J. Gary, R. A. Day
Jul 1, 1960
Citations
0
Influential Citations
7
Citations
Journal
Journal of The Electrochemical Society
Abstract
The polarographic reduction of the nitro and carbonyl groups in 2‐nitro‐fluorenone, 2,7‐dinitrofluorenone, and 2,5‐dinitrofluorenone has been studied in buffered solutions over a pH range of about 1–13. To aid in interpreting the electrode reactions, additional polarographic studies were made with several compounds containing only the nitro or carbonyl group. These compounds were fluorenone, 4‐nitrobiphenyl, 4,4'‐dinitrobiphenyl, 2.4'‐dinitrobiphenyl, 2,5‐dinitrofluorene, and 2‐aminofluorenone, and the polarography was carried out under the same solution conditions. The number of electrons involved in the reduction steps of several of these compounds was measured using the controlled cathode potential technique. It was found that the characteristic double waves of the carbonyl group in fluorenone are merged into a single two‐electron wave in the dinitrofluorenones. This effect is apparently a general one, caused by the decrease in stability of the intermediate free radical brought about by the hydroxylamine groups in the aromatic nucleus.