Rj. Konior et al., N-14-N-15 EXCHANGE AT AN AROMATIC NITRO-GROUP DURING NITRATION WITH ACETYL NITRATE, Polish Journal of Chemistry, 68(11), 1994, pp. 2451-2454
Acetyl nitrate prepared from nitric acid and acetic anhydride react wi
th 2,6-dinitrophenol 1 and with 2,4,6,trinitrophenol 2. If N-15-labell
ed nitric acid is used to prepare the reagent, the label is found at a
ll nitro groups of the products. These results demonstrate isotopic ex
change of the nitro groups, and suggest that the reaction may occur by
ipso substitution at the existing nitro groups of the aromatic substr
ates.