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  • 3,6-Dioxa-1,8-octanedithiol

  • 3,6-Dioxa-1,8-octanedithiol

    Catalog Number
    ACM14970877-1
    CAS Number
    14970-87-7
    Product Name
    3,6-Dioxa-1,8-octanedithiol
    Structure
    Category
    Monomers
    IUPAC Name
    2-[2-(2-sulfanylethoxy)ethoxy]ethanethiol
    Molecular Weight
    182.3g/mol
    Molecular Formula
    C6H14O2S2
    Canonical SMILES
    C(COCCS)OCCS
    InChI
    InChI=1S/C6H14O2S2/c9-5-3-7-1-2-8-4-6-10/h9-10H,1-6H2
    InChI Key
    HCZMHWVFVZAHCR-UHFFFAOYSA-N
    Application
    3,6-Dioxa-1,8-octanedithiol serves multiple specialized purposes in scientific research and applications. Primarily, it is utilized for cleaving peptides, which is crucial in developing synthetic peptide serology aimed at treating chronic Chagas disease. Beyond this, it shows promise as a non-malodorous scavenger in Fmoc-based peptide synthesis, addressing a common issue in peptide production. Due to its dithiol monomer structure, it can also function as a model compound for the active sites of thioredoxins, allowing researchers to explore its reactions with compounds like cisplatin prodrugs. Moreover, 3,6-dioxa-1,8-octanedithiol has defined pKa values of 8.7 ± 0.2 and 9.6 ± 0.2, and it can undergo Radical Ring-opening Redox Polymerization (R3P) when catalyzed by triethylamine (TEA) and dilute hydrogen peroxide, presenting further potential in polymerization research.
    Complexity
    53.7
    Covalently-Bonded Unit Count
    1
    EC Number
    239-044-2
    Exact Mass
    182.043522g/mol
    Formal Charge
    0
    Heavy Atom Count
    10
    MeSH Entry Terms
    3,6-dioxa-1,8-octanedithiol;DODT cpd
    Monoisotopic Mass
    182.043522g/mol
    NSC Number
    94782
    Rotatable Bond Count
    7
    UNII
    83CA1M23NC
    XLogP3
    0.5
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