Cas no 79567-66-1 (5-benzoyl-2-chloropyridine)

5-Benzoyl-2-chloropyridine is a versatile heterocyclic compound featuring a benzoyl group at the 5-position and a chlorine substituent at the 2-position of the pyridine ring. This structure imparts reactivity suitable for further functionalization, making it valuable in pharmaceutical and agrochemical synthesis. The electron-withdrawing benzoyl group enhances electrophilic substitution potential, while the chlorine atom offers a handle for nucleophilic displacement or cross-coupling reactions. Its stability under standard conditions ensures ease of handling in organic transformations. The compound is particularly useful as an intermediate in the development of bioactive molecules, leveraging its balanced reactivity for precise structural modifications.
5-benzoyl-2-chloropyridine structure
5-benzoyl-2-chloropyridine structure
Product Name:5-benzoyl-2-chloropyridine
CAS No:79567-66-1
MF:C12H8ClNO
MW:217.651021957397
MDL:MFCD01754796
CID:563594
PubChem ID:3061713
Update Time:2025-06-10

5-benzoyl-2-chloropyridine Chemical and Physical Properties

Names and Identifiers

    • Methanone,(6-chloro-3-pyridinyl)phenyl-
    • (6-chloropyridin-3-yl)-phenylmethanone
    • 2-CHLORO-5-BENZOYLPYRIDINE
    • (6-Chloro-3-pyridinyl)phenylmethanone
    • (6-chloro-pyridin-3-yl)-phenyl-methanone
    • 2-chloro-5-phenylcarbonyl-pyridine
    • 3-Benzoyl-6-chloropyridine
    • 5-Benzoyl-2-chloropyridine
    • Methanone,(6-chloro-3-pyridinyl)phenyl
    • AC-11563
    • VYBSRFYWXHOQFR-UHFFFAOYSA-N
    • (6-chloropyridin-3-yl)(phenyl)methanone
    • 79567-66-1
    • SCHEMBL3383611
    • DTXSID40229778
    • MFCD01754796
    • AKOS008901374
    • CS-0331043
    • Methanone, (6-chloro-3-pyridinyl)phenyl-
    • 5-benzoyl-2-chloropyridine
    • MDL: MFCD01754796
    • Inchi: 1S/C12H8ClNO/c13-11-7-6-10(8-14-11)12(15)9-4-2-1-3-5-9/h1-8H
    • InChI Key: VYBSRFYWXHOQFR-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(C=N1)C(C1C=CC=CC=1)=O

Computed Properties

  • Exact Mass: 217.02900
  • 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: 226
  • 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: 3.2
  • Topological Polar Surface Area: 30?2

Experimental Properties

  • PSA: 29.96000
  • LogP: 2.96600

5-benzoyl-2-chloropyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on 5-benzoyl-2-chloropyridine

5-Benzoyl-2-chloropyridine (CAS No. 79567-66-1): An Overview of Its Synthesis, Applications, and Recent Research Advances

5-Benzoyl-2-chloropyridine (CAS No. 79567-66-1) is a versatile organic compound that has gained significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound is characterized by its unique structure, which combines a benzoyl group and a chloropyridine moiety, making it an attractive candidate for various applications, including drug discovery and materials science.

The synthesis of 5-benzoyl-2-chloropyridine typically involves a multi-step process. One common approach is the reaction of 2-chloropyridine with benzoyl chloride in the presence of a base such as triethylamine. This reaction proceeds via nucleophilic aromatic substitution, leading to the formation of the desired product. Recent advancements in synthetic methodologies have focused on improving the yield and purity of 5-benzoyl-2-chloropyridine, with techniques such as microwave-assisted synthesis and catalytic methods showing promising results.

In the context of medicinal chemistry, 5-benzoyl-2-chloropyridine has been explored for its potential as a lead compound in drug discovery. The chloropyridine moiety is known for its ability to interact with biological targets, while the benzoyl group can enhance the lipophilicity and metabolic stability of the molecule. These properties make 5-benzoyl-2-chloropyridine an ideal starting point for the development of novel therapeutic agents.

Recent studies have highlighted the biological activities of derivatives of 5-benzoyl-2-chloropyridine. For instance, a study published in the Journal of Medicinal Chemistry reported that certain derivatives exhibited potent anti-inflammatory and anti-cancer activities. The researchers found that these compounds could selectively inhibit key enzymes involved in inflammatory pathways, such as COX-2, and also demonstrated cytotoxic effects against various cancer cell lines.

In addition to its potential in drug discovery, 5-benzoyl-2-chloropyridine has found applications in materials science. The compound's unique electronic properties make it suitable for use in organic electronics, particularly in the development of organic light-emitting diodes (OLEDs) and organic photovoltaic cells (OPVs). Researchers have reported that derivatives of 5-benzoyl-2-chloropyridine can improve the efficiency and stability of these devices by enhancing charge transport and reducing energy losses.

The environmental impact of 5-benzoyl-2-chloropyridine is another area of ongoing research. While the compound itself is not classified as hazardous, its production and use must be carefully managed to minimize any potential environmental risks. Studies have focused on developing more sustainable synthetic routes and exploring biodegradable alternatives to ensure that the compound's benefits can be realized without adverse ecological consequences.

In conclusion, 5-benzoyl-2-chloropyridine (CAS No. 79567-66-1) is a multifaceted compound with a wide range of applications in medicinal chemistry, materials science, and beyond. Its unique structure and versatile properties make it an important molecule for researchers working at the intersection of chemistry and biology. As new synthetic methods and biological studies continue to emerge, the future prospects for 5-benzoyl-2-chloropyridine are promising, paving the way for innovative solutions in various fields.

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