102283-85-2Relevant academic research and scientific papers
Kinetic Studies of the Effect of Substituents on the Strength of the Internal Hydrogen Bond in Salicylate ions
Hibbert, Frank,Spiers, Karen J.
, p. 67 - 70 (2007/10/02)
Kinetic and equilibrium results have been obtained for removal of the hydrogen-bonded proton from substituted salicylate ions by hydroxyde ion and buffer bases in 50 percent (v/v) Me2SO-H2O.From the values of the rate coefficients for proton removal it is concluded that the hydrogen bond is strengthened by electron-releasing substituents and by the change from aqueous solution to 50 percent (v/v) Me2SO-H2O.Curvature in the plots of rate against hydroxide ion concentration is observed above 0.02 mol dm-3 and this may mean that opening of the hydrogen bond is partially rate-limiting under these conditions.
Micellar Catalysis of Nucleophilic Aromatic Substitution Reaction Between Anionic Nucleophiles and Aromatic Substrates Containing Anionic Substituents
Broxton, Trevor J.
, p. 969 - 979 (2007/10/02)
Rate constants for SNAr reactions between anionic nucleophiles and aromatic substrates bearing anionic substituents in the presence and absence of micelles of cetyltrimethylammonium bromide (ctab) have been measured.Micellar catalysis of this class of reaction seems to be of the same order of magnitude as for SNAr reactions between anionic nucleophiles and dipolar organic substrates.Micellar catalysis of SNAr reactions of the ambident nitrite ion has also been studied.The magnitude of catalysis of SNAr reactions of sodium nitrite by micelles of ctab is largecompared to that for SNAr reactions of hydroxide ions or azide ions.This suggests that nitrite ion is well solubilized by micelles of ctab and some consequences of this in biological systems are discussed.The ambident behaviour of nitrite ion in aqueous micellar solution towards organic substrates seems to mirror that in methanolic solution.
