Communication

The Exciting Chemistry of Tetraazidomethane†

  1. Klaus Banert Prof. Dr.1,
  2. Young-Hyuk Joo1,
  3. Tobias Rüffer Dr.2,‡,
  4. Bernhard Walfort Dr.2,‡,
  5. Heinrich Lang Prof. Dr.2,‡

Article first published online: 4 DEC 2006

DOI: 10.1002/anie.200603960

Issue

Angewandte Chemie International Edition

Angewandte Chemie International Edition

Volume 46, Issue 7, pages 1168–1171, February 5, 2007

Additional Information

How to Cite

Banert, K., Joo, Y.-H., Rüffer, T., Walfort, B. and Lang, H. (2007), The Exciting Chemistry of Tetraazidomethane. Angewandte Chemie International Edition, 46: 1168–1171. doi: 10.1002/anie.200603960

Author Information

  1. 1

    Chemnitz University of Technology, Organic Chemistry, Strasse der Nationen 62, 09111 Chemnitz, Germany, Fax: (+49) 371-531-21229 http://www.tu-chemnitz.de/chemie/org

  2. 2

    Chemnitz University of Technology, Inorganic Chemistry, Strasse der Nationen 62, 09111 Chemnitz, Germany

  1. ‡

    Single-crystal X-ray diffraction analyses.

  1. †

    This work was supported by the Fonds der Chemischen Industrie. We thank Dr. M. Hagedorn and Dr. J. Lehmann for help with spectroscopic investigations.

Publication History

  1. Issue published online: 29 JAN 2007
  2. Article first published online: 4 DEC 2006
  3. Manuscript Received: 27 SEP 2006

Funded by

  • Fonds der Chemischen Industrie

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Keywords:

  • azides;
  • dipolar cycloaddition;
  • explosives;
  • nitrogen heterocycles;
  • nucleophilic substitution

Graphical Abstract

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With a nitrogen content of 93.3 %, “perazidomethane” (CN12) is highly explosive but nevertheless isolable. The title compound, which is accessible from commercially available trichloroacetonitrile in one step, undergoes simple dissociation and trapping reactions as well as more-complex transformations (for example, in the presence of norbornene; see scheme).

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