
Bulletin of the Chemical Society of Japan p. 1206 - 1213 (1983)
Update date:2022-08-11
Topics:
Abe
The reaction of 3,5-dinitrobenzonitrile in a methanolic solution containing a low sodium-methoxide concentration has been reinvestigated. The final product has been found to be methoxy (3,5-dinitrophenyl)methanimine, which is produced by a catalytic reaction. The reaction mechanism has been presented for the formation of the Meisenheimer complexes and the final product in the reaction system. The rate and thermodynamic stabilites for their formation have been discussed on the basis of the LUMO coefficients of 3,5-dinitrobenzonitrile and from the relative potential energies of their formation respectively, considering also the solvent effects.
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Doi:10.1016/0022-4596(84)90003-3
(1984)Doi:10.1211/096089296765556980
(2000)Doi:10.1016/S0040-4039(00)79654-7
(1991)Doi:10.1016/j.tetlet.2005.01.116
(2005)Doi:10.1016/S0031-9422(00)80167-3
(1983)Doi:10.1016/j.tetlet.2020.152739
(2021)