TY - JOUR
T1 - Ranking Oxidant Sensitiveness
T2 - A Guide for Synthetic Utility
AU - Dallaston, Madeleine A.
AU - Bettencourt, Christian J.
AU - Chow, Dr. Sharon
AU - Gebhardt, Joshua
AU - Spangler, Jordan
AU - Johnston, Dr. Martin R.
AU - Wall, Craig
AU - Brusnahan, Dr. Jason S.
AU - Williams, Prof. Craig M.
PY - 2019/7/22
Y1 - 2019/7/22
N2 - 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).
AB - 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).
KW - differential scanning calorimetry
KW - electrostatic discharge experiments
KW - impact sensitiveness
KW - oxidant
UR - http://www.scopus.com/inward/record.url?scp=85068393564&partnerID=8YFLogxK
U2 - 10.1002/chem.201902036
DO - 10.1002/chem.201902036
M3 - Article
C2 - 31245899
AN - SCOPUS:85068393564
VL - 25
SP - 9614
EP - 9618
JO - Chemistry-A European Journal
JF - Chemistry-A European Journal
SN - 0947-6539
IS - 41
ER -