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氧化敏感性排序:合成应用指南。

Ranking Oxidant Sensitiveness: A Guide for Synthetic Utility.

作者信息

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

机构信息

School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Australia.

Flinders Institute for Nanoscale Science and Technology, College of Science and Engineering, Flinders University, South Australia, 5042, Australia.

出版信息

Chemistry. 2019 Jul 22;25(41):9614-9618. doi: 10.1002/chem.201902036. Epub 2019 Jun 27.

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 (MnO , 13), and N-bromosuccinimide (NBS, 17).

摘要

在理解(并更好地认识)这些试剂的敏感性及相关潜在危害的背景下,对化学合成中常用的氧化剂进行了评估,包括新开发的过钌酸盐。使用密封池差示扫描量热法(scDSC)进行的分析促进了吉田相关性的研究,将其与冲击敏感性和静电放电实验(ESD)进行比较,从而实现了敏感性排序。发现甲基三苯基钌酸鏻(MTP3,8)、异戊基三苯基钌酸鏻(ATP3,7)和四苯基钌酸鏻(TP3,9)最为敏感,其次是2-碘酰基苯甲酸(IBX,2)和过氧化苯甲酰(BPO,10),而最温和的是过硫酸氢钾复合盐(12)、二氧化锰(MnO₂,13)和N-溴代琥珀酰亚胺(NBS,17)。

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