Identification of α-Chloro- 2,2',4,4',6,6'-Hexanitrobibenzyl as an Impurity in Hexanitrostilbene

摘要

The final intermediate in the Shipp synthesis of 2,2',4,4', 6,6'-hexanitrostilbene (HNS) from TNT, α-chloro-2,2',4,4', 6,6'-hexanitrobibenzyl, has been extracted and characterized by nuclear magnetic resonance (NMR) spectroscopy, chlorine elemental analysis, and high-performance liquid chromatography (HPLC). It has also been shown that digestion in NMP of HNS containing α-chlorohexanitro-bibenzyl generates another chlorine-containing byproduct, 2-chloro-2',4,4',6,6'-pentanitrostilbene. This too has been characterized by NMR spectroscopy, chlorine elemental analysis, and HPLC.