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    765278-73-7

    Catalog No. EBD3313747

    CAS 765278-73-7

    Name [1,1'-Binaphthalene]-2,2'-diol, 3,3'-dibromo-5,5',6,6',7,7',8,8'-octahydro-, (1S)-

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    Basic Information

    Synonyms: 3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthalene-2,2'-diol (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol

    Molecular Formula: C20H20Br2O2

    Molecular Weight: 452.18

    Categories: Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

    Product Description:
    (1S)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-[1,1'-binaphthalene]-2,2'-diol, commonly referred to as (S)-H8-3,3'-Br2-BINOL, is a chiral ligand derived from the hydrogenation of the parent BINOL framework. This modification results in a more flexible and electron-rich structure compared to standard BINOL, while retaining the axial chirality essential for asymmetric induction. The bromine substituents at the 3,3'- positions further tune its electronic properties and steric profile. This compound is primarily utilized as a chiral ligand in asymmetric catalysis. Its hydrogenated backbone (H8-BINOL core) often provides higher enantioselectivity and reactivity in certain metal-catalyzed reactions compared to its non-hydrogenated counterpart. It is particularly valuable in the synthesis of chiral organic molecules, including pharmaceuticals and advanced materials. The bromine atoms serve as handles for further functionalization, allowing for the development of tailored ligand libraries. As a key building block for chiral catalysts, it finds significant application in academic and industrial research focused on enantioselective synthesis. Its properties make it a valuable tool for constructing complex molecular architectures with high optical purity.
    Physical Properties

    Melting Point: 145.5-148.5 °C(lit.)

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