Aromatic Nucleophilic Substitution Reaction. Part-I. Rates of SN2 Reaction of 3-Nitro-4-Chloro Benzaldehyde with Sodium Phenoxides

Department of Chemistry, Ravenshaw College, Cuttack

Received 20 May 1970; revised MSS received 20 April 1972

The kinetics of the reaction between 3-nitro-4-chlorobenzaldehyde with sodium pheno­xides in ethanol have been determined. The energy and entropy of activation have been calculated. The greater reactivity of thiophenoxide ion has been explained. Linear relationship between the nucleophilic reactivities and basicities (expressed in terms of pKa-s' of the conjugated acids) has been observed. The applicability of the Hammett equation has been studied. A linear relationship between \(\bigtriangleup\)H\(\neq\) and \(\bigtriangleup\)S\(\neq\)  has been observed. An attempt has been made to correlate the rate constants with the oxidation potential of the nucleophiles.