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    115509-13-2

    Catalog No. EBD227195

    CAS 115509-13-2

    Name (3aR,6aR)-3a,6a-Dihydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one

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    Basic Information

    Synonyms: (3aR,6aR)-3a,6a-Dihydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-one

    Molecular Formula: C8H10O3

    Molecular Weight: 154.17

    MDL Number: MFCD08166479

    Categories: Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones Synthetic Chemistry > Organic Building Blocks > C-C Double and Triple Bonds

    Product Description:
    (3aR,6aR)-2,2-Dimethyl-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one is a chiral bicyclic enone featuring a fused cyclopentenone and dioxolane ring system. The molecule contains a masked 1,2-diol protected as an acetonide, which imparts stereochemical rigidity and serves as a versatile synthetic handle. This compound is primarily utilized as a key chiral building block in organic synthesis, particularly for constructing cyclopentanoid natural products and prostaglandin analogs. Its enone moiety enables conjugate addition reactions, while the dioxolane ring can be deprotected to reveal vicinal diols for further functionalization. In medicinal chemistry, it serves as a precursor for synthesizing carbocyclic nucleoside analogues and other bioactive molecules. The compound is typically stored under inert atmosphere at low temperatures to prevent decomposition. Its defined stereochemistry (3aR,6aR) makes it valuable for asymmetric synthesis applications where stereochemical control is critical.
    Physical Properties

    Boiling Point: 243.842°C at 760 mmHg

    Flash Point: 91.74°C

    Density: 1.157g/cm3

    mg g kg ml l t