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    108534-47-0

    Catalog No. EBD234562

    CAS 108534-47-0

    Name mono-(tert-butyldimethylsilyl)hydroquinone

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    Basic Information

    Synonyms: mono-(tert-butyldimethylsilyl)hydroquinone 4-(tert-Butyldimethylsilyloxy)phenol 4-tert-butyldimethylsilyloxyphenol 4-(tert-butyl-dimethyl-silanyloxy)-phenol 4-{[tert-butyl(dimethyl)silyl]oxy}phenol p-(tert-butyldimethylsiloxy)phenyl

    Molecular Formula: C12H20O2Si

    Molecular Weight: 224.37

    Categories: Synthetic Chemistry > Organic Building Blocks > Phenols and Ethers Synthetic Chemistry > Organic Building Blocks > Special Functional Group Blocks Synthetic Chemistry > Basic Synthetic Reagents > Protecting and Deprotecting Reagents

    Product Description:
    Mono-(tert-butyldimethylsilyl)hydroquinone is a chemical compound featuring a hydroquinone core with one hydroxyl group protected as a tert-butyldimethylsilyl (TBS) ether. This selective protection renders the molecule a versatile building block in organic synthesis, particularly for constructing complex molecules where a masked phenolic moiety is required. Its primary application lies in medicinal chemistry as a small molecule drug fragment. The TBS-protected phenol serves as a strategic intermediate in the synthesis of pharmaceuticals, natural products, and bioactive compounds. The silyl group can be selectively removed under mild conditions (e.g., using TBAF or acidic conditions), allowing for late-stage deprotection to reveal the free hydroquinone, which is a common pharmacophore in various therapeutic agents. Additionally, this compound functions as a specialized synthetic building block within the broader category of phenols and ethers. It is frequently employed in multi-step syntheses for the development of kinase inhibitors, antioxidants, and other biologically active molecules, offering a balance of stability and reactivity that is crucial for complex synthetic pathways.
    Physical Properties

    Melting Point: 60-64 °C(lit.)

    Boiling Point: 266.4 °C at 760 mmHg

    Flash Point: 114.9 °C

    Density: 0.974 g/cm3

    Analytical Data

    Appearance: Solid

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