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    89886-73-7

    Catalog No. EBD2210232

    CAS 89886-73-7

    Name (2S,3S)-3-(Ethoxycarbonyl)oxirane-2-carboxylic acid

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    Basic Information

    Synonyms: (2S,3S)-3-(Ethoxycarbonyl)oxirane-2-carboxylicacid 2,3-oxiranedicarboxylicacid,monoethylester,(2s,3s)-(9ci) (2s,3s)-2,3-oxiranedicarboxylicacidmonoethylester 2,3-Oxiranedicarboxylicacid,2-ethylester,(2S,3S)- 2,3-Oxiranedicarboxylicacid,monoethylester,(2S-trans)-

    Molecular Formula: C6H8O5

    Molecular Weight: 160.12

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

    Product Description:
    (2S,3S)-3-(Ethoxycarbonyl)oxirane-2-carboxylic acid is a chiral epoxide derivative, specifically a diester-substituted oxirane-2-carboxylic acid. It is characterized by its (2S,3S) stereochemistry, which is crucial for its applications in asymmetric synthesis and polymer chemistry. This compound serves as a key chiral building block and monomer. Its primary industrial application is in the synthesis of advanced epoxy resins and functional polymers. The presence of two reactive carboxylate groups (one as an ethyl ester) attached to the strained three-membered oxirane ring makes it a valuable precursor for creating cross-linked polymer networks with specific mechanical and thermal properties. The chiral nature of the molecule can impart desired optical or stereoselective characteristics to the resulting materials. In research, it is utilized as a synthon for the preparation of more complex chiral molecules, leveraging the reactivity of the epoxide ring in ring-opening reactions with various nucleophiles. Handling requires standard precautions for reactive epoxides and carboxylic acid derivatives.
    Physical Properties
    mg g kg ml l t