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    617-52-7

    Catalog No. EBD44841

    CAS 617-52-7

    Name Dimethyl itaconate

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    Basic Information

    Synonyms: Itaconicaciddimethylester Methylenebutanedioicaciddimethylester dimethyl2-methylidenebutanedioate Dimethylmethylenesuccinate Dimethylitaconate

    Molecular Formula: C7H12O4

    Molecular Weight: 160.17

    MDL Number: MFCD00008446

    Categories: Materials Chemistry > Polymers and Macromolecular Materials > Polyester and Bio-based Polymer Precursors Synthetic Chemistry > Organic Building Blocks > Carboxylic Acids and Esters

    Product Description:
    Dimethyl itaconate is an unsaturated dicarboxylic acid diester, specifically the dimethyl ester of itaconic acid. It is a colorless to pale yellow liquid with a characteristic ester odor. Its molecular structure features a reactive methylene group adjacent to the carbonyl, making it a versatile monomer. Its primary industrial application is as a key monomer in the production of polymers and specialty materials. It is copolymerized with other monomers (e.g., methyl methacrylate, styrene) to introduce functional groups, improve adhesion, and modify the properties of resins, latexes, and coatings. It is also a crucial precursor for the synthesis of bio-based polymers, such as poly(itaconate) derivatives, which are explored as sustainable alternatives to petroleum-based plastics. Furthermore, dimethyl itaconate has gained significant attention in biomedical research due to its role as a cell-permeable precursor of itaconate, an endogenous anti-inflammatory metabolite. In this context, it is used as a pharmacological tool to study immunometabolism and inflammatory pathways. It also serves as a valuable synthetic building block in organic chemistry for Michael addition reactions and the preparation of various functionalized compounds.
    Physical Properties

    Melting Point: 37-41 °C(lit.)

    Boiling Point: 208 °C(lit.)

    Flash Point: 100 °C

    Density: 1.124 g/mL at 25 °C(lit.)

    Solubility: slightly soluble

    Analytical Data

    Appearance: white crystalline low melting mass or liquid

    mg g kg ml l t