysis or bioimaging probes, making it a compound to watch in coming years.

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