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• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Coumarins and derivatives Coumarins and derivatives
• Solvents and Organic Chemicals Organic Compounds Phenylpropanoids and polyketides Coumarins and derivatives
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4-Methoxy-5-methyl-2H-chromen-2-one (CAS No. 53091-74-0): A Comprehensive Guide to Properties and Applications

4-Methoxy-5-methyl-2H-chromen-2-one (CAS No. 53091-74-0) is a specialized organic compound belonging to the coumarin derivatives family. This methoxy-substituted chromenone has gained significant attention in pharmaceutical and material science research due to its unique structural features and versatile applications. With the molecular formula C₁₁H₁₀O₃, this compound exhibits interesting photophysical properties that make it valuable for various industrial applications.

The growing interest in 4-methoxy-5-methyl-coumarin derivatives stems from their potential in fluorescence-based applications and bioactive molecule development. Researchers are particularly interested in how the methoxy group at position 4 and methyl group at position 5 influence the compound's electronic properties and biological activity. Recent studies in 2023-2024 have focused on its potential as a photostable fluorophore for bioimaging applications, addressing the current demand for improved diagnostic tools in healthcare.

From a chemical perspective, 4-Methoxy-5-methyl-2H-chromen-2-one typically appears as a crystalline solid with a melting point range of 145-148°C. Its solubility profile shows preferential dissolution in organic solvents like ethanol, methanol, and dimethyl sulfoxide (DMSO), while being sparingly soluble in water. The compound's UV-absorption characteristics make it particularly interesting for applications requiring light-sensitive materials, answering frequent search queries about "coumarin derivatives with strong UV absorption."

The synthesis of 53091-74-0 typically involves Pechmann condensation or Knoevenagel condensation routes, with recent green chemistry approaches gaining popularity. Modern synthetic protocols emphasize atom-efficient methods and catalyst recycling, reflecting the current industry focus on sustainable chemistry practices. Analytical characterization commonly employs techniques like HPLC, NMR spectroscopy, and mass spectrometry, addressing common questions about "how to analyze 4-methoxy substituted coumarins."

In pharmaceutical research, 4-Methoxy-5-methyl-2H-chromen-2-one serves as a valuable scaffold for drug development. Its structural similarity to biologically active coumarins makes it a candidate for investigating enzyme inhibition and receptor modulation. Recent patent literature (2023) reveals growing interest in its derivatives for potential applications in managing metabolic disorders, responding to trending searches about "new coumarin-based therapeutic agents."

Material science applications of CAS 53091-74-0 include its use as a photoinitiator in polymer chemistry and as a fluorescent marker in advanced materials. The compound's ability to undergo excited-state intramolecular proton transfer (ESIPT) makes it particularly valuable for developing smart materials with environment-sensitive fluorescence, a hot topic in materials science forums and searches.

The commercial availability of 4-Methoxy-5-methyl-2H-chromen-2-one has increased significantly in recent years, with major suppliers offering it in research quantities (100mg to 25kg). Pricing trends show moderate stability, with current market analysis indicating growing demand from Asian pharmaceutical and electronics sectors. Quality specifications typically require ≥98% purity by HPLC, with certificates of analysis available from reputable suppliers.

Safety considerations for handling 53091-74-0 follow standard laboratory protocols for organic compounds. While not classified as hazardous under current regulations, proper personal protective equipment (PPE) including gloves and safety glasses is recommended. Storage should be in cool, dry conditions away from strong oxidizers, with stability data indicating good shelf life when properly stored.

Emerging research directions for 4-methoxy-5-methyl-chromen-2-one include its potential in organic electronics and energy storage systems. The compound's electron-rich structure makes it interesting for developing organic semiconductors, answering growing search trends about "coumarins in optoelectronic devices." Additionally, its derivatives are being investigated as components in luminescent solar concentrators, contributing to renewable energy solutions.

Analytical challenges associated with 4-Methoxy-5-methyl-2H-chromen-2-one typically involve separation from similar coumarin derivatives. Advanced chromatographic methods, particularly UPLC-MS systems, have proven effective for quality control. This addresses common technical questions about "how to separate methoxy-substituted coumarins" found in analytical chemistry forums.

The environmental fate of CAS 53091-74-0 has become a recent research focus, with biodegradation studies showing moderate persistence in aquatic systems. This information responds to increasing regulatory and environmental concerns, particularly in European markets where green chemistry principles are becoming mandatory for chemical production.

In conclusion, 4-Methoxy-5-methyl-2H-chromen-2-one represents an important building block in modern chemical research with diverse applications across multiple industries. Its combination of interesting photophysical properties and biological activity potential ensures continued scientific and commercial interest. Future developments will likely focus on sustainable production methods and high-value applications in healthcare and advanced materials, positioning this compound as a significant player in specialty chemicals markets.

• 53091-73-9(4-Methoxy-7-methyl-2H-chromen-2-one)
• 27909-08-6([8,8'-Bi-2H-1-benzopyran]-2,2'-dione,4,4',7,7'-tetramethoxy-5,5'-dimethyl-, (8S)-)
• 57529-10-9(2H-1-Benzopyran-2-one, 4-hydroxy-5,7-dimethyl-)
• 61726-75-8(2H-1-Benzopyran-2-one, 4-ethoxy-7-hydroxy-5-methyl-)
• 61726-76-9(2H-1-Benzopyran-2-one, 4-ethoxy-7-methoxy-5-methyl-)
• 41753-51-9(2H-1-Benzopyran-2-one, 5-methyl-4-[(3-methyl-2-buten-1-yl)oxy]-)
• 62615-63-8(4,6,7-Trimethoxy-5-methyl-2H-chromen-2-one)
• 95835-73-7(2H-1-Benzopyran-2-one, 4-hydroxy-5,8-dimethyl-)
• 20280-81-3(4-Methoxycoumarin)
• 55004-80-3(2H-1-Benzopyran-2-one, 4-hydroxy-5,6,7-trimethyl-)