Acidity and basicity of primary N??phenylnitramines: catalytic effect of protons on the nitramine rearrangement

Z Daszkiewicz, G Spaleniak…

Index: Daszkiewicz, Zdzislaw; Spaleniak, Grzegorz; Kyziol, Janusz B. Journal of Physical Organic Chemistry, 2002 , vol. 15, # 2 p. 115 - 122

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Citation Number: 7

Abstract

Abstract Para-substituted N-phenylnitramines were prepared either by oxidation of diazonium salts or by nitration under alkaline or acidic conditions. Isotopic [15 N-NO 2] labelling indicated that the bands characteristic of the N-nitro group appear in the 1318– 1323 and 1585–1607 cm− 1 regions. In the nitrogen NMR spectra, the nitramino group gives two resonances at− 193±3 (NH) and− 32±3 ppm (NO 2). The chemical shifts in proton and ...