Cas no 1558310-20-5 (5-Ethylpyrimidine-2-carbaldehyde)

5-Ethylpyrimidine-2-carbaldehyde is a versatile heterocyclic aldehyde with applications in pharmaceutical and agrochemical synthesis. Its pyrimidine core and reactive aldehyde group make it a valuable intermediate for constructing complex molecules, particularly in the development of active pharmaceutical ingredients (APIs) and specialty chemicals. The ethyl substituent enhances lipophilicity, which can influence solubility and bioavailability in drug design. This compound is characterized by high purity and stability under standard storage conditions, ensuring reliable performance in synthetic workflows. Its compatibility with a range of reactions, including condensations and nucleophilic additions, further underscores its utility in organic and medicinal chemistry research.
5-Ethylpyrimidine-2-carbaldehyde structure
1558310-20-5 structure
Product Name:5-Ethylpyrimidine-2-carbaldehyde
CAS No:1558310-20-5
MF:C7H8N2O
MW:136.15122127533
CID:5462691
Update Time:2025-11-02

5-Ethylpyrimidine-2-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-ethylpyrimidine-2-carbaldehyde
    • Z3243083127
    • 2-Pyrimidinecarboxaldehyde, 5-ethyl-
    • 5-Ethylpyrimidine-2-carbaldehyde
    • Inchi: 1S/C7H8N2O/c1-2-6-3-8-7(5-10)9-4-6/h3-5H,2H2,1H3
    • InChI Key: ZQMLIXCRKRMDIW-UHFFFAOYSA-N
    • SMILES: O=CC1=NC=C(C=N1)CC

Computed Properties

  • Exact Mass: 136.063662883 g/mol
  • Monoisotopic Mass: 136.063662883 g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 108
  • 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
  • Molecular Weight: 136.15
  • XLogP3: 0.8
  • Topological Polar Surface Area: 42.8

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5-Ethylpyrimidine-2-carbaldehyde Related Literature

Additional information on 5-Ethylpyrimidine-2-carbaldehyde

5-Ethylpyrimidine-2-carbaldehyde (CAS No. 1558310-20-5): A Versatile Building Block in Modern Organic Synthesis

5-Ethylpyrimidine-2-carbaldehyde (CAS No. 1558310-20-5) is an important heterocyclic compound that has gained significant attention in pharmaceutical and agrochemical research. As a pyrimidine derivative, this compound serves as a crucial building block in the synthesis of various biologically active molecules. The presence of both ethyl group and aldehyde functionality on the pyrimidine ring makes it particularly valuable for constructing complex molecular architectures through diverse chemical transformations.

The growing demand for 5-Ethylpyrimidine-2-carbaldehyde in drug discovery programs stems from its unique structural features. Pyrimidine cores are fundamental components in many FDA-approved drugs, particularly in antiviral and anticancer therapies. Researchers are increasingly exploring pyrimidine-based compounds as potential treatments for emerging diseases, making 5-Ethylpyrimidine-2-carbaldehyde synthesis a hot topic in medicinal chemistry. Recent studies have demonstrated its utility in creating novel kinase inhibitors and antimicrobial agents.

From a chemical perspective, 5-Ethylpyrimidine-2-carbaldehyde exhibits interesting reactivity patterns. The aldehyde group at the 2-position allows for various condensation reactions, while the ethyl substituent at the 5-position influences the electronic properties of the pyrimidine ring. This combination enables the compound to participate in multicomponent reactions, a current focus area in green chemistry initiatives. The compound's molecular weight of 136.15 g/mol and moderate polarity make it suitable for diverse synthetic applications.

In material science applications, 5-Ethylpyrimidine-2-carbaldehyde derivatives have shown promise in the development of organic electronic materials. The conjugated system of the pyrimidine ring, when combined with appropriate substituents, can produce materials with interesting photophysical properties. This aligns with current research trends in organic light-emitting diodes (OLEDs) and photovoltaic materials, where researchers seek more efficient and sustainable alternatives to traditional inorganic semiconductors.

The synthesis and purification of 5-Ethylpyrimidine-2-carbaldehyde require specialized expertise in heterocyclic chemistry. Modern synthetic approaches often employ catalytic methods to improve yield and reduce waste, reflecting the pharmaceutical industry's growing emphasis on sustainable practices. Analytical techniques such as HPLC, NMR, and mass spectrometry are essential for characterizing this compound and ensuring its purity for research applications.

Market analysis indicates steady growth in demand for pyrimidine building blocks like 5-Ethylpyrimidine-2-carbaldehyde, particularly from contract research organizations and academic institutions. The compound's CAS registry number (1558310-20-5) serves as a unique identifier in chemical databases and procurement systems. Suppliers typically offer this compound in various quantities, from milligram-scale for initial screening to kilogram quantities for process development.

Storage and handling of 5-Ethylpyrimidine-2-carbaldehyde require standard laboratory precautions for organic compounds. While not classified as hazardous under normal conditions, proper ventilation and personal protective equipment are recommended when working with this material. The compound's stability profile makes it suitable for long-term storage when kept in appropriate conditions (typically cool, dry environments protected from light).

Recent patent literature reveals growing interest in 5-Ethylpyrimidine-2-carbaldehyde applications, particularly in combination with other heterocyclic systems. Pharmaceutical companies are exploring its use in targeted drug delivery systems and as a scaffold for combinatorial chemistry libraries. These developments underscore the compound's versatility and potential for creating novel therapeutic agents.

For researchers working with 5-Ethylpyrimidine-2-carbaldehyde, understanding its spectroscopic properties is crucial. The compound exhibits characteristic peaks in both 1H and 13C NMR spectra that aid in structural verification. Infrared spectroscopy typically shows a strong absorption band corresponding to the aldehyde carbonyl group, while mass spectrometry provides confirmation of molecular weight and fragmentation patterns.

Quality control protocols for 5-Ethylpyrimidine-2-carbaldehyde typically specify minimum purity levels (often ≥95% by HPLC) and include tests for residual solvents and heavy metals. These specifications are particularly important when the compound is intended for pharmaceutical applications, where impurity profiles can significantly impact biological activity. Reputable suppliers provide comprehensive analytical data with each batch to ensure consistency in research outcomes.

The future outlook for 5-Ethylpyrimidine-2-carbaldehyde research appears promising, with potential applications extending beyond traditional medicinal chemistry. Emerging areas such as chemical biology and molecular imaging may benefit from novel derivatives of this compound. As synthetic methodologies continue to advance, particularly in the areas of catalysis and flow chemistry, access to high-quality pyrimidine building blocks will remain essential for innovation in these fields.

Environmental considerations in the production and use of 5-Ethylpyrimidine-2-carbaldehyde have gained attention in recent years. The pharmaceutical industry's focus on green chemistry principles has led to the development of more sustainable synthetic routes for such intermediates. Life cycle assessments of pyrimidine derivatives are becoming increasingly common as part of corporate sustainability initiatives.

Academic researchers frequently inquire about 5-Ethylpyrimidine-2-carbaldehyde solubility and compatibility with various reaction conditions. The compound demonstrates moderate solubility in common organic solvents such as dichloromethane, ethanol, and dimethylformamide, but limited solubility in water. This property profile influences its application in different synthetic protocols and purification strategies.

In conclusion, 5-Ethylpyrimidine-2-carbaldehyde (CAS No. 1558310-20-5) represents a valuable tool for modern organic synthesis, with applications spanning pharmaceutical development, materials science, and chemical biology. Its unique structural features and versatile reactivity continue to inspire innovative research across multiple disciplines. As scientific understanding of pyrimidine chemistry deepens, this compound and its derivatives will likely play increasingly important roles in addressing current and future challenges in health and technology.

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