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Infrared studies of solute-solvent interactions: The NH2 stretching bands of aniline in non-aqueous solvents

1974; Pergamon Press; Volume: 30; Issue: 3 Linguagem: Inglês

10.1016/0584-8539(74)80200-x

1873-3824

George Brink, John W. Bayles,

Thermodynamic properties of mixtures

Abstract A study has been made of the NH 2 , ND 2 and NHD stretching frequencies of aniline in various solvents. The uncoupled NH and ND frequencies of —NHD are used to determine whether the NH bonds of the amino group, —NH 2 , are symmetric. For aniline in butyl ether, the NH band is split, indicating asymmetric NH bonds as a result of the solute-solvent interaction. Relationships between the symmetric and asymmetric NH 2 and ND 2 stretching vibrations are also useful for determining asymmetry in the amino group when it interacts with solvent molecules. A study of the integrated intensities of ν a (NH 2 ) and ν s (NH 2 ) of aniline in fourteen solvents gives an indication of the nature of the interaction. In particular, the role of the lone-pair electrons is discussed.