NH-acidities and Hammett correlation of 3-para substituted phenyl-1,2,4-oxadiazol-5(4H)-ones and 1,2 \lambda^43,5-oxathiadiazole 2-oxides in nonaqueous media

Authors

NEDİME DÜRÜST
YAŞAR DÜRÜST
EMİNE ÖZGE GÖZLÜKAYA

Abstract

NH acidities of some 3-(p-substitutedphenyl)-1,2,4-oxadiazol-5(4H)-ones and 4-(p-substitutedphenyl)-1,2 \lambda^43,5-oxathiadiazole 2-oxides were determined in methanol by means of potentiometric titration with sodium methoxide. pK_a values of the title compounds calculated from the potentiometric data were interpreted on the basis of structural effects caused by para-substituted groups on the phenyl ring by plotting pK_a values versus Hammett \sigma_p^+ constants, which gave excellent linear correlations.

DOI

10.3906/kim-1303-46

Keywords

Potentiometry, oxadiazol-5(4H)-one, oxathiadiazol 2-oxide, linear Hammett correlation

First Page

56

Last Page

62

Recommended Citation

DÜRÜST, N, DÜRÜST, Y, & GÖZLÜKAYA, E. Ö (2014). NH-acidities and Hammett correlation of 3-para substituted phenyl-1,2,4-oxadiazol-5(4H)-ones and 1,2 \lambda^43,5-oxathiadiazole 2-oxides in nonaqueous media. Turkish Journal of Chemistry 38 (1): 56-62. https://doi.org/10.3906/kim-1303-46