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    4680-24-4

    Catalog No. EBD3323627

    CAS 4680-24-4

    Name (+)-CIS-LIMONENE 1,2-EPOXIDE

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    Basic Information

    Synonyms: (+)-CIS-LIMONENE1,2-EPOXIDE 7-Oxabicyclo(4.1.0)heptane,1-methyl-4-(1-methylethenyl)-,(1alpha,4alpha,6alpha)-(+)- 1-Methyl-4-(1-methylethenyl)-7-oxabicyclo(4.1.0)heptane(1alpha,4alpha,6alpha)-(+)- cis-(+)-Limoneneoxide

    Molecular Formula: C10H16O

    Molecular Weight: 152.23

    Categories: Materials Chemistry > Polymers and Macromolecular Materials > Epoxy and Epoxy Resin Precursors Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    (+)-cis-Limonene-1,2-epoxide is a monoterpene-based chiral epoxide derived from the natural product limonene. It features a cyclohexene oxide ring fused to a cyclopropane ring, imparting significant structural rigidity and stereochemical complexity. This compound is a colorless to pale yellow liquid under standard conditions. Its primary industrial application is as a key monomer or reactive diluent in the synthesis of bio-based epoxy resins and polymers. The strained epoxide ring is highly reactive towards amines, acids, and anhydrides, enabling its use in cross-linking reactions to form thermosetting polymers with properties derived from the renewable limonene backbone. These materials are explored for coatings, adhesives, and composites, offering potential sustainability advantages over petroleum-derived epoxy precursors. In synthetic chemistry, it serves as a valuable chiral building block due to its defined stereochemistry and functional handles. It can be used in ring-opening reactions to introduce the limonene skeleton into more complex molecules, potentially for fragrances, flavors, or pharmaceutical intermediates. However, its primary and most significant use remains in the field of polymer and materials science.
    Physical Properties
    mg g kg ml l t