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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

David J. Vanderah
Affiliation:
Chemistry Division, Research Department, Naval Weapons Center, China Lake, CA 93555
A. T. Nielsen
Affiliation:
Chemistry Division, Research Department, Naval Weapons Center, China Lake, CA 93555
R. A. Hollins
Affiliation:
Chemistry Division, Research Department, Naval Weapons Center, China Lake, CA 93555
Chris Baum
Affiliation:
Chemistry Division, Research Department, Naval Weapons Center, China Lake, CA 93555
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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.

Type
Research Article
Copyright
Copyright © Materials Research Society 1990

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References

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