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3 Polish Journal of Chemistry

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Influence of Alkali Metal Chlorides on the Rate of Mutarotation of N-(p-Chlorophenyl)-B-D-glucopyranosylamine in Methanol

Smiataczowa K., Maj K.

Polish Journal of Chemistry

2000

Vol. 74, nr 3

429-437

The rate of benzoic acid catalyzed mutarotation reaction of N-(p-chlorophenyl)-B-D-glucopyranosylamine has been studied in the presence of LiCl, NaCL, KCl,RbCl, CsCl, NH4Cl and (CH3)4NCl in methanol and in methanolic benzoate buffer solutions, at 25oC. The effect of the ionic strength on the reaction, catalyzed by hydrogen ions and benzoic acid molecules, has been discussed. No specific intractions brtween the alkali metal ions and the reactant have been observed. Logarithms of the rate constants of the mutarotation reaction have been found to be lineary related to the dissociation constants of the alkali matal chlorides in methanol.

Kinetics of the Hydrogen Chloride/Methanol-Catalyzed Mutarotation Reaction of N-(p-Chlorophenyl)-B-D-glucopyranosylamine

Smiataczowa K.

Polish Journal of Chemistry

1999

Vol. 73, nr 9

1513-1522

The rate of hydrogen chloride-catalyzed mutarotation reaction of N-(p-chlorophenyl)-B-D-glucopyranosylamine has been studied polarimetrically in absolute methanol at 25 C. Depending on the HCl concentration, conversion of isomer B to isomer A has been found to be either a simple pseudo-first order reaction or a complex process involving two parallel first-order reactions producing a common product.

Basicity of N-arylglucopyranosylamines in methanol

Smiataczowa K, Maj K., Widernik T., Nesterowicz M.

Polish Journal of Chemistry

1998

Vol. 72, nr 3

587-594

Basicities of p-toluidine, m-toluidine, p-chloroaniline, m-chloroaniline and m-nitroaniline N-glucopyranosylamines have been determined by potentiometric titration in methanol at 25 degree C. The pK(b) values of successive N-glucosides have been derived from the Bronsted relation, log k=(pK(b)), using the rate constants of mutarotation, k. The same ralationship served for the determination of basicities of several substituted anilines in methanol at 25 degree C. Basicity constants of the aniline derivatives and of the N-arylglucopyranosylamines in methanol have also been correlated with analogous constants of the compounds in water.