Hydrazoic Acid†
Gary W. Breton,
Paul J. Kropp,
Klaus Banert,
Gary W. Breton
University of North Carolina, Chapel Hill, NC, USA
Search for more papers by this authorPaul J. Kropp
University of North Carolina, Chapel Hill, NC, USA
Search for more papers by this authorKlaus Banert
Chemnitz University of Technolog, Chemnitz, Germany
Search for more papers by this authorGary W. Breton,
Paul J. Kropp,
Klaus Banert,
Gary W. Breton
University of North Carolina, Chapel Hill, NC, USA
Search for more papers by this authorPaul J. Kropp
University of North Carolina, Chapel Hill, NC, USA
Search for more papers by this authorKlaus Banert
Chemnitz University of Technolog, Chemnitz, Germany
Search for more papers by this authorAbstract
[7782-79-8] HN3 (MW 43.04)
InChI = 1S/HN3/c1-3-2/h1H
InChIKey = JUINSXZKUKVTMD-UHFFFAOYSA-N
(adds electrophilically to alkenes, alkynes, and related conjugated systems,1c and nucleophilically to retenes64 and other electron-poor π-systems65, 70 converts carboxylic acids to amines (Schmidt reaction)1 and alcohols to azides;11a,102 cleaves epoxides;17, 94 aminates arenes;19, 113 affords sulfoximines from sulfoxides;21c reacts with a variety of other functional groups1a such as aldehydes83 or diazo compounds70)
Solubility: sol halogenated hydrocarbons, Et2O, C6H6.
Preparative Methods: treatment of Sodium Azide with Sulfuric Acid, Polyphosphoric Acid;1a,2, 3 or Actic acid33; hydrolysis of Azidotrimethylsilane.4, 34
Handling, Storage, and Precautions: highly toxic; extremely explosive30, 32; use in a fume hood.
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