Cas no 4090-48-6 (2-ethynyl-2-methyloxirane)

2-ethynyl-2-methyloxirane is a versatile compound with significant advantages in organic synthesis. It serves as a building block for constructing complex molecules, facilitating the formation of C-C and C-O bonds. Its structural features offer high selectivity and efficiency in reactions, making it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals.
2-ethynyl-2-methyloxirane structure
2-ethynyl-2-methyloxirane structure
Product Name:2-ethynyl-2-methyloxirane
CAS No:4090-48-6
MF:C5H6O
MW:82.1005415916443
CID:1515558
PubChem ID:12210512
Update Time:2025-06-24

2-ethynyl-2-methyloxirane Chemical and Physical Properties

Names and Identifiers

    • Oxirane, 2-ethynyl-2-methyl-
    • 2-ethynyl-2-methyloxirane
    • 4090-48-6
    • EN300-27748241
    • DTXSID10480617
    • Inchi: 1S/C5H6O/c1-3-5(2)4-6-5/h1H,4H2,2H3
    • InChI Key: FOEJSKSCKIOALZ-UHFFFAOYSA-N
    • SMILES: O1CC1(C#C)C

Computed Properties

  • Exact Mass: 82.04188
  • Monoisotopic Mass: 82.041864811g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 6
  • Rotatable Bond Count: 1
  • Complexity: 108
  • 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
  • XLogP3: 0.2
  • Topological Polar Surface Area: 12.5?2

Experimental Properties

  • PSA: 12.53

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Additional information on 2-ethynyl-2-methyloxirane

2-Ethynyl-2-Methyloxirane (CAS No. 4090-48-6): A Versatile Compound in Modern Chemistry and Pharmaceutical Research

2-Ethynyl-2-methyloxirane (CAS No. 4090-48-6) is a unique and versatile compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmaceutical research. This compound, also known as 2-(prop-2-yn-1-yloxy)propane, is characterized by its distinctive ethynyl and methyloxirane functionalities, which confer it with a wide range of chemical reactivity and potential applications.

The ethynyl group in 2-ethynyl-2-methyloxirane is a key feature that contributes to its reactivity and versatility. The presence of this triple bond allows for a variety of chemical transformations, including nucleophilic addition, metal-catalyzed coupling reactions, and cycloaddition reactions. These reactions are crucial in the synthesis of complex organic molecules and polymers, making 2-ethynyl-2-methyloxirane an important building block in synthetic chemistry.

The methyloxirane moiety in 2-ethynyl-2-methyloxirane is another critical functional group that enhances its reactivity. Oxiranes, or epoxides, are three-membered cyclic ethers that are highly reactive due to the ring strain. This strain facilitates ring-opening reactions with various nucleophiles, leading to the formation of new functionalized products. The combination of the ethynyl and methyloxirane groups in 2-ethynyl-2-methyloxirane thus provides a unique platform for the synthesis of complex molecules with diverse functionalities.

In the realm of pharmaceutical research, 2-ethynyl-2-methyloxirane has shown promise as a key intermediate in the synthesis of bioactive compounds. Recent studies have explored its use in the development of novel drugs and drug candidates. For instance, researchers have utilized 2-ethynyl-2-methyloxirane to synthesize prodrugs that can be selectively activated under specific biological conditions. This approach has the potential to improve drug delivery and reduce side effects, making it an attractive strategy in drug design.

Beyond its applications in drug synthesis, 2-ethynyl-2-methyloxirane has also been investigated for its potential in materials science. The compound's ability to undergo controlled polymerization reactions makes it a valuable monomer for the synthesis of functional polymers with tailored properties. These polymers can be used in various applications, including coatings, adhesives, and biomedical devices.

The synthesis of 2-ethynyl-2-methyloxirane typically involves a multi-step process that includes the formation of an intermediate epoxide followed by the introduction of the ethynyl group. Various methods have been reported for this synthesis, each with its own advantages and limitations. For example, one common approach involves the reaction of propargyl alcohol with an appropriate epoxidation agent to form the desired product.

In terms of safety and handling, it is important to note that 2-ethynyl-2-methyloxirane, like many other epoxides, can be reactive and should be handled with care. Proper safety protocols should be followed to ensure safe storage and use in laboratory settings.

The ongoing research into 2-ethynyl-2-methyloxirane continues to uncover new applications and potential uses for this versatile compound. As scientists explore its reactivity and synthetic potential further, it is likely that new avenues for its application will emerge, contributing to advancements in both chemistry and pharmaceutical science.

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