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    1288978-81-3

    Catalog No. EBD4035619

    CAS 1288978-81-3

    Name 2-(4-chloro-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

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    Basic Information

    Molecular Formula: C12H15BClNO4

    Molecular Weight: 283.519

    Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

    Product Description:
    2-(4-Chloro-2-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a pinacol boronate ester derivative, characterized by the presence of a chloro and a nitro substituent on the phenyl ring. This compound serves as a versatile and protected form of the corresponding boronic acid, which is a crucial intermediate in modern synthetic chemistry, particularly in Suzuki-Miyaura cross-coupling reactions. Its primary application is as a key synthetic building block in the preparation of more complex molecules. The presence of both chloro and nitro groups on the aromatic ring provides orthogonal reactivity, allowing for sequential functionalization. This makes it a valuable intermediate in pharmaceutical research for constructing biaryl and heterobiaryl structures found in drug candidates. It is specifically cited in patent literature for the synthesis of compounds with potential biological activity. As a boronate ester, it offers advantages over the free boronic acid, such as enhanced stability to air and moisture, easier purification, and often improved solubility in organic solvents. This compound is typically handled under inert atmosphere and stored at low temperatures to maintain its reactivity for cross-coupling applications.
    Physical Properties
    mg g kg ml l t