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Tetranitroquinodimethane (Tnq)—Electron-Deficient Prototype for a New Series of Organic Solid State Materials
Published online by Cambridge University Press: 25 February 2011
Abstract
Recently we have synthesized several new aryl compounds substituted with two or more trinitromethyl groups. Vacuum pyrolysis of one of these—±,±,±,±’,±’,±’-hexanitro-p-xylene (p-HNX)—gave the title compound via 1,6-elimination of N2O4. Structural assignment of TNQ is based on spectral evidence (UV, 1H NMR and mass spectrometry) and conversion to the known l,4-bis(bromodinitromethyl)benzene. Evidence for the formation of the TNQ radical anion has been obtained.
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