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    66228-31-7

    Catalog No. EBD3315678

    CAS 66228-31-7

    Name (R)-()-3,3-Dimethyl-2-butylamine

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    Basic Information

    Synonyms: (R)-()-3,3-Dimethyl-2-butylamine (R)-3,3-Dimethyl-2-butylamine (R)-2-Amino-3,3-dimethylbutane (R)-3,3-Dimethyl-2-aminobutane (2R)-3,3-dimethylbutan-2-amine

    Molecular Formula: C6H15N

    Molecular Weight: 101.19

    Categories: Synthetic Chemistry > Organic Building Blocks > Amines Synthetic Chemistry > Catalysts and Ligands > Chiral Ligands

    Product Description:
    (R)-(-)-3,3-Dimethyl-2-butylamine, also known as (R)-tert-Leucinol or (R)-2-amino-3,3-dimethylbutan-1-ol, is a chiral primary amine characterized by a bulky tert-butyl group adjacent to the amino group. This structural feature imparts significant steric hindrance, making it a valuable chiral building block and ligand in asymmetric synthesis. Its primary application lies in organic synthesis, where it serves as a precursor for the preparation of various chiral auxiliaries, ligands, and catalysts. The compound is notably used to synthesize chiral oxazolidinones, which are powerful auxiliaries for enantioselective aldol and alkylation reactions. Furthermore, derivatives of (R)-tert-Leucinol are employed as ligands in transition metal-catalyzed asymmetric transformations, such as hydrogenations and additions, due to their ability to induce high enantioselectivity. As a chiral amine with a non-polar, bulky side chain, it is also utilized in the resolution of racemic acids via diastereomeric salt formation and in the construction of peptidomimetics and pharmaceutical intermediates where steric control is crucial. It is commercially available and typically handled under inert atmosphere due to its sensitivity.
    Physical Properties

    Melting Point: -4°C

    Boiling Point: 103 °C

    Flash Point: 2 °C

    Density: 0.762 g/mL at 25 °C

    Solubility: at 25 deg C (mg/L): 4.769e+004

    Refractivity: n20/D 1.4132

    Safety Information

    Packing Level: II

    Hazard Category: 8(3)

    Transport Codes: 2733PSN1

    mg g kg ml l t