Cas no 1323392-95-5 (4-Chloro-3,5-dimethylpicolinonitrile)

4-Chloro-3,5-dimethylpicolinonitrile is a heterocyclic organic compound featuring a chlorinated pyridine core with methyl and nitrile functional groups. Its molecular structure (C8H7ClN2) offers versatility as a key intermediate in pharmaceutical and agrochemical synthesis. The presence of both chloro and nitrile substituents enhances reactivity, facilitating further functionalization through nucleophilic substitution or cross-coupling reactions. The methyl groups contribute to steric and electronic modulation, improving selectivity in target applications. This compound is particularly valued for its stability under standard conditions and compatibility with diverse reaction conditions. It is commonly employed in the development of active ingredients, ligands, and specialty chemicals, demonstrating consistent performance in high-precision synthetic workflows.
4-Chloro-3,5-dimethylpicolinonitrile structure
1323392-95-5 structure
Product Name:4-Chloro-3,5-dimethylpicolinonitrile
CAS No:1323392-95-5
MF:C8H7ClN2
MW:166.607580423355
CID:2085553
PubChem ID:54753517
Update Time:2025-05-19

4-Chloro-3,5-dimethylpicolinonitrile Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-3,5-dimethylpicolinonitrile
    • 4-chloro-3,5-dimethyl-2-cyanopyridine
    • 4-chloro-3,5-dimethyl-pyridine-2-carbonitrile
    • KVBWJRKKNCKTRN-UHFFFAOYSA-N
    • 4-Chloro-3,5-dimethyl-2-pyridinecarbonitrile
    • SCHEMBL16836800
    • 1323392-95-5
    • 4-chloro-3,5-dimethylpyridine-2-carbonitrile
    • Inchi: 1S/C8H7ClN2/c1-5-4-11-7(3-10)6(2)8(5)9/h4H,1-2H3
    • InChI Key: KVBWJRKKNCKTRN-UHFFFAOYSA-N
    • SMILES: ClC1C(C)=CN=C(C#N)C=1C

Computed Properties

  • Exact Mass: 166.0297759g/mol
  • Monoisotopic Mass: 166.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 184
  • 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: 2.3
  • Topological Polar Surface Area: 36.7?2

4-Chloro-3,5-dimethylpicolinonitrile Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
C366875-250mg
4-Chloro-3,5-dimethylpicolinonitrile
1323392-95-5
250mg
$ 207.00 2023-04-18
TRC
C366875-2.5g
4-Chloro-3,5-dimethylpicolinonitrile
1323392-95-5
2.5g
$ 1642.00 2023-04-18

Additional information on 4-Chloro-3,5-dimethylpicolinonitrile

Introduction to 4-Chloro-3,5-dimethylpicolinonitrile (CAS No. 1323392-95-5)

4-Chloro-3,5-dimethylpicolinonitrile, identified by its Chemical Abstracts Service (CAS) number 1323392-95-5, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound belongs to the class of picolinonitrile derivatives, characterized by its nitrile functional group and a chloro substituent at the fourth position of the pyridine ring, with methyl groups at the third and fifth positions. The unique structural features of 4-Chloro-3,5-dimethylpicolinonitrile make it a valuable intermediate in synthetic chemistry, particularly in the development of novel heterocyclic compounds.

The synthesis and application of 4-Chloro-3,5-dimethylpicolinonitrile have been extensively studied due to its potential in medicinal chemistry. The presence of both electron-withdrawing and electron-donating groups on the pyridine ring enhances its reactivity, making it a versatile building block for constructing more complex molecular architectures. Recent advancements in catalytic methods have further improved the efficiency of synthesizing this compound, enabling researchers to explore its full synthetic potential.

In recent years, 4-Chloro-3,5-dimethylpicolinonitrile has been investigated for its role in developing biologically active molecules. The nitrile group can be readily converted into other functional moieties such as amides, carboxylic acids, and thiols, which are crucial for drug design. For instance, studies have shown that derivatives of 4-Chloro-3,5-dimethylpicolinonitrile exhibit promising antimicrobial and anti-inflammatory properties. These findings have spurred interest in exploring its derivatives as lead compounds for new therapeutic agents.

The chloro substituent in 4-Chloro-3,5-dimethylpicolinonitrile also plays a critical role in its chemical behavior. It serves as a handle for further functionalization through nucleophilic aromatic substitution (SNAr) reactions, allowing for the introduction of various pharmacophores. This reactivity has been leveraged in the synthesis of kinase inhibitors and other targeted therapies. Moreover, the dimethyl groups at the third and fifth positions enhance lipophilicity, which is often an important parameter for drug bioavailability.

Recent research has also highlighted the importance of 4-Chloro-3,5-dimethylpicolinonitrile in material science applications. Its ability to form coordination complexes with transition metals has been exploited in catalysis and as sensors for environmental pollutants. The compound's unique electronic properties make it suitable for use in organic electronics and photovoltaic devices. These applications underscore the broad utility of 4-Chloro-3,5-dimethylpicolinonitrile beyond traditional pharmaceuticals.

The industrial production of 4-Chloro-3,5-dimethylpicolinonitrile has seen significant improvements in recent years, with processes becoming more sustainable and scalable. Green chemistry principles have been applied to minimize waste and reduce energy consumption during synthesis. For example, solvent-free reactions and microwave-assisted synthesis have been employed to enhance reaction efficiency. These innovations not only improve cost-effectiveness but also align with global efforts to promote environmentally friendly chemical manufacturing.

In conclusion, 4-Chloro-3,5-dimethylpicolinonitrile (CAS No. 1323392-95-5) is a multifaceted compound with a wide range of applications in pharmaceuticals, agrochemicals, and material science. Its unique structural features and reactivity make it an invaluable intermediate for synthetic chemists. As research continues to uncover new uses for this compound, its importance in modern chemistry is likely to grow even further.

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