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).

Catalog Number CBB1119400
Molecular Formula H2NN(CH3)3I
CAS# 3288-80-0
Purity >97%
Inchi 1S/C3H11N2.HI/c1-5(2,3)4;/h4H2,1-3H3;1H/q+1;/p-1
Inchi Key HLNPDVKKRBWQAA-UHFFFAOYSA-M
SMILES [I-].C[N+](C)(C)N
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