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Solvatochromism of Heteroaromatic Compounds: XXII. Effect of Bifurcate Hydrogen Bond on the IR Spectrum and Dipole Moment of N-(4-Methyl-2-nitrophenyl)acetamide in Solution
Authors:I. G. Krivoruchka  A. I. Vokin  T. N. Aksamentova  A. M. Shulunova  M. S. Sorokin  E. I. Dubinskaya  V. K. Turchaninov
Affiliation:(1) Favorskii Irkutsk Institute of Chemistry, Siberian Division, Russian Academy of Sciences, Irkutsk, Russia
Abstract:N-(4-Methyl-2-nitrophenyl)acetamide molecule forms a complex with a protophilic solvent, stabilized by a bifurcate H bond and existing in a labile equilibrium with the nonspecifically solvated molecule. The position of the equilibrium is affected by temperature, phase state, and protophilic properties of the medium. Three-centered solvation H complexes of N-(4-methyl-2-nitrophenyl)acetamide are characterized by nonlinear dependence of the NH stretching frequency on the energy of the complex formation and by the positive specific ldquodioxanerdquo effect.
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