Primary amines infrared spectra

Formation of an amide is also indicated in the reaction of PCTFE with Cr(CO)6 and the primary amine, benzylamine. The infrared absorption spectrum shows an N-H stretch centered at 3400 cm, aromatic C-H stretches at 3063 and 3030 cm1, aliphatic C-H stretches at 2933 and 2876 cm1, a broad amide I/amide II band ranging from 1680-1580 cm1, and a C-N stretch at 1454 cm1. The C-Cl stretch at 970 cm1 also shows a significant decrease in... 

Primary amines may be readily distinguished from secondary and tertiary analogues by the presence of two absorption bands in the infrared spectrum between 3320 and 3500 cm-1 (symmetric and antisymmetric NH str.). Secondary amines exhibit a single absorption band at about 3350 cm-1 (NH str.). In both cases deformation modes for the NH bond appear at about 1600 cm-1. There is no satisfactory absorption to allow a definitive characterisation in the case of tertiary amines. In the nuclear magnetic resonance spectrum of primary and secondary amines, the nitrogen-bound hydrogens are recognisable by their replaceability on the addition of deuterium oxide. 

The reaction with C02, as reported for the dried aminosilane polymer also occurs with immobilized aminosilane molecules. Culler43 reported that approximately half of the amine groups are reacting with C02 when silica samples modified with APTS in aqueous solution, are dried in air. Comparison with AEAPTS and a triaminosilane showed that only primary amines react with C02. The reaction product is evidenced by FTIR bands at 1630, 1575, 1488 and 1332 cm 1. Also after modification in dry conditions and drying at room temperature in humid air, the reaction with C02 may be observed. Characteristic infrared bands appear upon modification at high concentrations of APTS. Figure 9.32 shows the infrared spectrum of dry silica, modified with a 10% APTS/toluene solution, after air drying for 30 minutes. 

FIGURE 22.1 Portions of the infrared spectrum of (a) butylamine and (b) di-ethylamine. Primary amines exhibit two peaks due to N — H stretching, whereas secondary amines show only one. 

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