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Sensitivities of some imidazole-1-sulfonyl azide salts.

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      Abstract

      Imidazole-1-sulfonyl azide hydrochloride, an inexpensive and effective diazotransfer reagent, was recently found to be impact sensitive. To identify safer-to-handle forms of this reagent, several different salts of imidazole-1-sulfonyl azide were prepared, and their sensitivity to heat, impact, friction, and electrostatic discharge was quantitatively determined. A number of these salts exhibited improved properties and can be considered safer than the aforementioned hydrochloride. The solid-state structures of the chloride and less sensitive hydrogen sulfate were determined by single-crystal X-ray diffraction in an effort to provide some insight into the different properties of the materials.

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      Affiliations
      [1 ] Energetic Materials Research, Department of Chemistry, University of Munich, Butenandtstrasse 5-13, D-81377, Germany.
      Journal
      J. Org. Chem.
      The Journal of organic chemistry
      American Chemical Society (ACS)
      1520-6904
      0022-3263
      Feb 17 2012
      : 77
      : 4
      22283437
      10.1021/jo202264r

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