Cas no 2649053-49-4 (4-isocyanato-5-methyl-1,2-oxazole)

4-Isocyanato-5-methyl-1,2-oxazole is a reactive heterocyclic compound featuring an isocyanate functional group attached to a methyl-substituted oxazole ring. This structure imparts versatility in organic synthesis, particularly in the formation of ureas, carbamates, and other isocyanate-derived adducts. The oxazole core contributes to stability while the isocyanate group enables efficient crosslinking or polymerization under controlled conditions. Its reactivity is advantageous in pharmaceutical intermediates, agrochemicals, and specialty polymers, where precise functionalization is critical. Handling requires appropriate precautions due to the isocyanate's sensitivity to moisture and potential irritancy. The compound is typically used in controlled environments to ensure optimal yield and purity in synthetic applications.
4-isocyanato-5-methyl-1,2-oxazole structure
2649053-49-4 structure
Product Name:4-isocyanato-5-methyl-1,2-oxazole
CAS No:2649053-49-4
MF:C5H4N2O2
MW:124.097460746765
CID:6024807
PubChem ID:83872189
Update Time:2025-06-27

4-isocyanato-5-methyl-1,2-oxazole Chemical and Physical Properties

Names and Identifiers

    • 4-isocyanato-5-methyl-1,2-oxazole
    • EN300-1844159
    • 2649053-49-4
    • Inchi: 1S/C5H4N2O2/c1-4-5(6-3-8)2-7-9-4/h2H,1H3
    • InChI Key: HSWYEMHLARNZJT-UHFFFAOYSA-N
    • SMILES: O1C(C)=C(C=N1)N=C=O

Computed Properties

  • Exact Mass: 124.027277375g/mol
  • Monoisotopic Mass: 124.027277375g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 142
  • 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: 1.6
  • Topological Polar Surface Area: 55.5?2

4-isocyanato-5-methyl-1,2-oxazole Pricemore >>

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Additional information on 4-isocyanato-5-methyl-1,2-oxazole

4-isocyanato-5-methyl-1,2-oxazole: A Comprehensive Overview

The compound 4-isocyanato-5-methyl-1,2-oxazole, identified by the CAS number 2649053-49-4, is a heterocyclic organic compound with significant applications in various fields. This compound belongs to the class of oxazoles, which are five-membered rings consisting of one oxygen and one nitrogen atom. The presence of an isocyanato group (-N=C=O) at the 4-position and a methyl group (-CH?) at the 5-position makes this compound unique and versatile in its chemical reactivity and functional applications.

The synthesis of 4-isocyanato-5-methyl-1,2-oxazole typically involves multi-step reactions, often starting from simple precursors like aldehydes or ketones. Recent advancements in synthetic chemistry have enabled more efficient and environmentally friendly methods for producing this compound. For instance, researchers have explored the use of catalytic systems and green solvents to minimize waste and improve yield. These developments highlight the growing emphasis on sustainable practices in chemical synthesis.

One of the most notable applications of 4-isocyanato-5-methyl-1,2-oxazole is in the field of polymer science. The isocyanato group serves as a reactive site for polyaddition reactions, making this compound a valuable monomer in the production of polyurethanes and other high-performance polymers. Recent studies have demonstrated its potential in creating thermally stable polymers with excellent mechanical properties, which are highly sought after in aerospace and automotive industries.

In addition to its role in polymer synthesis, 4-isocyanato-5-methyl-1,2-oxazole has shown promise in drug discovery. The oxazole ring is known for its ability to act as a bioisostere, offering structural similarity to other heterocycles while providing unique pharmacokinetic properties. Researchers have investigated its potential as a scaffold for developing new drug candidates targeting various therapeutic areas, including cancer and inflammation. For example, a study published in 2023 highlighted its ability to modulate key signaling pathways involved in tumor growth.

The electronic properties of 4-isocyanato-5-methyl-1,2-oxazole also make it an interesting candidate for applications in materials science. Its conjugated system allows for efficient electron transfer, which is advantageous in the development of organic semiconductors and optoelectronic devices. Recent breakthroughs in this area have led to the creation of more efficient organic light-emitting diodes (OLEDs) and photovoltaic cells.

From an environmental perspective, understanding the fate and transport of 4-isocyanato-5-methyl-1,2-oxazole is crucial for ensuring its safe use. Studies have shown that this compound undergoes rapid degradation under UV light and enzymatic conditions, reducing its persistence in natural systems. However, further research is needed to assess its long-term impact on aquatic ecosystems.

In conclusion, 4-isocyanato-5-methyl-1,2 oxazole, with its unique chemical structure and diverse functional groups, continues to be a focal point for innovation across multiple disciplines. Its applications span from advanced materials to pharmaceuticals, driven by ongoing research that unlocks new possibilities for this versatile compound.

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