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Ranking Oxidant Sensitiveness: A Guide for Synthetic Utility
Author(s) -
Dallaston Madeleine A.,
Bettencourt Christian J.,
Chow Sharon,
Gebhardt Joshua,
Spangler Jordan,
Johnston Martin R.,
Wall Craig,
Brusnahan Jason S.,
Williams Craig M.
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201902036
Subject(s) - reagent , context (archaeology) , benzoyl peroxide , chemistry , manganese , ranking (information retrieval) , differential scanning calorimetry , monomer , organic chemistry , computer science , polymer , biology , physics , paleontology , thermodynamics , machine learning
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 (MnO 2 , 13 ), and N ‐bromosuccinimide (NBS, 17 ).