Cas no 88301-26-2 (2-Cyclopentyloxirane)

2-Cyclopentyloxirane is a cyclic ether compound featuring a cyclopentyl group attached to an oxirane (epoxide) ring. This structure imparts reactivity typical of epoxides, making it a versatile intermediate in organic synthesis. The strained three-membered ring facilitates ring-opening reactions, enabling the introduction of cyclopentyl-containing moieties into target molecules. Its stability and well-defined reactivity profile make it suitable for applications in pharmaceuticals, agrochemicals, and specialty chemicals. The compound’s compatibility with nucleophilic and electrophilic reagents allows for selective functionalization, offering synthetic flexibility. Proper handling under inert conditions is recommended due to potential sensitivity to moisture and strong acids or bases.
2-Cyclopentyloxirane structure
2-Cyclopentyloxirane structure
Product Name:2-Cyclopentyloxirane
CAS No:88301-26-2
MF:C7H12O
MW:112.169582366943
CID:638302
PubChem ID:13203950
Update Time:2025-06-08

2-Cyclopentyloxirane Chemical and Physical Properties

Names and Identifiers

    • Oxirane, cyclopentyl-
    • 2-cyclopentyloxirane
    • AKOS012067980
    • MFCD17218291
    • Z1020679780
    • SY156159
    • DTXSID40527387
    • SCHEMBL1261749
    • EN300-135684
    • 88301-26-2
    • 2-Cyclopentyloxirane
    • Inchi: 1S/C7H12O/c1-2-4-6(3-1)7-5-8-7/h6-7H,1-5H2
    • InChI Key: JFFFDMRLXIJHEF-UHFFFAOYSA-N
    • SMILES: O1CC1C1CCCC1

Computed Properties

  • Exact Mass: 112.088815002g/mol
  • Monoisotopic Mass: 112.088815002g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 1
  • Complexity: 84.4
  • 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: 1.7
  • Topological Polar Surface Area: 12.5?2

2-Cyclopentyloxirane Pricemore >>

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Additional information on 2-Cyclopentyloxirane

Introduction to 2-Cyclopentyloxirane (CAS No. 88301-26-2)

2-Cyclopentyloxirane, with the chemical formula C?H??O, is a significant compound in the field of organic chemistry and pharmaceutical research. Its unique structure, featuring a cyclopentyl group attached to an epoxy ring, makes it a versatile intermediate in synthetic chemistry. This compound has garnered attention due to its potential applications in drug development, particularly in the synthesis of bioactive molecules and chiral auxiliaries.

The CAS number 88301-26-2 uniquely identifies this substance and distinguishes it from other isomers and analogs. As a cyclic ether, 2-cyclopentyloxirane exhibits interesting reactivity, particularly in nucleophilic ring-opening reactions, which are widely exploited in medicinal chemistry for constructing complex molecular architectures.

Recent advancements in the pharmaceutical industry have highlighted the importance of epoxy derivatives in drug design. 2-Cyclopentyloxirane has been investigated for its role in generating enantiomerically pure compounds, which are crucial for developing enantioselective drugs. The cyclopentyl moiety enhances lipophilicity, making this compound an attractive scaffold for orally bioavailable molecules.

One of the most compelling aspects of 2-cyclopentyloxirane is its utility as a precursor in the synthesis of protease inhibitors and other anti-inflammatory agents. Studies have demonstrated that derivatives of this compound can modulate biological pathways by selectively interacting with target enzymes. For instance, modifications of the epoxy ring have been shown to improve binding affinity to protease active sites, leading to more potent therapeutic effects.

The chemical reactivity of 2-cyclopentyloxirane allows for diverse functionalization strategies. Researchers have explored its use in constructing heterocyclic compounds, which are prevalent in many pharmacologically active molecules. The ability to introduce various substituents at the cyclopentyl ring and the epoxy oxygen provides chemists with a flexible platform for designing novel drug candidates.

In recent years, computational chemistry has played a pivotal role in understanding the properties of 2-cyclopentyloxirane. Molecular modeling studies have revealed insights into its conformational preferences and interaction mechanisms with biological targets. These computational approaches have accelerated the discovery process by predicting optimal synthetic routes and identifying promising derivatives.

The industrial significance of 2-cyclopentyloxirane has also been recognized in agrochemical research. Epoxy-containing compounds have shown efficacy as intermediates in the synthesis of herbicides and fungicides. The structural features of this compound contribute to its stability under environmental conditions while maintaining reactivity in subsequent synthetic steps.

From a synthetic perspective, 2-cyclopentyloxirane can be prepared through various methods, including epoxidation of cyclopentene derivatives or ring-forming reactions involving epichlorohydrin and cyclopentanone. These synthetic pathways have been optimized to ensure high yields and purity, making the compound readily available for research applications.

The safety profile of 2-cyclopentyloxirane is another critical consideration. While it is not classified as a hazardous material under standard regulatory guidelines, proper handling procedures must be followed to prevent exposure during laboratory or industrial use. Personal protective equipment (PPE) such as gloves and goggles is recommended when working with this compound.

Future research directions for 2-cyclopentyloxirane include exploring its role in green chemistry initiatives. Sustainable synthetic methods are being developed to minimize waste and energy consumption during production. Additionally, biocatalytic approaches are being investigated to enhance the efficiency of reactions involving this compound.

The intersection of material science and organic chemistry has also opened new avenues for utilizing 2-cyclopentyloxirane. Its ability to form stable polymers or copolymers with other monomers has led to innovative materials with applications in coatings, adhesives, and specialty polymers.

In conclusion, 2-cyclopentyloxirane (CAS No. 88301-26-2) is a multifaceted compound with broad applications in pharmaceuticals, agrochemicals, and materials science. Its unique structural features and reactivity make it a valuable building block for synthesizing complex molecules. As research continues to uncover new possibilities, this compound will undoubtedly remain a cornerstone of organic synthesis and drug development.

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