Cas no 76951-95-6 (1-Oxaspiro[4.5]dec-2-en-4-one)

1-Oxaspiro[4.5]dec-2-en-4-one is a bicyclic heterocyclic compound featuring a spirocyclic structure with an embedded oxa (oxygen-containing) ring and an α,β-unsaturated ketone moiety. This unique molecular architecture imparts significant reactivity, making it a valuable intermediate in organic synthesis, particularly for constructing complex spirocyclic frameworks. The presence of the enone functionality allows for selective transformations, such as Michael additions or cycloadditions, enhancing its utility in pharmaceutical and agrochemical applications. Its rigid spiro core also contributes to stereochemical control in synthetic pathways. The compound exhibits moderate stability under standard conditions, facilitating handling and storage. Researchers value its versatility in generating structurally diverse derivatives for drug discovery and material science.
1-Oxaspiro[4.5]dec-2-en-4-one structure
1-Oxaspiro[4.5]dec-2-en-4-one structure
Product Name:1-Oxaspiro[4.5]dec-2-en-4-one
CAS No:76951-95-6
MF:C9H12O2
MW:152.190382957458
CID:536981
PubChem ID:10796932
Update Time:2025-07-02

1-Oxaspiro[4.5]dec-2-en-4-one Chemical and Physical Properties

Names and Identifiers

    • 1-Oxaspiro[4.5]dec-2-en-4-one
    • DTXSID90444934
    • 4-oxaspiro[4.5]dec-2-en-1-one
    • EN300-702741
    • BDA95195
    • SCHEMBL3617329
    • 76951-95-6
    • Inchi: 1S/C9H12O2/c10-8-4-7-11-9(8)5-2-1-3-6-9/h4,7H,1-3,5-6H2
    • InChI Key: KTEQXPKPEFWPEX-UHFFFAOYSA-N
    • SMILES: O1C=CC(C21CCCCC2)=O

Computed Properties

  • Exact Mass: 152.083729621g/mol
  • Monoisotopic Mass: 152.083729621g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 200
  • 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: 1.7
  • Topological Polar Surface Area: 26.3?2

1-Oxaspiro[4.5]dec-2-en-4-one Pricemore >>

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Additional information on 1-Oxaspiro[4.5]dec-2-en-4-one

Chemical Profile of 1-Oxaspiro[4.5]dec-2-en-4-one (CAS No. 76951-95-6): Applications and Recent Research Insights

1-Oxaspiro[4.5]dec-2-en-4-one, identified by its CAS number 76951-95-6, is a heterocyclic compound that has garnered significant attention in the field of organic chemistry and pharmaceutical research due to its unique structural framework and potential biological activities. The compound belongs to the spirocyclic class of molecules, characterized by a central spiro carbon connecting two cyclic structures. This distinctive architecture imparts distinct chemical and biological properties, making it a subject of extensive investigation in drug discovery and material science.

The molecular structure of 1-Oxaspiro[4.5]dec-2-en-4-one consists of a spirocyclic oxane ring fused with a decadiene moiety, terminated by a ketone functional group at the fourth position. This configuration allows for diverse chemical modifications, enabling the synthesis of derivatives with tailored properties. The presence of both oxygen and double bonds in the molecule contributes to its reactivity, making it a valuable intermediate in organic synthesis and a candidate for further functionalization.

In recent years, 1-Oxaspiro[4.5]dec-2-en-4-one has been explored for its pharmacological potential, particularly in the development of bioactive molecules. Studies have highlighted its role as a scaffold for compounds exhibiting anti-inflammatory, antimicrobial, and antioxidant properties. The spirocyclic core is known to enhance binding affinity to biological targets, making it an attractive structure for medicinal chemists seeking to design novel therapeutic agents.

One of the most compelling aspects of 1-Oxaspiro[4.5]dec-2-en-4-one is its versatility in derivative synthesis. Researchers have leveraged its reactive sites to introduce various functional groups, leading to the development of compounds with enhanced efficacy and selectivity. For instance, modifications at the ketone group have yielded derivatives with improved solubility and metabolic stability, crucial factors for drug formulation.

The compound has also found applications in materials science, particularly as a precursor for high-performance polymers and liquid crystals. The spirocyclic structure imparts rigidity to the polymer backbone, resulting in materials with exceptional thermal stability and mechanical strength. These properties make 1-Oxaspiro[4.5]dec-2-en-4-one valuable in the development of advanced coatings, adhesives, and electronic materials.

Recent research has delved into the synthesis of 1-Oxaspiro[4.5]dec-2-en-4-one through innovative methodologies, including asymmetric catalysis and flow chemistry. These approaches have enabled higher yields and purities, facilitating further exploration of its applications. Additionally, computational studies have been employed to predict the molecular interactions of 1-Oxaspiro[4.5]dec-2-en-4-one with biological targets, providing insights into its potential pharmacological effects.

The pharmaceutical industry has been particularly interested in 1-Oxaspiro[4.5]dec-2-en-4-one as a lead compound for drug discovery programs. Its unique structural features suggest potential activity against various diseases, including neurodegenerative disorders and cancer. Preclinical studies have demonstrated promising results in models where derivatives of this compound exhibit inhibitory effects on key enzymes involved in disease pathways.

In conclusion,1-Oxaspiro[4.5]dec-2-en-4-one (CAS No. 76951-95-6) represents a fascinating molecule with broad applications in chemistry and medicine. Its spirocyclic architecture offers numerous opportunities for structural diversification and functionalization, making it a valuable scaffold for drug development and material innovation. As research continues to uncover new synthetic routes and biological activities,1-Oxaspiro[4.5]dec-2-en-4-one is poised to remain at the forefront of scientific exploration.

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