Cas no 168072-33-1 (4-ethyl-2-methylpyridine-3-carbaldehyde)

4-Ethyl-2-methylpyridine-3-carbaldehyde is a heterocyclic organic compound featuring a pyridine core substituted with an ethyl group at the 4-position, a methyl group at the 2-position, and a formyl group at the 3-position. This aldehyde derivative is a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its structural features enable selective reactivity in condensation, reduction, and nucleophilic addition reactions. The compound is characterized by its high purity and stability, making it suitable for precise synthetic applications. Its well-defined molecular structure also facilitates its use in the development of complex heterocyclic frameworks and functionalized pyridine derivatives.
4-ethyl-2-methylpyridine-3-carbaldehyde structure
168072-33-1 structure
Product Name:4-ethyl-2-methylpyridine-3-carbaldehyde
CAS No:168072-33-1
MF:C9H11NO
MW:149.189742326736
CID:111056
PubChem ID:10057664
Update Time:2025-05-22

4-ethyl-2-methylpyridine-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Ethyl-2-methylnicotinaldehyde
    • 3-Pyridinecarboxaldehyde,4-ethyl-2-methyl-
    • 4-ethyl-2-methylpyridine-3-carbaldehyde
    • 3-Pyridinecarboxaldehyde, 4-ethyl-2-methyl- (9CI)
    • 168072-33-1
    • Inchi: 1S/C9H11NO/c1-3-8-4-5-10-7(2)9(8)6-11/h4-6H,3H2,1-2H3
    • InChI Key: XGCQIQPFASPRIZ-UHFFFAOYSA-N
    • SMILES: O=CC1C(C)=NC=CC=1CC

Computed Properties

  • Exact Mass: 149.08413
  • Monoisotopic Mass: 149.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 136
  • 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: 1.5
  • Topological Polar Surface Area: 30?2

Experimental Properties

  • PSA: 29.96

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Additional information on 4-ethyl-2-methylpyridine-3-carbaldehyde

4-Ethyl-2-Methylpyridine-3-Carbaldehyde: A Comprehensive Overview

The compound 4-Ethyl-2-Methylpyridine-3-Carbaldehyde, identified by the CAS number 168072-33-1, is a fascinating organic molecule with significant applications in various fields of chemistry and materials science. This compound belongs to the class of pyridine derivatives, which are widely studied due to their unique electronic properties and versatile reactivity. The structure of 4-Ethyl-2-Methylpyridine-3-Carbaldehyde consists of a pyridine ring substituted with an ethyl group at the 4-position, a methyl group at the 2-position, and a carbaldehyde group at the 3-position. These substituents impart distinct electronic and steric effects, making this compound a valuable substrate for both academic research and industrial applications.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 4-Ethyl-2-Methylpyridine-3-Carbaldehyde. Researchers have employed various methodologies, including nucleophilic aromatic substitution, alkylation, and oxidation reactions, to construct this molecule. One notable approach involves the oxidation of an appropriate pyridine derivative using oxidizing agents such as potassium permanganate or Jones reagent under controlled conditions. This method has been optimized to achieve high yields and excellent selectivity, making it suitable for large-scale production.

The electronic properties of 4-Ethyl-2-Methylpyridine-3-Carbaldehyde have been extensively studied using computational chemistry techniques such as density functional theory (DFT). These studies reveal that the molecule exhibits a conjugated π-system, which is responsible for its strong absorption in the ultraviolet-visible (UV-vis) spectrum. The presence of electron-donating groups (methyl and ethyl) at positions 2 and 4 enhances the electron density in the pyridine ring, further influencing its reactivity and spectral properties. Such insights are crucial for designing new materials with tailored electronic characteristics.

In terms of applications, 4-Ethyl-2-Methylpyridine-3-Carbaldehyde has found significant use in the field of coordination chemistry. It serves as a versatile ligand for transition metal complexes, particularly those involving copper(II), nickel(II), and cobalt(II). The coordination behavior of this compound has been investigated through techniques such as X-ray crystallography and magnetic measurements. Experimental results indicate that it can form stable complexes with these metals, often adopting a bidentate or tridentate coordination mode depending on the substituents' spatial arrangement.

The biological activity of 4-Ethyl-2-Methylpyridine-3-Carbaldehyde has also garnered attention in recent years. Studies have demonstrated that this compound exhibits moderate antibacterial and antifungal properties against various microbial strains. These findings suggest its potential application as a natural antimicrobial agent in pharmaceuticals or food preservatives. However, further research is required to fully understand its mechanism of action and toxicity profile before it can be considered for clinical use.

In addition to its chemical significance, 4-Ethyl-2-Methylpyridine-3-Carbaldehyde plays a role in analytical chemistry as a chelating agent in chromatographic separations. Its ability to form stable complexes with metal ions makes it an effective ligand for metal ion capture and separation processes. This property is particularly valuable in environmental monitoring and waste management applications where selective removal of heavy metals is essential.

The synthesis and characterization of 4-Ethyl-2-Methylpyridine-3-Carbaldehyde have been documented in numerous scientific journals, highlighting its importance as a building block in organic synthesis. Its structure serves as a platform for further functionalization, enabling the creation of more complex molecules with diverse functionalities. For instance, researchers have explored its use as a precursor for synthesizing heterocyclic compounds with potential applications in drug discovery.

In conclusion, 4-Ethyl-2-Methylpyridine-3-Carbaldehyde, CAS No. 168072–33–1, is a multifaceted organic compound with remarkable chemical properties and wide-ranging applications. Its unique structure allows it to serve as a valuable tool in various branches of chemistry, from materials science to pharmacology. As research continues to uncover new aspects of its behavior and utility, this compound is poised to remain an important subject of study for years to come.

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