Nitration by dinitrogen tetroxide in carbon tetrachloride appears to proceed by slow nitrosation of the p-dimethoxybenzene followed by rapid oxidation of the nitroso-intermediate. The increase in reaction rate on addition of Lewis acids and the decrease in rate on addition of Lewis bases indicate an ionic mechanism for the nitrosation reaction.
T. G. Bonner, R. A. Hancock, G. Yousif and F. R. Rolle, J. Chem. Soc. B, 1969, 1237 DOI: 10.1039/J29690001237
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