Solvation of nicotinamide nitrogen heteroatom in aqueous ethanol according to 15N and 13C NMR data

被引：7
作者：
Aleksandriiskii, V. V. [1 ,2 ]
Gamov, G. A. [1 ]
Dushina, S. V. [1 ]
Sharnin, V. A. [1 ]
机构：
[1] Ivanovo State Univ Chem & Technol, Res Inst Thermodynam & Kinet Chem Proc, Ivanovo 153000, Russia
[2] Russian Acad Sci, Inst Solut Chem, Ivanovo 153045, Russia
来源：
JOURNAL OF MOLECULAR LIQUIDS | 2014年 / 199卷
关键词：
Nicotinamide; Solvation; C-13; NMR; Temperature coefficient of chemical shift; Stability constant; Enthalpy; HYDROXYBENZOATE COMPLEXES; THERMODYNAMIC PROPERTIES; ORGANIC SOLVENTS; GROUP ADDITIVITY; CHEMICAL-SHIFTS; PEPTIDE GROUP; WATER; TEMPERATURE; ENTHALPIES; PREDICTION;
D O I：
10.1016/j.molliq.2014.07.037
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
The solvation state of 3-pyridinecarboxamide (nicotinamide) is studied at different temperatures and compositions of mixed water-ethanol solvent using C-13 NMR spectroscopy. Basing on the dependences of temperature coefficients of nicotinamide carbon chemical shifts on alcohol concentration, the main change in solvation of nicotinamide pyridine cycle is observed at the mole fraction of ethanol less than 0.2. This change consists in the transition from hydrogen bonded complex of nitrogen heteroatom with water molecule to that with ethanol. It is shown that carbamide group salvation is mainly determined by specific interactions with solvent molecules at X-EtOH < 0.2. The thermodynamics of nitrogen heteroatom transfer (Delta G, Delta H and T Delta S) is determined from C-13 NMR data. The quantum chemical modeling of H-complexes of nicotinamide with water and ethanol is performed. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码：15 / 20
页数：6
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