Ranking Oxidant Sensitiveness: A Guide for Synthetic Utility

Madeleine A. Dallaston, Christian J. Bettencourt, Dr. Sharon Chow, Joshua Gebhardt, Jordan Spangler, Dr. Martin R. Johnston, Craig Wall, Dr. Jason S. Brusnahan, Prof. Craig M. Williams

    Research output: Contribution to journalArticle

    6 Citations (Scopus)

    Abstract

    Common oxidants used in chemical synthesis, including newly developed perruthenates, were evaluated in the context of understanding (and better appreciating) the sensitiveness and associated potential hazards of these reagents. Analysis using sealed cell differential scanning calorimetry (scDSC) facilitated Yoshida correlations, which were compared to impact sensitiveness and electrostatic discharge experiments (ESD), that enabled sensitiveness ranking. Methyltriphenylphoshonium perruthenate (MTP3, 8), isoamyltriphenylphosphonium perruthenate (ATP3, 7) and tetraphenylphosphonium perruthenate (TP3, 9) were found to be the most sensitive followed by 2-iodoxybenzoic acid (IBX, 2) and benzoyl peroxide (BPO, 10), whereas the most benign were observed to be Oxone (12), manganese dioxide (MnO2, 13), and N-bromosuccinimide (NBS, 17).

    Original languageEnglish
    Pages (from-to)9614-9618
    Number of pages5
    JournalChemistry - A European Journal
    Volume25
    Issue number41
    DOIs
    Publication statusPublished - 22 Jul 2019

    Keywords

    • differential scanning calorimetry
    • electrostatic discharge experiments
    • impact sensitiveness
    • oxidant

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  • Cite this

    Dallaston, M. A., Bettencourt, C. J., Chow, D. S., Gebhardt, J., Spangler, J., Johnston, D. M. R., Wall, C., Brusnahan, D. J. S., & Williams, P. C. M. (2019). Ranking Oxidant Sensitiveness: A Guide for Synthetic Utility. Chemistry - A European Journal, 25(41), 9614-9618. https://doi.org/10.1002/chem.201902036