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Aromatic nucleophilic substitutions. Reactions of halogeno and nitro-substituted benzenes—part II

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Abstract

The kinetics of the reaction of 2, 4-dinitro-1-bromo benzene and 2, 4-dinitro-1-iodo benzene with various aromatic bases has been studied in alcohol, alcohol-acetonitrile, alcohol-dimethylformamide and alcohol-dimethyl sulfoxide mixtures. The halogen order observed is Br > Cl > I. No base catalysis has been observed under these conditions. ρ values have been computed. Mechanism of the aromatic nucleophilic substitution is discussed.

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Communicated by Prof. S. V. Anantakrishnan,f.a.sc.

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Radhakrishnamurti, P.S., Sahu, J. Aromatic nucleophilic substitutions. Reactions of halogeno and nitro-substituted benzenes—part II. Proc. Indian Acad. Sci. 73, 192–197 (1971). https://doi.org/10.1007/BF03047105

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  • DOI: https://doi.org/10.1007/BF03047105

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