Abstract
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-chlorohexanitrobibenzyl generates another chlorine-containing by-product, 2-chloro-2′,4,4′,6,6′-pentanitrostilbene. This too has been characterized by NMR spectroscopy, chlorine elemental analysis, and HPLC.
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