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    119365-69-4

    Catalog No. EBD1613820

    CAS 119365-69-4

    Name (R)-6,8-Dimercaptooctanoic acid

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    Basic Information

    Synonyms: (R)-6,8-Dimercaptooctanoicacid R-(+)-Dihydrolipoicacid

    Molecular Formula: C8H16O2S2

    Molecular Weight: 208.34

    MDL Number: MFCD10566606

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Other Biochemicals and Life Science Reagents Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    (R)-6,8-Dimercaptooctanoic acid is a chiral, sulfur-containing carboxylic acid derivative. It features two thiol (-SH) groups at the 6 and 8 positions of an eight-carbon chain, terminating in a carboxylic acid group. This structure makes it a versatile building block with potential for further chemical modifications, particularly through the reactive thiol functionalities. This compound is primarily known as a key intermediate in the synthesis of lipoic acid derivatives. Lipoic acid (α-lipoic acid) is a naturally occurring cofactor essential for mitochondrial dehydrogenase complexes and is widely used as a dietary supplement and therapeutic agent due to its potent antioxidant properties. The (R)-enantiomer is the biologically active form. As a synthetic precursor, (R)-6,8-dimercaptooctanoic acid allows for the preparation of various lipoic acid analogs and conjugates for research into metabolic disorders, neuroprotection, and redox biology. The presence of multiple thiol groups also makes it a candidate for forming disulfide bonds or for use in metal chelation studies. Its chiral nature is crucial for interactions with biological systems, distinguishing it from its (S)-enantiomer. Handling requires caution due to the reactivity of the thiol groups, which are prone to oxidation.
    Physical Properties

    Boiling Point: 361 ºC

    Flash Point: 172 ºC

    Density: 1.134

    mg g kg ml l t