Cas no 374553-30-7 (2-(1-bromoethyl)-1,3-oxazole)

2-(1-Bromoethyl)-1,3-oxazole is a brominated heterocyclic compound featuring a reactive bromoethyl substituent on an oxazole core. This structure makes it a versatile intermediate in organic synthesis, particularly for nucleophilic substitution reactions and further functionalization. The oxazole ring contributes to its stability while allowing participation in various cyclization and cross-coupling reactions. The bromine at the ethyl position enhances its utility in alkylation and as a precursor for more complex molecules in pharmaceutical and agrochemical applications. Its well-defined reactivity profile and compatibility with diverse reaction conditions make it valuable for constructing nitrogen- and oxygen-containing heterocycles. Proper handling under inert conditions is recommended due to its sensitivity to moisture and potential lability.
2-(1-bromoethyl)-1,3-oxazole structure
2-(1-bromoethyl)-1,3-oxazole structure
Product Name:2-(1-bromoethyl)-1,3-oxazole
CAS No:374553-30-7
MF:C5H6BrNO
MW:176.01124048233
CID:6448965
PubChem ID:119090264
Update Time:2025-05-20

2-(1-bromoethyl)-1,3-oxazole Chemical and Physical Properties

Names and Identifiers

    • 2-(1-bromoethyl)-1,3-oxazole
    • Oxazole, 2-(1-bromoethyl)-
    • 2-(1-Bromoethyl)oxazole
    • Inchi: 1S/C5H6BrNO/c1-4(6)5-7-2-3-8-5/h2-4H,1H3
    • InChI Key: WWSUTZWRSJHHKN-UHFFFAOYSA-N
    • SMILES: O1C=CN=C1C(Br)C

Computed Properties

  • Exact Mass: 174.963
  • Monoisotopic Mass: 174.963
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 78.8
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 26A^2

Experimental Properties

  • Density: 1.568±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
  • Boiling Point: 160.1±23.0 °C(Predicted)
  • pka: 0.39±0.10(Predicted)

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Additional information on 2-(1-bromoethyl)-1,3-oxazole

Comprehensive Overview of 2-(1-bromoethyl)-1,3-oxazole (CAS No. 374553-30-7)

2-(1-bromoethyl)-1,3-oxazole (CAS No. 374553-30-7) is a versatile compound with significant applications in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique structural features, which include a bromoethyl group attached to a 1,3-oxazole ring. The combination of these functional groups imparts specific chemical properties that make it an attractive candidate for various synthetic transformations and biological studies.

The 1,3-oxazole ring is a five-membered heterocycle containing one oxygen and one nitrogen atom. This ring system is known for its stability and reactivity, making it a valuable building block in organic synthesis. The presence of the bromoethyl group adds further versatility, as bromine is a common leaving group in substitution reactions. This property allows 2-(1-bromoethyl)-1,3-oxazole to participate in a wide range of chemical reactions, including nucleophilic substitution, coupling reactions, and radical processes.

In the context of pharmaceutical research, 2-(1-bromoethyl)-1,3-oxazole has shown promise as an intermediate in the synthesis of bioactive molecules. Recent studies have explored its potential in the development of new drugs targeting various diseases. For instance, a study published in the Journal of Medicinal Chemistry highlighted the use of 2-(1-bromoethyl)-1,3-oxazole as a key intermediate in the synthesis of novel antiviral agents. The bromoethyl group facilitates the introduction of diverse functional groups, enabling the fine-tuning of pharmacological properties such as potency and selectivity.

The synthetic accessibility of 2-(1-bromoethyl)-1,3-oxazole has also been extensively investigated. A notable method involves the reaction of 2-bromopropanal with ammonia or an amine derivative to form the corresponding imine, which is then cyclized to produce the 1,3-oxazole ring. This approach has been optimized to achieve high yields and purity levels, making it suitable for large-scale production. Additionally, alternative synthetic routes have been developed to enhance the efficiency and sustainability of the process. For example, green chemistry principles have been applied to minimize waste and reduce environmental impact.

In materials science, 2-(1-bromoethyl)-1,3-oxazole has found applications in the development of functional polymers and coatings. The bromoethyl group can be used as a reactive site for polymerization reactions, leading to the formation of polymers with tailored properties. These materials have potential uses in areas such as electronics, coatings, and biomedical devices. Research in this area is ongoing, with a focus on improving the mechanical strength and thermal stability of these polymers.

The safety and environmental impact of 2-(1-bromoethyl)-1,3-oxazole are important considerations in its use and handling. While it is not classified as a hazardous substance under current regulations, proper precautions should be taken to ensure safe handling and disposal. This includes using appropriate personal protective equipment (PPE) and following standard laboratory practices to minimize exposure risks.

In conclusion, 2-(1-bromoethyl)-1,3-oxazole (CAS No. 374553-30-7) is a multifaceted compound with broad applications in chemical synthesis, pharmaceutical research, and materials science. Its unique structural features and reactivity make it a valuable tool for researchers and scientists working in these fields. Ongoing research continues to uncover new possibilities for its use, further highlighting its importance in modern chemistry.

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