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.
Similar content being viewed by others
References
Radhakrishnamurti, P. S. and Sahu JanardanCan. J. Chem., 1969,47 (23), 4499.
Clarke, H. T. ..A Hand-book of Organic Analysis, Qualitative and Quantitative, Orient Longmans, 1963, p. 174.
Chapman, N. B., Parker, R. E. and Soanes, P. W.J. Chem. Soc., 1954, p. 2109.
Bunnett, J. F., Garbisch, E.W. Jr., and Pruitt, K. M.,J. Am. Chem. Soc., 1957,79, 385.
Chapman, N. B. and Parker, R. E.J. Chem. Soc., 1951, p. 3301.
Parker, R. E. and Read, T. O.Ibid., 1962, p. 9.
Ross, S. D. .. “Nucleophilic aromatic substitutions,” Progress in Physical Organic Chemistry, Vol. I, Interscience Publishers, 1963.
Parker, A. J...Chem. Revs., 1969,69, 1.
Bunnett, J. F...J. Am. Chem. Soc., 1957,79, 5969.
Parker, A. J. .. “Rates of bimolecular substitution reactions,”Advances in Physical Organic Chemistry, Vol. 5, Academic Press. 1967.
Author information
Authors and Affiliations
Additional information
Communicated by Prof. S. V. Anantakrishnan,f.a.sc.
Rights and permissions
About this article
Cite this article
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
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF03047105