Evaluation of the Vaporization Enthalpies and Liquid Vapor Pressures of (R)-Deprenyl, (S)-Benzphetamine, Alverine, and a Series of Aliphatic Tertiary Amines by Correlation Gas Chromatography at T/K = 298.15

The vaporization enthalpies at  T /K = 298.15 and vapor pressures from  T /K = (283 to 313) of a series of tertiary aliphatic amines ranging in size from 12 to 24 carbons are evaluated using the literature values for triethylamine, tributylamine,  N,N -dimethylbenzylamine,  N,N -dimethyloctylamine, and  N,N -dimethyldodecylamine by correlation gas chromatography. The vaporization enthalpies and vapor pressures evaluated are (Δ lg H m (298.15 K/kJ·mol –1 ,  p /Pa (298.15 K)): triisobutylamine (52.3 ± 2.2, 113), tri- n -butylamine (58.0 ± 1.9, 28),  N , N -dimethyltetradecylamine (77.3 ± 1.9, 0.091),  N , N -dimethylhexadecylamine (84.8 ± 1.0, 0.011), tribenzylamine (92.4 ± 1.4, 5.1·10 –4 ), tri- n -octylamine (100.1 ± 1.4, 1.4·10 –4 ). These amines were used to evaluate the following vaporization enthalpies and vapor pressures (Δ lg H m (298.15 K kJ·mol –1 ,  p /Pa (298.15 K)): ( R )-deprenyl (64.3 ± 2.2, 2.5); ( S )-benzphetamine (77.2 ± 0.7, 0.04); and alverine (89.3 ± 0.2, 1.4·10 –3 ). The solid–solid and solid to liquid phase transitions of tribenzylamine were also measured; Δ crcr H m (342.5 K)/kJ·mol –1  = (1.1 ± 0.1); Δ crl H m (365.6 K)/kJ·mol –1  = (23.0 ± 0.1). Adjusted to  T /K = 298.15 and combined with the vaporization enthalpy at this temperature, the sublimation enthalpy resulted as Δ crg H m (298.15 K)/kJ·mol –1  = (111.3 ± 2.1).