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    138900-55-7

    Catalog No. EBD27559

    CAS 138900-55-7

    Name 1-(Triisopropylsilyl)pyrrole-3-boronic acid

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    Basic Information

    Synonyms: rarechemahpb0020 akosbrn-0345 1-(triisopropylsilyl)-1h-pyrrole-3-boronicacid 1-tris(isopropylsilyl)-1h-pyrrole-3-boronicacid 1-(triisopropylsilyl)-1h-pyrrol-3-ylboronicacid triisopropylsilylpyrrole-3-boronicacid 1-(triisopropylsilyl)-1h-pyrrol-3-yl-3-boronicacid [1-[tris(1-Methylethyl)silyl]-1H-pyrrol-3-yl]-boronicacid {1-[tris(1-methylethyl)silyl]-1H-pyrrol-3-yl}boronicacid {1-[tris(propan-2-yl)silyl]-1H-pyrrol-3-yl}boronicacid 1-(Triisopropylsilyl)pyrrole-3-boronicacid

    Molecular Formula: C13H26BNO2Si

    Molecular Weight: 267.25

    Categories: Synthetic Chemistry > Organic Building Blocks > Boronic Acids and Boronic Esters

    Product Description:
    1-(Triisopropylsilyl)pyrrole-3-boronic acid is an organoboron compound featuring a pyrrole ring protected at the nitrogen position with a bulky triisopropylsilyl (TIPS) group and a boronic acid functional group at the 3-position. This specific substitution pattern makes it a valuable and versatile building block in synthetic organic chemistry. Its primary application is as a key intermediate in Suzuki-Miyaura cross-coupling reactions. The boronic acid moiety readily participates in palladium-catalyzed coupling with aryl or vinyl halides, enabling the efficient construction of complex heterocyclic systems. The TIPS group serves as a robust protecting group for the pyrrole nitrogen, preventing unwanted side reactions during synthesis and allowing for selective deprotection at a later stage. This compound is particularly useful for the synthesis of functionalized pyrroles, which are core structures found in pharmaceuticals, agrochemicals, and materials science. As a specialized synthon, it is not a commodity chemical but is typically employed in research and development settings for constructing complex molecules. Proper handling is required due to the potential sensitivity of the boronic acid group to moisture and the general precautions associated with organoboron reagents.
    Physical Properties

    Boiling Point: 337.9 °C at 760 mmHg

    Flash Point: 158.2 °C

    Density: 0.96 g/cm3

    Storage: Keep Cold

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