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    100846-24-0

    Catalog No. EBD41891

    CAS 100846-24-0

    Name 5-(Trifluoromethyl)-1H-indole

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    Basic Information

    Molecular Formula: C9H6F3N

    Molecular Weight: 185.15

    MDL Number: MFCD03095341

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates

    Product Description:
    5-(Trifluoromethyl)indole is an organic compound featuring an indole ring system substituted with a trifluoromethyl group at the 5-position. It is a versatile heterocyclic building block characterized by the presence of both the electron-rich indole moiety and the strongly electron-withdrawing trifluoromethyl group, which significantly alters its physicochemical properties and reactivity. This compound is primarily utilized as a key intermediate in pharmaceutical research and development. The indole scaffold is a privileged structure in medicinal chemistry, and the introduction of the trifluoromethyl group is a common strategy to enhance metabolic stability, lipophilicity, and binding affinity of drug candidates. It serves as a crucial precursor for the synthesis of various biologically active molecules, including potential serotonin receptor modulators and other central nervous system (CNS) agents. As a synthetic building block, it is employed in cross-coupling reactions, electrophilic substitutions, and other transformations to construct more complex indole-containing architectures. Its applications extend into materials science for the development of organic semiconductors and functional dyes, leveraging the unique electronic properties imparted by the CF3 group.
    Physical Properties

    Melting Point: 67-70 °C

    Boiling Point: 256.7 °C at 760 mmHg

    Flash Point: 109 °C

    Density: 1.367 g/cm3

    Analytical Data

    Appearance: Beige powder

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