Merck, 471623-50G, 1,1,1-Trimethylhydrazinium iodide

1,1,1-Trimethylhydrazinium iodide ([(CH₃)₃N-NH₂]I, TMHI) is widely employed as a vicarious nucleophilic substitution (VNS) reagent for various aromatic amination reactions. On reaction with silver salt, it affords the following salts: nitrate (([(CH₃)₃N-NH₂][NO₃]), perchlorate ([(CH₃)₃N-NH₂][ClO₄]), azide ([(CH₃)₃N-NH₂][N₃]), 5-amino-1H-tetrazolate ([(CH₃)₃N-NH₂][H₂N-CN₄]) and sulfate ([(CH₃)₃N-NH₂]₂[SO₄].2H₂O).