The possibilities for stabilization of compounds with the A-B-NO2 frag
ment, where A is an atom containing a lone electron pair, were examine
d. It was shown that N-methyl-O-2,4-dinitro- and 2,4,6-trinitrophenylh
ydroxylamines undergo nitration with nitronium tetrafluoroborate or wi
th a mixture of nitric acid and acetic anhydride to give the correspon
ding N-nitrohydroxylamines in high yields. N-Nitro-2,4-dinitrohydroxyl
amine that contains no methyl group at the nitrogen atom is unstable a
nd forms a product of O-alkylation upon reaction with diazomethane.