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Kinetics and Mechanism of p-Nitrochlorobenzene Nitration with Nitric Acid

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Abstract

Kinetics of homogeneous nitration of p-nitrochlorobenzene with 85-95% nitric acid was investigated. An introduction of a nitro group into a chlorobenzene molecule results in 1600 times deceleration of nitration. It was presumed from comparison of kinetic parameters and correlations of log keff for the mono- and dinitration with the acidity functions of nitric acid that the limiting stage in p-nitrochlorobenzene nitration was the transformation of diffusion pairs into reaction products, whereas in chlorobenzene nitration the limiting stage consisted in diffusion pairs formation.

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Veretennikov, E.A., Lebedev, B.A. & Tselinskii, I.V. Kinetics and Mechanism of p-Nitrochlorobenzene Nitration with Nitric Acid. Russian Journal of Organic Chemistry 37, 1451–1454 (2001). https://doi.org/10.1023/A:1013408229563

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